NP-MRD: Showing NP-Card for Sordarin-1-glucose ester (NP0004015)

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Record Information

Version

1.0

Created at

2020-12-09 01:32:02 UTC

Updated at

2021-07-15 16:48:00 UTC

NP-MRD ID

NP0004015

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Sordarin-1-glucose ester

Provided By

NPAtlas

Description

3,4,5-Trihydroxy-6-(hydroxymethyl)oxan-2-yl (4R,5R,8R)-2-{[(3,4-dihydroxy-5-methoxy-6-methyloxan-2-yl)oxy]methyl}-9-formyl-5-methyl-13-(propan-2-yl)tetracyclo[7.4.0.0²,¹¹.0⁴,⁸]Tridec-12-ene-1-carboxylate belongs to the class of organic compounds known as terpene glycosides. These are prenol lipids containing a carbohydrate moiety glycosidically bound to a terpene backbone. Sordarin-1-glucose ester is found in Streptomyces. It was first documented in 2001 (PMID: 11827037). Based on a literature review very few articles have been published on 3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl (4R,5R,8R)-2-{[(3,4-dihydroxy-5-methoxy-6-methyloxan-2-yl)oxy]methyl}-9-formyl-5-methyl-13-(propan-2-yl)tetracyclo[7.4.0.0²,¹¹.0⁴,⁸]Tridec-12-ene-1-carboxylate.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652307012117493D          

 96101  0  0  0  0            999 V2000
    7.2813   -2.1268    1.8492 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0076   -1.5788    1.6941 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1369   -2.5014    1.1299 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0084   -2.8280    2.0755 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5184   -4.2501    1.9116 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9744   -1.9285    2.0416 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3972   -1.7510    0.8146 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0584   -0.4069    0.6848 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6807   -0.2138    0.5732 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4653    1.2649    0.4415 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1592    1.7602   -0.7511 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3660    2.6964   -1.5604 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0991    3.6209   -2.4888 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4819    3.9735   -2.0914 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1656    4.8296   -2.5777 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8971    4.6189   -1.4799 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1398    3.7404   -0.5597 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7760    3.1822    0.6329 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9628    3.9591    1.0417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8594    4.8028    1.9270 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2935    3.3000    1.7467 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9342    1.9316    1.7492 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0478    1.1588    2.6829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1273    1.1627    2.0608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3803    0.6967    2.6951 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4763    1.7147    2.7571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1388    0.2258    4.1103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9736    1.6813    0.6548 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9616    1.1760   -0.2465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7755    1.8912   -0.8832 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0609   -0.1937   -0.4578 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0257   -0.7618   -1.3423 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3424   -1.5539   -2.2328 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1383   -2.2318   -3.1283 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3626   -3.4911   -3.5377 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1048   -4.2204   -4.4375 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4611   -2.6588   -2.5758 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.4898   -1.7732   -2.8354 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3318   -2.8928   -1.0972 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.5264   -3.3916   -0.6235 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9734   -1.5730   -0.4511 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.1528   -0.8857   -0.2155 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2109   -2.2574   -0.3400 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7581   -1.6715   -1.5231 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6648   -1.9421   -0.1821 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8151   -0.5617   -0.2585 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2993   -3.0134    2.4969 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0098   -1.3989    2.2218 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5886   -2.4820    0.8297 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6979   -3.4418    0.9514 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4528   -2.7690    3.1131 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1257   -4.7869    1.1542 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4228   -4.2655    1.6624 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6109   -4.8437    2.8487 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4252   -2.3210    0.7916 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2138   -0.6402    1.4829 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3335   -0.7946   -0.2787 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5624    0.9254   -1.3961 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0917    2.2954   -0.4108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4319    2.2493   -2.1676 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1611    3.1111   -3.4871 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9308    4.5345   -2.9646 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6033    4.6298   -1.2324 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0707    3.0435   -2.0311 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7860    5.7189   -2.3588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2914    4.9205   -3.5676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7959    4.2199   -1.9370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0506    5.6419   -1.0391 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8084    4.3269   -0.3317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9363    3.8352    0.6079 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9969    4.1069    1.5432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2482    3.5420    2.6740 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9728    1.8759    1.9349 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3969    0.7502    3.6044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8046   -0.1998    2.1535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9169    1.9691    1.7717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3579    1.3030    3.3372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2210    2.6378    3.2705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8531   -0.8656    4.1285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0638    0.2847    4.7232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3700    0.8037    4.6317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6449    0.0239   -1.8045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3032   -1.5739   -3.9994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1515   -4.0768   -2.6230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3902   -3.1552   -3.9659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0879   -5.1912   -4.2085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7265   -3.6474   -3.0389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2498   -2.0211   -2.2327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5446   -3.6494   -0.9181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3418   -4.0546    0.0876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4936   -1.8169    0.5194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5546   -1.2021    0.6464 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0833   -3.3496   -0.4607 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0347   -2.2522   -1.9091 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2385   -2.4000   -1.0101 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8266   -0.2787   -1.2105 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
 10  9  1  1  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  1  0  0  0
 19 20  2  0  0  0  0
 18 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 24 28  1  0  0  0  0
 28 29  1  6  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 34 37  1  0  0  0  0
 37 38  1  0  0  0  0
 37 39  1  0  0  0  0
 39 40  1  0  0  0  0
 39 41  1  0  0  0  0
 41 42  1  0  0  0  0
  7 43  1  0  0  0  0
 43 44  1  0  0  0  0
 43 45  1  0  0  0  0
 45 46  1  0  0  0  0
 45  3  1  0  0  0  0
 22 10  1  0  0  0  0
 41 32  1  0  0  0  0
 28 10  1  0  0  0  0
 17 12  1  0  0  0  0
 28 18  1  0  0  0  0
  1 47  1  0  0  0  0
  1 48  1  0  0  0  0
  1 49  1  0  0  0  0
  3 50  1  6  0  0  0
  4 51  1  1  0  0  0
  5 52  1  0  0  0  0
  5 53  1  0  0  0  0
  5 54  1  0  0  0  0
  7 55  1  1  0  0  0
  9 56  1  0  0  0  0
  9 57  1  0  0  0  0
 11 58  1  0  0  0  0
 11 59  1  0  0  0  0
 12 60  1  6  0  0  0
 13 61  1  6  0  0  0
 14 62  1  0  0  0  0
 14 63  1  0  0  0  0
 14 64  1  0  0  0  0
 15 65  1  0  0  0  0
 15 66  1  0  0  0  0
 16 67  1  0  0  0  0
 16 68  1  0  0  0  0
 17 69  1  1  0  0  0
 19 70  1  0  0  0  0
 21 71  1  0  0  0  0
 21 72  1  0  0  0  0
 22 73  1  1  0  0  0
 23 74  1  0  0  0  0
 25 75  1  6  0  0  0
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 26 77  1  0  0  0  0
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 27 81  1  0  0  0  0
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 41 91  1  1  0  0  0
 42 92  1  0  0  0  0
 43 93  1  6  0  0  0
 44 94  1  0  0  0  0
 45 95  1  6  0  0  0
 46 96  1  0  0  0  0
M  END

