NP-MRD: Showing NP-Card for (+)-3-Oxo-chol-4-en-24-oic acid (NP0078870)

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Record Information

Version

2.0

Created at

2022-04-28 23:58:07 UTC

Updated at

2022-04-28 23:58:07 UTC

NP-MRD ID

NP0078870

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(+)-3-Oxo-chol-4-en-24-oic acid

Description

3-Oxochol-4-ene-24-oic acid belongs to the class of organic compounds known as bile acids, alcohols and derivatives. These are organic compounds containing an alcohol or acid derivative of cholic acid. (+)-3-Oxo-chol-4-en-24-oic acid is found in Deltocyathus magnificus and Eleutherobia sp.. (+)-3-Oxo-chol-4-en-24-oic acid was first documented in 1983 (PMID: 6621041). Based on a literature review very few articles have been published on 3-oxochol-4-ene-24-oic acid (PMID: 16346627).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304292201582D          

 27 30  0  0  1  0            999 V2000
    2.6190    1.4789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3387    0.7029    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8705    0.0722    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6826    0.2174    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9629    0.9934    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4311    1.6241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7875    0.9666    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0168    0.1741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3340   -0.2889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2939    1.6179    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9830    2.3821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1111    1.5050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6175    2.1564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4347    2.0435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9411    2.6948    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7456    1.2793    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3228    1.7357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5902   -0.7037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7781   -0.8489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2463   -0.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4342   -0.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0976    0.2673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9098    0.1221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1827    1.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9948    1.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5266    0.5577    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8069    1.3336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  4  9  1  1  0  0  0
  7 10  1  1  0  0  0
 10 11  1  6  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
  5 17  1  1  0  0  0
  3 18  1  6  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
  2 26  1  0  0  0  0
 20 26  1  0  0  0  0
 26 27  1  1  0  0  0
M  END

     RDKit          3D

 63 66  0  0  0  0  0  0  0  0999 V2000
    4.4890   -1.0210   -1.4907 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4062   -0.0654   -0.9283 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9869    0.5006    0.3182 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2851    1.2217   -0.1134 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8976    1.8066    1.1302 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9723    2.4559    1.0833 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2985    1.6504    2.3720 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1845   -0.8760   -0.8160 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2446   -2.0794    0.0773 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7804   -2.3886    0.4427 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0098   -1.4429   -0.4484 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3549   -1.1059   -0.0138 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3310   -2.1976   -0.4492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6253   -1.6881   -0.9743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1380   -0.4677   -0.3129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4281   -0.2713   -0.2048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8407    0.9685    0.4667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9260    1.0420    1.1014 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9911    2.1610    0.4133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5796    1.9311   -0.0019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1460    0.5026    0.2085 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0277    0.2526    1.6983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8641    0.1942   -0.5346 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9109    1.3249   -0.5490 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3843    0.8356   -1.2037 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9396   -0.2144   -0.3156 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0478    0.2043    1.1191 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0130   -1.8316   -2.0803 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1728   -0.4942   -2.1582 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0269   -1.5192   -0.6530 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3443    0.7370   -1.6812 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3938    1.3359    0.7685 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2641   -0.2184    1.0895 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9903    2.0539   -0.7622 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0085    0.5275   -0.5360 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4460    0.7331    2.8182 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8877   -1.3001   -1.8358 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6196   -2.9789   -0.4550 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8134   -1.9720    0.9942 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5752   -2.1244    1.4968 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5350   -3.4398    0.2843 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0995   -1.7578   -1.4977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4076   -1.1450    1.1125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8336   -2.7594   -1.2940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4810   -2.9642    0.3399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6429   -1.5768   -2.0815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3929   -2.4929   -0.7694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1815   -0.9428   -0.5666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4566    2.8672   -0.3192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0413    2.6682    1.4024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9153    2.5569    0.6604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3946    2.2893   -1.0244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8951    0.8094    2.1609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2333   -0.8200    1.9590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1024    0.6374    2.1359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1761    0.0194   -1.6075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3112    2.0954   -1.2711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7518    1.8474    0.3894 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0691    1.6808   -1.4080 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0758    0.4042   -2.1769 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8959   -0.2744    1.6200 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0658    1.3244    1.1387 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1573   -0.0559    1.7332 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  7  1  0
  5  6  2  0
  2  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  1
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  1
 26  8  1  0
 26 11  1  0
 23 12  1  0
 21 15  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  6
  3 32  1  0
  3 33  1  0
  4 34  1  0
  4 35  1  0
  7 36  1  0
  8 37  1  6
  9 38  1  0
  9 39  1  0
 10 40  1  0
 10 41  1  0
 11 42  1  6
 12 43  1  1
 13 44  1  0
 13 45  1  0
 14 46  1  0
 14 47  1  0
 16 48  1  0
 19 49  1  0
 19 50  1  0
 20 51  1  0
 20 52  1  0
 22 53  1  0
 22 54  1  0
 22 55  1  0
 23 56  1  6
 24 57  1  0
 24 58  1  0
 25 59  1  0
 25 60  1  0
 27 61  1  0
 27 62  1  0
 27 63  1  0
M  END


