NP-MRD: Showing NP-Card for Muqubilone (NP0025594)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

1.0

Created at

2021-06-19 17:40:31 UTC

Updated at

2021-06-29 23:50:39 UTC

NP-MRD ID

NP0025594

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Muqubilone

Provided By

JEOL Database JEOL Logo

Description

Muqubilone is found in Diacarnus erythraeanus and Diacarnus erythraenus. It was first documented in 2001 (PMID: 11678661). Based on a literature review very few articles have been published on Aikupikoxide A.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192119563D          

 70 70  0  0  0  0            999 V2000
   -4.6920   -1.1355    3.6046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2805   -0.9229    3.1228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4881   -1.8667    3.0471 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9213    0.4957    2.7093 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4435    0.6790    2.3611 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5537    0.7381    3.6152 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9724    0.8956    3.3434 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4554   -0.2305    2.4184 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7047    0.7968    4.6943 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2855    2.2890    2.7482 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4273    3.1752    2.6955 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7111    2.5992    2.3142 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7837    3.2513    0.9326 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5019    2.2848   -0.2040 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0913    2.3125   -0.7335 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4804    1.4864   -0.6790 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3616    0.4741   -1.7894 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0734   -0.9132   -1.2046 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6228   -1.9812   -2.2286 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7035   -2.2330   -3.2826 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3034   -3.2959   -1.4763 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9811   -3.2190   -0.7022 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0691   -2.4273   -1.4956 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4881   -3.0005   -1.3761 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3936   -2.5556   -2.5286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0874   -2.5428   -0.0644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9580   -1.6993    0.0809 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5326   -3.1657    0.9946 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3835   -2.4378   -2.8566 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4665   -1.4518   -2.9143 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8306   -2.1821    3.8899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8803   -0.5053    4.4772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3926   -0.8905    2.8027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5258    0.7300    1.8254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2113    1.1813    3.5127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3435    1.6117    1.7969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1220   -0.1293    1.6972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7126   -0.1774    4.1999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8981    1.5650    4.2510 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5472   -0.3061    2.3915 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0786   -1.2045    2.7512 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1187   -0.0703    1.3904 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3947    1.6025    5.3699 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7908    0.8762    4.5743 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4973   -0.1583    5.1897 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1204    3.2856    3.0655 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3365    1.7041    2.3442 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1039    4.1098    0.8685 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7920    3.6664    0.8012 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3729    2.1633    0.0765 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8903    1.5351   -1.4741 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8860    3.2812   -1.2005 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4695    1.5448   -0.2250 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3063    0.4600   -2.3453 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5951    0.7739   -2.5097 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9595   -1.2679   -0.6613 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2775   -0.7987   -0.4606 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9012   -1.3344   -3.8767 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3755   -2.9975   -3.9964 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6412   -2.5662   -2.8265 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1220   -3.5833   -0.8058 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2069   -4.1116   -2.2066 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1315   -2.7515    0.2777 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6437   -4.2428   -0.5012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0791   -1.3842   -1.1478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4765   -4.0972   -1.3892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4142   -1.4639   -2.6212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4236   -2.8938   -2.3685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0541   -2.9737   -3.4818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9425   -2.7556    1.8034 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 16  2  0  0  0  0
 16 17  1  0  0  0  0
  2  4  1  0  0  0  0
 17 18  1  0  0  0  0
 22 21  1  0  0  0  0
 14 15  1  0  0  0  0
  4  5  1  0  0  0  0
  2  3  2  0  0  0  0
 19 21  1  0  0  0  0
  2  1  1  0  0  0  0
  5  6  1  0  0  0  0
 10 11  2  0  0  0  0
 19 30  1  0  0  0  0
  7  8  1  0  0  0  0
  6  7  1  0  0  0  0
  7  9  1  0  0  0  0
 30 29  1  0  0  0  0
 24 26  1  0  0  0  0
  7 10  1  6  0  0  0
 24 25  1  0  0  0  0
 29 23  1  0  0  0  0
 26 27  2  0  0  0  0
 10 12  1  0  0  0  0
 26 28  1  0  0  0  0
 19 20  1  6  0  0  0
 23 65  1  1  0  0  0
 23 22  1  0  0  0  0
 23 24  1  0  0  0  0
 19 18  1  0  0  0  0
 20 58  1  0  0  0  0
 20 59  1  0  0  0  0
 20 60  1  0  0  0  0
 24 66  1  1  0  0  0
 21 61  1  0  0  0  0
 21 62  1  0  0  0  0
 22 63  1  0  0  0  0
 22 64  1  0  0  0  0
  4 34  1  0  0  0  0
  4 35  1  0  0  0  0
  5 36  1  0  0  0  0
  5 37  1  0  0  0  0
  6 38  1  0  0  0  0
  6 39  1  0  0  0  0
 12 46  1  0  0  0  0
 12 47  1  0  0  0  0
 13 48  1  0  0  0  0
 13 49  1  0  0  0  0
 16 53  1  0  0  0  0
 17 54  1  0  0  0  0
 17 55  1  0  0  0  0
 18 56  1  0  0  0  0
 18 57  1  0  0  0  0
 15 50  1  0  0  0  0
 15 51  1  0  0  0  0
 15 52  1  0  0  0  0
  1 31  1  0  0  0  0
  1 32  1  0  0  0  0
  1 33  1  0  0  0  0
  8 40  1  0  0  0  0
  8 41  1  0  0  0  0
  8 42  1  0  0  0  0
  9 43  1  0  0  0  0
  9 44  1  0  0  0  0
  9 45  1  0  0  0  0
 25 67  1  0  0  0  0
 25 68  1  0  0  0  0
 25 69  1  0  0  0  0
 28 70  1  0  0  0  0
M  END

