NP-MRD: Showing NP-Card for (+)-Vouacapenic acid (NP0026161)

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Record Information

Version

2.0

Created at

2021-06-19 18:05:37 UTC

Updated at

2021-06-29 23:51:32 UTC

NP-MRD ID

NP0026161

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(+)-Vouacapenic acid

Provided By

JEOL Database JEOL Logo

Description

Vouacapenic acid is also known as vouacapenate. (+)-Vouacapenic acid is found in Vouacapoua americana, Dipteryx odorata and Harrisonia perforata. (+)-Vouacapenic acid was first documented in 2003 (PMID: 12576659). Based on a literature review very few articles have been published on Vouacapenic acid.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192120053D          

 51 54  0  0  0  0            999 V2000
    4.4813    1.7542    2.3353 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8572    0.4283    1.6590 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9445   -0.6520    2.6857 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9066   -0.9251    3.6881 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4556   -2.0444    4.3545 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2815   -2.4816    3.8221 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9868   -1.6267    2.8146 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7876   -1.8586    1.9859 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5330   -0.6494    1.0291 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8749   -0.0129    0.5042 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6129    1.1475   -0.4678 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6425    0.7899   -1.5870 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3010    0.2984   -1.0100 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1153    0.2431   -2.0425 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1880    1.6564   -2.5988 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4269   -0.5959   -3.2859 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4395   -0.5362   -3.9657 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5609   -1.4262   -3.6670 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1660   -0.2252   -1.3049 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9830   -1.5153   -0.5157 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1513   -1.3961    0.4948 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5109   -0.9938   -0.1375 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0303   -2.1855   -0.9821 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1400    1.9619    3.1869 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5850    2.5983    1.6469 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4538    1.7392    2.7140 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8531    0.5575    1.2134 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8120   -0.3768    3.9062 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8343   -2.6254    5.1836 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9579   -2.7829    1.4286 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9165   -2.0155    2.6312 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0565    0.1293    1.6447 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4000   -0.7986   -0.0584 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5612    1.4821   -0.9051 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1901    2.0058    0.0665 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4991    1.6859   -2.1987 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1044    0.0395   -2.2351 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9921    1.0783   -0.2935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3373    2.3808   -1.7906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0986    1.6481   -3.2106 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6139    2.0299   -3.2442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2102   -1.8500   -4.4784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4832    0.5584   -0.6025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0024   -0.3498   -2.0041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9136   -1.7414    0.0188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8073   -2.3596   -1.1901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1359   -0.6508    1.2486 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2398   -2.3515    1.0257 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0439   -2.0232   -1.3571 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0429   -3.1156   -0.4055 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3973   -2.3963   -1.8447 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  6  0  0  0
  9 10  1  0  0  0  0
  2  1  1  0  0  0  0
  9  8  1  0  0  0  0
 22  9  1  0  0  0  0
  9 32  1  1  0  0  0
 13 12  1  0  0  0  0
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 12 11  1  0  0  0  0
 21 20  1  0  0  0  0
 20 19  1  0  0  0  0
 11 10  1  0  0  0  0
 16 17  2  0  0  0  0
 10  2  1  0  0  0  0
 16 18  1  0  0  0  0
  7  8  1  0  0  0  0
 22 23  1  6  0  0  0
  7  3  2  0  0  0  0
 19 14  1  0  0  0  0
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 22 21  1  0  0  0  0
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 10 33  1  6  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
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  6  7  1  0  0  0  0
  2 27  1  6  0  0  0
  8 30  1  0  0  0  0
  8 31  1  0  0  0  0
 12 36  1  0  0  0  0
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 11 34  1  0  0  0  0
 11 35  1  0  0  0  0
 21 47  1  0  0  0  0
 21 48  1  0  0  0  0
 15 39  1  0  0  0  0
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 15 41  1  0  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
 19 43  1  0  0  0  0
 19 44  1  0  0  0  0
 20 45  1  0  0  0  0
 20 46  1  0  0  0  0
 18 42  1  0  0  0  0
 23 49  1  0  0  0  0
 23 50  1  0  0  0  0
 23 51  1  0  0  0  0
  4 28  1  0  0  0  0
  5 29  1  0  0  0  0
M  END

