NP-MRD: Showing NP-Card for 3,4-epoxyclerodan-13E-en-15-oic acid (NP0032147)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2021-06-19 23:01:53 UTC

Updated at

2021-06-30 00:01:09 UTC

NP-MRD ID

NP0032147

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3,4-epoxyclerodan-13E-en-15-oic acid

Provided By

JEOL Database JEOL Logo

Description

3,4-Epoxyclerodan-13E-en-15-oic acid belongs to the class of organic compounds known as medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms. 3,4-epoxyclerodan-13E-en-15-oic acid is found in Detarium microcarpum. 3,4-epoxyclerodan-13E-en-15-oic acid was first documented in 2006 (PMID: 16724838). Based on a literature review very few articles have been published on 3,4-epoxyclerodan-13E-en-15-oic acid.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202101013D          

 55 57  0  0  0  0            999 V2000
    3.4658   -1.7327   -3.3396 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9659   -1.7976   -3.2182 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1737   -2.6629   -3.8826 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6238   -3.7376   -4.7858 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7517   -4.1367   -4.9922 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5589   -4.2834   -5.3986 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3468   -0.7728   -2.2837 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6686   -1.0716   -0.8063 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9637   -0.1311    0.2466 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5325    1.2861   -0.0418 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3611   -0.6029    1.6926 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8687   -0.5599    1.9909 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6265    0.1822    2.7928 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8869    0.0907    2.6631 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4455    0.5408    1.2903 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3146    2.0830    1.1639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6354   -0.1615    0.1065 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1603   -1.6106   -0.1066 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6022   -1.6109   -0.5987 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5011   -0.8658    0.3101 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2901   -1.1431    1.6915 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9763    0.2000    1.2456 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9695    1.1832    1.8110 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9379   -2.2790   -2.5174 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8370   -2.1317   -4.2859 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8066   -0.6921   -3.2988 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0961   -2.6210   -3.7522 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9539   -4.9789   -5.9645 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2640   -0.7366   -2.4414 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7177    0.2209   -2.5618 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4555   -2.1226   -0.5751 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7565   -0.9830   -0.6926 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5524    1.9332    0.8353 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5764    1.2396   -0.3758 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9685    1.7920   -0.8325 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0602   -1.6551    1.7930 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4330   -1.2235    1.3305 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0655   -0.8986    3.0146 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2759    0.4514    1.8974 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9429    1.2302    2.8101 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9052   -0.2250    3.7737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3502    0.6782    3.4664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1684   -0.9502    2.8649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8726    2.6053    1.9484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7014    2.4287    0.1986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2987    2.4495    1.2694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8851    0.3872   -0.8132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0687   -2.1910    0.8186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5937   -2.1536   -0.8643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6510   -1.1627   -1.5981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9546   -2.6441   -0.6962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5200   -0.8128   -0.0495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9742    0.7488    1.8720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6879    1.4864    2.8242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0435    2.0710    1.1756 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 47  1  6  0  0  0
 19 20  1  0  0  0  0
 22 23  1  1  0  0  0
 19 18  1  0  0  0  0
 11 12  1  0  0  0  0
 20 22  1  0  0  0  0
  9 10  1  6  0  0  0
 22 15  1  0  0  0  0
  9  8  1  0  0  0  0
 17 18  1  0  0  0  0
  8  7  1  0  0  0  0
 17  9  1  0  0  0  0
  7  2  1  0  0  0  0
 15 14  1  0  0  0  0
  2  3  2  0  0  0  0
 14 13  1  0  0  0  0
  3  4  1  0  0  0  0
 13 11  1  0  0  0  0
  4  5  2  0  0  0  0
 20 21  1  0  0  0  0
 11  9  1  0  0  0  0
 22 21  1  0  0  0  0
 17 15  1  0  0  0  0
  2  1  1  0  0  0  0
 15 16  1  6  0  0  0
  4  6  1  0  0  0  0
  3 27  1  0  0  0  0
 19 50  1  0  0  0  0
 19 51  1  0  0  0  0
 20 52  1  6  0  0  0
 18 48  1  0  0  0  0
 18 49  1  0  0  0  0
 14 42  1  0  0  0  0
 14 43  1  0  0  0  0
 13 40  1  0  0  0  0
 13 41  1  0  0  0  0
 11 36  1  6  0  0  0
 16 44  1  0  0  0  0
 16 45  1  0  0  0  0
 16 46  1  0  0  0  0
 23 53  1  0  0  0  0
 23 54  1  0  0  0  0
 23 55  1  0  0  0  0
 12 37  1  0  0  0  0
 12 38  1  0  0  0  0
 12 39  1  0  0  0  0
 10 33  1  0  0  0  0
 10 34  1  0  0  0  0
 10 35  1  0  0  0  0
  8 31  1  0  0  0  0
  8 32  1  0  0  0  0
  7 29  1  0  0  0  0
  7 30  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
  6 28  1  0  0  0  0
M  END

