NP-MRD: Showing NP-Card for 15-oxoambuic acid (NP0034240)

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Record Information

Version

2.0

Created at

2021-06-20 18:01:35 UTC

Updated at

2021-06-30 00:04:29 UTC

NP-MRD ID

NP0034240

Secondary Accession Numbers

None

Natural Product Identification

Common Name

15-oxoambuic acid

Provided By

JEOL Database JEOL Logo

Description

(2E)-4-[(1R,5R,6R)-5-hydroxy-4-(hydroxymethyl)-2-oxo-3-[(1E)-5-oxohept-1-en-1-yl]-7-oxabicyclo[4.1.0]Hept-3-en-1-yl]-2-methylbut-2-enoic acid belongs to the class of organic compounds known as heterocyclic fatty acids. These are fatty acids containing a heterocyclic attached to the acyl chain. 15-oxoambuic acid is found in Pestalotiopsis sp. 15-oxoambuic acid was first documented in 2009 (Ding, G., et al.). Based on a literature review very few articles have been published on (2E)-4-[(1R,5R,6R)-5-hydroxy-4-(hydroxymethyl)-2-oxo-3-[(1E)-5-oxohept-1-en-1-yl]-7-oxabicyclo[4.1.0]Hept-3-en-1-yl]-2-methylbut-2-enoic acid.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202120013D          

 50 51  0  0  0  0            999 V2000
    1.0927    4.5273   -3.0136 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2688    3.0725   -2.6276 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1301    2.5918   -1.7519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7174    1.8115   -2.1951 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0635    3.1479   -0.3350 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6428    2.2071    0.6421 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2092    1.0269    1.0222 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1673    0.4249    2.2227 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9065   -0.7929    2.4955 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2511   -0.8846    2.6225 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1797    0.2909    2.6073 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9146    0.2514    1.3912 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9459   -2.2177    2.7960 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0649   -2.4646    4.1945 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2560   -3.3582    2.1107 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3538   -4.1542    2.8936 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7572   -3.2422    1.9516 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1265   -3.8686    0.7332 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1531   -2.8434   -0.3382 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6782   -2.4264   -1.3152 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0383   -2.9869   -1.6048 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3257   -1.2420   -2.1513 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0848   -0.7039   -2.9396 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8979   -0.7561   -1.8907 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1058   -2.0588    2.5774 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0183   -2.1189    3.0574 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1228    5.1780   -2.1338 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8904    4.8404   -3.6942 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1314    4.6870   -3.5130 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2131    2.9173   -2.0957 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2989    2.4478   -3.5273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4818    4.0968   -0.3901 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0798    3.3613    0.0151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9065    2.7741    1.5432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5781    1.8391    0.2045 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8469    0.6091    0.2439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5231    0.7557    2.9957 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6642    1.2533    2.6695 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8796    0.2377    3.4484 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5431    0.9930    1.4256 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9639   -2.1640    2.3942 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4454   -3.1877    4.4084 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8566   -3.8511    1.3611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250   -4.3318    1.0227 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7420   -4.6865    0.3427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1188   -2.3492   -0.2153 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1238   -3.2501   -2.6647 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8134   -2.2509   -1.3660 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2563   -3.8937   -1.0359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9332    0.1372   -2.3207 H   0  0  0  0  0  0  0  0  0  0  0  0
 10 13  1  0  0  0  0
 13 15  1  0  0  0  0
 15 17  1  0  0  0  0
 19 20  2  0  0  0  0
 25 26  2  0  0  0  0
  7  8  2  0  0  0  0
 10 11  1  0  0  0  0
 20 22  1  0  0  0  0
 11 12  1  0  0  0  0
 25  9  1  0  0  0  0
 20 21  1  0  0  0  0
  8  9  1  0  0  0  0
 22 24  1  0  0  0  0
 22 23  2  0  0  0  0
 17 18  1  6  0  0  0
 17 16  1  0  0  0  0
 15 16  1  0  0  0  0
  6  7  1  0  0  0  0
 13 14  1  0  0  0  0
 18 19  1  0  0  0  0
  5  3  1  0  0  0  0
  5  6  1  0  0  0  0
  3  2  1  0  0  0  0
 25 17  1  0  0  0  0
  2  1  1  0  0  0  0
  9 10  2  0  0  0  0
  3  4  2  0  0  0  0
  5 32  1  0  0  0  0
  5 33  1  0  0  0  0
  6 34  1  0  0  0  0
  6 35  1  0  0  0  0
  7 36  1  0  0  0  0
  8 37  1  0  0  0  0
 18 44  1  0  0  0  0
 18 45  1  0  0  0  0
 19 46  1  0  0  0  0
 13 41  1  6  0  0  0
 15 43  1  6  0  0  0
 11 38  1  0  0  0  0
 11 39  1  0  0  0  0
 12 40  1  0  0  0  0
 21 47  1  0  0  0  0
 21 48  1  0  0  0  0
 21 49  1  0  0  0  0
 24 50  1  0  0  0  0
 14 42  1  0  0  0  0
  2 30  1  0  0  0  0
  2 31  1  0  0  0  0
  1 27  1  0  0  0  0
  1 28  1  0  0  0  0
  1 29  1  0  0  0  0
M  END