     RDKit          3D

 96101  0  0  0  0  0  0  0  0999 V2000
    7.2813   -2.1268    1.8492 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0076   -1.5788    1.6941 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1369   -2.5014    1.1299 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0084   -2.8280    2.0755 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5184   -4.2501    1.9116 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9744   -1.9285    2.0416 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3972   -1.7510    0.8146 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0584   -0.4069    0.6848 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6807   -0.2138    0.5732 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4653    1.2649    0.4415 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1592    1.7602   -0.7511 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3660    2.6964   -1.5604 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0991    3.6209   -2.4888 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4819    3.9735   -2.0914 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1656    4.8296   -2.5777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8971    4.6189   -1.4799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1398    3.7404   -0.5597 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7760    3.1822    0.6329 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9628    3.9591    1.0417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8594    4.8028    1.9270 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2935    3.3000    1.7467 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9342    1.9316    1.7492 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0478    1.1588    2.6829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1273    1.1627    2.0608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3803    0.6967    2.6951 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4763    1.7147    2.7571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1388    0.2258    4.1103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9736    1.6813    0.6548 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9616    1.1760   -0.2465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7755    1.8912   -0.8832 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0609   -0.1937   -0.4578 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0257   -0.7618   -1.3423 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3424   -1.5539   -2.2328 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1383   -2.2318   -3.1283 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3626   -3.4911   -3.5377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1048   -4.2204   -4.4375 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4611   -2.6588   -2.5758 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.4898   -1.7732   -2.8354 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3318   -2.8928   -1.0972 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.5264   -3.3916   -0.6235 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9734   -1.5730   -0.4511 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.1528   -0.8857   -0.2155 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2109   -2.2574   -0.3400 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7581   -1.6715   -1.5231 O   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652307012117493D          

 96101  0  0  0  0            999 V2000
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  9 56  1  0  0  0  0
  9 57  1  0  0  0  0
 11 58  1  0  0  0  0
 11 59  1  0  0  0  0
 12 60  1  6  0  0  0
 13 61  1  6  0  0  0
 14 62  1  0  0  0  0
 14 63  1  0  0  0  0
 14 64  1  0  0  0  0
 15 65  1  0  0  0  0
 15 66  1  0  0  0  0
 16 67  1  0  0  0  0
 16 68  1  0  0  0  0
 17 69  1  1  0  0  0
 19 70  1  0  0  0  0
 21 71  1  0  0  0  0
 21 72  1  0  0  0  0
 22 73  1  1  0  0  0
 23 74  1  0  0  0  0
 25 75  1  6  0  0  0
 26 76  1  0  0  0  0
 26 77  1  0  0  0  0
 26 78  1  0  0  0  0
 27 79  1  0  0  0  0
 27 80  1  0  0  0  0
 27 81  1  0  0  0  0
 32 82  1  6  0  0  0
 34 83  1  6  0  0  0
 35 84  1  0  0  0  0
 35 85  1  0  0  0  0
 36 86  1  0  0  0  0
 37 87  1  6  0  0  0
 38 88  1  0  0  0  0
 39 89  1  6  0  0  0
 40 90  1  0  0  0  0
 41 91  1  1  0  0  0
 42 92  1  0  0  0  0
 43 93  1  6  0  0  0
 44 94  1  0  0  0  0
 45 95  1  6  0  0  0
 46 96  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0004015

