NP-MRD: Showing NP-Card for Variecoacetal A (NP0003493)

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Record Information

Version

1.0

Created at

2020-12-09 00:43:36 UTC

Updated at

2021-07-15 16:46:33 UTC

NP-MRD ID

NP0003493

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Variecoacetal A

Provided By

NPAtlas

Description

Variecoacetal A is found in Emericella. It was first documented in 2000 (PMID: 11045446). Based on a literature review very few articles have been published on (1S,3R,6S,9S,10S,11S,15S,17R,19S,20R)-15,17-dimethoxy-3,6,19-trimethyl-9-(prop-1-en-2-yl)-16-oxapentacyclo[12.5.1.0³,¹¹.0⁶,¹⁰.0¹⁷,²⁰]Icos-13-ene.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242117473D          

 72 76  0  0  0  0            999 V2000
   -4.7271    1.5324    2.4449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9027    0.5832    2.0299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1551   -0.1194    3.1441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7666    0.1901    0.6572 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.7011    1.1061   -0.1829 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2912    0.8089   -1.6216 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2231   -0.1957   -1.4468 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8794   -1.5475   -1.2556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2627   -0.3502   -2.5683 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2592   -1.2941   -2.0138 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3250   -0.5934   -0.9758 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0515    0.5935   -1.7338 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6188   -1.6823   -0.6761 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9897   -1.6130   -0.2542 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0592   -1.6367   -1.3080 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0985   -0.5611   -2.2882 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3058   -1.5828   -0.4435 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9067   -0.5830    0.6447 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6783   -0.8759    1.7558 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0132   -0.6916    1.4247 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0694    0.7200    0.2044 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0673    1.4966    0.7689 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5013    2.0813    1.9274 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4175    3.4707    1.9096 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9229    0.5775    0.9494 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6800    1.0375    1.1037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6378    0.4393    1.3011 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2847   -0.3048    0.2004 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5547    0.3171   -0.1521 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4350   -0.7922    0.8893 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.8274    1.7538    3.4842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3016    2.0787    1.7261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3908    0.5007    3.6045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9464   -0.4431    3.8843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6979   -1.0591    2.7970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2548   -0.8301    0.5793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3323    2.1577   -0.0021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7462    0.9422    0.0331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9496    1.6903   -2.1681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1501    0.3275   -2.1596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3972   -2.2021   -0.5343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0003   -1.4664   -1.1406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8032   -2.1185   -2.2401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8176   -0.9537   -3.3522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9211    0.5266   -3.0832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7044   -2.1921   -1.6227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5570   -1.5817   -2.8375 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0798    0.4295   -2.8607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8087    1.3263   -1.6020 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9097    1.1936   -1.5287 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6875   -2.4446   -1.5309 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0316   -2.3159    0.0773 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1967   -2.6610    0.1770 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0965   -2.6152   -1.8733 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1549    0.4648   -1.9309 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2744   -0.7210   -3.0449 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0352   -0.7119   -2.9045 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1446   -1.1508   -1.0379 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5388   -2.5511    0.0060 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1757    0.3655    1.1164 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6893   -0.8924    2.2797 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3562   -1.3272    0.5937 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7236    2.2715    0.0214 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0699    3.8027    1.0491 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8856    3.9256    2.8054 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4180    3.8543    1.7117 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7175    2.1473    1.0625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5368   -0.2116    2.2274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2683    1.3072    1.6520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5149   -1.3518    0.5747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4161    1.4338   -0.3441 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3126   -1.2288    1.9005 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  1  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  6  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
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 19 20  1  0  0  0  0
 18 21  1  0  0  0  0
 21 22  1  0  0  0  0
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 27 28  1  0  0  0  0
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 25 30  1  0  0  0  0
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 29  7  1  0  0  0  0
 28 11  1  0  0  0  0
 30 14  1  0  0  0  0
 30 18  1  0  0  0  0
  1 31  1  0  0  0  0
  1 32  1  0  0  0  0
  3 33  1  0  0  0  0
  3 34  1  0  0  0  0
  3 35  1  0  0  0  0
  4 36  1  1  0  0  0
  5 37  1  0  0  0  0
  5 38  1  0  0  0  0
  6 39  1  0  0  0  0
  6 40  1  0  0  0  0
  8 41  1  0  0  0  0
  8 42  1  0  0  0  0
  8 43  1  0  0  0  0
  9 44  1  0  0  0  0
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 10 46  1  0  0  0  0
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 12 48  1  0  0  0  0
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 13 51  1  0  0  0  0
 13 52  1  0  0  0  0
 14 53  1  1  0  0  0
 15 54  1  6  0  0  0
 16 55  1  0  0  0  0
 16 56  1  0  0  0  0
 16 57  1  0  0  0  0
 17 58  1  0  0  0  0
 17 59  1  0  0  0  0
 20 60  1  0  0  0  0
 20 61  1  0  0  0  0
 20 62  1  0  0  0  0
 22 63  1  6  0  0  0
 24 64  1  0  0  0  0
 24 65  1  0  0  0  0
 24 66  1  0  0  0  0
 26 67  1  0  0  0  0
 27 68  1  0  0  0  0
 27 69  1  0  0  0  0
 28 70  1  1  0  0  0
 29 71  1  6  0  0  0
 30 72  1  1  0  0  0
M  END