     RDKit          3D

 55 57  0  0  0  0  0  0  0  0999 V2000
    3.4658   -1.7327   -3.3396 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9659   -1.7976   -3.2182 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1737   -2.6629   -3.8826 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6238   -3.7376   -4.7858 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7517   -4.1367   -4.9922 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5589   -4.2834   -5.3986 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3468   -0.7728   -2.2837 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6686   -1.0716   -0.8063 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9637   -0.1311    0.2466 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5325    1.2861   -0.0418 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3611   -0.6029    1.6926 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8687   -0.5599    1.9909 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6265    0.1822    2.7928 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8869    0.0907    2.6631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4455    0.5408    1.2903 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3146    2.0830    1.1639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6354   -0.1615    0.1065 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1603   -1.6106   -0.1066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6022   -1.6109   -0.5987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5011   -0.8658    0.3101 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2901   -1.1431    1.6915 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9763    0.2000    1.2456 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9695    1.1832    1.8110 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9379   -2.2790   -2.5174 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8370   -2.1317   -4.2859 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8066   -0.6921   -3.2988 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0961   -2.6210   -3.7522 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9539   -4.9789   -5.9645 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2640   -0.7366   -2.4414 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7177    0.2209   -2.5618 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4555   -2.1226   -0.5751 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7565   -0.9830   -0.6926 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5524    1.9332    0.8353 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5764    1.2396   -0.3758 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9685    1.7920   -0.8325 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0602   -1.6551    1.7930 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4330   -1.2235    1.3305 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0655   -0.8986    3.0146 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2759    0.4514    1.8974 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9429    1.2302    2.8101 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9052   -0.2250    3.7737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3502    0.6782    3.4664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1684   -0.9502    2.8649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8726    2.6053    1.9484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7014    2.4287    0.1986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2987    2.4495    1.2694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8851    0.3872   -0.8132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0687   -2.1910    0.8186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5937   -2.1536   -0.8643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6510   -1.1627   -1.5981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9546   -2.6441   -0.6962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5200   -0.8128   -0.0495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9742    0.7488    1.8720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6879    1.4864    2.8242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0435    2.0710    1.1756 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 47  1  6
 19 20  1  0
 22 23  1  1
 19 18  1  0
 11 12  1  0
 20 22  1  0
  9 10  1  6
 22 15  1  0
  9  8  1  0
 17 18  1  0
  8  7  1  0
 17  9  1  0
  7  2  1  0
 15 14  1  0
  2  3  2  0
 14 13  1  0
  3  4  1  0
 13 11  1  0
  4  5  2  0
 20 21  1  0
 11  9  1  0
 22 21  1  0
 17 15  1  0
  2  1  1  0
 15 16  1  6
  4  6  1  0
  3 27  1  0
 19 50  1  0
 19 51  1  0
 20 52  1  6
 18 48  1  0
 18 49  1  0
 14 42  1  0
 14 43  1  0
 13 40  1  0
 13 41  1  0
 11 36  1  6
 16 44  1  0
 16 45  1  0
 16 46  1  0
 23 53  1  0
 23 54  1  0
 23 55  1  0
 12 37  1  0
 12 38  1  0
 12 39  1  0
 10 33  1  0
 10 34  1  0
 10 35  1  0
  8 31  1  0
  8 32  1  0
  7 29  1  0
  7 30  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  6 28  1  0
M  END


