NP-MRD: Showing NP-Card for 3-Oxocholic acid (NP0334072)

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Record Information

Version

2.0

Created at

2024-09-09 22:03:42 UTC

Updated at

2024-09-09 22:03:42 UTC

NP-MRD ID

NP0334072

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-Oxocholic acid

Description

A bile acid. Bile acids are steroid acids found predominantly in bile of mammals. The distinction between different bile acids is minute, depends only on presence or absence of hydroxyl groups on positions 3, 7, and 12. [HMDB]

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 05252300352D          

 37 40  0  0  1  0            999 V2000
   -0.3987    2.6155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9055    2.4441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3895    2.8462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7294    3.4925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6955    1.2845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3784    0.8215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2230    4.1438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5297    2.1537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7176    2.2989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2782    0.7470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9343    0.2615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0934    2.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4185    2.7283    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4661    0.8922    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.8100    1.3777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9249    2.0770    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0297    1.3279    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3737    1.8134    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1221    0.4067    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2812    2.7345    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5339    4.9080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8418    1.1827    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1858    1.6682    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7494    2.1038    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.6221    1.2325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5903   -0.2240    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0009    3.5104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0276    5.5593    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3512    5.0209    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0879    3.3797    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7464    0.1163    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1146    1.9215    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5615    1.9586    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6540    1.0374    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4024   -0.3692    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8131    3.3652    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3100    0.5520    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 13  1  1  0  0  0  0
 23  2  1  1  0  0  0
 24  3  1  1  0  0  0
  4  7  1  0  0  0  0
 13  4  1  0  0  0  0
  5  6  1  0  0  0  0
 16  5  1  0  0  0  0
 17  6  1  0  0  0  0
  7 21  1  0  0  0  0
  8  9  1  0  0  0  0
  8 15  1  0  0  0  0
 23  9  1  0  0  0  0
 14 10  1  0  0  0  0
 10 15  1  0  0  0  0
 14 11  1  0  0  0  0
 19 11  1  0  0  0  0
 18 12  1  0  0  0  0
 20 12  1  0  0  0  0
 13 30  1  1  0  0  0
 16 13  1  1  0  0  0
 14 31  1  6  0  0  0
 23 14  1  0  0  0  0
 15 25  2  0  0  0  0
 16 32  1  6  0  0  0
 24 16  1  0  0  0  0
 17 33  1  1  0  0  0
 22 17  1  0  0  0  0
 17 24  1  0  0  0  0
 18 34  1  1  0  0  0
 22 18  1  0  0  0  0
 18 23  1  0  0  0  0
 19 35  1  6  0  0  0
 22 19  1  0  0  0  0
 19 26  1  0  0  0  0
 20 36  1  1  0  0  0
 24 20  1  0  0  0  0
 20 27  1  0  0  0  0
 21 28  2  0  0  0  0
 21 29  1  0  0  0  0
 22 37  1  6  0  0  0
M  END


  Mrv2104 05252300352D          

 37 40  0  0  1  0            999 V2000
   -0.3987    2.6155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9055    2.4441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3895    2.8462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7294    3.4925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6955    1.2845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3784    0.8215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2230    4.1438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5297    2.1537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7176    2.2989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2782    0.7470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9343    0.2615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0934    2.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4185    2.7283    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4661    0.8922    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.8100    1.3777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9249    2.0770    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0297    1.3279    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3737    1.8134    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1221    0.4067    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2812    2.7345    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5339    4.9080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8418    1.1827    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1858    1.6682    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7494    2.1038    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.6221    1.2325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5903   -0.2240    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0009    3.5104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0276    5.5593    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3512    5.0209    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0879    3.3797    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7464    0.1163    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1146    1.9215    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5615    1.9586    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6540    1.0374    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4024   -0.3692    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8131    3.3652    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3100    0.5520    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 13  1  1  0  0  0  0
 23  2  1  1  0  0  0
 24  3  1  1  0  0  0
  4  7  1  0  0  0  0
 13  4  1  0  0  0  0
  5  6  1  0  0  0  0
 16  5  1  0  0  0  0
 17  6  1  0  0  0  0
  7 21  1  0  0  0  0
  8  9  1  0  0  0  0
  8 15  1  0  0  0  0
 23  9  1  0  0  0  0
 14 10  1  0  0  0  0
 10 15  1  0  0  0  0
 14 11  1  0  0  0  0
 19 11  1  0  0  0  0
 18 12  1  0  0  0  0
 20 12  1  0  0  0  0
 13 30  1  1  0  0  0
 16 13  1  1  0  0  0
 14 31  1  6  0  0  0
 23 14  1  0  0  0  0
 15 25  2  0  0  0  0
 16 32  1  6  0  0  0
 24 16  1  0  0  0  0
 17 33  1  1  0  0  0
 22 17  1  0  0  0  0
 17 24  1  0  0  0  0
 18 34  1  1  0  0  0
 22 18  1  0  0  0  0
 18 23  1  0  0  0  0
 19 35  1  6  0  0  0
 22 19  1  0  0  0  0
 19 26  1  0  0  0  0
 20 36  1  1  0  0  0
 24 20  1  0  0  0  0
 20 27  1  0  0  0  0
 21 28  2  0  0  0  0
 21 29  1  0  0  0  0
 22 37  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0334072