     RDKit          3D

 70 70  0  0  0  0  0  0  0  0999 V2000
   -4.6920   -1.1355    3.6046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2805   -0.9229    3.1228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4881   -1.8667    3.0471 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9213    0.4957    2.7093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4435    0.6790    2.3611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5537    0.7381    3.6152 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9724    0.8956    3.3434 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4554   -0.2305    2.4184 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7047    0.7968    4.6943 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2855    2.2890    2.7482 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4273    3.1752    2.6955 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7111    2.5992    2.3142 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7837    3.2513    0.9326 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5019    2.2848   -0.2040 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0913    2.3125   -0.7335 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4804    1.4864   -0.6790 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3616    0.4741   -1.7894 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0734   -0.9132   -1.2046 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6228   -1.9812   -2.2286 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7035   -2.2330   -3.2826 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3034   -3.2959   -1.4763 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9811   -3.2190   -0.7022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0691   -2.4273   -1.4956 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4881   -3.0005   -1.3761 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3936   -2.5556   -2.5286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0874   -2.5428   -0.0644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9580   -1.6993    0.0809 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5326   -3.1657    0.9946 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3835   -2.4378   -2.8566 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4665   -1.4518   -2.9143 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8306   -2.1821    3.8899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8803   -0.5053    4.4772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3926   -0.8905    2.8027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5258    0.7300    1.8254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2113    1.1813    3.5127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3435    1.6117    1.7969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1220   -0.1293    1.6972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7126   -0.1774    4.1999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8981    1.5650    4.2510 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5472   -0.3061    2.3915 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0786   -1.2045    2.7512 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1187   -0.0703    1.3904 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3947    1.6025    5.3699 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7908    0.8762    4.5743 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4973   -0.1583    5.1897 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1204    3.2856    3.0655 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3365    1.7041    2.3442 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1039    4.1098    0.8685 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7920    3.6664    0.8012 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3729    2.1633    0.0765 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8903    1.5351   -1.4741 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8860    3.2812   -1.2005 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4695    1.5448   -0.2250 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3063    0.4600   -2.3453 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5951    0.7739   -2.5097 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9595   -1.2679   -0.6613 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2775   -0.7987   -0.4606 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9012   -1.3344   -3.8767 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3755   -2.9975   -3.9964 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6412   -2.5662   -2.8265 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1220   -3.5833   -0.8058 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2069   -4.1116   -2.2066 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1315   -2.7515    0.2777 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6437   -4.2428   -0.5012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0791   -1.3842   -1.1478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4765   -4.0972   -1.3892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4142   -1.4639   -2.6212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4236   -2.8938   -2.3685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0541   -2.9737   -3.4818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9425   -2.7556    1.8034 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 13  1  0
 13 14  1  0
 14 16  2  0
 16 17  1  0
  2  4  1  0
 17 18  1  0
 22 21  1  0
 14 15  1  0
  4  5  1  0
  2  3  2  0
 19 21  1  0
  2  1  1  0
  5  6  1  0
 10 11  2  0
 19 30  1  0
  7  8  1  0
  6  7  1  0
  7  9  1  0
 30 29  1  0
 24 26  1  0
  7 10  1  6
 24 25  1  0
 29 23  1  0
 26 27  2  0
 10 12  1  0
 26 28  1  0
 19 20  1  6
 23 65  1  1
 23 22  1  0
 23 24  1  0
 19 18  1  0
 20 58  1  0
 20 59  1  0
 20 60  1  0
 24 66  1  1
 21 61  1  0
 21 62  1  0
 22 63  1  0
 22 64  1  0
  4 34  1  0
  4 35  1  0
  5 36  1  0
  5 37  1  0
  6 38  1  0
  6 39  1  0
 12 46  1  0
 12 47  1  0
 13 48  1  0
 13 49  1  0
 16 53  1  0
 17 54  1  0
 17 55  1  0
 18 56  1  0
 18 57  1  0
 15 50  1  0
 15 51  1  0
 15 52  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  8 40  1  0
  8 41  1  0
  8 42  1  0
  9 43  1  0
  9 44  1  0
  9 45  1  0
 25 67  1  0
 25 68  1  0
 25 69  1  0
 28 70  1  0
M  END