  Mrv1652306202101013D          

 55 57  0  0  0  0            999 V2000
    3.4658   -1.7327   -3.3396 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9659   -1.7976   -3.2182 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1737   -2.6629   -3.8826 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6238   -3.7376   -4.7858 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7517   -4.1367   -4.9922 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5589   -4.2834   -5.3986 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3468   -0.7728   -2.2837 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6686   -1.0716   -0.8063 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9637   -0.1311    0.2466 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5325    1.2861   -0.0418 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3611   -0.6029    1.6926 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8687   -0.5599    1.9909 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6265    0.1822    2.7928 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8869    0.0907    2.6631 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4455    0.5408    1.2903 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3146    2.0830    1.1639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6354   -0.1615    0.1065 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1603   -1.6106   -0.1066 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6022   -1.6109   -0.5987 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5011   -0.8658    0.3101 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2901   -1.1431    1.6915 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9763    0.2000    1.2456 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9695    1.1832    1.8110 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9379   -2.2790   -2.5174 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8370   -2.1317   -4.2859 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8066   -0.6921   -3.2988 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0961   -2.6210   -3.7522 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9539   -4.9789   -5.9645 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2640   -0.7366   -2.4414 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7177    0.2209   -2.5618 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4555   -2.1226   -0.5751 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7565   -0.9830   -0.6926 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5524    1.9332    0.8353 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5764    1.2396   -0.3758 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9685    1.7920   -0.8325 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0602   -1.6551    1.7930 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4330   -1.2235    1.3305 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0655   -0.8986    3.0146 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2759    0.4514    1.8974 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9429    1.2302    2.8101 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9052   -0.2250    3.7737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3502    0.6782    3.4664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1684   -0.9502    2.8649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8726    2.6053    1.9484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7014    2.4287    0.1986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2987    2.4495    1.2694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8851    0.3872   -0.8132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0687   -2.1910    0.8186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5937   -2.1536   -0.8643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6510   -1.1627   -1.5981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9546   -2.6441   -0.6962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5200   -0.8128   -0.0495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9742    0.7488    1.8720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6879    1.4864    2.8242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0435    2.0710    1.1756 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 47  1  6  0  0  0
 19 20  1  0  0  0  0
 22 23  1  1  0  0  0
 19 18  1  0  0  0  0
 11 12  1  0  0  0  0
 20 22  1  0  0  0  0
  9 10  1  6  0  0  0
 22 15  1  0  0  0  0
  9  8  1  0  0  0  0
 17 18  1  0  0  0  0
  8  7  1  0  0  0  0
 17  9  1  0  0  0  0
  7  2  1  0  0  0  0
 15 14  1  0  0  0  0
  2  3  2  0  0  0  0
 14 13  1  0  0  0  0
  3  4  1  0  0  0  0
 13 11  1  0  0  0  0
  4  5  2  0  0  0  0
 20 21  1  0  0  0  0
 11  9  1  0  0  0  0
 22 21  1  0  0  0  0
 17 15  1  0  0  0  0
  2  1  1  0  0  0  0
 15 16  1  6  0  0  0
  4  6  1  0  0  0  0
  3 27  1  0  0  0  0
 19 50  1  0  0  0  0
 19 51  1  0  0  0  0
 20 52  1  6  0  0  0
 18 48  1  0  0  0  0
 18 49  1  0  0  0  0
 14 42  1  0  0  0  0
 14 43  1  0  0  0  0
 13 40  1  0  0  0  0
 13 41  1  0  0  0  0
 11 36  1  6  0  0  0
 16 44  1  0  0  0  0
 16 45  1  0  0  0  0
 16 46  1  0  0  0  0
 23 53  1  0  0  0  0
 23 54  1  0  0  0  0
 23 55  1  0  0  0  0
 12 37  1  0  0  0  0
 12 38  1  0  0  0  0
 12 39  1  0  0  0  0
 10 33  1  0  0  0  0
 10 34  1  0  0  0  0
 10 35  1  0  0  0  0
  8 31  1  0  0  0  0
  8 32  1  0  0  0  0
  7 29  1  0  0  0  0
  7 30  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
  6 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0032147