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC([H])([H])[C@]1([H])O[C@]([H])(OC(=O)[C@]23C(=C([H])[C@]4([H])C([H])([H])[C@@]2(C([H])=O)[C@]2([H])C([H])([H])C([H])([H])[C@@]([H])(C([H])([H])[H])[C@@]2([H])C([H])([H])[C@]34C([H])([H])O[C@]2([H])O[C@@]([H])(C([H])([H])[H])[C@]([H])(OC([H])([H])[H])[C@]([H])(O[H])[C@]2([H])O[H])C([H])(C([H])([H])[H])C([H])([H])[H])[C@@]([H])(O[H])[C@@]([H])(O[H])[C@@]1([H])O[H]

> <INCHI_IDENTIFIER>
InChI=1S/C33H50O13/c1-14(2)20-8-17-9-31(12-35)19-7-6-15(3)18(19)10-32(17,13-43-28-26(40)24(38)27(42-5)16(4)44-28)33(20,31)30(41)46-29-25(39)23(37)22(36)21(11-34)45-29/h8,12,14-19,21-29,34,36-40H,6-7,9-11,13H2,1-5H3/t15-,16+,17-,18-,19-,21+,22+,23+,24-,25+,26+,27+,28-,29-,31-,32-,33-/m1/s1

> <INCHI_KEY>
NLDDAQSAGIEQAK-IGEXOZPXSA-N

> <FORMULA>
C33H50O13

> <MOLECULAR_WEIGHT>
654.75

> <EXACT_MASS>
654.32514167

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
96

> <JCHEM_AVERAGE_POLARIZABILITY>
67.85789467191408

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl (1S,2R,4R,5R,8R,9R,11S)-2-({[(2R,3S,4R,5R,6S)-3,4-dihydroxy-5-methoxy-6-methyloxan-2-yl]oxy}methyl)-9-formyl-5-methyl-13-(propan-2-yl)tetracyclo[7.4.0.0^{2,11}.0^{4,8}]tridec-12-ene-1-carboxylate