  Mrv1652306192119563D          

 70 70  0  0  0  0            999 V2000
   -4.6920   -1.1355    3.6046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2805   -0.9229    3.1228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4881   -1.8667    3.0471 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9213    0.4957    2.7093 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4435    0.6790    2.3611 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5537    0.7381    3.6152 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9724    0.8956    3.3434 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4554   -0.2305    2.4184 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7047    0.7968    4.6943 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2855    2.2890    2.7482 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4273    3.1752    2.6955 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7111    2.5992    2.3142 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7837    3.2513    0.9326 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5019    2.2848   -0.2040 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0913    2.3125   -0.7335 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4804    1.4864   -0.6790 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3616    0.4741   -1.7894 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0734   -0.9132   -1.2046 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6228   -1.9812   -2.2286 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7035   -2.2330   -3.2826 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3034   -3.2959   -1.4763 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9811   -3.2190   -0.7022 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0691   -2.4273   -1.4956 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4881   -3.0005   -1.3761 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3936   -2.5556   -2.5286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0874   -2.5428   -0.0644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9580   -1.6993    0.0809 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5326   -3.1657    0.9946 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3835   -2.4378   -2.8566 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4665   -1.4518   -2.9143 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8306   -2.1821    3.8899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8803   -0.5053    4.4772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3926   -0.8905    2.8027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5258    0.7300    1.8254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2113    1.1813    3.5127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3435    1.6117    1.7969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1220   -0.1293    1.6972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7126   -0.1774    4.1999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8981    1.5650    4.2510 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5472   -0.3061    2.3915 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0786   -1.2045    2.7512 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1187   -0.0703    1.3904 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3947    1.6025    5.3699 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7908    0.8762    4.5743 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4973   -0.1583    5.1897 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1204    3.2856    3.0655 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3365    1.7041    2.3442 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1039    4.1098    0.8685 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7920    3.6664    0.8012 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3729    2.1633    0.0765 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8903    1.5351   -1.4741 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8860    3.2812   -1.2005 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4695    1.5448   -0.2250 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3063    0.4600   -2.3453 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5951    0.7739   -2.5097 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9595   -1.2679   -0.6613 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2775   -0.7987   -0.4606 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9012   -1.3344   -3.8767 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3755   -2.9975   -3.9964 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6412   -2.5662   -2.8265 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1220   -3.5833   -0.8058 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2069   -4.1116   -2.2066 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1315   -2.7515    0.2777 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6437   -4.2428   -0.5012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0791   -1.3842   -1.1478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4765   -4.0972   -1.3892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4142   -1.4639   -2.6212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4236   -2.8938   -2.3685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0541   -2.9737   -3.4818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9425   -2.7556    1.8034 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 16  2  0  0  0  0
 16 17  1  0  0  0  0
  2  4  1  0  0  0  0
 17 18  1  0  0  0  0
 22 21  1  0  0  0  0
 14 15  1  0  0  0  0
  4  5  1  0  0  0  0
  2  3  2  0  0  0  0
 19 21  1  0  0  0  0
  2  1  1  0  0  0  0
  5  6  1  0  0  0  0
 10 11  2  0  0  0  0
 19 30  1  0  0  0  0
  7  8  1  0  0  0  0
  6  7  1  0  0  0  0
  7  9  1  0  0  0  0
 30 29  1  0  0  0  0
 24 26  1  0  0  0  0
  7 10  1  6  0  0  0
 24 25  1  0  0  0  0
 29 23  1  0  0  0  0
 26 27  2  0  0  0  0
 10 12  1  0  0  0  0
 26 28  1  0  0  0  0
 19 20  1  6  0  0  0
 23 65  1  1  0  0  0
 23 22  1  0  0  0  0
 23 24  1  0  0  0  0
 19 18  1  0  0  0  0
 20 58  1  0  0  0  0
 20 59  1  0  0  0  0
 20 60  1  0  0  0  0
 24 66  1  1  0  0  0
 21 61  1  0  0  0  0
 21 62  1  0  0  0  0
 22 63  1  0  0  0  0
 22 64  1  0  0  0  0
  4 34  1  0  0  0  0
  4 35  1  0  0  0  0
  5 36  1  0  0  0  0
  5 37  1  0  0  0  0
  6 38  1  0  0  0  0
  6 39  1  0  0  0  0
 12 46  1  0  0  0  0
 12 47  1  0  0  0  0
 13 48  1  0  0  0  0
 13 49  1  0  0  0  0
 16 53  1  0  0  0  0
 17 54  1  0  0  0  0
 17 55  1  0  0  0  0
 18 56  1  0  0  0  0
 18 57  1  0  0  0  0
 15 50  1  0  0  0  0
 15 51  1  0  0  0  0
 15 52  1  0  0  0  0
  1 31  1  0  0  0  0
  1 32  1  0  0  0  0
  1 33  1  0  0  0  0
  8 40  1  0  0  0  0
  8 41  1  0  0  0  0
  8 42  1  0  0  0  0
  9 43  1  0  0  0  0
  9 44  1  0  0  0  0
  9 45  1  0  0  0  0
 25 67  1  0  0  0  0
 25 68  1  0  0  0  0
 25 69  1  0  0  0  0
 28 70  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0025594