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)C(\[H])=C(/C([H])([H])[H])C([H])([H])C([H])([H])[C@]1(C([H])([H])[H])[C@@]([H])(C([H])([H])[H])C([H])([H])C([H])([H])[C@@]2(C([H])([H])[H])[C@]1([H])C([H])([H])C([H])([H])[C@@]1([H])O[C@@]21C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C20H32O3/c1-13(12-17(21)22)8-10-18(3)14(2)9-11-19(4)15(18)6-7-16-20(19,5)23-16/h12,14-16H,6-11H2,1-5H3,(H,21,22)/b13-12+/t14-,15+,16+,18+,19-,20+/m0/s1

> <INCHI_KEY>
ZIERSMJBWUDONC-XYHGBDLASA-N

> <FORMULA>
C20H32O3

> <MOLECULAR_WEIGHT>
320.473

> <EXACT_MASS>
320.23514489

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_POLARIZABILITY>
37.34737924658807

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E)-5-[(1aR,3aR,4R,5S,7aS,7bS)-4,5,7a,7b-tetramethyl-decahydronaphtho[1,2-b]oxiren-4-yl]-3-methylpent-2-enoic acid

> <ALOGPS_LOGP>
4.26

> <JCHEM_LOGP>
4.676777265666668

> <ALOGPS_LOGS>
-5.23

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.828664344885223

> <JCHEM_PKA_STRONGEST_BASIC>
-4.228448582401175

> <JCHEM_POLAR_SURFACE_AREA>
49.83

> <JCHEM_REFRACTIVITY>
91.6002

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.90e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2E)-5-[(1aR,3aR,4R,5S,7aS,7bS)-4,5,7a,7b-tetramethyl-hexahydro-1aH-naphtho[1,2-b]oxiren-4-yl]-3-methylpent-2-enoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 55 57  0  0  0  0  0  0  0  0999 V2000
    3.4658   -1.7327   -3.3396 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9659   -1.7976   -3.2182 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1737   -2.6629   -3.8826 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6238   -3.7376   -4.7858 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7517   -4.1367   -4.9922 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5589   -4.2834   -5.3986 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3468   -0.7728   -2.2837 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6686   -1.0716   -0.8063 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9637   -0.1311    0.2466 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5325    1.2861   -0.0418 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3611   -0.6029    1.6926 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8687   -0.5599    1.9909 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6265    0.1822    2.7928 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8869    0.0907    2.6631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4455    0.5408    1.2903 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3146    2.0830    1.1639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6354   -0.1615    0.1065 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1603   -1.6106   -0.1066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6022   -1.6109   -0.5987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5011   -0.8658    0.3101 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2901   -1.1431    1.6915 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9763    0.2000    1.2456 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9695    1.1832    1.8110 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9379   -2.2790   -2.5174 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8370   -2.1317   -4.2859 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8066   -0.6921   -3.2988 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0961   -2.6210   -3.7522 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9539   -4.9789   -5.9645 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2640   -0.7366   -2.4414 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7177    0.2209   -2.5618 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4555   -2.1226   -0.5751 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7565   -0.9830   -0.6926 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5524    1.9332    0.8353 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5764    1.2396   -0.3758 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9685    1.7920   -0.8325 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0602   -1.6551    1.7930 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4330   -1.2235    1.3305 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0655   -0.8986    3.0146 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2759    0.4514    1.8974 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9429    1.2302    2.8101 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9052   -0.2250    3.7737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3502    0.6782    3.4664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1684   -0.9502    2.8649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8726    2.6053    1.9484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7014    2.4287    0.1986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2987    2.4495    1.2694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8851    0.3872   -0.8132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0687   -2.1910    0.8186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5937   -2.1536   -0.8643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6510   -1.1627   -1.5981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9546   -2.6441   -0.6962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5200   -0.8128   -0.0495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9742    0.7488    1.8720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6879    1.4864    2.8242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0435    2.0710    1.1756 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 47  1  6