     RDKit          3D

 50 51  0  0  0  0  0  0  0  0999 V2000
    1.0927    4.5273   -3.0136 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2688    3.0725   -2.6276 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1301    2.5918   -1.7519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7174    1.8115   -2.1951 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0635    3.1479   -0.3350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6428    2.2071    0.6421 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2092    1.0269    1.0222 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1673    0.4249    2.2227 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9065   -0.7929    2.4955 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2511   -0.8846    2.6225 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1797    0.2909    2.6073 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9146    0.2514    1.3912 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9459   -2.2177    2.7960 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0649   -2.4646    4.1945 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2560   -3.3582    2.1107 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3538   -4.1542    2.8936 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7572   -3.2422    1.9516 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1265   -3.8686    0.7332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1531   -2.8434   -0.3382 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6782   -2.4264   -1.3152 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0383   -2.9869   -1.6048 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3257   -1.2420   -2.1513 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0848   -0.7039   -2.9396 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8979   -0.7561   -1.8907 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1058   -2.0588    2.5774 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0183   -2.1189    3.0574 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1228    5.1780   -2.1338 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8904    4.8404   -3.6942 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1314    4.6870   -3.5130 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2131    2.9173   -2.0957 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2989    2.4478   -3.5273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4818    4.0968   -0.3901 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0798    3.3613    0.0151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9065    2.7741    1.5432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5781    1.8391    0.2045 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8469    0.6091    0.2439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5231    0.7557    2.9957 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6642    1.2533    2.6695 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8796    0.2377    3.4484 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5431    0.9930    1.4256 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9639   -2.1640    2.3942 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4454   -3.1877    4.4084 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8566   -3.8511    1.3611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250   -4.3318    1.0227 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7420   -4.6865    0.3427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1188   -2.3492   -0.2153 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1238   -3.2501   -2.6647 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8134   -2.2509   -1.3660 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2563   -3.8937   -1.0359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9332    0.1372   -2.3207 H   0  0  0  0  0  0  0  0  0  0  0  0
 10 13  1  0
 13 15  1  0
 15 17  1  0
 19 20  2  0
 25 26  2  0
  7  8  2  0
 10 11  1  0
 20 22  1  0
 11 12  1  0
 25  9  1  0
 20 21  1  0
  8  9  1  0
 22 24  1  0
 22 23  2  0
 17 18  1  6
 17 16  1  0
 15 16  1  0
  6  7  1  0
 13 14  1  0
 18 19  1  0
  5  3  1  0
  5  6  1  0
  3  2  1  0
 25 17  1  0
  2  1  1  0
  9 10  2  0
  3  4  2  0
  5 32  1  0
  5 33  1  0
  6 34  1  0
  6 35  1  0
  7 36  1  0
  8 37  1  0
 18 44  1  0
 18 45  1  0
 19 46  1  0
 13 41  1  6
 15 43  1  6
 11 38  1  0
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 12 40  1  0
 21 47  1  0
 21 48  1  0
 21 49  1  0
 24 50  1  0
 14 42  1  0
  2 30  1  0
  2 31  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
M  END