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)[C@@]([H])(C([H])([H])[H])[C@]1([H])OO[C@@](C([H])([H])[H])(C([H])([H])C([H])([H])C(\[H])=C(/C([H])([H])[H])C([H])([H])C([H])([H])C(=O)C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])C([H])([H])C([H])([H])C(=O)C([H])([H])[H])C([H])([H])C1([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C24H40O6/c1-17(11-12-21(26)23(4,5)14-8-10-18(2)25)9-7-15-24(6)16-13-20(29-30-24)19(3)22(27)28/h9,19-20H,7-8,10-16H2,1-6H3,(H,27,28)/b17-9+/t19-,20+,24-/m0/s1

> <INCHI_KEY>
UCWHHFGTUDDROG-VOXNSMEVSA-N

> <FORMULA>
C24H40O6

> <MOLECULAR_WEIGHT>
424.578

> <EXACT_MASS>
424.282489008

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
70

> <JCHEM_AVERAGE_POLARIZABILITY>
47.47308226829608

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S)-2-[(3R,6S)-6-methyl-6-[(3E)-4,8,8-trimethyl-7,12-dioxotridec-3-en-1-yl]-1,2-dioxan-3-yl]propanoic acid

> <ALOGPS_LOGP>
4.17

> <JCHEM_LOGP>
5.508232856666667

> <ALOGPS_LOGS>
-5.07

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
19.643043976422163

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.436147402440278

> <JCHEM_PKA_STRONGEST_BASIC>
-4.836147912542367

> <JCHEM_POLAR_SURFACE_AREA>
89.9

> <JCHEM_REFRACTIVITY>
116.58649999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.62e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-[(3R,6S)-6-methyl-6-[(3E)-4,8,8-trimethyl-7,12-dioxotridec-3-en-1-yl]-1,2-dioxan-3-yl]propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 70 70  0  0  0  0  0  0  0  0999 V2000
   -4.6920   -1.1355    3.6046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2805   -0.9229    3.1228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4881   -1.8667    3.0471 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9213    0.4957    2.7093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4435    0.6790    2.3611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5537    0.7381    3.6152 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9724    0.8956    3.3434 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4554   -0.2305    2.4184 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7047    0.7968    4.6943 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2855    2.2890    2.7482 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4273    3.1752    2.6955 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7111    2.5992    2.3142 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7837    3.2513    0.9326 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5019    2.2848   -0.2040 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0913    2.3125   -0.7335 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4804    1.4864   -0.6790 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3616    0.4741   -1.7894 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0734   -0.9132   -1.2046 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6228   -1.9812   -2.2286 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7035   -2.2330   -3.2826 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3034   -3.2959   -1.4763 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9811   -3.2190   -0.7022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0691   -2.4273   -1.4956 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4881   -3.0005   -1.3761 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3936   -2.5556   -2.5286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0874   -2.5428   -0.0644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9580   -1.6993    0.0809 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5326   -3.1657    0.9946 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3835   -2.4378   -2.8566 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4665   -1.4518   -2.9143 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8306   -2.1821    3.8899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8803   -0.5053    4.4772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3926   -0.8905    2.8027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5258    0.7300    1.8254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2113    1.1813    3.5127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3435    1.6117    1.7969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1220   -0.1293    1.6972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7126   -0.1774    4.1999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8981    1.5650    4.2510 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5472   -0.3061    2.3915 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0786   -1.2045    2.7512 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1187   -0.0703    1.3904 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3947    1.6025    5.3699 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7908    0.8762    4.5743 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4973   -0.1583    5.1897 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1204    3.2856    3.0655 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3365    1.7041    2.3442 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1039    4.1098    0.8685 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7920    3.6664    0.8012 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3729    2.1633    0.0765 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8903    1.5351   -1.4741 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8860    3.2812   -1.2005 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4695    1.5448   -0.2250 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3063    0.4600   -2.3453 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5951    0.7739   -2.5097 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9595   -1.2679   -0.6613 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2775   -0.7987   -0.4606 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9012   -1.3344   -3.8767 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3755   -2.9975   -3.9964 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6412   -2.5662   -2.8265 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1220   -3.5833   -0.8058 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2069   -4.1116   -2.2066 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1315   -2.7515    0.2777 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6437   -4.2428   -0.5012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0791   -1.3842   -1.1478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4765   -4.0972   -1.3892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4142   -1.4639   -2.6212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4236   -2.8938   -2.3685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0541   -2.9737   -3.4818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9425   -2.7556    1.8034 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 13  1  0
 13 14  1  0
 14 16  2  0
 16 17  1  0
  2  4  1  0
 17 18  1  0
 22 21  1  0
 14 15  1  0
  4  5  1  0
  2  3  2  0
 19 21  1  0
  2  1  1  0
  5  6  1  0
 10 11  2  0
 19 30  1  0
  7  8  1  0
  6  7  1  0
  7  9  1  0
 30 29  1  0
 24 26  1  0
  7 10  1  6
 24 25  1  0
 29 23  1  0
 26 27  2  0
 10 12  1  0
 26 28  1  0
 19 20  1  6
 23 65  1  1
 23 22  1  0
 23 24  1  0
 19 18  1  0
 20 58  1  0
 20 59  1  0
 20 60  1  0
 24 66  1  1
 21 61  1  0
 21 62  1  0
 22 63  1  0
 22 64  1  0
  4 34  1  0
  4 35  1  0
  5 36  1  0
  5 37  1  0
  6 38  1  0
  6 39  1  0
 12 46  1  0
 12 47  1  0
 13 48  1  0
 13 49  1  0
 16 53  1  0
 17 54  1  0
 17 55  1  0
 18 56  1  0
 18 57  1  0
 15 50  1  0
 15 51  1  0
 15 52  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  8 40  1  0
  8 41  1  0
  8 42  1  0
  9 43  1  0
  9 44  1  0
  9 45  1  0
 25 67  1  0
 25 68  1  0
 25 69  1  0
 28 70  1  0
M  END

