Ursocholanic Acid
Basic information
- CAS
546-18-9- Standard SMILES
C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4CCCC[C@]4(C)[C@H]3CC[C@]12C- InChIKey
RPKLZQLYODPWTM-LVVAJZGHSA-N- Molecular formula
- C24H40O2
- Average molar mass
- 360.6 g/mol
- Monoisotopic mass
- 360.30283051
Overview
5beta-cholanic acid is a cholanic acid and a member of 5beta-cholanic acids.
Names & identifiers
- Preferred name
- Ursocholanic Acid
- IUPAC
- (4R)-4-[(5S,8R,9S,10S,13R,14S,17R)-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoic acid
- English name
- 5beta-Cholanic acid
- Molecular formula
- C24H40O2
- Molecular weight
- 360.57
Names & synonyms
5beta-Cholanic acid546-18-9Ursocholanic acid5beta-Cholanoic acid5-Beta-Cholanic AcidCholanic acid, (5beta)-5.beta.-Cholanic acid5.beta.-Cholanoic acidUNII-970EKW2JTO970EKW2JTO(4R)-4-[(5S,8R,9S,10S,13R,14S,17R)-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoic acidNSC-18161
Show more names
3-Oxo-5βCholanoic Acid5β-cholanicaci5β-Cholanic acid3,12-Diketo-5β5(H)-Cholanic acidCholan-24-oic acid, (5β)-5-beta-cholan-24-oic acid
(5beta)-cholan-24-oic acidCHEBI:36238CHOLANIC ACID, 5.BETA.-CHOLANIC ACID, (5.BETA.)-L-596205-0(5beta,17beta)-gamma-methylandrostane-17-butanoic acid(4R)-4-((5S,8R,9S,10S,13R,14S,17R)-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta(a)phenanthren-17-yl)pentanoate(4R)-4-((5S,8R,9S,10S,13R,14S,17R)-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta(a)phenanthren-17-yl)pentanoic acid
Properties
Computed structural properties
- XLogP
- 8
- Topological polar surface area
- 37.3 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 4
- Heavy atoms
- 26
- Formal charge
- 0
- Complexity
- 542
Experimental & physicochemical properties
LipidsLipids -> Sterol Lipids [ST] -> Bile acids and derivatives [ST04] -> C24 bile acids, alcohols, and derivatives [ST0401]
Collision Cross Section169.3 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
Physicochemical properties
- Melting point
- 150 °C · 150 °C
- Boiling point
- 473.6 · 473.6±13.0 °C(Predicted)
- Density
- 1.018 · 1.018±0.06 g/cm3(Predicted)
- storage temp.
- Room Temperature
- solubility
- Chloroform (Slightly), Methanol (Slightly, Heated, Sonicated)
- form
- Solid
- pka
- 4.76 · 4.76±0.10(Predicted)
- color
- White to Off-White
- InChI
- 1S/C24H40O2/c1-16(7-12-22(25)26)19-10-11-20-18-9-8-17-6-4-5-14-23(17,2)21(18)13-15-24(19,20)3/h16-21H,4-15H2,1-3H3,(H,25,26)
- InChIKey
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- Storage Class
- 11 - Combustible Solids
Chemistry & industry
Applications
UsesCholanoic Acid is an impurity of Ursodeoxycholic Acid (U850000), which is used as an anticholelithogenic.
Additional notes
DefinitionChEBI: 5beta-cholanic acid is a cholanic acid and a member of 5beta-cholanic acids.
Suppliers
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Related reactions
2 records
Compound notes
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