> <ALOGPS_LOGP>
-0.16

> <JCHEM_LOGP>
-0.16176412199999915

> <ALOGPS_LOGS>
-2.83

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.483198836135923

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.934504468678504

> <JCHEM_PKA_STRONGEST_BASIC>
-2.981093681187372

> <JCHEM_POLAR_SURFACE_AREA>
201.67

> <JCHEM_REFRACTIVITY>
158.9498

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
9.59e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl (1S,2R,4R,5R,8R,9R,11S)-2-({[(2R,3S,4R,5R,6S)-3,4-dihydroxy-5-methoxy-6-methyloxan-2-yl]oxy}methyl)-9-formyl-13-isopropyl-5-methyltetracyclo[7.4.0.0^{2,11}.0^{4,8}]tridec-12-ene-1-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 96101  0  0  0  0  0  0  0  0999 V2000
    7.2813   -2.1268    1.8492 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0076   -1.5788    1.6941 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1369   -2.5014    1.1299 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0084   -2.8280    2.0755 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5184   -4.2501    1.9116 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9744   -1.9285    2.0416 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3972   -1.7510    0.8146 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0584   -0.4069    0.6848 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6807   -0.2138    0.5732 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4653    1.2649    0.4415 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1592    1.7602   -0.7511 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3660    2.6964   -1.5604 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0991    3.6209   -2.4888 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4819    3.9735   -2.0914 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1656    4.8296   -2.5777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8971    4.6189   -1.4799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1398    3.7404   -0.5597 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7760    3.1822    0.6329 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9628    3.9591    1.0417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8594    4.8028    1.9270 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2935    3.3000    1.7467 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9342    1.9316    1.7492 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0478    1.1588    2.6829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1273    1.1627    2.0608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3803    0.6967    2.6951 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4763    1.7147    2.7571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1388    0.2258    4.1103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9736    1.6813    0.6548 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9616    1.1760   -0.2465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7755    1.8912   -0.8832 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0609   -0.1937   -0.4578 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0257   -0.7618   -1.3423 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3424   -1.5539   -2.2328 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1383   -2.2318   -3.1283 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3626   -3.4911   -3.5377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1048   -4.2204   -4.4375 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4611   -2.6588   -2.5758 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.4898   -1.7732   -2.8354 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3318   -2.8928   -1.0972 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.5264   -3.3916   -0.6235 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9734   -1.5730   -0.4511 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.1528   -0.8857   -0.2155 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2109   -2.2574   -0.3400 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7581   -1.6715   -1.5231 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6648   -1.9421   -0.1821 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8151   -0.5617   -0.2585 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2993   -3.0134    2.4969 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0098   -1.3989    2.2218 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5886   -2.4820    0.8297 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6979   -3.4418    0.9514 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4528   -2.7690    3.1131 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1257   -4.7869    1.1542 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4228   -4.2655    1.6624 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6109   -4.8437    2.8487 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4252   -2.3210    0.7916 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2138   -0.6402    1.4829 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3335   -0.7946   -0.2787 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5624    0.9254   -1.3961 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0917    2.2954   -0.4108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4319    2.2493   -2.1676 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1611    3.1111   -3.4871 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9308    4.5345   -2.9646 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6033    4.6298   -1.2324 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0707    3.0435   -2.0311 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7860    5.7189   -2.3588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2914    4.9205   -3.5676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7959    4.2199   -1.9370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0506    5.6419   -1.0391 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8084    4.3269   -0.3317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9363    3.8352    0.6079 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9969    4.1069    1.5432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2482    3.5420    2.6740 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9728    1.8759    1.9349 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3969    0.7502    3.6044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8046   -0.1998    2.1535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9169    1.9691    1.7717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3579    1.3030    3.3372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2210    2.6378    3.2705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8531   -0.8656    4.1285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0638    0.2847    4.7232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3700    0.8037    4.6317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6449    0.0239   -1.8045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3032   -1.5739   -3.9994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1515   -4.0768   -2.6230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3902   -3.1552   -3.9659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0879   -5.1912   -4.2085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7265   -3.6474   -3.0389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2498   -2.0211   -2.2327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5446   -3.6494   -0.9181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3418   -4.0546    0.0876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4936   -1.8169    0.5194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5546   -1.2021    0.6464 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0833   -3.3496   -0.4607 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0347   -2.2522   -1.9091 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2385   -2.4000   -1.0101 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8266   -0.2787   -1.2105 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
 10  9  1  1
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  1
 19 20  2  0
 18 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 24 28  1  0
 28 29  1  6
 29 30  2  0
 29 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 34 37  1  0
 37 38  1  0
 37 39  1  0
 39 40  1  0
 39 41  1  0
 41 42  1  0
  7 43  1  0
 43 44  1  0
 43 45  1  0
 45 46  1  0
 45  3  1  0
 22 10  1  0
 41 32  1  0
 28 10  1  0
 17 12  1  0
 28 18  1  0
  1 47  1  0
  1 48  1  0
  1 49  1  0
  3 50  1  6
  4 51  1  1
  5 52  1  0
  5 53  1  0
  5 54  1  0
  7 55  1  1
  9 56  1  0
  9 57  1  0
 11 58  1  0
 11 59  1  0
 12 60  1  6
 13 61  1  6
 14 62  1  0
 14 63  1  0
 14 64  1  0
 15 65  1  0
 15 66  1  0
 16 67  1  0
 16 68  1  0
 17 69  1  1
 19 70  1  0
 21 71  1  0
 21 72  1  0
 22 73  1  1
 23 74  1  0
 25 75  1  6
 26 76  1  0
 26 77  1  0
 26 78  1  0
 27 79  1  0
 27 80  1  0
 27 81  1  0
 32 82  1  6
 34 83  1  6
 35 84  1  0
 35 85  1  0
 36 86  1  0
 37 87  1  6
 38 88  1  0
 39 89  1  6
 40 90  1  0
 41 91  1  1
 42 92  1  0
 43 93  1  6
 44 94  1  0
 45 95  1  6
 46 96  1  0
M  END