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  C   UNK     0      -4.692  -1.135   3.605  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.281  -0.923   3.123  0.00  0.00           C+0
HETATM    3  O   UNK     0      -2.488  -1.867   3.047  0.00  0.00           O+0
HETATM    4  C   UNK     0      -2.921   0.496   2.709  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.444   0.679   2.361  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.554   0.738   3.615  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.972   0.896   3.343  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.455  -0.231   2.418  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.705   0.797   4.694  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.286   2.289   2.748  0.00  0.00           C+0
HETATM   11  O   UNK     0       0.427   3.175   2.696  0.00  0.00           O+0
HETATM   12  C   UNK     0       2.711   2.599   2.314  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.784   3.251   0.933  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.502   2.285  -0.204  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.091   2.313  -0.734  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.480   1.486  -0.679  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.362   0.474  -1.789  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.073  -0.913  -1.205  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.623  -1.981  -2.229  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.704  -2.233  -3.283  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.303  -3.296  -1.476  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.981  -3.219  -0.702  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.069  -2.427  -1.496  0.00  0.00           C+0
HETATM   24  C   UNK     0      -1.488  -3.001  -1.376  0.00  0.00           C+0
HETATM   25  C   UNK     0      -2.394  -2.556  -2.529  0.00  0.00           C+0
HETATM   26  C   UNK     0      -2.087  -2.543  -0.064  0.00  0.00           C+0
HETATM   27  O   UNK     0      -2.958  -1.699   0.081  0.00  0.00           O+0
HETATM   28  O   UNK     0      -1.533  -3.166   0.995  0.00  0.00           O+0
HETATM   29  O   UNK     0       0.384  -2.438  -2.857  0.00  0.00           O+0
HETATM   30  O   UNK     0       1.466  -1.452  -2.914  0.00  0.00           O+0
HETATM   31  H   UNK     0      -4.831  -2.182   3.890  0.00  0.00           H+0
HETATM   32  H   UNK     0      -4.880  -0.505   4.477  0.00  0.00           H+0
HETATM   33  H   UNK     0      -5.393  -0.891   2.803  0.00  0.00           H+0
HETATM   34  H   UNK     0      -3.526   0.730   1.825  0.00  0.00           H+0
HETATM   35  H   UNK     0      -3.211   1.181   3.513  0.00  0.00           H+0
HETATM   36  H   UNK     0      -1.343   1.612   1.797  0.00  0.00           H+0
HETATM   37  H   UNK     0      -1.122  -0.129   1.697  0.00  0.00           H+0
HETATM   38  H   UNK     0      -0.713  -0.177   4.200  0.00  0.00           H+0
HETATM   39  H   UNK     0      -0.898   1.565   4.251  0.00  0.00           H+0
HETATM   40  H   UNK     0       2.547  -0.306   2.392  0.00  0.00           H+0
HETATM   41  H   UNK     0       1.079  -1.204   2.751  0.00  0.00           H+0
HETATM   42  H   UNK     0       1.119  -0.070   1.390  0.00  0.00           H+0
HETATM   43  H   UNK     0       1.395   1.603   5.370  0.00  0.00           H+0
HETATM   44  H   UNK     0       2.791   0.876   4.574  0.00  0.00           H+0
HETATM   45  H   UNK     0       1.497  -0.158   5.190  0.00  0.00           H+0
HETATM   46  H   UNK     0       3.120   3.286   3.066  0.00  0.00           H+0
HETATM   47  H   UNK     0       3.337   1.704   2.344  0.00  0.00           H+0
HETATM   48  H   UNK     0       2.104   4.110   0.869  0.00  0.00           H+0
HETATM   49  H   UNK     0       3.792   3.666   0.801  0.00  0.00           H+0
HETATM   50  H   UNK     0       0.373   2.163   0.077  0.00  0.00           H+0
HETATM   51  H   UNK     0       0.890   1.535  -1.474  0.00  0.00           H+0
HETATM   52  H   UNK     0       0.886   3.281  -1.200  0.00  0.00           H+0
HETATM   53  H   UNK     0       4.470   1.545  -0.225  0.00  0.00           H+0
HETATM   54  H   UNK     0       4.306   0.460  -2.345  0.00  0.00           H+0
HETATM   55  H   UNK     0       2.595   0.774  -2.510  0.00  0.00           H+0
HETATM   56  H   UNK     0       3.959  -1.268  -0.661  0.00  0.00           H+0
HETATM   57  H   UNK     0       2.277  -0.799  -0.461  0.00  0.00           H+0
HETATM   58  H   UNK     0       3.901  -1.334  -3.877  0.00  0.00           H+0
HETATM   59  H   UNK     0       3.376  -2.998  -3.996  0.00  0.00           H+0
HETATM   60  H   UNK     0       4.641  -2.566  -2.826  0.00  0.00           H+0
HETATM   61  H   UNK     0       3.122  -3.583  -0.806  0.00  0.00           H+0
HETATM   62  H   UNK     0       2.207  -4.112  -2.207  0.00  0.00           H+0
HETATM   63  H   UNK     0       1.131  -2.752   0.278  0.00  0.00           H+0
HETATM   64  H   UNK     0       0.644  -4.243  -0.501  0.00  0.00           H+0
HETATM   65  H   UNK     0      -0.079  -1.384  -1.148  0.00  0.00           H+0
HETATM   66  H   UNK     0      -1.476  -4.097  -1.389  0.00  0.00           H+0
HETATM   67  H   UNK     0      -2.414  -1.464  -2.621  0.00  0.00           H+0
HETATM   68  H   UNK     0      -3.424  -2.894  -2.369  0.00  0.00           H+0
HETATM   69  H   UNK     0      -2.054  -2.974  -3.482  0.00  0.00           H+0