 19 20  1  0
 22 23  1  1
 19 18  1  0
 11 12  1  0
 20 22  1  0
  9 10  1  6
 22 15  1  0
  9  8  1  0
 17 18  1  0
  8  7  1  0
 17  9  1  0
  7  2  1  0
 15 14  1  0
  2  3  2  0
 14 13  1  0
  3  4  1  0
 13 11  1  0
  4  5  2  0
 20 21  1  0
 11  9  1  0
 22 21  1  0
 17 15  1  0
  2  1  1  0
 15 16  1  6
  4  6  1  0
  3 27  1  0
 19 50  1  0
 19 51  1  0
 20 52  1  6
 18 48  1  0
 18 49  1  0
 14 42  1  0
 14 43  1  0
 13 40  1  0
 13 41  1  0
 11 36  1  6
 16 44  1  0
 16 45  1  0
 16 46  1  0
 23 53  1  0
 23 54  1  0
 23 55  1  0
 12 37  1  0
 12 38  1  0
 12 39  1  0
 10 33  1  0
 10 34  1  0
 10 35  1  0
  8 31  1  0
  8 32  1  0
  7 29  1  0
  7 30  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  6 28  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0       3.466  -1.733  -3.340  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.966  -1.798  -3.218  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.174  -2.663  -3.883  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.624  -3.738  -4.786  0.00  0.00           C+0
HETATM    5  O   UNK     0       2.752  -4.137  -4.992  0.00  0.00           O+0
HETATM    6  O   UNK     0       0.559  -4.283  -5.399  0.00  0.00           O+0
HETATM    7  C   UNK     0       1.347  -0.773  -2.284  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.669  -1.072  -0.806  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.964  -0.131   0.247  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.533   1.286  -0.042  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.361  -0.603   1.693  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.869  -0.560   1.991  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.627   0.182   2.793  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.887   0.091   2.663  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.446   0.541   1.290  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.315   2.083   1.164  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.635  -0.162   0.107  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.160  -1.611  -0.107  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.602  -1.611  -0.599  0.00  0.00           C+0
HETATM   20  C   UNK     0      -3.501  -0.866   0.310  0.00  0.00           C+0
HETATM   21  O   UNK     0      -3.290  -1.143   1.692  0.00  0.00           O+0
HETATM   22  C   UNK     0      -2.976   0.200   1.246  0.00  0.00           C+0
HETATM   23  C   UNK     0      -3.970   1.183   1.811  0.00  0.00           C+0
HETATM   24  H   UNK     0       3.938  -2.279  -2.517  0.00  0.00           H+0
HETATM   25  H   UNK     0       3.837  -2.132  -4.286  0.00  0.00           H+0
HETATM   26  H   UNK     0       3.807  -0.692  -3.299  0.00  0.00           H+0
HETATM   27  H   UNK     0       0.096  -2.621  -3.752  0.00  0.00           H+0
HETATM   28  H   UNK     0       0.954  -4.979  -5.965  0.00  0.00           H+0
HETATM   29  H   UNK     0       0.264  -0.737  -2.441  0.00  0.00           H+0
HETATM   30  H   UNK     0       1.718   0.221  -2.562  0.00  0.00           H+0
HETATM   31  H   UNK     0       1.456  -2.123  -0.575  0.00  0.00           H+0
HETATM   32  H   UNK     0       2.757  -0.983  -0.693  0.00  0.00           H+0
HETATM   33  H   UNK     0       1.552   1.933   0.835  0.00  0.00           H+0
HETATM   34  H   UNK     0       2.576   1.240  -0.376  0.00  0.00           H+0
HETATM   35  H   UNK     0       0.969   1.792  -0.833  0.00  0.00           H+0
HETATM   36  H   UNK     0       1.060  -1.655   1.793  0.00  0.00           H+0
HETATM   37  H   UNK     0       3.433  -1.224   1.331  0.00  0.00           H+0
HETATM   38  H   UNK     0       3.066  -0.899   3.015  0.00  0.00           H+0
HETATM   39  H   UNK     0       3.276   0.451   1.897  0.00  0.00           H+0
HETATM   40  H   UNK     0       0.943   1.230   2.810  0.00  0.00           H+0
HETATM   41  H   UNK     0       0.905  -0.225   3.774  0.00  0.00           H+0
HETATM   42  H   UNK     0      -1.350   0.678   3.466  0.00  0.00           H+0
HETATM   43  H   UNK     0      -1.168  -0.950   2.865  0.00  0.00           H+0
HETATM   44  H   UNK     0      -1.873   2.605   1.948  0.00  0.00           H+0
HETATM   45  H   UNK     0      -1.701   2.429   0.199  0.00  0.00           H+0