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C24H38O5/c1-13(4-7-21(28)29)16-5-6-17-22-18(12-20(27)24(16,17)3)23(2)9-8-15(25)10-14(23)11-19(22)26/h13-14,16-20,22,26-27H,4-12H2,1-3H3,(H,28,29)/t13-,14+,16+,17+,18+,19-,20-,22+,23-,24+/m1/s1

> <INCHI_KEY>
OEKUSRBIIZNLHZ-PERJILCZSA-N

> <FORMULA>
C24H38O5

> <MOLECULAR_WEIGHT>
406.563

> <EXACT_MASS>
406.271924324

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
67

> <JCHEM_AVERAGE_POLARIZABILITY>
46.12744906605366

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(4R)-4-[(1S,3aS,3bR,4R,5aR,9aR,9bS,11R,11aS)-4,11-dihydroxy-9a,11a-dimethyl-7-oxo-hexadecahydrocyclopenta[a]phenanthren-1-yl]pentanoic acid

> <JCHEM_LOGP>
2.6899952583333335

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.475012039836772

> <JCHEM_PKA_STRONGEST_BASIC>
-0.17839847484655383

> <JCHEM_POLAR_SURFACE_AREA>
94.83

> <JCHEM_REFRACTIVITY>
109.76119999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(4R)-4-[(1S,3aS,3bR,4R,5aR,9aR,9bS,11R,11aS)-4,11-dihydroxy-9a,11a-dimethyl-7-oxo-tetradecahydrocyclopenta[a]phenanthren-1-yl]pentanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 25-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-MAY-23         0                                  
HETATM    1  C   UNK     0      -0.744   4.882   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.290   4.562   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.594   5.313   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.362   6.519   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.298   2.398   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.573   1.534   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.416   7.735   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.322   4.020   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.806   4.291   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.853   1.394   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.344   0.488   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.774   4.833   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.781   5.093   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.337   1.666   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.845   2.572   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.726   3.877   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.789   2.479   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.297   3.385   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.828   0.759   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.258   5.104   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.997   9.162   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.305   2.208   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       7.813   3.114   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.266   3.927   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      12.361   2.301   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       4.835  -0.418   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       3.735   6.553   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       0.051  10.377   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       2.522   9.372   0.000  0.00  0.00           O+0
HETATM   30  H   UNK     0      -0.164   6.309   0.000  0.00  0.00           H+0
HETATM   31  H   UNK     0       8.860   0.217   0.000  0.00  0.00           H+0
HETATM   32  H   UNK     0       0.214   3.587   0.000  0.00  0.00           H+0
HETATM   33  H   UNK     0       4.782   3.656   0.000  0.00  0.00           H+0
HETATM   34  H   UNK     0       6.821   1.937   0.000  0.00  0.00           H+0
HETATM   35  H   UNK     0       6.351  -0.689   0.000  0.00  0.00           H+0
HETATM   36  H   UNK     0       5.251   6.282   0.000  0.00  0.00           H+0
HETATM   37  H   UNK     0       4.312   1.030   0.000  0.00  0.00           H+0
CONECT    1   13                                                            
CONECT    2   23                                                            
CONECT    3   24                                                            
CONECT    4    7   13                                                       
CONECT    5    6   16                                                       
CONECT    6    5   17                                                       
CONECT    7    4   21                                                       
CONECT    8    9   15                                                       
CONECT    9    8   23                                                       
CONECT   10   14   15                                                       
CONECT   11   14   19                                                       
CONECT   12   18   20                                                       
CONECT   13    1    4   30   16                                             
CONECT   14   10   11   31   23                                             
CONECT   15    8   10   25                                                  
CONECT   16    5   13   32   24                                             
CONECT   17    6   33   22   24                                             
CONECT   18   12   34   22   23                                             
CONECT   19   11   35   22   26                                             
CONECT   20   12   36   24   27                                             
CONECT   21    7   28   29                                                  
CONECT   22   17   18   19   37                                             
CONECT   23    2    9   14   18                                             
CONECT   24    3   16   17   20                                             
CONECT   25   15                                                            
CONECT   26   19                                                            
CONECT   27   20                                                            
CONECT   28   21                                                            
CONECT   29   21                                                            
CONECT   30   13                                                            
CONECT   31   14                                                            
CONECT   32   16                                                            
CONECT   33   17                                                            
CONECT   34   18                                                            
CONECT   35   19                                                            
CONECT   36   20                                                            
CONECT   37   22                                                            
MASTER        0    0    0    0    0    0    0    0   37    0   80    0
END