  Mrv1652306202120013D          

 50 51  0  0  0  0            999 V2000
    1.0927    4.5273   -3.0136 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2688    3.0725   -2.6276 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1301    2.5918   -1.7519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7174    1.8115   -2.1951 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0635    3.1479   -0.3350 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6428    2.2071    0.6421 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2092    1.0269    1.0222 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1673    0.4249    2.2227 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9065   -0.7929    2.4955 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2511   -0.8846    2.6225 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1797    0.2909    2.6073 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9146    0.2514    1.3912 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9459   -2.2177    2.7960 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0649   -2.4646    4.1945 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2560   -3.3582    2.1107 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3538   -4.1542    2.8936 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7572   -3.2422    1.9516 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1265   -3.8686    0.7332 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1531   -2.8434   -0.3382 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6782   -2.4264   -1.3152 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0383   -2.9869   -1.6048 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3257   -1.2420   -2.1513 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0848   -0.7039   -2.9396 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8979   -0.7561   -1.8907 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1058   -2.0588    2.5774 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0183   -2.1189    3.0574 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1228    5.1780   -2.1338 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8904    4.8404   -3.6942 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1314    4.6870   -3.5130 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2131    2.9173   -2.0957 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2989    2.4478   -3.5273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4818    4.0968   -0.3901 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0798    3.3613    0.0151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9065    2.7741    1.5432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5781    1.8391    0.2045 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8469    0.6091    0.2439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5231    0.7557    2.9957 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6642    1.2533    2.6695 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8796    0.2377    3.4484 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5431    0.9930    1.4256 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9639   -2.1640    2.3942 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4454   -3.1877    4.4084 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8566   -3.8511    1.3611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250   -4.3318    1.0227 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7420   -4.6865    0.3427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1188   -2.3492   -0.2153 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1238   -3.2501   -2.6647 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8134   -2.2509   -1.3660 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2563   -3.8937   -1.0359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9332    0.1372   -2.3207 H   0  0  0  0  0  0  0  0  0  0  0  0
 10 13  1  0  0  0  0
 13 15  1  0  0  0  0
 15 17  1  0  0  0  0
 19 20  2  0  0  0  0
 25 26  2  0  0  0  0
  7  8  2  0  0  0  0
 10 11  1  0  0  0  0
 20 22  1  0  0  0  0
 11 12  1  0  0  0  0
 25  9  1  0  0  0  0
 20 21  1  0  0  0  0
  8  9  1  0  0  0  0
 22 24  1  0  0  0  0
 22 23  2  0  0  0  0
 17 18  1  6  0  0  0
 17 16  1  0  0  0  0
 15 16  1  0  0  0  0
  6  7  1  0  0  0  0
 13 14  1  0  0  0  0
 18 19  1  0  0  0  0
  5  3  1  0  0  0  0
  5  6  1  0  0  0  0
  3  2  1  0  0  0  0
 25 17  1  0  0  0  0
  2  1  1  0  0  0  0
  9 10  2  0  0  0  0
  3  4  2  0  0  0  0
  5 32  1  0  0  0  0
  5 33  1  0  0  0  0
  6 34  1  0  0  0  0
  6 35  1  0  0  0  0
  7 36  1  0  0  0  0
  8 37  1  0  0  0  0
 18 44  1  0  0  0  0
 18 45  1  0  0  0  0
 19 46  1  0  0  0  0
 13 41  1  6  0  0  0
 15 43  1  6  0  0  0
 11 38  1  0  0  0  0
 11 39  1  0  0  0  0
 12 40  1  0  0  0  0
 21 47  1  0  0  0  0
 21 48  1  0  0  0  0
 21 49  1  0  0  0  0
 24 50  1  0  0  0  0
 14 42  1  0  0  0  0
  2 30  1  0  0  0  0
  2 31  1  0  0  0  0
  1 27  1  0  0  0  0
  1 28  1  0  0  0  0
  1 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0034240

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)C(=C(/[H])C([H])([H])[C@@]12O[C@]1([H])[C@]([H])(O[H])C(=C(\C([H])=C(/[H])C([H])([H])C([H])([H])C(=O)C([H])([H])C([H])([H])[H])C2=O)C([H])([H])O[H])\C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C19H24O7/c1-3-12(21)6-4-5-7-13-14(10-20)15(22)17-19(26-17,16(13)23)9-8-11(2)18(24)25/h5,7-8,15,17,20,22H,3-4,6,9-10H2,1-2H3,(H,24,25)/b7-5+,11-8+/t15-,17-,19+/m1/s1