     RDKit          3D

 51 54  0  0  0  0  0  0  0  0999 V2000
    4.4813    1.7542    2.3353 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8572    0.4283    1.6590 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9445   -0.6520    2.6857 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9066   -0.9251    3.6881 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4556   -2.0444    4.3545 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2815   -2.4816    3.8221 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9868   -1.6267    2.8146 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7876   -1.8586    1.9859 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5330   -0.6494    1.0291 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8749   -0.0129    0.5042 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6129    1.1475   -0.4678 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6425    0.7899   -1.5870 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3010    0.2984   -1.0100 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1153    0.2431   -2.0425 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1880    1.6564   -2.5988 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4269   -0.5959   -3.2859 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4395   -0.5362   -3.9657 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5609   -1.4262   -3.6670 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1660   -0.2252   -1.3049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9830   -1.5153   -0.5157 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1513   -1.3961    0.4948 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5109   -0.9938   -0.1375 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0303   -2.1855   -0.9821 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1400    1.9619    3.1869 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5850    2.5983    1.6469 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4538    1.7392    2.7140 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8531    0.5575    1.2134 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8120   -0.3768    3.9062 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8343   -2.6254    5.1836 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9579   -2.7829    1.4286 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.0565    0.1293    1.6447 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4000   -0.7986   -0.0584 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5612    1.4821   -0.9051 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1901    2.0058    0.0665 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4991    1.6859   -2.1987 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.9921    1.0783   -0.2935 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.6139    2.0299   -3.2442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2102   -1.8500   -4.4784 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.1359   -0.6508    1.2486 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2398   -2.3515    1.0257 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.0429   -3.1156   -0.4055 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3973   -2.3963   -1.8447 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0
 14 15  1  0
 14 16  1  6
  9 10  1  0
  2  1  1  0
  9  8  1  0
 22  9  1  0
  9 32  1  1
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M  END


  Mrv1652306192120053D          

 51 54  0  0  0  0            999 V2000
    4.4813    1.7542    2.3353 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8572    0.4283    1.6590 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9445   -0.6520    2.6857 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9066   -0.9251    3.6881 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4556   -2.0444    4.3545 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2815   -2.4816    3.8221 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9868   -1.6267    2.8146 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7876   -1.8586    1.9859 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5330   -0.6494    1.0291 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8749   -0.0129    0.5042 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6129    1.1475   -0.4678 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6425    0.7899   -1.5870 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3010    0.2984   -1.0100 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1153    0.2431   -2.0425 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1880    1.6564   -2.5988 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4269   -0.5959   -3.2859 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4395   -0.5362   -3.9657 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.1660   -0.2252   -1.3049 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9830   -1.5153   -0.5157 C   0  0  1  0  0  0  0  0  0  0  0  0
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    1.5109   -0.9938   -0.1375 C   0  0  2  0  0  0  0  0  0  0  0  0
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    4.4000   -0.7986   -0.0584 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5612    1.4821   -0.9051 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1901    2.0058    0.0665 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4991    1.6859   -2.1987 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1044    0.0395   -2.2351 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9921    1.0783   -0.2935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3373    2.3808   -1.7906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0986    1.6481   -3.2106 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6139    2.0299   -3.2442 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.4832    0.5584   -0.6025 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.8073   -2.3596   -1.1901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1359   -0.6508    1.2486 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2398   -2.3515    1.0257 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0439   -2.0232   -1.3571 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0429   -3.1156   -0.4055 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3973   -2.3963   -1.8447 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  6  0  0  0
  9 10  1  0  0  0  0
  2  1  1  0  0  0  0
  9  8  1  0  0  0  0
 22  9  1  0  0  0  0
  9 32  1  1  0  0  0
 13 12  1  0  0  0  0
 13 38  1  1  0  0  0
 12 11  1  0  0  0  0
 21 20  1  0  0  0  0
 20 19  1  0  0  0  0
 11 10  1  0  0  0  0
 16 17  2  0  0  0  0
 10  2  1  0  0  0  0
 16 18  1  0  0  0  0
  7  8  1  0  0  0  0
 22 23  1  6  0  0  0
  7  3  2  0  0  0  0
 19 14  1  0  0  0  0
 14 13  1  0  0  0  0
 22 21  1  0  0  0  0
 22 13  1  0  0  0  0
 10 33  1  6  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  2 27  1  6  0  0  0
  8 30  1  0  0  0  0
  8 31  1  0  0  0  0
 12 36  1  0  0  0  0
 12 37  1  0  0  0  0
 11 34  1  0  0  0  0
 11 35  1  0  0  0  0
 21 47  1  0  0  0  0
 21 48  1  0  0  0  0
 15 39  1  0  0  0  0
 15 40  1  0  0  0  0
 15 41  1  0  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
 19 43  1  0  0  0  0
 19 44  1  0  0  0  0
 20 45  1  0  0  0  0
 20 46  1  0  0  0  0
 18 42  1  0  0  0  0
 23 49  1  0  0  0  0
 23 50  1  0  0  0  0
 23 51  1  0  0  0  0
  4 28  1  0  0  0  0
  5 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0026161