HETATM   70  H   UNK     0      -1.942  -2.756   1.803  0.00  0.00           H+0
CONECT    1    2   31   32   33                                             
CONECT    2    4    3    1                                                  
CONECT    3    2                                                            
CONECT    4    2    5   34   35                                             
CONECT    5    4    6   36   37                                             
CONECT    6    5    7   38   39                                             
CONECT    7    8    6    9   10                                             
CONECT    8    7   40   41   42                                             
CONECT    9    7   43   44   45                                             
CONECT   10   11    7   12                                                  
CONECT   11   10                                                            
CONECT   12   13   10   46   47                                             
CONECT   13   12   14   48   49                                             
CONECT   14   13   16   15                                                  
CONECT   15   14   50   51   52                                             
CONECT   16   14   17   53                                                  
CONECT   17   16   18   54   55                                             
CONECT   18   17   19   56   57                                             
CONECT   19   21   30   20   18                                             
CONECT   20   19   58   59   60                                             
CONECT   21   22   19   61   62                                             
CONECT   22   21   23   63   64                                             
CONECT   23   29   65   22   24                                             
CONECT   24   26   25   23   66                                             
CONECT   25   24   67   68   69                                             
CONECT   26   24   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   70                                                       
CONECT   29   30   23                                                       
CONECT   30   19   29                                                       
CONECT   31    1                                                            
CONECT   32    1                                                            
CONECT   33    1                                                            
CONECT   34    4                                                            
CONECT   35    4                                                            
CONECT   36    5                                                            
CONECT   37    5                                                            
CONECT   38    6                                                            
CONECT   39    6                                                            
CONECT   40    8                                                            
CONECT   41    8                                                            
CONECT   42    8                                                            
CONECT   43    9                                                            
CONECT   44    9                                                            
CONECT   45    9                                                            
CONECT   46   12                                                            
CONECT   47   12                                                            
CONECT   48   13                                                            
CONECT   49   13                                                            
CONECT   50   15                                                            
CONECT   51   15                                                            
CONECT   52   15                                                            
CONECT   53   16                                                            
CONECT   54   17                                                            
CONECT   55   17                                                            
CONECT   56   18                                                            
CONECT   57   18                                                            
CONECT   58   20                                                            
CONECT   59   20                                                            
CONECT   60   20                                                            
CONECT   61   21                                                            
CONECT   62   21                                                            
CONECT   63   22                                                            
CONECT   64   22                                                            
CONECT   65   23                                                            
CONECT   66   24                                                            
CONECT   67   25                                                            
CONECT   68   25                                                            
CONECT   69   25                                                            
CONECT   70   28                                                            
MASTER        0    0    0    0    0    0    0    0   70    0  140    0
END