     RDKit          3D

 72 76  0  0  0  0  0  0  0  0999 V2000
   -4.7271    1.5324    2.4449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9027    0.5832    2.0299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1551   -0.1194    3.1441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7666    0.1901    0.6572 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.7011    1.1061   -0.1829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2912    0.8089   -1.6216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2231   -0.1957   -1.4468 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8794   -1.5475   -1.2556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2627   -0.3502   -2.5683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2592   -1.2941   -2.0138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3250   -0.5934   -0.9758 C   0  0  2  0  0  0  0  0  0  0  0  0
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    0.6188   -1.6823   -0.6761 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9897   -1.6130   -0.2542 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0592   -1.6367   -1.3080 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0985   -0.5611   -2.2882 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3058   -1.5828   -0.4435 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9067   -0.5830    0.6447 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6783   -0.8759    1.7558 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0132   -0.6916    1.4247 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0694    0.7200    0.2044 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0673    1.4966    0.7689 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5013    2.0813    1.9274 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4175    3.4707    1.9096 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9229    0.5775    0.9494 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6800    1.0375    1.1037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6378    0.4393    1.3011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2847   -0.3048    0.2004 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -2.4161    1.4338   -0.3441 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3126   -1.2288    1.9005 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  1
  7  9  1  0
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 12 48  1  0
 12 49  1  0
 12 50  1  0
 13 51  1  0
 13 52  1  0
 14 53  1  1
 15 54  1  6
 16 55  1  0
 16 56  1  0
 16 57  1  0
 17 58  1  0
 17 59  1  0
 20 60  1  0
 20 61  1  0
 20 62  1  0
 22 63  1  6
 24 64  1  0
 24 65  1  0
 24 66  1  0
 26 67  1  0
 27 68  1  0
 27 69  1  0
 28 70  1  1
 29 71  1  6
 30 72  1  1
M  END