  Mrv1652304292201582D          

 27 30  0  0  1  0            999 V2000
    2.6190    1.4789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3387    0.7029    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8705    0.0722    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6826    0.2174    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9629    0.9934    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4311    1.6241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7875    0.9666    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0168    0.1741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3340   -0.2889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2939    1.6179    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9830    2.3821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1111    1.5050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6175    2.1564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4347    2.0435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9411    2.6948    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7456    1.2793    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3228    1.7357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5902   -0.7037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7781   -0.8489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2463   -0.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4342   -0.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0976    0.2673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9098    0.1221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1827    1.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9948    1.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5266    0.5577    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8069    1.3336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  4  9  1  1  0  0  0
  7 10  1  1  0  0  0
 10 11  1  6  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
  5 17  1  1  0  0  0
  3 18  1  6  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
  2 26  1  0  0  0  0
 20 26  1  0  0  0  0
 26 27  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0078870

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H](CCC(O)=O)[C@H]1CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C

> <INCHI_IDENTIFIER>
InChI=1S/C24H36O3/c1-15(4-9-22(26)27)19-7-8-20-18-6-5-16-14-17(25)10-12-23(16,2)21(18)11-13-24(19,20)3/h14-15,18-21H,4-13H2,1-3H3,(H,26,27)/t15-,18+,19-,20+,21+,23+,24-/m1/s1

> <INCHI_KEY>
WCFIGQHNBJXROP-IHMUCKAYSA-N

> <FORMULA>
C24H36O3

> <MOLECULAR_WEIGHT>
372.549

> <EXACT_MASS>
372.266445019

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
63

> <JCHEM_AVERAGE_POLARIZABILITY>
44.41168560605979

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(4R)-4-[(1S,2R,10S,11S,14R,15R)-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-14-yl]pentanoic acid

> <ALOGPS_LOGP>
4.06

> <JCHEM_LOGP>
5.183736787333334

> <ALOGPS_LOGS>
-5.48

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
19.08782625400167

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.791042802862363

> <JCHEM_PKA_STRONGEST_BASIC>
-4.817440235170825

> <JCHEM_POLAR_SURFACE_AREA>
54.37

> <JCHEM_REFRACTIVITY>
107.47989999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.24e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4R)-4-[(1S,2R,10S,11S,14R,15R)-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-14-yl]pentanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-APR-22         0                                  
HETATM    1  C   UNK     0       4.889   2.761   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.366   1.312   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.358   0.135   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.874   0.406   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.398   1.854   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.405   3.032   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.937   1.804   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.365   0.325   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.090  -0.539   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.882   3.020   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.302   4.447   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.407   2.809   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      12.353   4.025   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      13.878   3.815   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      14.823   5.030   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      14.458   2.388   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       8.069   3.240   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.835  -1.314   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.319  -1.585   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.326  -0.407   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.810  -0.678   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.182   0.499   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -1.698   0.228   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       0.341   1.947   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.857   2.218   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.850   1.041   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       3.373   2.489   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3   26                                                  
CONECT    3    2    4   18                                                  
CONECT    4    3    5    9                                                  
CONECT    5    4    6    7   17                                             
CONECT    6    5    1                                                       
CONECT    7    5    8   10                                                  
CONECT    8    7    9                                                       
CONECT    9    8    4                                                       
CONECT   10    7   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17    5                                                            
CONECT   18    3   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   26                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25    2   20   27                                             
CONECT   27   26                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   60    0
END