HEADER    PROTEIN                                 01-JUL-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   01-JUL-21         0                                  
HETATM    1  C   UNK     0       7.281  -2.127   1.849  0.00  0.00           C+0
HETATM    2  O   UNK     0       6.008  -1.579   1.694  0.00  0.00           O+0
HETATM    3  C   UNK     0       5.137  -2.501   1.130  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.008  -2.828   2.075  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.518  -4.250   1.912  0.00  0.00           C+0
HETATM    6  O   UNK     0       2.974  -1.929   2.042  0.00  0.00           O+0
HETATM    7  C   UNK     0       2.397  -1.751   0.815  0.00  0.00           C+0
HETATM    8  O   UNK     0       2.058  -0.407   0.685  0.00  0.00           O+0
HETATM    9  C   UNK     0       0.681  -0.214   0.573  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.465   1.265   0.442  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.159   1.760  -0.751  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.366   2.696  -1.560  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.099   3.621  -2.489  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.482   3.974  -2.091  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.166   4.830  -2.578  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.897   4.619  -1.480  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.140   3.740  -0.560  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.776   3.182   0.633  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.963   3.959   1.042  0.00  0.00           C+0
HETATM   20  O   UNK     0      -1.859   4.803   1.927  0.00  0.00           O+0
HETATM   21  C   UNK     0       0.294   3.300   1.747  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.934   1.932   1.749  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.048   1.159   2.683  0.00  0.00           C+0
HETATM   24  C   UNK     0      -1.127   1.163   2.061  0.00  0.00           C+0
HETATM   25  C   UNK     0      -2.380   0.697   2.695  0.00  0.00           C+0
HETATM   26  C   UNK     0      -3.476   1.715   2.757  0.00  0.00           C+0
HETATM   27  C   UNK     0      -2.139   0.226   4.110  0.00  0.00           C+0
HETATM   28  C   UNK     0      -0.974   1.681   0.655  0.00  0.00           C+0
HETATM   29  C   UNK     0      -1.962   1.176  -0.247  0.00  0.00           C+0
HETATM   30  O   UNK     0      -2.776   1.891  -0.883  0.00  0.00           O+0
HETATM   31  O   UNK     0      -2.061  -0.194  -0.458  0.00  0.00           O+0
HETATM   32  C   UNK     0      -3.026  -0.762  -1.342  0.00  0.00           C+0
HETATM   33  O   UNK     0      -2.342  -1.554  -2.233  0.00  0.00           O+0
HETATM   34  C   UNK     0      -3.138  -2.232  -3.128  0.00  0.00           C+0
HETATM   35  C   UNK     0      -2.363  -3.491  -3.538  0.00  0.00           C+0
HETATM   36  O   UNK     0      -3.105  -4.220  -4.438  0.00  0.00           O+0
HETATM   37  C   UNK     0      -4.461  -2.659  -2.576  0.00  0.00           C+0
HETATM   38  O   UNK     0      -5.490  -1.773  -2.835  0.00  0.00           O+0
HETATM   39  C   UNK     0      -4.332  -2.893  -1.097  0.00  0.00           C+0
HETATM   40  O   UNK     0      -5.526  -3.392  -0.624  0.00  0.00           O+0
HETATM   41  C   UNK     0      -3.973  -1.573  -0.451  0.00  0.00           C+0
HETATM   42  O   UNK     0      -5.153  -0.886  -0.216  0.00  0.00           O+0
HETATM   43  C   UNK     0       3.211  -2.257  -0.340  0.00  0.00           C+0
HETATM   44  O   UNK     0       2.758  -1.672  -1.523  0.00  0.00           O+0
HETATM   45  C   UNK     0       4.665  -1.942  -0.182  0.00  0.00           C+0
HETATM   46  O   UNK     0       4.815  -0.562  -0.259  0.00  0.00           O+0
HETATM   47  H   UNK     0       7.299  -3.013   2.497  0.00  0.00           H+0
HETATM   48  H   UNK     0       8.010  -1.399   2.222  0.00  0.00           H+0
HETATM   49  H   UNK     0       7.589  -2.482   0.830  0.00  0.00           H+0
HETATM   50  H   UNK     0       5.698  -3.442   0.951  0.00  0.00           H+0
HETATM   51  H   UNK     0       4.453  -2.769   3.113  0.00  0.00           H+0
HETATM   52  H   UNK     0       4.126  -4.787   1.154  0.00  0.00           H+0
HETATM   53  H   UNK     0       2.423  -4.266   1.662  0.00  0.00           H+0
HETATM   54  H   UNK     0       3.611  -4.844   2.849  0.00  0.00           H+0
HETATM   55  H   UNK     0       1.425  -2.321   0.792  0.00  0.00           H+0
HETATM   56  H   UNK     0       0.214  -0.640   1.483  0.00  0.00           H+0
HETATM   57  H   UNK     0       0.334  -0.795  -0.279  0.00  0.00           H+0
HETATM   58  H   UNK     0       1.562   0.925  -1.396  0.00  0.00           H+0
HETATM   59  H   UNK     0       2.092   2.295  -0.411  0.00  0.00           H+0
HETATM   60  H   UNK     0      -0.432   2.249  -2.168  0.00  0.00           H+0
HETATM   61  H   UNK     0       1.161   3.111  -3.487  0.00  0.00           H+0
HETATM   62  H   UNK     0       2.931   4.535  -2.965  0.00  0.00           H+0
HETATM   63  H   UNK     0       2.603   4.630  -1.232  0.00  0.00           H+0
HETATM   64  H   UNK     0       3.071   3.043  -2.031  0.00  0.00           H+0
HETATM   65  H   UNK     0       0.786   5.719  -2.359  0.00  0.00           H+0
HETATM   66  H   UNK     0      -0.291   4.920  -3.568  0.00  0.00           H+0
HETATM   67  H   UNK     0      -1.796   4.220  -1.937  0.00  0.00           H+0
HETATM   68  H   UNK     0      -1.051   5.642  -1.039  0.00  0.00           H+0
HETATM   69  H   UNK     0       0.808   4.327  -0.332  0.00  0.00           H+0
HETATM   70  H   UNK     0      -2.936   3.835   0.608  0.00  0.00           H+0
HETATM   71  H   UNK     0       0.997   4.107   1.543  0.00  0.00           H+0
HETATM   72  H   UNK     0      -0.248   3.542   2.674  0.00  0.00           H+0
HETATM   73  H   UNK     0       1.973   1.876   1.935  0.00  0.00           H+0
HETATM   74  H   UNK     0       0.397   0.750   3.604  0.00  0.00           H+0
HETATM   75  H   UNK     0      -2.805  -0.200   2.154  0.00  0.00           H+0
HETATM   76  H   UNK     0      -3.917   1.969   1.772  0.00  0.00           H+0
HETATM   77  H   UNK     0      -4.358   1.303   3.337  0.00  0.00           H+0
HETATM   78  H   UNK     0      -3.221   2.638   3.271  0.00  0.00           H+0
HETATM   79  H   UNK     0      -1.853  -0.866   4.128  0.00  0.00           H+0
HETATM   80  H   UNK     0      -3.064   0.285   4.723  0.00  0.00           H+0
HETATM   81  H   UNK     0      -1.370   0.804   4.632  0.00  0.00           H+0
HETATM   82  H   UNK     0      -3.645   0.024  -1.805  0.00  0.00           H+0
HETATM   83  H   UNK     0      -3.303  -1.574  -3.999  0.00  0.00           H+0
HETATM   84  H   UNK     0      -2.151  -4.077  -2.623  0.00  0.00           H+0
HETATM   85  H   UNK     0      -1.390  -3.155  -3.966  0.00  0.00           H+0
HETATM   86  H   UNK     0      -3.088  -5.191  -4.208  0.00  0.00           H+0
HETATM   87  H   UNK     0      -4.726  -3.647  -3.039  0.00  0.00           H+0
HETATM   88  H   UNK     0      -6.250  -2.021  -2.233  0.00  0.00           H+0
HETATM   89  H   UNK     0      -3.545  -3.649  -0.918  0.00  0.00           H+0
HETATM   90  H   UNK     0      -5.342  -4.055   0.088  0.00  0.00           H+0
HETATM   91  H   UNK     0      -3.494  -1.817   0.519  0.00  0.00           H+0
HETATM   92  H   UNK     0      -5.555  -1.202   0.646  0.00  0.00           H+0
HETATM   93  H   UNK     0       3.083  -3.350  -0.461  0.00  0.00           H+0