  Mrv1652306242117473D          

 72 76  0  0  0  0            999 V2000
   -4.7271    1.5324    2.4449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9027    0.5832    2.0299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1551   -0.1194    3.1441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7666    0.1901    0.6572 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.7011    1.1061   -0.1829 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2912    0.8089   -1.6216 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2231   -0.1957   -1.4468 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8794   -1.5475   -1.2556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2627   -0.3502   -2.5683 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2592   -1.2941   -2.0138 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3250   -0.5934   -0.9758 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0515    0.5935   -1.7338 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6188   -1.6823   -0.6761 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9897   -1.6130   -0.2542 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0592   -1.6367   -1.3080 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0985   -0.5611   -2.2882 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3058   -1.5828   -0.4435 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9067   -0.5830    0.6447 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6783   -0.8759    1.7558 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0132   -0.6916    1.4247 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0694    0.7200    0.2044 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0673    1.4966    0.7689 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5013    2.0813    1.9274 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4175    3.4707    1.9096 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9229    0.5775    0.9494 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6800    1.0375    1.1037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6378    0.4393    1.3011 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2847   -0.3048    0.2004 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5547    0.3171   -0.1521 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4350   -0.7922    0.8893 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.8274    1.7538    3.4842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3016    2.0787    1.7261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3908    0.5007    3.6045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9464   -0.4431    3.8843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6979   -1.0591    2.7970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2548   -0.8301    0.5793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3323    2.1577   -0.0021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7462    0.9422    0.0331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9496    1.6903   -2.1681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1501    0.3275   -2.1596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3972   -2.2021   -0.5343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0003   -1.4664   -1.1406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8032   -2.1185   -2.2401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8176   -0.9537   -3.3522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9211    0.5266   -3.0832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7044   -2.1921   -1.6227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5570   -1.5817   -2.8375 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0798    0.4295   -2.8607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8087    1.3263   -1.6020 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9097    1.1936   -1.5287 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6875   -2.4446   -1.5309 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0316   -2.3159    0.0773 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1967   -2.6610    0.1770 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0965   -2.6152   -1.8733 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1549    0.4648   -1.9309 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2744   -0.7210   -3.0449 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0352   -0.7119   -2.9045 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1446   -1.1508   -1.0379 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5388   -2.5511    0.0060 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1757    0.3655    1.1164 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6893   -0.8924    2.2797 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3562   -1.3272    0.5937 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7236    2.2715    0.0214 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0699    3.8027    1.0491 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8856    3.9256    2.8054 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4180    3.8543    1.7117 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7175    2.1473    1.0625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5368   -0.2116    2.2274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2683    1.3072    1.6520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5149   -1.3518    0.5747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4161    1.4338   -0.3441 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3126   -1.2288    1.9005 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  1  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  6  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  1  0  0  0
 19 20  1  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  1  0  0  0  0
 22 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 25 30  1  0  0  0  0
 29  4  1  0  0  0  0
 29  7  1  0  0  0  0
 28 11  1  0  0  0  0
 30 14  1  0  0  0  0
 30 18  1  0  0  0  0
  1 31  1  0  0  0  0
  1 32  1  0  0  0  0
  3 33  1  0  0  0  0
  3 34  1  0  0  0  0
  3 35  1  0  0  0  0
  4 36  1  1  0  0  0
  5 37  1  0  0  0  0
  5 38  1  0  0  0  0
  6 39  1  0  0  0  0
  6 40  1  0  0  0  0
  8 41  1  0  0  0  0
  8 42  1  0  0  0  0
  8 43  1  0  0  0  0
  9 44  1  0  0  0  0
  9 45  1  0  0  0  0
 10 46  1  0  0  0  0
 10 47  1  0  0  0  0
 12 48  1  0  0  0  0
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 12 50  1  0  0  0  0
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 13 52  1  0  0  0  0
 14 53  1  1  0  0  0
 15 54  1  6  0  0  0
 16 55  1  0  0  0  0
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 17 58  1  0  0  0  0
 17 59  1  0  0  0  0
 20 60  1  0  0  0  0
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 22 63  1  6  0  0  0
 24 64  1  0  0  0  0
 24 65  1  0  0  0  0
 24 66  1  0  0  0  0
 26 67  1  0  0  0  0
 27 68  1  0  0  0  0
 27 69  1  0  0  0  0
 28 70  1  1  0  0  0
 29 71  1  6  0  0  0
 30 72  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0003493

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]C([H])=C(C([H])([H])[H])[C@@]1([H])C([H])([H])C([H])([H])[C@@]2(C([H])([H])[H])C([H])([H])C([H])([H])[C@]3(C([H])([H])[H])C([H])([H])[C@@]4([H])[C@@]([H])(C([H])([H])[H])C([H])([H])[C@@]5(OC([H])([H])[H])O[C@]([H])(OC([H])([H])[H])\C(=C([H])\C([H])([H])[C@@]3([H])[C@]12[H])[C@@]45[H]

