FComEx: Ursodeoxycholic acid (PC000280)

Record Information

Version

1.0

Creation date

2015-10-09 22:29:37 UTC

Update date

2017-01-19 02:36:19 UTC

FoodComEx ID

PC000280

FoodDB Record

FDB022332

Chemical Information

Name

Ursodeoxycholic acid

Description

An epimer of chenodeoxycholic acid. It is a mammalian bile acid found first in the bear and is apparently either a precursor or a product of chenodeoxycholate. Its administration changes the composition of bile and may dissolve gallstones. It is used as a cholagogue and choleretic. [HMDB]

CAS Number

128-13-2

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Synonym	Source
(3a,5b,7b)-3,7-dihydroxy-cholan-24-oate	hmdb
(3a,5b,7b)-3,7-dihydroxy-cholan-24-oic acid	hmdb
(3a,5b,7b)-3,7-Dihydroxycholan-24-Oate	Generator
(3a,5b,7b)-3,7-Dihydroxycholan-24-Oic acid	Generator
(3alpha,5beta,7beta)-3,7-Dihydroxycholan-24-Oate	Generator
(3alpha,5beta,7beta)-3,7-Dihydroxycholan-24-Oic acid	ChEBI
(3α,5β,7β)-3,7-dihydroxycholan-24-Oate	Generator
(3α,5β,7β)-3,7-dihydroxycholan-24-Oic acid	Generator
3-alpha,7-beta-Dihydroxy-5-beta-cholanoic acid	HMDB
3-alpha,7-beta-Dihydroxycholanic acid	HMDB
3-alpha,7-beta-Dioxycholanic acid	HMDB
3,7-Dihydroxycholan-24-Oic acid	HMDB
3a,7b-dihydroxy-5b-cholan-24-oate	hmdb
3a,7b-dihydroxy-5b-cholan-24-oic acid	hmdb
3alpha,7beta-Dihydroxy-5beta-cholan-24-Oate	Generator
3alpha,7beta-Dihydroxy-5beta-cholan-24-Oic acid	ChEBI
3α,7β-dihydroxy-5β-cholan-24-Oate	Generator
3α,7β-dihydroxy-5β-cholan-24-Oic acid	Generator
Actigall	ChEBI
Antigall	hmdb
Urosdesoxycholate	hmdb
Urosdesoxycholic acid	hmdb
Urso	hmdb
Ursodeoxycholate	hmdb
Ursodeoxycholic acid	hmdb
Ursodeoxycholicacid	hmdb
Ursodexycholate	hmdb
Ursodexycholic acid	hmdb
Ursodiol	hmdb

Chemical Formula

C24H40O4

IUPAC name

(4R)-4-[(1S,2S,5S,9S,10R,11S,14R,15R)-5,9-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanoic acid

InChI Identifier

InChI=1S/C24H40O4/c1-14(4-7-21(27)28)17-5-6-18-22-19(9-11-24(17,18)3)23(2)10-8-16(25)12-15(23)13-20(22)26/h14-20,22,25-26H,4-13H2,1-3H3,(H,27,28)/t14-,15?,16+,17-,18+,19+,20+,22+,23+,24-/m1/s1

InChI Key

RUDATBOHQWOJDD-ROKSHQGPSA-N

Isomeric SMILES

[H][C@@](C)(CCC(O)=O)[C@@]1([H])CC[C@@]2([H])[C@]3([H])[C@@]([H])(O)CC4C[C@@]([H])(O)CC[C@]4(C)[C@@]3([H])CC[C@]12C

Average Molecular Weight

392.572

Monoisotopic Molecular Weight

392.292659768

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