HETATM   46  H   UNK     0      -0.299   2.450   1.269  0.00  0.00           H+0
HETATM   47  H   UNK     0      -0.885   0.387  -0.813  0.00  0.00           H+0
HETATM   48  H   UNK     0      -1.069  -2.191   0.819  0.00  0.00           H+0
HETATM   49  H   UNK     0      -0.594  -2.154  -0.864  0.00  0.00           H+0
HETATM   50  H   UNK     0      -2.651  -1.163  -1.598  0.00  0.00           H+0
HETATM   51  H   UNK     0      -2.955  -2.644  -0.696  0.00  0.00           H+0
HETATM   52  H   UNK     0      -4.520  -0.813  -0.050  0.00  0.00           H+0
HETATM   53  H   UNK     0      -4.974   0.749   1.872  0.00  0.00           H+0
HETATM   54  H   UNK     0      -3.688   1.486   2.824  0.00  0.00           H+0
HETATM   55  H   UNK     0      -4.043   2.071   1.176  0.00  0.00           H+0
CONECT    1    2   24   25   26                                             
CONECT    2    7    3    1                                                  
CONECT    3    2    4   27                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4   28                                                       
CONECT    7    8    2   29   30                                             
CONECT    8    9    7   31   32                                             
CONECT    9   10    8   17   11                                             
CONECT   10    9   33   34   35                                             
CONECT   11   12   13    9   36                                             
CONECT   12   11   37   38   39                                             
CONECT   13   14   11   40   41                                             
CONECT   14   15   13   42   43                                             
CONECT   15   22   14   17   16                                             
CONECT   16   15   44   45   46                                             
CONECT   17   47   18    9   15                                             
CONECT   18   19   17   48   49                                             
CONECT   19   20   18   50   51                                             
CONECT   20   19   22   21   52                                             
CONECT   21   20   22                                                       
CONECT   22   23   20   15   21                                             
CONECT   23   22   53   54   55                                             
CONECT   24    1                                                            
CONECT   25    1                                                            
CONECT   26    1                                                            
CONECT   27    3                                                            
CONECT   28    6                                                            
CONECT   29    7                                                            
CONECT   30    7                                                            
CONECT   31    8                                                            
CONECT   32    8                                                            
CONECT   33   10                                                            
CONECT   34   10                                                            
CONECT   35   10                                                            
CONECT   36   11                                                            
CONECT   37   12                                                            
CONECT   38   12                                                            
CONECT   39   12                                                            
CONECT   40   13                                                            
CONECT   41   13                                                            
CONECT   42   14                                                            
CONECT   43   14                                                            
CONECT   44   16                                                            
CONECT   45   16                                                            
CONECT   46   16                                                            
CONECT   47   17                                                            
CONECT   48   18                                                            
CONECT   49   18                                                            
CONECT   50   19                                                            
CONECT   51   19                                                            
CONECT   52   20                                                            
CONECT   53   23                                                            
CONECT   54   23                                                            
CONECT   55   23                                                            
MASTER        0    0    0    0    0    0    0    0   55    0  114    0
END