> <INCHI_IDENTIFIER>
InChI=1S/C27H42O3/c1-16(2)18-10-11-25(4)12-13-26(5)15-20-17(3)14-27(29-7)22(20)19(24(28-6)30-27)8-9-21(26)23(18)25/h8,17-18,20-24H,1,9-15H2,2-7H3/b19-8+/t17-,18+,20-,21-,22-,23-,24-,25-,26+,27+/m0/s1

> <INCHI_KEY>
YYCGJHMXNRCONF-HKMPXQLFSA-N

> <FORMULA>
C27H42O3

> <MOLECULAR_WEIGHT>
414.63

> <EXACT_MASS>
414.313395212

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
72

> <JCHEM_AVERAGE_POLARIZABILITY>
49.77543568916855

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,3R,6S,9S,10S,11S,15S,17R,19S,20R)-15,17-dimethoxy-3,6,19-trimethyl-9-(prop-1-en-2-yl)-16-oxapentacyclo[12.5.1.0^{3,11}.0^{6,10}.0^{17,20}]icos-13-ene

> <ALOGPS_LOGP>
4.94

> <JCHEM_LOGP>
6.0667352916666655

> <ALOGPS_LOGS>
-6.34

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-3.9098985908332247

> <JCHEM_POLAR_SURFACE_AREA>
27.69

> <JCHEM_REFRACTIVITY>
121.49239999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.91e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,3R,6S,9S,10S,11S,15S,17R,19S,20R)-15,17-dimethoxy-3,6,19-trimethyl-9-(prop-1-en-2-yl)-16-oxapentacyclo[12.5.1.0^{3,11}.0^{6,10}.0^{17,20}]icos-13-ene

