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3b-Hydroxy-5-cholenoic acid (PC000476)

Record Information
Version1.0
Creation date2015-10-09 22:30:52 UTC
Update date2017-01-19 02:36:25 UTC
FoodComEx IDPC000476
FoodDB RecordFDB021935
Chemical Information
Name3b-Hydroxy-5-cholenoic acid
Description3b-Hydroxy-5-cholenoic acid is a monohydroxy bile acid of endogenous origin. It is found in biologic fluids beginning in fetal life. (PMID 5567561; 4803245; 93138) Large amounts of 3 beta-hydroxy-5-cholenoic acid could be found in children with the syndrome of hepatic ductular hypoplasia (PMID 3987031) [HMDB]
CAS Number5255-17-4
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
3b-Hydroxy-5-cholenoatehmdb
3b-Hydroxy-5-cholenoic acidhmdb
3b-hydroxy-chol-5-en-24-oatehmdb
3b-hydroxy-chol-5-en-24-oic acidhmdb
3b-Hydroxychol-5-en-24-atehmdb
3b-Hydroxychol-5-en-24-ic acidhmdb
3b-Hydroxychol-5-en-24-oatehmdb
3b-Hydroxychol-5-en-24-oic acidhmdb
3b-Hydroxychol-5-enoatehmdb
3b-Hydroxychol-5-enoic acidhmdb
3b-Hydroxycholenoatehmdb
3b-Hydroxycholenoic acidhmdb
3beta-Hydroxy-5-cholenic acidhmdb
3beta-Hydroxy-5-cholenoatehmdb
3beta-Hydroxy-5-cholenoic acidhmdb
3beta-Hydroxy-chol-5-en-24-oatehmdb
3beta-Hydroxy-chol-5-en-24-oic acidhmdb
3beta-Hydroxy-delta5-cholenic acidhmdb
3beta-Hydroxychol-5-en-24-oatehmdb
3beta-Hydroxychol-5-en-24-oic acidhmdb
Cholenatehmdb
Cholenic acidhmdb
D5-Cholenatehmdb
D5-Cholenic acidhmdb
Chemical FormulaC24H38O3
IUPAC name(4R)-4-[(1S,2R,5S,10S,11S,14R,15R)-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-14-yl]pentanoic acid
InChI IdentifierInChI=1S/C24H38O3/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/h5,15,17-21,25H,4,6-14H2,1-3H3,(H,26,27)/t15-,17+,18+,19-,20+,21+,23+,24-/m1/s1
InChI KeyHIAJCGFYHIANNA-QIZZZRFXSA-N
Isomeric SMILES[H][C@@]12CC[C@H]([C@H](C)CCC(O)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC=C2C[C@@H](O)CC[C@]12C
Average Molecular Weight374.5567
Monoisotopic Molecular Weight374.282095082
Chemical Taxonomy
Description Belongs to the class of organic compounds known as monohydroxy bile acids, alcohols and derivatives. These are bile acids, alcohols or any of their derivatives bearing a hydroxyl group.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassSteroids and steroid derivatives
Sub ClassBile acids, alcohols and derivatives
Direct ParentMonohydroxy bile acids, alcohols and derivatives
Alternative Parents
Substituents
  • Monohydroxy bile acid, alcohol, or derivatives
  • 3-hydroxy-delta-5-steroid
  • 3-hydroxysteroid
  • 3-beta-hydroxysteroid
  • 3-beta-hydroxy-delta-5-steroid
  • Hydroxysteroid
  • Delta-5-steroid
  • Cyclic alcohol
  • Secondary alcohol
  • Carboxylic acid
  • Carboxylic acid derivative
  • Monocarboxylic acid or derivatives
  • Organooxygen compound
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Carbonyl group
  • Alcohol
  • Organic oxide
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External Descriptors
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 200 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 5996AL
Toronto Research Chemicals C431010