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)[C@@]1(C([H])([H])[H])C([H])([H])C([H])([H])C([H])([H])[C@]2(C([H])([H])[H])[C@@]3([H])C([H])([H])C4=C(C([H])=C([H])O4)[C@]([H])(C([H])([H])[H])[C@]3([H])C([H])([H])C([H])([H])[C@@]12[H]

> <INCHI_IDENTIFIER>
InChI=1S/C20H28O3/c1-12-13-5-6-17-19(2,8-4-9-20(17,3)18(21)22)15(13)11-16-14(12)7-10-23-16/h7,10,12-13,15,17H,4-6,8-9,11H2,1-3H3,(H,21,22)/t12-,13+,15+,17-,19-,20+/m1/s1

> <INCHI_KEY>
CGLTYYYFMFIPDN-FGPOBWDPSA-N

> <FORMULA>
C20H28O3

> <MOLECULAR_WEIGHT>
316.441

> <EXACT_MASS>
316.203844762

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
36.28929917884951

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2R,6S,7R,10S,11R)-2,6,11-trimethyl-15-oxatetracyclo[8.7.0.0^{2,7}.0^{12,16}]heptadeca-12(16),13-diene-6-carboxylic acid

> <ALOGPS_LOGP>
4.70

> <JCHEM_LOGP>
4.694563477666667

> <ALOGPS_LOGS>
-4.56

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.959322643681713

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7430765180261254

> <JCHEM_POLAR_SURFACE_AREA>
50.44

> <JCHEM_REFRACTIVITY>
88.8437

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.73e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,6S,7R,10S,11R)-2,6,11-trimethyl-15-oxatetracyclo[8.7.0.0^{2,7}.0^{12,16}]heptadeca-12(16),13-diene-6-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 51 54  0  0  0  0  0  0  0  0999 V2000
    4.4813    1.7542    2.3353 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8572    0.4283    1.6590 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9445   -0.6520    2.6857 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9066   -0.9251    3.6881 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4556   -2.0444    4.3545 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2815   -2.4816    3.8221 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9868   -1.6267    2.8146 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7876   -1.8586    1.9859 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5330   -0.6494    1.0291 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8749   -0.0129    0.5042 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6129    1.1475   -0.4678 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6425    0.7899   -1.5870 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3010    0.2984   -1.0100 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1153    0.2431   -2.0425 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1880    1.6564   -2.5988 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4269   -0.5959   -3.2859 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4395   -0.5362   -3.9657 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5609   -1.4262   -3.6670 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1660   -0.2252   -1.3049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9830   -1.5153   -0.5157 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1513   -1.3961    0.4948 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5109   -0.9938   -0.1375 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0303   -2.1855   -0.9821 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1400    1.9619    3.1869 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5850    2.5983    1.6469 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4538    1.7392    2.7140 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8531    0.5575    1.2134 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8120   -0.3768    3.9062 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8343   -2.6254    5.1836 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9579   -2.7829    1.4286 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9165   -2.0155    2.6312 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0565    0.1293    1.6447 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4000   -0.7986   -0.0584 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5612    1.4821   -0.9051 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1901    2.0058    0.0665 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4991    1.6859   -2.1987 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1044    0.0395   -2.2351 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9921    1.0783   -0.2935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3373    2.3808   -1.7906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0986    1.6481   -3.2106 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6139    2.0299   -3.2442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2102   -1.8500   -4.4784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4832    0.5584   -0.6025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0024   -0.3498   -2.0041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9136   -1.7414    0.0188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8073   -2.3596   -1.1901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1359   -0.6508    1.2486 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2398   -2.3515    1.0257 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0439   -2.0232   -1.3571 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0429   -3.1156   -0.4055 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3973   -2.3963   -1.8447 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0
 14 15  1  0
 14 16  1  6
  9 10  1  0
  2  1  1  0
  9  8  1  0
 22  9  1  0
  9 32  1  1
 13 12  1  0
 13 38  1  1
 12 11  1  0
 21 20  1  0
 20 19  1  0
 11 10  1  0
 16 17  2  0
 10  2  1  0
 16 18  1  0
  7  8  1  0
 22 23  1  6
  7  3  2  0
 19 14  1  0
 14 13  1  0
 22 21  1  0
 22 13  1  0
 10 33  1  6
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  2 27  1  6
  8 30  1  0
  8 31  1  0
 12 36  1  0
 12 37  1  0
 11 34  1  0
 11 35  1  0
 21 47  1  0
 21 48  1  0
 15 39  1  0
 15 40  1  0
 15 41  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
 19 43  1  0
 19 44  1  0
 20 45  1  0
 20 46  1  0
 18 42  1  0
 23 49  1  0
 23 50  1  0
 23 51  1  0
  4 28  1  0
  5 29  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       4.481   1.754   2.335  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.857   0.428   1.659  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.944  -0.652   2.686  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.907  -0.925   3.688  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.456  -2.044   4.354  0.00  0.00           C+0
HETATM    6  O   UNK     0       4.282  -2.482   3.822  0.00  0.00           O+0
HETATM    7  C   UNK     0       3.987  -1.627   2.815  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.788  -1.859   1.986  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.533  -0.649   1.029  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.875  -0.013   0.504  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.613   1.147  -0.468  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.643   0.790  -1.587  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.301   0.298  -1.010  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.115   0.243  -2.042  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.188   1.656  -2.599  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.427  -0.596  -3.286  0.00  0.00           C+0