> <JCHEM_VEBER_RULE>
1

$$$$

     RDKit          3D

 72 76  0  0  0  0  0  0  0  0999 V2000
   -4.7271    1.5324    2.4449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9027    0.5832    2.0299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1551   -0.1194    3.1441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7666    0.1901    0.6572 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.7011    1.1061   -0.1829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2912    0.8089   -1.6216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2231   -0.1957   -1.4468 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8794   -1.5475   -1.2556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2627   -0.3502   -2.5683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2592   -1.2941   -2.0138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3250   -0.5934   -0.9758 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0515    0.5935   -1.7338 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6188   -1.6823   -0.6761 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9897   -1.6130   -0.2542 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0592   -1.6367   -1.3080 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0985   -0.5611   -2.2882 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3058   -1.5828   -0.4435 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9067   -0.5830    0.6447 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6783   -0.8759    1.7558 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0132   -0.6916    1.4247 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0694    0.7200    0.2044 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0673    1.4966    0.7689 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5013    2.0813    1.9274 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4175    3.4707    1.9096 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9229    0.5775    0.9494 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6800    1.0375    1.1037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6378    0.4393    1.3011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2847   -0.3048    0.2004 C   0  0  1  0  0  0  0  0  0  0  0  0
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    2.4350   -0.7922    0.8893 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.8274    1.7538    3.4842 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.3972   -2.2021   -0.5343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0003   -1.4664   -1.1406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8032   -2.1185   -2.2401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8176   -0.9537   -3.3522 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.7044   -2.1921   -1.6227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5570   -1.5817   -2.8375 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0798    0.4295   -2.8607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8087    1.3263   -1.6020 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9097    1.1936   -1.5287 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6875   -2.4446   -1.5309 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0316   -2.3159    0.0773 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1967   -2.6610    0.1770 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0965   -2.6152   -1.8733 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1549    0.4648   -1.9309 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2744   -0.7210   -3.0449 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0352   -0.7119   -2.9045 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1446   -1.1508   -1.0379 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5388   -2.5511    0.0060 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1757    0.3655    1.1164 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6893   -0.8924    2.2797 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3562   -1.3272    0.5937 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7236    2.2715    0.0214 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0699    3.8027    1.0491 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8856    3.9256    2.8054 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4180    3.8543    1.7117 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7175    2.1473    1.0625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5368   -0.2116    2.2274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2683    1.3072    1.6520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5149   -1.3518    0.5747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4161    1.4338   -0.3441 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3126   -1.2288    1.9005 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  1
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  6
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  1
 19 20  1  0
 18 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 22 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 25 30  1  0
 29  4  1  0
 29  7  1  0
 28 11  1  0
 30 14  1  0
 30 18  1  0
  1 31  1  0
  1 32  1  0
  3 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  1
  5 37  1  0
  5 38  1  0
  6 39  1  0
  6 40  1  0
  8 41  1  0
  8 42  1  0
  8 43  1  0
  9 44  1  0
  9 45  1  0
 10 46  1  0
 10 47  1  0
 12 48  1  0
 12 49  1  0
 12 50  1  0
 13 51  1  0
 13 52  1  0
 14 53  1  1
 15 54  1  6
 16 55  1  0
 16 56  1  0
 16 57  1  0
 17 58  1  0
 17 59  1  0
 20 60  1  0
 20 61  1  0
 20 62  1  0
 22 63  1  6
 24 64  1  0
 24 65  1  0
 24 66  1  0
 26 67  1  0
 27 68  1  0
 27 69  1  0
 28 70  1  1
 29 71  1  6
 30 72  1  1
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0      -4.727   1.532   2.445  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.903   0.583   2.030  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.155  -0.119   3.144  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.767   0.190   0.657  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.701   1.106  -0.183  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.291   0.809  -1.622  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.223  -0.196  -1.447  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.879  -1.548  -1.256  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.263  -0.350  -2.568  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.259  -1.294  -2.014  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.325  -0.593  -0.976  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.052   0.594  -1.734  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.619  -1.682  -0.676  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.990  -1.613  -0.254  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.059  -1.637  -1.308  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.099  -0.561  -2.288  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.306  -1.583  -0.444  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.907  -0.583   0.645  0.00  0.00           C+0
HETATM   19  O   UNK     0       4.678  -0.876   1.756  0.00  0.00           O+0
HETATM   20  C   UNK     0       6.013  -0.692   1.425  0.00  0.00           C+0
HETATM   21  O   UNK     0       4.069   0.720   0.204  0.00  0.00           O+0
HETATM   22  C   UNK     0       3.067   1.497   0.769  0.00  0.00           C+0
HETATM   23  O   UNK     0       3.501   2.081   1.927  0.00  0.00           O+0
HETATM   24  C   UNK     0       3.418   3.471   1.910  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.923   0.578   0.949  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.680   1.038   1.104  0.00  0.00           C+0
HETATM   27  C   UNK     0      -0.638   0.439   1.301  0.00  0.00           C+0
HETATM   28  C   UNK     0      -1.285  -0.305   0.200  0.00  0.00           C+0
HETATM   29  C   UNK     0      -2.555   0.317  -0.152  0.00  0.00           C+0
HETATM   30  C   UNK     0       2.435  -0.792   0.889  0.00  0.00           C+0
HETATM   31  H   UNK     0      -4.827   1.754   3.484  0.00  0.00           H+0
HETATM   32  H   UNK     0      -5.302   2.079   1.726  0.00  0.00           H+0
HETATM   33  H   UNK     0      -2.391   0.501   3.604  0.00  0.00           H+0
HETATM   34  H   UNK     0      -3.946  -0.443   3.884  0.00  0.00           H+0
HETATM   35  H   UNK     0      -2.698  -1.059   2.797  0.00  0.00           H+0
HETATM   36  H   UNK     0      -4.255  -0.830   0.579  0.00  0.00           H+0