View in JSmol

Synonyms

Value	Source
3-Oxocholate	Generator

Chemical Formula

C₂₄H₃₈O₅

Average Mass

406.5630 Da

Monoisotopic Mass

406.27192 Da

IUPAC Name

(4R)-4-[(1S,3aS,3bR,4R,5aR,9aR,9bS,11R,11aS)-4,11-dihydroxy-9a,11a-dimethyl-7-oxo-hexadecahydrocyclopenta[a]phenanthren-1-yl]pentanoic acid

Traditional Name

(4R)-4-[(1S,3aS,3bR,4R,5aR,9aR,9bS,11R,11aS)-4,11-dihydroxy-9a,11a-dimethyl-7-oxo-tetradecahydrocyclopenta[a]phenanthren-1-yl]pentanoic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C24H38O5/c1-13(4-7-21(28)29)16-5-6-17-22-18(12-20(27)24(16,17)3)23(2)9-8-15(25)10-14(23)11-19(22)26/h13-14,16-20,22,26-27H,4-12H2,1-3H3,(H,28,29)/t13-,14+,16+,17+,18+,19-,20-,22+,23-,24+/m1/s1

InChI Key

OEKUSRBIIZNLHZ-PERJILCZSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dihydroxy bile acids, alcohols and derivatives. Dihydroxy bile acids, alcohols and derivatives are compounds containing or derived from a bile acid or alcohol, and which bears exactly two carboxylic acid groups.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Bile acids, alcohols and derivatives

Direct Parent

Dihydroxy bile acids, alcohols and derivatives

Alternative Parents

Substituents

Polycyclic triterpenoid
Triterpenoid
Dihydroxy bile acid, alcohol, or derivatives
3-oxo-5-beta-steroid
7-hydroxysteroid
7-alpha-hydroxysteroid
Oxosteroid
Hydroxysteroid
12-hydroxysteroid
3-oxosteroid
Short-chain hydroxy acid
Fatty acid
Cyclic alcohol
Cyclic ketone
Secondary alcohol
Ketone
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic 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	2.69	ChemAxon
pKa (Strongest Acidic)	4.48	ChemAxon
pKa (Strongest Basic)	-0.18	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	94.83 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	109.76 m³·mol⁻¹	ChemAxon
Polarizability	46.13 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Meng P, Zhang X, Li D, Yang H, Lin X, Zhao H, Li P, Wang Y, Wang X, Ge J: Leonurine Regulates Hippocampal Nerve Regeneration in Rats with Chronic and Unpredictable Mild Stress by Activating SHH/GLI Signaling Pathway and Restoring Gut Microbiota and Microbial Metabolic Homeostasis. Neural Plast. 2023 Jan 7;2023:1455634. doi: 10.1155/2023/1455634. eCollection 2023. [PubMed:36647544 ]
Hill EB, Baxter BA, Pfluger B, Slaughter CK, Beale M, Smith HV, Stromberg SS, Tipton M, Ibrahim H, Rao S, Leach H, Ryan EP: Plasma, urine, and stool metabolites in response to dietary rice bran and navy bean supplementation in adults at high-risk for colorectal cancer. Front Gastroenterol (Lausanne). 2023;2:1087056. doi: 10.3389/fgstr.2023.1087056. Epub 2023 Feb 15. [PubMed:38469373 ]
Tang Q, Liu R, Chu G, Wang Y, Cui H, Zhang T, Bi K, Gao P, Song Z, Li Q: A Comprehensive Analysis of Microflora and Metabolites in the Development of Ulcerative Colitis into Colorectal Cancer Based on the Lung-Gut Correlation Theory. Molecules. 2022 Sep 8;27(18):5838. doi: 10.3390/molecules27185838. [PubMed:36144573 ]
Ni Y, Lohinai Z, Heshiki Y, Dome B, Moldvay J, Dulka E, Galffy G, Berta J, Weiss GJ, Sommer MOA, Panagiotou G: Distinct composition and metabolic functions of human gut microbiota are associated with cachexia in lung cancer patients. ISME J. 2021 Nov;15(11):3207-3220. doi: 10.1038/s41396-021-00998-8. Epub 2021 May 17. [PubMed:34002024 ]
Yan K, Chen W, Zhu H, Lin G, Sun W, Liu X, Pan H, Wang L, Yang H, Liu M, Gong F: The Changes of Serum Metabolites in Diabetic GK Rats after Ileal Transposition Surgery. Obes Surg. 2019 Mar;29(3):882-890. doi: 10.1007/s11695-018-3582-4. [PubMed:30397878 ]

Showing NP-Card for 3-Oxocholic acid (NP0334072)

MOL for NP0334072 (3-Oxocholic acid)

3D MOL for NP0334072 (3-Oxocholic acid)

3D SDF for NP0334072 (3-Oxocholic acid)

3D-SDF for NP0334072 (3-Oxocholic acid)

PDB for NP0334072 (3-Oxocholic acid)

3D PDB for NP0334072 (3-Oxocholic acid)

SMILES for NP0334072 (3-Oxocholic acid)

INCHI for NP0334072 (3-Oxocholic acid)

Structure for NP0334072 (3-Oxocholic acid)

3D Structure for NP0334072 (3-Oxocholic acid)