> <INCHI_KEY>
HXIWCEVPZJLOTE-GFEZWCFYSA-N

> <FORMULA>
C19H24O7

> <MOLECULAR_WEIGHT>
364.394

> <EXACT_MASS>
364.152203113

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
50

> <JCHEM_AVERAGE_POLARIZABILITY>
38.19612470690311

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E)-4-[(1R,5R,6R)-5-hydroxy-4-(hydroxymethyl)-2-oxo-3-[(1E)-5-oxohept-1-en-1-yl]-7-oxabicyclo[4.1.0]hept-3-en-1-yl]-2-methylbut-2-enoic acid

> <ALOGPS_LOGP>
1.27

> <JCHEM_LOGP>
1.184726689333333

> <ALOGPS_LOGS>
-3.38

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.355860694191016

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.118201088289291

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7945817794984595

> <JCHEM_POLAR_SURFACE_AREA>
124.42999999999999

> <JCHEM_REFRACTIVITY>
95.22469999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.54e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2E)-4-[(1R,5R,6R)-5-hydroxy-4-(hydroxymethyl)-2-oxo-3-[(1E)-5-oxohept-1-en-1-yl]-7-oxabicyclo[4.1.0]hept-3-en-1-yl]-2-methylbut-2-enoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 50 51  0  0  0  0  0  0  0  0999 V2000
    1.0927    4.5273   -3.0136 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2688    3.0725   -2.6276 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1301    2.5918   -1.7519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7174    1.8115   -2.1951 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0635    3.1479   -0.3350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6428    2.2071    0.6421 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2092    1.0269    1.0222 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1673    0.4249    2.2227 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9065   -0.7929    2.4955 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2511   -0.8846    2.6225 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1797    0.2909    2.6073 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9146    0.2514    1.3912 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9459   -2.2177    2.7960 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0649   -2.4646    4.1945 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2560   -3.3582    2.1107 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3538   -4.1542    2.8936 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7572   -3.2422    1.9516 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1265   -3.8686    0.7332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1531   -2.8434   -0.3382 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6782   -2.4264   -1.3152 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0383   -2.9869   -1.6048 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3257   -1.2420   -2.1513 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0848   -0.7039   -2.9396 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8979   -0.7561   -1.8907 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1058   -2.0588    2.5774 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0183   -2.1189    3.0574 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1228    5.1780   -2.1338 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8904    4.8404   -3.6942 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1314    4.6870   -3.5130 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2131    2.9173   -2.0957 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2989    2.4478   -3.5273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4818    4.0968   -0.3901 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0798    3.3613    0.0151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9065    2.7741    1.5432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5781    1.8391    0.2045 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8469    0.6091    0.2439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5231    0.7557    2.9957 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6642    1.2533    2.6695 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8796    0.2377    3.4484 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5431    0.9930    1.4256 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9639   -2.1640    2.3942 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4454   -3.1877    4.4084 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8566   -3.8511    1.3611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250   -4.3318    1.0227 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7420   -4.6865    0.3427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1188   -2.3492   -0.2153 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1238   -3.2501   -2.6647 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8134   -2.2509   -1.3660 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2563   -3.8937   -1.0359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9332    0.1372   -2.3207 H   0  0  0  0  0  0  0  0  0  0  0  0
 10 13  1  0
 13 15  1  0
 15 17  1  0
 19 20  2  0
 25 26  2  0
  7  8  2  0
 10 11  1  0
 20 22  1  0
 11 12  1  0
 25  9  1  0
 20 21  1  0
  8  9  1  0
 22 24  1  0
 22 23  2  0
 17 18  1  6
 17 16  1  0
 15 16  1  0
  6  7  1  0
 13 14  1  0
 18 19  1  0
  5  3  1  0
  5  6  1  0
  3  2  1  0
 25 17  1  0
  2  1  1  0
  9 10  2  0
  3  4  2  0
  5 32  1  0
  5 33  1  0
  6 34  1  0
  6 35  1  0
  7 36  1  0
  8 37  1  0
 18 44  1  0
 18 45  1  0
 19 46  1  0
 13 41  1  6
 15 43  1  6
 11 38  1  0
 11 39  1  0
 12 40  1  0
 21 47  1  0
 21 48  1  0
 21 49  1  0
 24 50  1  0
 14 42  1  0
  2 30  1  0
  2 31  1  0
  1 27  1  0
  1 28  1  0
  1 29  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       1.093   4.527  -3.014  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.269   3.072  -2.628  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.130   2.592  -1.752  0.00  0.00           C+0
HETATM    4  O   UNK     0      -0.717   1.812  -2.195  0.00  0.00           O+0
HETATM    5  C   UNK     0       0.064   3.148  -0.335  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.643   2.207   0.642  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.209   1.027   1.022  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.167   0.425   2.223  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.907  -0.793   2.495  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.251  -0.885   2.623  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.180   0.291   2.607  0.00  0.00           C+0
HETATM   12  O   UNK     0       3.915   0.251   1.391  0.00  0.00           O+0
HETATM   13  C   UNK     0       2.946  -2.218   2.796  0.00  0.00           C+0
HETATM   14  O   UNK     0       3.065  -2.465   4.194  0.00  0.00           O+0