HETATM   37  H   UNK     0      -4.332   2.158  -0.002  0.00  0.00           H+0
HETATM   38  H   UNK     0      -5.746   0.942   0.033  0.00  0.00           H+0
HETATM   39  H   UNK     0      -3.950   1.690  -2.168  0.00  0.00           H+0
HETATM   40  H   UNK     0      -5.150   0.328  -2.160  0.00  0.00           H+0
HETATM   41  H   UNK     0      -3.397  -2.202  -0.534  0.00  0.00           H+0
HETATM   42  H   UNK     0      -5.000  -1.466  -1.141  0.00  0.00           H+0
HETATM   43  H   UNK     0      -3.803  -2.119  -2.240  0.00  0.00           H+0
HETATM   44  H   UNK     0      -2.818  -0.954  -3.352  0.00  0.00           H+0
HETATM   45  H   UNK     0      -1.921   0.527  -3.083  0.00  0.00           H+0
HETATM   46  H   UNK     0      -1.704  -2.192  -1.623  0.00  0.00           H+0
HETATM   47  H   UNK     0      -0.557  -1.582  -2.837  0.00  0.00           H+0
HETATM   48  H   UNK     0       0.080   0.430  -2.861  0.00  0.00           H+0
HETATM   49  H   UNK     0      -0.809   1.326  -1.602  0.00  0.00           H+0
HETATM   50  H   UNK     0       0.910   1.194  -1.529  0.00  0.00           H+0
HETATM   51  H   UNK     0       0.688  -2.445  -1.531  0.00  0.00           H+0
HETATM   52  H   UNK     0       0.032  -2.316   0.077  0.00  0.00           H+0
HETATM   53  H   UNK     0       2.197  -2.661   0.177  0.00  0.00           H+0
HETATM   54  H   UNK     0       3.096  -2.615  -1.873  0.00  0.00           H+0
HETATM   55  H   UNK     0       3.155   0.465  -1.931  0.00  0.00           H+0
HETATM   56  H   UNK     0       2.274  -0.721  -3.045  0.00  0.00           H+0
HETATM   57  H   UNK     0       4.035  -0.712  -2.905  0.00  0.00           H+0
HETATM   58  H   UNK     0       5.145  -1.151  -1.038  0.00  0.00           H+0
HETATM   59  H   UNK     0       4.539  -2.551   0.006  0.00  0.00           H+0
HETATM   60  H   UNK     0       6.176   0.366   1.116  0.00  0.00           H+0
HETATM   61  H   UNK     0       6.689  -0.892   2.280  0.00  0.00           H+0
HETATM   62  H   UNK     0       6.356  -1.327   0.594  0.00  0.00           H+0
HETATM   63  H   UNK     0       2.724   2.272   0.021  0.00  0.00           H+0
HETATM   64  H   UNK     0       4.070   3.803   1.049  0.00  0.00           H+0
HETATM   65  H   UNK     0       3.886   3.926   2.805  0.00  0.00           H+0
HETATM   66  H   UNK     0       2.418   3.854   1.712  0.00  0.00           H+0
HETATM   67  H   UNK     0       0.718   2.147   1.063  0.00  0.00           H+0
HETATM   68  H   UNK     0      -0.537  -0.212   2.227  0.00  0.00           H+0
HETATM   69  H   UNK     0      -1.268   1.307   1.652  0.00  0.00           H+0
HETATM   70  H   UNK     0      -1.515  -1.352   0.575  0.00  0.00           H+0
HETATM   71  H   UNK     0      -2.416   1.434  -0.344  0.00  0.00           H+0
HETATM   72  H   UNK     0       2.313  -1.229   1.901  0.00  0.00           H+0
CONECT    1    2   31   32                                                  
CONECT    2    1    3    4                                                  
CONECT    3    2   33   34   35                                             
CONECT    4    2    5   29   36                                             
CONECT    5    4    6   37   38                                             
CONECT    6    5    7   39   40                                             
CONECT    7    6    8    9   29                                             
CONECT    8    7   41   42   43                                             
CONECT    9    7   10   44   45                                             
CONECT   10    9   11   46   47                                             
CONECT   11   10   12   13   28                                             
CONECT   12   11   48   49   50                                             
CONECT   13   11   14   51   52                                             
CONECT   14   13   15   30   53                                             
CONECT   15   14   16   17   54                                             
CONECT   16   15   55   56   57                                             
CONECT   17   15   18   58   59                                             
CONECT   18   17   19   21   30                                             
CONECT   19   18   20                                                       
CONECT   20   19   60   61   62                                             
CONECT   21   18   22                                                       
CONECT   22   21   23   25   63                                             
CONECT   23   22   24                                                       
CONECT   24   23   64   65   66                                             
CONECT   25   22   26   30                                                  
CONECT   26   25   27   67                                                  
CONECT   27   26   28   68   69                                             
CONECT   28   27   29   11   70                                             
CONECT   29   28    4    7   71                                             
CONECT   30   25   14   18   72                                             
CONECT   31    1                                                            
CONECT   32    1                                                            
CONECT   33    3                                                            
CONECT   34    3                                                            
CONECT   35    3                                                            
CONECT   36    4                                                            
CONECT   37    5                                                            
CONECT   38    5                                                            
CONECT   39    6                                                            
CONECT   40    6                                                            
CONECT   41    8                                                            
CONECT   42    8                                                            
CONECT   43    8                                                            
CONECT   44    9                                                            
CONECT   45    9                                                            
CONECT   46   10                                                            
CONECT   47   10                                                            
CONECT   48   12                                                            
CONECT   49   12                                                            
CONECT   50   12                                                            
CONECT   51   13                                                            
CONECT   52   13                                                            
CONECT   53   14                                                            
CONECT   54   15                                                            
CONECT   55   16                                                            
CONECT   56   16                                                            
CONECT   57   16                                                            
CONECT   58   17                                                            
CONECT   59   17                                                            
CONECT   60   20                                                            
CONECT   61   20                                                            
CONECT   62   20                                                            
CONECT   63   22                                                            
CONECT   64   24                                                            
CONECT   65   24                                                            
CONECT   66   24                                                            
CONECT   67   26                                                            
CONECT   68   27                                                            
CONECT   69   27                                                            
CONECT   70   28                                                            
CONECT   71   29                                                            
CONECT   72   30                                                            
MASTER        0    0    0    0    0    0    0    0   72    0  152    0
END