RDKit          3D

55 57  0  0  0  0  0  0  0  0999 V2000
    3.4658   -1.7327   -3.3396 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9659   -1.7976   -3.2182 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1737   -2.6629   -3.8826 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6238   -3.7376   -4.7858 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7517   -4.1367   -4.9922 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5589   -4.2834   -5.3986 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3468   -0.7728   -2.2837 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6686   -1.0716   -0.8063 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9637   -0.1311    0.2466 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5325    1.2861   -0.0418 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3611   -0.6029    1.6926 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8687   -0.5599    1.9909 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6265    0.1822    2.7928 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8869    0.0907    2.6631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4455    0.5408    1.2903 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3146    2.0830    1.1639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6354   -0.1615    0.1065 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1603   -1.6106   -0.1066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6022   -1.6109   -0.5987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5011   -0.8658    0.3101 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2901   -1.1431    1.6915 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9763    0.2000    1.2456 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9695    1.1832    1.8110 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9379   -2.2790   -2.5174 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8370   -2.1317   -4.2859 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8066   -0.6921   -3.2988 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0961   -2.6210   -3.7522 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9539   -4.9789   -5.9645 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2640   -0.7366   -2.4414 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7177    0.2209   -2.5618 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4555   -2.1226   -0.5751 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7565   -0.9830   -0.6926 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5524    1.9332    0.8353 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5764    1.2396   -0.3758 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9685    1.7920   -0.8325 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0602   -1.6551    1.7930 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4330   -1.2235    1.3305 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0655   -0.8986    3.0146 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2759    0.4514    1.8974 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9429    1.2302    2.8101 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9052   -0.2250    3.7737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3502    0.6782    3.4664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1684   -0.9502    2.8649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8726    2.6053    1.9484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7014    2.4287    0.1986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2987    2.4495    1.2694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8851    0.3872   -0.8132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0687   -2.1910    0.8186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5937   -2.1536   -0.8643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6510   -1.1627   -1.5981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9546   -2.6441   -0.6962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5200   -0.8128   -0.0495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9742    0.7488    1.8720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6879    1.4864    2.8242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0435    2.0710    1.1756 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 47  1  6
 19 20  1  0
 22 23  1  1
 19 18  1  0
 11 12  1  0
 20 22  1  0
  9 10  1  6
 22 15  1  0
  9  8  1  0
 17 18  1  0
  8  7  1  0
 17  9  1  0
  7  2  1  0
 15 14  1  0
  2  3  2  0
 14 13  1  0
  3  4  1  0
 13 11  1  0
  4  5  2  0
 20 21  1  0
 11  9  1  0
 22 21  1  0
 17 15  1  0
  2  1  1  0
 15 16  1  6
  4  6  1  0
  3 27  1  0
 19 50  1  0
 19 51  1  0
 20 52  1  6
 18 48  1  0
 18 49  1  0
 14 42  1  0
 14 43  1  0
 13 40  1  0
 13 41  1  0
 11 36  1  6
 16 44  1  0
 16 45  1  0
 16 46  1  0
 23 53  1  0
 23 54  1  0
 23 55  1  0
 12 37  1  0
 12 38  1  0
 12 39  1  0
 10 33  1  0
 10 34  1  0
 10 35  1  0
  8 31  1  0
  8 32  1  0
  7 29  1  0
  7 30  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  6 28  1  0
M  END

