Record Information
Version1.0
Creation date2015-10-09 22:29:37 UTC
Update date2017-01-19 02:36:19 UTC
FoodComEx IDPC000280
FoodDB RecordFDB022332
Chemical Information
NameUrsodeoxycholic acid
DescriptionAn 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 Number128-13-2
Structure
Thumb
Synonyms
SynonymSource
(3a,5b,7b)-3,7-dihydroxy-cholan-24-oatehmdb
(3a,5b,7b)-3,7-dihydroxy-cholan-24-oic acidhmdb
(3a,5b,7b)-3,7-Dihydroxycholan-24-OateGenerator
(3a,5b,7b)-3,7-Dihydroxycholan-24-Oic acidGenerator
(3alpha,5beta,7beta)-3,7-Dihydroxycholan-24-OateGenerator
(3alpha,5beta,7beta)-3,7-Dihydroxycholan-24-Oic acidChEBI
(3α,5β,7β)-3,7-dihydroxycholan-24-OateGenerator
(3α,5β,7β)-3,7-dihydroxycholan-24-Oic acidGenerator
3-alpha,7-beta-Dihydroxy-5-beta-cholanoic acidHMDB
3-alpha,7-beta-Dihydroxycholanic acidHMDB
3-alpha,7-beta-Dioxycholanic acidHMDB
3,7-Dihydroxycholan-24-Oic acidHMDB
3a,7b-dihydroxy-5b-cholan-24-oatehmdb
3a,7b-dihydroxy-5b-cholan-24-oic acidhmdb
3alpha,7beta-Dihydroxy-5beta-cholan-24-OateGenerator
3alpha,7beta-Dihydroxy-5beta-cholan-24-Oic acidChEBI
3α,7β-dihydroxy-5β-cholan-24-OateGenerator
3α,7β-dihydroxy-5β-cholan-24-Oic acidGenerator
ActigallChEBI
Antigallhmdb
Urosdesoxycholatehmdb
Urosdesoxycholic acidhmdb
Ursohmdb
Ursodeoxycholatehmdb
Ursodeoxycholic acidhmdb
Ursodeoxycholicacidhmdb
Ursodexycholatehmdb
Ursodexycholic acidhmdb
Ursodiolhmdb
Chemical FormulaC24H40O4
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 IdentifierInChI=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 KeyRUDATBOHQWOJDD-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 Weight392.572
Monoisotopic Molecular Weight392.292659768
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.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassSteroids and steroid derivatives
Sub ClassBile acids, alcohols and derivatives
Direct ParentDihydroxy bile acids, alcohols and derivatives
Alternative Parents
Substituents
  • Dihydroxy bile acid, alcohol, or derivatives
  • 7-hydroxysteroid
  • 7-alpha-hydroxysteroid
  • 3-beta-hydroxysteroid
  • Hydroxysteroid
  • 3-hydroxysteroid
  • Cyclic alcohol
  • Secondary alcohol
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Alcohol
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External DescriptorsNot Available
Physico-Chemical Properties - Experimental
PropertyValueReference
Experimental logPNot Available
Experimental Water SolubilityNot Available
Melting PointNot Available
Foods of Origin
FoodContent Range AverageReference
FoodReference
Production Data
Production Methodcommercial
Production Method ReferenceNot Available
Production Method Reference FileNot Available
Quantity AvailableProduction upon request, up to 100 mg
Delivery TimeNot Available
Storage Formsolid
Storage Conditions-80°C
StabilityNot Available
PurityNot Available
Spectra
Spectral Data Upon RequestNot Available
Provider Information
Contact NameContact InstitutionContact Email
Rosa Vazquez Fresnovazquezf@ualberta.ca
Commercial Vendors
AKSci G825
AKSci J10139
Glentham GP1000
MetaSci HMDB0000946
Sigma-Aldrich HMDB0000946
Toronto Research Chemicals U850000