RDKit          3D

72 76  0  0  0  0  0  0  0  0999 V2000
   -4.7271    1.5324    2.4449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9027    0.5832    2.0299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1551   -0.1194    3.1441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7666    0.1901    0.6572 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.7011    1.1061   -0.1829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2912    0.8089   -1.6216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2231   -0.1957   -1.4468 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8794   -1.5475   -1.2556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2627   -0.3502   -2.5683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2592   -1.2941   -2.0138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3250   -0.5934   -0.9758 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0515    0.5935   -1.7338 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6188   -1.6823   -0.6761 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9897   -1.6130   -0.2542 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0592   -1.6367   -1.3080 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0985   -0.5611   -2.2882 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3058   -1.5828   -0.4435 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9067   -0.5830    0.6447 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6783   -0.8759    1.7558 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0132   -0.6916    1.4247 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0694    0.7200    0.2044 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0673    1.4966    0.7689 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5013    2.0813    1.9274 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4175    3.4707    1.9096 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9229    0.5775    0.9494 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6800    1.0375    1.1037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6378    0.4393    1.3011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2847   -0.3048    0.2004 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5547    0.3171   -0.1521 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4350   -0.7922    0.8893 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.8274    1.7538    3.4842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3016    2.0787    1.7261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3908    0.5007    3.6045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9464   -0.4431    3.8843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6979   -1.0591    2.7970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2548   -0.8301    0.5793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3323    2.1577   -0.0021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7462    0.9422    0.0331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9496    1.6903   -2.1681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1501    0.3275   -2.1596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3972   -2.2021   -0.5343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0003   -1.4664   -1.1406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8032   -2.1185   -2.2401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8176   -0.9537   -3.3522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9211    0.5266   -3.0832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7044   -2.1921   -1.6227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5570   -1.5817   -2.8375 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0798    0.4295   -2.8607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8087    1.3263   -1.6020 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9097    1.1936   -1.5287 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6875   -2.4446   -1.5309 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0316   -2.3159    0.0773 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1967   -2.6610    0.1770 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0965   -2.6152   -1.8733 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1549    0.4648   -1.9309 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2744   -0.7210   -3.0449 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0352   -0.7119   -2.9045 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1446   -1.1508   -1.0379 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5388   -2.5511    0.0060 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1757    0.3655    1.1164 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6893   -0.8924    2.2797 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3562   -1.3272    0.5937 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7236    2.2715    0.0214 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0699    3.8027    1.0491 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8856    3.9256    2.8054 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4180    3.8543    1.7117 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7175    2.1473    1.0625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5368   -0.2116    2.2274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2683    1.3072    1.6520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5149   -1.3518    0.5747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4161    1.4338   -0.3441 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3126   -1.2288    1.9005 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  1
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  6
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  1
 19 20  1  0
 18 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 22 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 25 30  1  0
 29  4  1  0
 29  7  1  0
 28 11  1  0
 30 14  1  0
 30 18  1  0
  1 31  1  0
  1 32  1  0
  3 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  1
  5 37  1  0
  5 38  1  0
  6 39  1  0
  6 40  1  0
  8 41  1  0
  8 42  1  0
  8 43  1  0
  9 44  1  0
  9 45  1  0
 10 46  1  0
 10 47  1  0
 12 48  1  0
 12 49  1  0
 12 50  1  0
 13 51  1  0
 13 52  1  0
 14 53  1  1
 15 54  1  6
 16 55  1  0
 16 56  1  0
 16 57  1  0
 17 58  1  0
 17 59  1  0
 20 60  1  0
 20 61  1  0
 20 62  1  0
 22 63  1  6
 24 64  1  0
 24 65  1  0
 24 66  1  0
 26 67  1  0
 27 68  1  0
 27 69  1  0
 28 70  1  1
 29 71  1  6
 30 72  1  1
M  END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₂₇H₄₂O₃