HETATM   17  O   UNK     0       1.440  -0.536  -3.966  0.00  0.00           O+0
HETATM   18  O   UNK     0      -0.561  -1.426  -3.667  0.00  0.00           O+0
HETATM   19  C   UNK     0      -1.166  -0.225  -1.305  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.983  -1.515  -0.516  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.151  -1.396   0.495  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.511  -0.994  -0.138  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.030  -2.186  -0.982  0.00  0.00           C+0
HETATM   24  H   UNK     0       5.140   1.962   3.187  0.00  0.00           H+0
HETATM   25  H   UNK     0       4.585   2.598   1.647  0.00  0.00           H+0
HETATM   26  H   UNK     0       3.454   1.739   2.714  0.00  0.00           H+0
HETATM   27  H   UNK     0       5.853   0.558   1.213  0.00  0.00           H+0
HETATM   28  H   UNK     0       6.812  -0.377   3.906  0.00  0.00           H+0
HETATM   29  H   UNK     0       5.834  -2.625   5.184  0.00  0.00           H+0
HETATM   30  H   UNK     0       2.958  -2.783   1.429  0.00  0.00           H+0
HETATM   31  H   UNK     0       1.917  -2.015   2.631  0.00  0.00           H+0
HETATM   32  H   UNK     0       2.057   0.129   1.645  0.00  0.00           H+0
HETATM   33  H   UNK     0       4.400  -0.799  -0.058  0.00  0.00           H+0
HETATM   34  H   UNK     0       4.561   1.482  -0.905  0.00  0.00           H+0
HETATM   35  H   UNK     0       3.190   2.006   0.067  0.00  0.00           H+0
HETATM   36  H   UNK     0       2.499   1.686  -2.199  0.00  0.00           H+0
HETATM   37  H   UNK     0       3.104   0.040  -2.235  0.00  0.00           H+0
HETATM   38  H   UNK     0       0.992   1.078  -0.294  0.00  0.00           H+0
HETATM   39  H   UNK     0      -0.337   2.381  -1.791  0.00  0.00           H+0
HETATM   40  H   UNK     0      -1.099   1.648  -3.211  0.00  0.00           H+0
HETATM   41  H   UNK     0       0.614   2.030  -3.244  0.00  0.00           H+0
HETATM   42  H   UNK     0      -0.210  -1.850  -4.478  0.00  0.00           H+0
HETATM   43  H   UNK     0      -1.483   0.558  -0.603  0.00  0.00           H+0
HETATM   44  H   UNK     0      -2.002  -0.350  -2.004  0.00  0.00           H+0
HETATM   45  H   UNK     0      -1.914  -1.741   0.019  0.00  0.00           H+0
HETATM   46  H   UNK     0      -0.807  -2.360  -1.190  0.00  0.00           H+0
HETATM   47  H   UNK     0      -0.136  -0.651   1.249  0.00  0.00           H+0
HETATM   48  H   UNK     0       0.240  -2.352   1.026  0.00  0.00           H+0
HETATM   49  H   UNK     0       3.044  -2.023  -1.357  0.00  0.00           H+0
HETATM   50  H   UNK     0       2.043  -3.116  -0.406  0.00  0.00           H+0
HETATM   51  H   UNK     0       1.397  -2.396  -1.845  0.00  0.00           H+0
CONECT    1    2   24   25   26                                             
CONECT    2    3    1   10   27                                             
CONECT    3    2    7    4                                                  
CONECT    4    3    5   28                                                  
CONECT    5    4    6   29                                                  
CONECT    6    5    7                                                       
CONECT    7    8    3    6                                                  
CONECT    8    9    7   30   31                                             
CONECT    9   10    8   22   32                                             
CONECT   10    9   11    2   33                                             
CONECT   11   12   10   34   35                                             
CONECT   12   13   11   36   37                                             
CONECT   13   12   38   14   22                                             
CONECT   14   15   16   19   13                                             
CONECT   15   14   39   40   41                                             
CONECT   16   14   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   42                                                       
CONECT   19   20   14   43   44                                             
CONECT   20   21   19   45   46                                             
CONECT   21   20   22   47   48                                             
CONECT   22    9   23   21   13                                             
CONECT   23   22   49   50   51                                             
CONECT   24    1                                                            
CONECT   25    1                                                            
CONECT   26    1                                                            
CONECT   27    2                                                            
CONECT   28    4                                                            
CONECT   29    5                                                            
CONECT   30    8                                                            
CONECT   31    8                                                            
CONECT   32    9                                                            
CONECT   33   10                                                            
CONECT   34   11                                                            
CONECT   35   11                                                            
CONECT   36   12                                                            
CONECT   37   12                                                            
CONECT   38   13                                                            
CONECT   39   15                                                            
CONECT   40   15                                                            
CONECT   41   15                                                            
CONECT   42   18                                                            
CONECT   43   19                                                            
CONECT   44   19                                                            
CONECT   45   20                                                            
CONECT   46   20                                                            
CONECT   47   21                                                            
CONECT   48   21                                                            
CONECT   49   23                                                            
CONECT   50   23                                                            
CONECT   51   23                                                            
MASTER        0    0    0    0    0    0    0    0   51    0  108    0
END