RDKit          3D

70 70  0  0  0  0  0  0  0  0999 V2000
   -4.6920   -1.1355    3.6046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2805   -0.9229    3.1228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4881   -1.8667    3.0471 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9213    0.4957    2.7093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4435    0.6790    2.3611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5537    0.7381    3.6152 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9724    0.8956    3.3434 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4554   -0.2305    2.4184 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7047    0.7968    4.6943 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2855    2.2890    2.7482 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4273    3.1752    2.6955 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7111    2.5992    2.3142 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7837    3.2513    0.9326 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5019    2.2848   -0.2040 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0913    2.3125   -0.7335 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4804    1.4864   -0.6790 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3616    0.4741   -1.7894 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0734   -0.9132   -1.2046 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6228   -1.9812   -2.2286 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7035   -2.2330   -3.2826 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3034   -3.2959   -1.4763 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9811   -3.2190   -0.7022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0691   -2.4273   -1.4956 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4881   -3.0005   -1.3761 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3936   -2.5556   -2.5286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0874   -2.5428   -0.0644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9580   -1.6993    0.0809 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5326   -3.1657    0.9946 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3835   -2.4378   -2.8566 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4665   -1.4518   -2.9143 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8306   -2.1821    3.8899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8803   -0.5053    4.4772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3926   -0.8905    2.8027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5258    0.7300    1.8254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2113    1.1813    3.5127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3435    1.6117    1.7969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1220   -0.1293    1.6972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7126   -0.1774    4.1999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8981    1.5650    4.2510 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5472   -0.3061    2.3915 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0786   -1.2045    2.7512 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1187   -0.0703    1.3904 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3947    1.6025    5.3699 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7908    0.8762    4.5743 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4973   -0.1583    5.1897 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1204    3.2856    3.0655 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3365    1.7041    2.3442 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1039    4.1098    0.8685 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7920    3.6664    0.8012 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3729    2.1633    0.0765 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8903    1.5351   -1.4741 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8860    3.2812   -1.2005 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4695    1.5448   -0.2250 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3063    0.4600   -2.3453 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5951    0.7739   -2.5097 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9595   -1.2679   -0.6613 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2775   -0.7987   -0.4606 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9012   -1.3344   -3.8767 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3755   -2.9975   -3.9964 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6412   -2.5662   -2.8265 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1220   -3.5833   -0.8058 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2069   -4.1116   -2.2066 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1315   -2.7515    0.2777 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6437   -4.2428   -0.5012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0791   -1.3842   -1.1478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4765   -4.0972   -1.3892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4142   -1.4639   -2.6212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4236   -2.8938   -2.3685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0541   -2.9737   -3.4818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9425   -2.7556    1.8034 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 13  1  0
 13 14  1  0
 14 16  2  0
 16 17  1  0
  2  4  1  0
 17 18  1  0
 22 21  1  0
 14 15  1  0
  4  5  1  0
  2  3  2  0
 19 21  1  0
  2  1  1  0
  5  6  1  0
 10 11  2  0
 19 30  1  0
  7  8  1  0
  6  7  1  0
  7  9  1  0
 30 29  1  0
 24 26  1  0
  7 10  1  6
 24 25  1  0
 29 23  1  0
 26 27  2  0
 10 12  1  0
 26 28  1  0
 19 20  1  6
 23 65  1  1
 23 22  1  0
 23 24  1  0
 19 18  1  0
 20 58  1  0
 20 59  1  0
 20 60  1  0
 24 66  1  1
 21 61  1  0
 21 62  1  0
 22 63  1  0
 22 64  1  0
  4 34  1  0
  4 35  1  0
  5 36  1  0
  5 37  1  0
  6 38  1  0
  6 39  1  0
 12 46  1  0
 12 47  1  0
 13 48  1  0
 13 49  1  0
 16 53  1  0
 17 54  1  0
 17 55  1  0
 18 56  1  0
 18 57  1  0
 15 50  1  0
 15 51  1  0
 15 52  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  8 40  1  0
  8 41  1  0
  8 42  1  0
  9 43  1  0
  9 44  1  0
  9 45  1  0
 25 67  1  0
 25 68  1  0
 25 69  1  0
 28 70  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₄H₄₀O₆