HETATM   15  C   UNK     0       2.256  -3.358   2.111  0.00  0.00           C+0
HETATM   16  O   UNK     0       1.354  -4.154   2.894  0.00  0.00           O+0
HETATM   17  C   UNK     0       0.757  -3.242   1.952  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.127  -3.869   0.733  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.153  -2.843  -0.338  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.678  -2.426  -1.315  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.038  -2.987  -1.605  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.326  -1.242  -2.151  0.00  0.00           C+0
HETATM   23  O   UNK     0       1.085  -0.704  -2.940  0.00  0.00           O+0
HETATM   24  O   UNK     0      -0.898  -0.756  -1.891  0.00  0.00           O+0
HETATM   25  C   UNK     0       0.106  -2.059   2.577  0.00  0.00           C+0
HETATM   26  O   UNK     0      -1.018  -2.119   3.057  0.00  0.00           O+0
HETATM   27  H   UNK     0       1.123   5.178  -2.134  0.00  0.00           H+0
HETATM   28  H   UNK     0       1.890   4.840  -3.694  0.00  0.00           H+0
HETATM   29  H   UNK     0       0.131   4.687  -3.513  0.00  0.00           H+0
HETATM   30  H   UNK     0       2.213   2.917  -2.096  0.00  0.00           H+0
HETATM   31  H   UNK     0       1.299   2.448  -3.527  0.00  0.00           H+0
HETATM   32  H   UNK     0      -0.482   4.097  -0.390  0.00  0.00           H+0
HETATM   33  H   UNK     0       1.080   3.361   0.015  0.00  0.00           H+0
HETATM   34  H   UNK     0      -0.907   2.774   1.543  0.00  0.00           H+0
HETATM   35  H   UNK     0      -1.578   1.839   0.205  0.00  0.00           H+0
HETATM   36  H   UNK     0       0.847   0.609   0.244  0.00  0.00           H+0
HETATM   37  H   UNK     0      -0.523   0.756   2.996  0.00  0.00           H+0
HETATM   38  H   UNK     0       2.664   1.253   2.670  0.00  0.00           H+0
HETATM   39  H   UNK     0       3.880   0.238   3.448  0.00  0.00           H+0
HETATM   40  H   UNK     0       4.543   0.993   1.426  0.00  0.00           H+0
HETATM   41  H   UNK     0       3.964  -2.164   2.394  0.00  0.00           H+0
HETATM   42  H   UNK     0       2.445  -3.188   4.408  0.00  0.00           H+0
HETATM   43  H   UNK     0       2.857  -3.851   1.361  0.00  0.00           H+0
HETATM   44  H   UNK     0      -0.825  -4.332   1.023  0.00  0.00           H+0
HETATM   45  H   UNK     0       0.742  -4.686   0.343  0.00  0.00           H+0
HETATM   46  H   UNK     0      -1.119  -2.349  -0.215  0.00  0.00           H+0
HETATM   47  H   UNK     0       2.124  -3.250  -2.665  0.00  0.00           H+0
HETATM   48  H   UNK     0       2.813  -2.251  -1.366  0.00  0.00           H+0
HETATM   49  H   UNK     0       2.256  -3.894  -1.036  0.00  0.00           H+0
HETATM   50  H   UNK     0      -0.933   0.137  -2.321  0.00  0.00           H+0
CONECT    1    2   27   28   29                                             
CONECT    2    3    1   30   31                                             
CONECT    3    5    2    4                                                  
CONECT    4    3                                                            
CONECT    5    3    6   32   33                                             
CONECT    6    7    5   34   35                                             
CONECT    7    8    6   36                                                  
CONECT    8    7    9   37                                                  
CONECT    9   25    8   10                                                  
CONECT   10   13   11    9                                                  
CONECT   11   10   12   38   39                                             
CONECT   12   11   40                                                       
CONECT   13   10   15   14   41                                             
CONECT   14   13   42                                                       
CONECT   15   13   17   16   43                                             
CONECT   16   17   15                                                       
CONECT   17   15   18   16   25                                             
CONECT   18   17   19   44   45                                             
CONECT   19   20   18   46                                                  
CONECT   20   19   22   21                                                  
CONECT   21   20   47   48   49                                             
CONECT   22   20   24   23                                                  
CONECT   23   22                                                            
CONECT   24   22   50                                                       
CONECT   25   26    9   17                                                  
CONECT   26   25                                                            
CONECT   27    1                                                            
CONECT   28    1                                                            
CONECT   29    1                                                            
CONECT   30    2                                                            
CONECT   31    2                                                            
CONECT   32    5                                                            
CONECT   33    5                                                            
CONECT   34    6                                                            
CONECT   35    6                                                            
CONECT   36    7                                                            
CONECT   37    8                                                            
CONECT   38   11                                                            
CONECT   39   11                                                            
CONECT   40   12                                                            
CONECT   41   13                                                            
CONECT   42   14                                                            
CONECT   43   15                                                            
CONECT   44   18                                                            
CONECT   45   18                                                            
CONECT   46   19                                                            
CONECT   47   21                                                            
CONECT   48   21                                                            
CONECT   49   21                                                            
CONECT   50   24                                                            
MASTER        0    0    0    0    0    0    0    0   50    0  102    0
END