RDKit          3D

51 54  0  0  0  0  0  0  0  0999 V2000
    4.4813    1.7542    2.3353 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8572    0.4283    1.6590 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9445   -0.6520    2.6857 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9066   -0.9251    3.6881 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4556   -2.0444    4.3545 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2815   -2.4816    3.8221 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9868   -1.6267    2.8146 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7876   -1.8586    1.9859 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5330   -0.6494    1.0291 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8749   -0.0129    0.5042 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6129    1.1475   -0.4678 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6425    0.7899   -1.5870 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3010    0.2984   -1.0100 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1153    0.2431   -2.0425 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1880    1.6564   -2.5988 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4269   -0.5959   -3.2859 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4395   -0.5362   -3.9657 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5609   -1.4262   -3.6670 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1660   -0.2252   -1.3049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9830   -1.5153   -0.5157 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1513   -1.3961    0.4948 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5109   -0.9938   -0.1375 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0303   -2.1855   -0.9821 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1400    1.9619    3.1869 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5850    2.5983    1.6469 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4538    1.7392    2.7140 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8531    0.5575    1.2134 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8120   -0.3768    3.9062 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8343   -2.6254    5.1836 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9579   -2.7829    1.4286 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9165   -2.0155    2.6312 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0565    0.1293    1.6447 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4000   -0.7986   -0.0584 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5612    1.4821   -0.9051 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1901    2.0058    0.0665 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4991    1.6859   -2.1987 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1044    0.0395   -2.2351 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9921    1.0783   -0.2935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3373    2.3808   -1.7906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0986    1.6481   -3.2106 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6139    2.0299   -3.2442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2102   -1.8500   -4.4784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4832    0.5584   -0.6025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0024   -0.3498   -2.0041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9136   -1.7414    0.0188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8073   -2.3596   -1.1901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1359   -0.6508    1.2486 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2398   -2.3515    1.0257 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0439   -2.0232   -1.3571 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0429   -3.1156   -0.4055 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3973   -2.3963   -1.8447 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0
 14 15  1  0
 14 16  1  6
  9 10  1  0
  2  1  1  0
  9  8  1  0
 22  9  1  0
  9 32  1  1
 13 12  1  0
 13 38  1  1
 12 11  1  0
 21 20  1  0
 20 19  1  0
 11 10  1  0
 16 17  2  0
 10  2  1  0
 16 18  1  0
  7  8  1  0
 22 23  1  6
  7  3  2  0
 19 14  1  0
 14 13  1  0
 22 21  1  0
 22 13  1  0
 10 33  1  6
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  2 27  1  6
  8 30  1  0
  8 31  1  0
 12 36  1  0
 12 37  1  0
 11 34  1  0
 11 35  1  0
 21 47  1  0
 21 48  1  0
 15 39  1  0
 15 40  1  0
 15 41  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
 19 43  1  0
 19 44  1  0
 20 45  1  0
 20 46  1  0
 18 42  1  0
 23 49  1  0
 23 50  1  0
 23 51  1  0
  4 28  1  0
  5 29  1  0
M  END