Average Mass

424.5780 Da

Monoisotopic Mass

424.28249 Da

IUPAC Name

(2S)-2-[(3R,6S)-6-methyl-6-[(3E)-4,8,8-trimethyl-7,12-dioxotridec-3-en-1-yl]-1,2-dioxan-3-yl]propanoic acid

Traditional Name

(2S)-2-[(3R,6S)-6-methyl-6-[(3E)-4,8,8-trimethyl-7,12-dioxotridec-3-en-1-yl]-1,2-dioxan-3-yl]propanoic acid

CAS Registry Number

Not Available

SMILES

[H]OC(=O)[C@@]([H])(C([H])([H])[H])[C@]1([H])OO[C@@](C([H])([H])[H])(C([H])([H])C([H])([H])C(\[H])=C(/C([H])([H])[H])C([H])([H])C([H])([H])C(=O)C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])C([H])([H])C([H])([H])C(=O)C([H])([H])[H])C([H])([H])C1([H])[H]

InChI Identifier

InChI=1S/C24H40O6/c1-17(11-12-21(26)23(4,5)14-8-10-18(2)25)9-7-15-24(6)16-13-20(29-30-24)19(3)22(27)28/h9,19-20H,7-8,10-16H2,1-6H3,(H,27,28)/b17-9+/t19-,20+,24-/m0/s1

InChI Key

UCWHHFGTUDDROG-VOXNSMEVSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Diacarnus erythraeanus	JEOL database	Et Sayed, K. A., et al, J. Nat. Prod. 64, 522 (2001)
Diacarnus erythraenus	-	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Diterpenoids

Alternative Parents

Substituents

Diterpenoid
Ortho-dioxane
Dialkyl peroxide
Ketone
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic 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	4.17	ALOGPS
logP	5.51	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Acidic)	4.44	ChemAxon
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	89.9 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	116.59 m³·mol⁻¹	ChemAxon
Polarizability	47.47 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

8178068

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10002487

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Youssef DT, Yoshida WY, Kelly M, Scheuer PJ: Cytotoxic cyclic norterpene peroxides from a Red Sea sponge Diacarnus erythraenus. J Nat Prod. 2001 Oct;64(10):1332-5. doi: 10.1021/np010184a. [PubMed:11678661 ]
Et Sayed, K. A., et al. (2001). Et Sayed, K. A., et al, J. Nat. Prod. 64, 522 (2001). J. Nat. Prod..

Showing NP-Card for Muqubilone (NP0025594)

MOL for NP0025594 (Muqubilone)

3D MOL for NP0025594 (Muqubilone)

3D SDF for NP0025594 (Muqubilone)

3D-SDF for NP0025594 (Muqubilone)

PDB for NP0025594 (Muqubilone)

3D PDB for NP0025594 (Muqubilone)

SMILES for NP0025594 (Muqubilone)

INCHI for NP0025594 (Muqubilone)

Structure for NP0025594 (Muqubilone)

3D Structure for NP0025594 (Muqubilone)