HETATM   94  H   UNK     0       2.035  -2.252  -1.909  0.00  0.00           H+0
HETATM   95  H   UNK     0       5.239  -2.400  -1.010  0.00  0.00           H+0
HETATM   96  H   UNK     0       4.827  -0.279  -1.210  0.00  0.00           H+0
CONECT    1    2   47   48   49                                             
CONECT    2    1    3                                                       
CONECT    3    2    4   45   50                                             
CONECT    4    3    5    6   51                                             
CONECT    5    4   52   53   54                                             
CONECT    6    4    7                                                       
CONECT    7    6    8   43   55                                             
CONECT    8    7    9                                                       
CONECT    9    8   10   56   57                                             
CONECT   10    9   11   22   28                                             
CONECT   11   10   12   58   59                                             
CONECT   12   11   13   17   60                                             
CONECT   13   12   14   15   61                                             
CONECT   14   13   62   63   64                                             
CONECT   15   13   16   65   66                                             
CONECT   16   15   17   67   68                                             
CONECT   17   16   18   12   69                                             
CONECT   18   17   19   21   28                                             
CONECT   19   18   20   70                                                  
CONECT   20   19                                                            
CONECT   21   18   22   71   72                                             
CONECT   22   21   23   10   73                                             
CONECT   23   22   24   74                                                  
CONECT   24   23   25   28                                                  
CONECT   25   24   26   27   75                                             
CONECT   26   25   76   77   78                                             
CONECT   27   25   79   80   81                                             
CONECT   28   24   29   10   18                                             
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   32                                                       
CONECT   32   31   33   41   82                                             
CONECT   33   32   34                                                       
CONECT   34   33   35   37   83                                             
CONECT   35   34   36   84   85                                             
CONECT   36   35   86                                                       
CONECT   37   34   38   39   87                                             
CONECT   38   37   88                                                       
CONECT   39   37   40   41   89                                             
CONECT   40   39   90                                                       
CONECT   41   39   42   32   91                                             
CONECT   42   41   92                                                       
CONECT   43    7   44   45   93                                             
CONECT   44   43   94                                                       
CONECT   45   43   46    3   95                                             
CONECT   46   45   96                                                       
CONECT   47    1                                                            
CONECT   48    1                                                            
CONECT   49    1                                                            
CONECT   50    3                                                            
CONECT   51    4                                                            
CONECT   52    5                                                            
CONECT   53    5                                                            
CONECT   54    5                                                            
CONECT   55    7                                                            
CONECT   56    9                                                            
CONECT   57    9                                                            
CONECT   58   11                                                            
CONECT   59   11                                                            
CONECT   60   12                                                            
CONECT   61   13                                                            
CONECT   62   14                                                            
CONECT   63   14                                                            
CONECT   64   14                                                            
CONECT   65   15                                                            
CONECT   66   15                                                            
CONECT   67   16                                                            
CONECT   68   16                                                            
CONECT   69   17                                                            
CONECT   70   19                                                            
CONECT   71   21                                                            
CONECT   72   21                                                            
CONECT   73   22                                                            
CONECT   74   23                                                            
CONECT   75   25                                                            
CONECT   76   26                                                            
CONECT   77   26                                                            
CONECT   78   26                                                            
CONECT   79   27                                                            
CONECT   80   27                                                            
CONECT   81   27                                                            
CONECT   82   32                                                            
CONECT   83   34                                                            
CONECT   84   35                                                            
CONECT   85   35                                                            
CONECT   86   36                                                            
CONECT   87   37                                                            
CONECT   88   38                                                            
CONECT   89   39                                                            
CONECT   90   40                                                            
CONECT   91   41                                                            
CONECT   92   42                                                            
CONECT   93   43                                                            
CONECT   94   44                                                            
CONECT   95   45                                                            
CONECT   96   46                                                            
MASTER        0    0    0    0    0    0    0    0   96    0  202    0
END

