Record Information
Version1.0
StatusDetected and Quantified
Creation Date2022-04-29 21:49:48 UTC
Update Date2024-04-30 20:35:30 UTC
Metabolite IDMMDBc0048061
Metabolite Identification
Common Name3-Dehydrocholic acid; 3oxo-7alpha,12alpha-Dihydroxy-5beta-cholan-24-oic acid
Description7alpha,12alpha-dihydroxy-3-oxo-5beta-cholan-24-oic acid, also known as 3-dehydrocholic acid or (5b,7a,12a)-7,12-dihydroxy-3-oxocholan-24-Oate, 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. 7alpha,12alpha-dihydroxy-3-oxo-5beta-cholan-24-oic acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.
Structure
Synonyms
ValueSource
(5beta,7alpha,12alpha)-7,12-Dihydroxy-3-oxocholan-24-Oic acidChEBI
3-Dehydrocholic acidChEBI
3-Ketocholic acidChEBI
3-Oxocholic acidChEBI
7,12-Dihydroxy-3-oxocholanic acidChEBI
7alpha,12alpha-Dihydroxy-3-oxo-cholanoic acidChEBI
(5b,7a,12a)-7,12-Dihydroxy-3-oxocholan-24-OateGenerator
(5b,7a,12a)-7,12-Dihydroxy-3-oxocholan-24-Oic acidGenerator
(5beta,7alpha,12alpha)-7,12-Dihydroxy-3-oxocholan-24-OateGenerator
(5Β,7α,12α)-7,12-dihydroxy-3-oxocholan-24-OateGenerator
(5Β,7α,12α)-7,12-dihydroxy-3-oxocholan-24-Oic acidGenerator
3-DehydrocholateGenerator
3-KetocholateGenerator
3-OxocholateGenerator
7,12-Dihydroxy-3-oxocholanateGenerator
7a,12a-Dihydroxy-3-oxo-cholanoateGenerator
7a,12a-Dihydroxy-3-oxo-cholanoic acidGenerator
7alpha,12alpha-Dihydroxy-3-oxo-cholanoateGenerator
7Α,12α-dihydroxy-3-oxo-cholanoateGenerator
7Α,12α-dihydroxy-3-oxo-cholanoic acidGenerator
7a,12a-Dihydroxy-3-oxo-5b-cholan-24-OateGenerator
7a,12a-Dihydroxy-3-oxo-5b-cholan-24-Oic acidGenerator
7alpha,12alpha-Dihydroxy-3-oxo-5beta-cholan-24-OateGenerator
7Α,12α-dihydroxy-3-oxo-5β-cholan-24-OateGenerator
7Α,12α-dihydroxy-3-oxo-5β-cholan-24-Oic acidGenerator
7alpha,12alpha-Dihydroxy-3-oxo-5beta-cholan-24-oic acidHMDB
Molecular FormulaC24H38O5
Average Mass406.563
Monoisotopic Mass406.271924324
IUPAC Name(4R)-4-[(1S,2S,7R,9R,10R,11S,14R,15R,16S)-9,16-dihydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanoic acid
Traditional Name(4R)-4-[(1S,2S,7R,9R,10R,11S,14R,15R,16S)-9,16-dihydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanoic acid
CAS Registry NumberNot Available
SMILES
[H][C@@]1(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)[C@H](C)CCC(O)=O
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 KeyOEKUSRBIIZNLHZ-DJDNIQJZSA-N