Average Mass

414.6300 Da

Monoisotopic Mass

414.31340 Da

IUPAC Name

(1S,3R,6S,9S,10S,11S,15S,17R,19S,20R)-15,17-dimethoxy-3,6,19-trimethyl-9-(prop-1-en-2-yl)-16-oxapentacyclo[12.5.1.0^{3,11}.0^{6,10}.0^{17,20}]icos-13-ene

Traditional Name

(1S,3R,6S,9S,10S,11S,15S,17R,19S,20R)-15,17-dimethoxy-3,6,19-trimethyl-9-(prop-1-en-2-yl)-16-oxapentacyclo[12.5.1.0^{3,11}.0^{6,10}.0^{17,20}]icos-13-ene

CAS Registry Number

Not Available

SMILES

CO[C@H]1O[C@@]2(C[C@H](C)[C@@H]3C[C@@]4(C)CC[C@]5(C)CC[C@@H]([C@H]5[C@@H]4C\C=C1/[C@H]23)C(C)=C)OC

InChI Identifier

InChI=1S/C27H42O3/c1-16(2)18-10-11-25(4)12-13-26(5)15-20-17(3)14-27(29-7)22(20)19(24(28-6)30-27)8-9-21(26)23(18)25/h8,17-18,20-24H,1,9-15H2,2-7H3/b19-8+/t17-,18+,20-,21-,22-,23-,24-,25-,26+,27+/m0/s1

InChI Key

YYCGJHMXNRCONF-HKMPXQLFSA-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
Emericella	NPAtlas	11045446

Chemical Taxonomy

Classification

Not classified

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	4.94	ALOGPS
logP	6.07	ChemAxon
logS	-6.3	ALOGPS
pKa (Strongest Basic)	-3.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	27.69 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	121.49 m³·mol⁻¹	ChemAxon
Polarizability	49.78 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA012049

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

8245963

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10070423

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Fujimoto H, Nakamura E, Okuyama E, Ishibashi M: Immunomodulatory constituents from an ascomycete, Emericella aurantio-brunnea. Chem Pharm Bull (Tokyo). 2000 Oct;48(10):1436-41. doi: 10.1248/cpb.48.1436. [PubMed:11045446 ]

Showing NP-Card for Variecoacetal A (NP0003493)

MOL for NP0003493 (Variecoacetal A)

3D MOL for NP0003493 (Variecoacetal A)

3D SDF for NP0003493 (Variecoacetal A)

3D-SDF for NP0003493 (Variecoacetal A)

PDB for NP0003493 (Variecoacetal A)

3D PDB for NP0003493 (Variecoacetal A)

SMILES for NP0003493 (Variecoacetal A)

INCHI for NP0003493 (Variecoacetal A)

Structure for NP0003493 (Variecoacetal A)

3D Structure for NP0003493 (Variecoacetal A)