RDKit          3D

96101  0  0  0  0  0  0  0  0999 V2000
    7.2813   -2.1268    1.8492 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0076   -1.5788    1.6941 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1369   -2.5014    1.1299 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0084   -2.8280    2.0755 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5184   -4.2501    1.9116 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9744   -1.9285    2.0416 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3972   -1.7510    0.8146 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0584   -0.4069    0.6848 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6807   -0.2138    0.5732 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4653    1.2649    0.4415 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1592    1.7602   -0.7511 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3660    2.6964   -1.5604 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0991    3.6209   -2.4888 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4819    3.9735   -2.0914 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1656    4.8296   -2.5777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8971    4.6189   -1.4799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1398    3.7404   -0.5597 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7760    3.1822    0.6329 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9628    3.9591    1.0417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8594    4.8028    1.9270 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2935    3.3000    1.7467 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9342    1.9316    1.7492 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0478    1.1588    2.6829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1273    1.1627    2.0608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3803    0.6967    2.6951 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4763    1.7147    2.7571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1388    0.2258    4.1103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9736    1.6813    0.6548 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9616    1.1760   -0.2465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7755    1.8912   -0.8832 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0609   -0.1937   -0.4578 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0257   -0.7618   -1.3423 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3424   -1.5539   -2.2328 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1383   -2.2318   -3.1283 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3626   -3.4911   -3.5377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1048   -4.2204   -4.4375 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4611   -2.6588   -2.5758 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.4898   -1.7732   -2.8354 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3318   -2.8928   -1.0972 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.5264   -3.3916   -0.6235 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9734   -1.5730   -0.4511 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.1528   -0.8857   -0.2155 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2109   -2.2574   -0.3400 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7581   -1.6715   -1.5231 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6648   -1.9421   -0.1821 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8151   -0.5617   -0.2585 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2993   -3.0134    2.4969 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0098   -1.3989    2.2218 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5886   -2.4820    0.8297 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6979   -3.4418    0.9514 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4528   -2.7690    3.1131 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1257   -4.7869    1.1542 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4228   -4.2655    1.6624 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6109   -4.8437    2.8487 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4252   -2.3210    0.7916 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2138   -0.6402    1.4829 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3335   -0.7946   -0.2787 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5624    0.9254   -1.3961 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0917    2.2954   -0.4108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4319    2.2493   -2.1676 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1611    3.1111   -3.4871 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9308    4.5345   -2.9646 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6033    4.6298   -1.2324 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0707    3.0435   -2.0311 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7860    5.7189   -2.3588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2914    4.9205   -3.5676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7959    4.2199   -1.9370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0506    5.6419   -1.0391 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8084    4.3269   -0.3317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9363    3.8352    0.6079 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9969    4.1069    1.5432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2482    3.5420    2.6740 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9728    1.8759    1.9349 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3969    0.7502    3.6044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8046   -0.1998    2.1535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9169    1.9691    1.7717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3579    1.3030    3.3372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2210    2.6378    3.2705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8531   -0.8656    4.1285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0638    0.2847    4.7232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3700    0.8037    4.6317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6449    0.0239   -1.8045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3032   -1.5739   -3.9994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1515   -4.0768   -2.6230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3902   -3.1552   -3.9659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0879   -5.1912   -4.2085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7265   -3.6474   -3.0389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2498   -2.0211   -2.2327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5446   -3.6494   -0.9181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3418   -4.0546    0.0876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4936   -1.8169    0.5194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5546   -1.2021    0.6464 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0833   -3.3496   -0.4607 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0347   -2.2522   -1.9091 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2385   -2.4000   -1.0101 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8266   -0.2787   -1.2105 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
 10  9  1  1
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  1
 19 20  2  0
 18 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 24 28  1  0
 28 29  1  6
 29 30  2  0
 29 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 34 37  1  0
 37 38  1  0
 37 39  1  0
 39 40  1  0
 39 41  1  0
 41 42  1  0
  7 43  1  0
 43 44  1  0
 43 45  1  0
 45 46  1  0
 45  3  1  0
 22 10  1  0
 41 32  1  0
 28 10  1  0
 17 12  1  0
 28 18  1  0
  1 47  1  0
  1 48  1  0
  1 49  1  0
  3 50  1  6
  4 51  1  1
  5 52  1  0
  5 53  1  0
  5 54  1  0
  7 55  1  1
  9 56  1  0
  9 57  1  0
 11 58  1  0
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 12 60  1  6
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 43 93  1  6
 44 94  1  0
 45 95  1  6
 46 96  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
3,4,5-Trihydroxy-6-(hydroxymethyl)oxan-2-yl (4R,5R,8R)-2-{[(3,4-dihydroxy-5-methoxy-6-methyloxan-2-yl)oxy]methyl}-9-formyl-5-methyl-13-(propan-2-yl)tetracyclo[7.4.0.0,.0,]tridec-12-ene-1-carboxylic acid	Generator