View in JSmol

Synonyms

Value	Source
3,4-Epoxyclerodan-13E-en-15-Oate	Generator

Chemical Formula

C₂₀H₃₂O₃

Average Mass

320.4730 Da

Monoisotopic Mass

320.23514 Da

IUPAC Name

(2E)-5-[(1aR,3aR,4R,5S,7aS,7bS)-4,5,7a,7b-tetramethyl-decahydronaphtho[1,2-b]oxiren-4-yl]-3-methylpent-2-enoic acid

Traditional Name

(2E)-5-[(1aR,3aR,4R,5S,7aS,7bS)-4,5,7a,7b-tetramethyl-hexahydro-1aH-naphtho[1,2-b]oxiren-4-yl]-3-methylpent-2-enoic acid

CAS Registry Number

Not Available

SMILES

[H]OC(=O)C(\[H])=C(/C([H])([H])[H])C([H])([H])C([H])([H])[C@]1(C([H])([H])[H])[C@@]([H])(C([H])([H])[H])C([H])([H])C([H])([H])[C@@]2(C([H])([H])[H])[C@]1([H])C([H])([H])C([H])([H])[C@@]1([H])O[C@@]21C([H])([H])[H]

InChI Identifier

InChI=1S/C20H32O3/c1-13(12-17(21)22)8-10-18(3)14(2)9-11-19(4)15(18)6-7-16-20(19,5)23-16/h12,14-16H,6-11H2,1-5H3,(H,21,22)/b13-12+/t14-,15+,16+,18+,19-,20+/m0/s1

InChI Key

ZIERSMJBWUDONC-XYHGBDLASA-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

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Detarium microcarpum	JEOL database	Cavin, A. -L., et al, J. Nat. Prod. 69, 768 (2006)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Medium-chain fatty acids

Alternative Parents

Substituents

Medium-chain fatty acid
Branched fatty acid
Heterocyclic fatty acid
Oxepane
Methyl-branched fatty acid
Unsaturated fatty acid
Carboxylic acid derivative
Carboxylic acid
Dialkyl ether
Oxirane
Ether
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Oxacycle
Organic oxide
Carbonyl group
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	4.26	ALOGPS
logP	4.68	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Acidic)	4.83	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	49.83 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	91.6 m³·mol⁻¹	ChemAxon
Polarizability	37.35 Å³	ChemAxon
Number of Rings	3	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

9776948

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11602192

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Cavin AL, Hay AE, Marston A, Stoeckli-Evans H, Scopelliti R, Diallo D, Hostettmann K: Bioactive diterpenes from the fruits of Detarium microcarpum. J Nat Prod. 2006 May;69(5):768-73. doi: 10.1021/np058123q. [PubMed:16724838 ]
Cavin, A. -L., et al. (2006). Cavin, A. -L., et al, J. Nat. Prod. 69, 768 (2006) . J. Nat. Prod..

Showing NP-Card for 3,4-epoxyclerodan-13E-en-15-oic acid (NP0032147)

MOL for NP0032147 (3,4-epoxyclerodan-13E-en-15-oic acid)

3D MOL for NP0032147 (3,4-epoxyclerodan-13E-en-15-oic acid)

3D SDF for NP0032147 (3,4-epoxyclerodan-13E-en-15-oic acid)

3D-SDF for NP0032147 (3,4-epoxyclerodan-13E-en-15-oic acid)

PDB for NP0032147 (3,4-epoxyclerodan-13E-en-15-oic acid)

3D PDB for NP0032147 (3,4-epoxyclerodan-13E-en-15-oic acid)

SMILES for NP0032147 (3,4-epoxyclerodan-13E-en-15-oic acid)

INCHI for NP0032147 (3,4-epoxyclerodan-13E-en-15-oic acid)

Structure for NP0032147 (3,4-epoxyclerodan-13E-en-15-oic acid)

3D Structure for NP0032147 (3,4-epoxyclerodan-13E-en-15-oic acid)