View in JSmol View DFT Assignments 3D Conformers

Synonyms

Value	Source
Vouacapenate	Generator

Chemical Formula

C₂₀H₂₈O₃

Average Mass

316.4410 Da

Monoisotopic Mass

316.20384 Da

IUPAC Name

(1S,2R,6S,7R,10S,11R)-2,6,11-trimethyl-15-oxatetracyclo[8.7.0.0^{2,7}.0^{12,16}]heptadeca-12(16),13-diene-6-carboxylic acid

Traditional Name

(1S,2R,6S,7R,10S,11R)-2,6,11-trimethyl-15-oxatetracyclo[8.7.0.0^{2,7}.0^{12,16}]heptadeca-12(16),13-diene-6-carboxylic acid

CAS Registry Number

Not Available

SMILES

[H]OC(=O)[C@@]1(C([H])([H])[H])C([H])([H])C([H])([H])C([H])([H])[C@]2(C([H])([H])[H])[C@@]3([H])C([H])([H])C4=C(C([H])=C([H])O4)[C@]([H])(C([H])([H])[H])[C@]3([H])C([H])([H])C([H])([H])[C@@]12[H]

InChI Identifier

InChI=1S/C20H28O3/c1-12-13-5-6-17-19(2,8-4-9-20(17,3)18(21)22)15(13)11-16-14(12)7-10-23-16/h7,10,12-13,15,17H,4-6,8-9,11H2,1-3H3,(H,21,22)/t12-,13+,15+,17-,19-,20+/m1/s1

InChI Key

CGLTYYYFMFIPDN-FGPOBWDPSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
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, 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, 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, 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

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, chcl3, 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
Andira aubletii	JEOL database	Kido, T., et al, Chem. Pharm. Bull. 51, 207 (2003)
Dipteryx odorata	LOTUS Database	35616633
Harrisonia perforata	LOTUS Database	35616633

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
Naphthofuran
Benzofuran
Furan
Heteroaromatic compound
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Oxacycle
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	4.7	ALOGPS
logP	4.69	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	4.96	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	50.44 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	88.84 m³·mol⁻¹	ChemAxon
Polarizability	36.29 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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

30814498

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

73350581

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Kido T, Taniguchi M, Baba K: Diterpenoids from Amazonian crude drug of Fabaceae. Chem Pharm Bull (Tokyo). 2003 Feb;51(2):207-8. doi: 10.1248/cpb.51.207. [PubMed:12576659 ]
Kido, T., et al. (2003). Kido, T., et al, Chem. Pharm. Bull. 51, 207 (2003). Chem. Pharm. Bull..

Showing NP-Card for (+)-Vouacapenic acid (NP0026161)

MOL for NP0026161 ((+)-Vouacapenic acid)

3D MOL for NP0026161 ((+)-Vouacapenic acid)

3D SDF for NP0026161 ((+)-Vouacapenic acid)

3D-SDF for NP0026161 ((+)-Vouacapenic acid)

PDB for NP0026161 ((+)-Vouacapenic acid)

3D PDB for NP0026161 ((+)-Vouacapenic acid)

SMILES for NP0026161 ((+)-Vouacapenic acid)

INCHI for NP0026161 ((+)-Vouacapenic acid)

Structure for NP0026161 ((+)-Vouacapenic acid)

3D Structure for NP0026161 ((+)-Vouacapenic acid)