RDKit          3D

50 51  0  0  0  0  0  0  0  0999 V2000
    1.0927    4.5273   -3.0136 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2688    3.0725   -2.6276 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1301    2.5918   -1.7519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7174    1.8115   -2.1951 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0635    3.1479   -0.3350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6428    2.2071    0.6421 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2092    1.0269    1.0222 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1673    0.4249    2.2227 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9065   -0.7929    2.4955 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2511   -0.8846    2.6225 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1797    0.2909    2.6073 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9146    0.2514    1.3912 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9459   -2.2177    2.7960 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0649   -2.4646    4.1945 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2560   -3.3582    2.1107 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3538   -4.1542    2.8936 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7572   -3.2422    1.9516 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1265   -3.8686    0.7332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1531   -2.8434   -0.3382 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6782   -2.4264   -1.3152 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0383   -2.9869   -1.6048 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3257   -1.2420   -2.1513 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0848   -0.7039   -2.9396 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8979   -0.7561   -1.8907 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1058   -2.0588    2.5774 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0183   -2.1189    3.0574 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1228    5.1780   -2.1338 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8904    4.8404   -3.6942 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1314    4.6870   -3.5130 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2131    2.9173   -2.0957 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2989    2.4478   -3.5273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4818    4.0968   -0.3901 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0798    3.3613    0.0151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9065    2.7741    1.5432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5781    1.8391    0.2045 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8469    0.6091    0.2439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5231    0.7557    2.9957 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6642    1.2533    2.6695 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8796    0.2377    3.4484 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5431    0.9930    1.4256 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9639   -2.1640    2.3942 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4454   -3.1877    4.4084 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8566   -3.8511    1.3611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250   -4.3318    1.0227 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7420   -4.6865    0.3427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1188   -2.3492   -0.2153 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1238   -3.2501   -2.6647 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8134   -2.2509   -1.3660 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2563   -3.8937   -1.0359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9332    0.1372   -2.3207 H   0  0  0  0  0  0  0  0  0  0  0  0
 10 13  1  0
 13 15  1  0
 15 17  1  0
 19 20  2  0
 25 26  2  0
  7  8  2  0
 10 11  1  0
 20 22  1  0
 11 12  1  0
 25  9  1  0
 20 21  1  0
  8  9  1  0
 22 24  1  0
 22 23  2  0
 17 18  1  6
 17 16  1  0
 15 16  1  0
  6  7  1  0
 13 14  1  0
 18 19  1  0
  5  3  1  0
  5  6  1  0
  3  2  1  0
 25 17  1  0
  2  1  1  0
  9 10  2  0
  3  4  2  0
  5 32  1  0
  5 33  1  0
  6 34  1  0
  6 35  1  0
  7 36  1  0
  8 37  1  0
 18 44  1  0
 18 45  1  0
 19 46  1  0
 13 41  1  6
 15 43  1  6
 11 38  1  0
 11 39  1  0
 12 40  1  0
 21 47  1  0
 21 48  1  0
 21 49  1  0
 24 50  1  0
 14 42  1  0
  2 30  1  0
  2 31  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
M  END