View in JSmol

Synonyms

Value	Source
3-Oxochol-4-ene-24-Oate	Generator
3-Oxochol-4-en-24-Oic acid	MeSH

Chemical Formula

C₂₄H₃₆O₃

Average Mass

372.5490 Da

Monoisotopic Mass

372.26645 Da

IUPAC Name

(4R)-4-[(1S,2R,10S,11S,14R,15R)-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-14-yl]pentanoic acid

Traditional Name

(4R)-4-[(1S,2R,10S,11S,14R,15R)-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-14-yl]pentanoic acid

CAS Registry Number

Not Available

SMILES

C[C@H](CCC(O)=O)[C@H]1CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C

InChI Identifier

InChI=1S/C24H36O3/c1-15(4-9-22(26)27)19-7-8-20-18-6-5-16-14-17(25)10-12-23(16,2)21(18)11-13-24(19,20)3/h14-15,18-21H,4-13H2,1-3H3,(H,26,27)/t15-,18+,19-,20+,21+,23+,24-/m1/s1

InChI Key

WCFIGQHNBJXROP-IHMUCKAYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Deltocyathus magnificus	LOTUS Database	35616633
Eleutherobia sp.	-	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as bile acids, alcohols and derivatives. These are organic compounds containing an alcohol or acid derivative of cholic acid.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Bile acids, alcohols and derivatives

Direct Parent

Bile acids, alcohols and derivatives

Alternative Parents

Substituents

Bile acid, alcohol, or derivatives
3-oxo-delta-4-steroid
3-oxosteroid
Oxosteroid
Delta-4-steroid
Cyclohexenone
Cyclic ketone
Ketone
Carboxylic acid
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organic oxide
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Organooxygen compound
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

C24 bile acids, alcohols, and derivatives (LMST04010233 )

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	4.06	ALOGPS
logP	5.18	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Acidic)	4.79	ChemAxon
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	54.37 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	107.48 m³·mol⁻¹	ChemAxon
Polarizability	44.41 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4447078

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5283990

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Owen RW, Bilton RF: Bioconversion of Lithocholic Acid Under Anaerobic Conditions by Pseudomonas sp. Strain NCIB 10590. Appl Environ Microbiol. 1984 Sep;48(3):606-9. doi: 10.1128/aem.48.3.606-609.1984. [PubMed:16346627 ]
Owen RW, Bilton RF: The biotransformation of hyodeoxycholic acid by Pseudomonas sp. NCIB 10590 under anaerobic conditions. J Steroid Biochem. 1983 Sep;19(3):1355-62. doi: 10.1016/0022-4731(83)90163-2. [PubMed:6621041 ]

Showing NP-Card for (+)-3-Oxo-chol-4-en-24-oic acid (NP0078870)

MOL for NP0078870 ((+)-3-Oxo-chol-4-en-24-oic acid)

3D MOL for NP0078870 ((+)-3-Oxo-chol-4-en-24-oic acid)

3D SDF for NP0078870 ((+)-3-Oxo-chol-4-en-24-oic acid)

3D-SDF for NP0078870 ((+)-3-Oxo-chol-4-en-24-oic acid)

PDB for NP0078870 ((+)-3-Oxo-chol-4-en-24-oic acid)

3D PDB for NP0078870 ((+)-3-Oxo-chol-4-en-24-oic acid)

SMILES for NP0078870 ((+)-3-Oxo-chol-4-en-24-oic acid)

INCHI for NP0078870 ((+)-3-Oxo-chol-4-en-24-oic acid)

Structure for NP0078870 ((+)-3-Oxo-chol-4-en-24-oic acid)

3D Structure for NP0078870 ((+)-3-Oxo-chol-4-en-24-oic acid)