Chemical Formula

C₃₃H₅₀O₁₃

Average Mass

654.7500 Da

Monoisotopic Mass

654.32514 Da

IUPAC Name

(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl (1S,2R,4R,5R,8R,9R,11S)-2-({[(2R,3S,4R,5R,6S)-3,4-dihydroxy-5-methoxy-6-methyloxan-2-yl]oxy}methyl)-9-formyl-5-methyl-13-(propan-2-yl)tetracyclo[7.4.0.0^{2,11}.0^{4,8}]tridec-12-ene-1-carboxylate

Traditional Name

(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl (1S,2R,4R,5R,8R,9R,11S)-2-({[(2R,3S,4R,5R,6S)-3,4-dihydroxy-5-methoxy-6-methyloxan-2-yl]oxy}methyl)-9-formyl-13-isopropyl-5-methyltetracyclo[7.4.0.0^{2,11}.0^{4,8}]tridec-12-ene-1-carboxylate

CAS Registry Number

Not Available

SMILES

COC1C(C)OC(OCC23C[C@@H]4[C@H](C)CC[C@H]4C4(CC2C=C(C(C)C)C34C(=O)OC2OC(CO)C(O)C(O)C2O)C=O)C(O)C1O

InChI Identifier

InChI=1S/C33H50O13/c1-14(2)20-8-17-9-31(12-35)19-7-6-15(3)18(19)10-32(17,13-43-28-26(40)24(38)27(42-5)16(4)44-28)33(20,31)30(41)46-29-25(39)23(37)22(36)21(11-34)45-29/h8,12,14-19,21-29,34,36-40H,6-7,9-11,13H2,1-5H3/t15-,16?,17?,18-,19-,21?,22?,23?,24?,25?,26?,27?,28?,29?,31?,32?,33?/m1/s1

InChI Key

NLDDAQSAGIEQAK-IGEXOZPXSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Streptomyces	NPAtlas	11827037

Species Where Detected

Species Name	Source	Reference
Rhizopus japonicus IMI 21600	KNApSAcK Database	22123792

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as terpene glycosides. These are prenol lipids containing a carbohydrate moiety glycosidically bound to a terpene backbone.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene glycosides

Direct Parent

Terpene glycosides

Alternative Parents

Substituents

Terpene glycoside
Sesquiterpenoid
Glycosyl compound
O-glycosyl compound
Monosaccharide
Oxane
Carboxylic acid ester
Secondary alcohol
Oxacycle
Carboxylic acid derivative
Organoheterocyclic compound
Dialkyl ether
Ether
Acetal
Monocarboxylic acid or derivatives
Polyol
Carbonyl group
Hydrocarbon derivative
Aldehyde
Organic oxide
Alcohol
Organooxygen compound
Organic oxygen compound
Primary alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	-0.16	ALOGPS
logP	-0.16	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	11.93	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	201.67 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	158.95 m³·mol⁻¹	ChemAxon
Polarizability	67.86 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

NPAtlas ID

NPA000436

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

78445377

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139583208

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Hall RM, Dawson MJ, Jones CA, Roberts AD, Sidebottom PJ, Stead P, Taylor NL: The production of novel sordarin analogues by biotransformation. J Antibiot (Tokyo). 2001 Nov;54(11):948-57. doi: 10.7164/antibiotics.54.948. [PubMed:11827037 ]

Showing NP-Card for Sordarin-1-glucose ester (NP0004015)

MOL for NP0004015 (Sordarin-1-glucose ester)

3D MOL for NP0004015 (Sordarin-1-glucose ester)

3D SDF for NP0004015 (Sordarin-1-glucose ester)

3D-SDF for NP0004015 (Sordarin-1-glucose ester)

PDB for NP0004015 (Sordarin-1-glucose ester)

3D PDB for NP0004015 (Sordarin-1-glucose ester)

SMILES for NP0004015 (Sordarin-1-glucose ester)

INCHI for NP0004015 (Sordarin-1-glucose ester)

Structure for NP0004015 (Sordarin-1-glucose ester)

3D Structure for NP0004015 (Sordarin-1-glucose ester)