View in JSmol

Synonyms

Value	Source
(2E)-4-[(1R,5R,6R)-5-Hydroxy-4-(hydroxymethyl)-2-oxo-3-[(1E)-5-oxohept-1-en-1-yl]-7-oxabicyclo[4.1.0]hept-3-en-1-yl]-2-methylbut-2-enoate	Generator

Chemical Formula

C₁₉H₂₄O₇

Average Mass

364.3940 Da

Monoisotopic Mass

364.15220 Da

IUPAC Name

(2E)-4-[(1R,5R,6R)-5-hydroxy-4-(hydroxymethyl)-2-oxo-3-[(1E)-5-oxohept-1-en-1-yl]-7-oxabicyclo[4.1.0]hept-3-en-1-yl]-2-methylbut-2-enoic acid

Traditional Name

(2E)-4-[(1R,5R,6R)-5-hydroxy-4-(hydroxymethyl)-2-oxo-3-[(1E)-5-oxohept-1-en-1-yl]-7-oxabicyclo[4.1.0]hept-3-en-1-yl]-2-methylbut-2-enoic acid

CAS Registry Number

Not Available

SMILES

[H]OC(=O)C(=C(/[H])C([H])([H])[C@@]12O[C@]1([H])[C@]([H])(O[H])C(=C(\C([H])=C(/[H])C([H])([H])C([H])([H])C(=O)C([H])([H])C([H])([H])[H])C2=O)C([H])([H])O[H])\C([H])([H])[H]

InChI Identifier

InChI=1S/C19H24O7/c1-3-12(21)6-4-5-7-13-14(10-20)15(22)17-19(26-17,16(13)23)9-8-11(2)18(24)25/h5,7-8,15,17,20,22H,3-4,6,9-10H2,1-2H3,(H,24,25)/b7-5+,11-8+/t15-,17-,19+/m1/s1

InChI Key

HXIWCEVPZJLOTE-GFEZWCFYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CD₃OD, 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
Pestalotiopsis sp.	JEOL database	Ding, G., et al, J. Nat. Prod. 72, 182 (2009)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as heterocyclic fatty acids. These are fatty acids containing a heterocyclic attached to the acyl chain.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Heterocyclic fatty acids

Alternative Parents

Substituents

Branched fatty acid
Heterocyclic fatty acid
Cyclohexenone
Hydroxy fatty acid
Methyl-branched fatty acid
Short-chain hydroxy acid
Unsaturated fatty acid
Ketone
Secondary alcohol
Carboxylic acid derivative
Carboxylic acid
Dialkyl ether
Oxirane
Ether
Oxacycle
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Alcohol
Organic oxide
Hydrocarbon derivative
Organic oxygen compound
Organooxygen compound
Primary alcohol
Carbonyl group
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	1.27	ALOGPS
logP	1.18	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	4.12	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	124.43 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	95.22 m³·mol⁻¹	ChemAxon
Polarizability	38.2 Å³	ChemAxon
Number of Rings	2	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

24625388

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

25209872

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Ding, G., et al. (2009). Ding, G., et al, J. Nat. Prod. 72, 182 (2009). J. Nat. Prod..

Showing NP-Card for 15-oxoambuic acid (NP0034240)

MOL for NP0034240 (15-oxoambuic acid)

3D MOL for NP0034240 (15-oxoambuic acid)

3D SDF for NP0034240 (15-oxoambuic acid)

3D-SDF for NP0034240 (15-oxoambuic acid)

PDB for NP0034240 (15-oxoambuic acid)

3D PDB for NP0034240 (15-oxoambuic acid)

SMILES for NP0034240 (15-oxoambuic acid)

INCHI for NP0034240 (15-oxoambuic acid)

Structure for NP0034240 (15-oxoambuic acid)

3D Structure for NP0034240 (15-oxoambuic acid)