Methyl lithocholate
Basic information
- CAS
1249-75-8- Standard SMILES
COC(=O)CC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@]12C- InChIKey
YXZVCZUDUJEPPK-ULCLHEGSSA-N- Molecular formula
- C25H42O3
- Average molar mass
- 390.6 g/mol
- Monoisotopic mass
- 390.3133952
Overview
RN given refers to (3alpha,5beta)-isomer
Names & identifiers
- Preferred name
- Methyl lithocholate
- IUPAC
- methyl (4R)-4-[(3R,5R,8R,9S,10S,13R,14S,17R)-3-hydroxy-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
- English name
- 3-alpha-Hydroxy-5-beta-cholan-24-oic acid methyl ester
- Molecular formula
- C25H42O3
- Molecular weight
- 390.6
Names & synonyms
Methyl lithocholate1249-75-8Lithocholic acid, methyl esterDTXSID501315512RefChem:925727DTXCID901745418215-002-9CHEMBL260735Methyl 3alpha-hydroxy-5beta-cholan-24-oateNSC63558methyl (4R)-4-[(3R,5R,8R,9S,10S,13R,14S,17R)-3-hydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoatelithocholic acid methyl ester
Show more names
Cholic Acid Impurity 50Cholic Acid Impurity 995β-Cholanic acid-3α-ol methyl ester3α-Ol-5β-24-cholanoic acid methyl ester5β-Cholan-24-Oic Acid 3α-Ol Methyl Ester5-BETA-CHOLANIC ACID-3-ALPHA-OL METHYL ESTER3α-Hydroxy-5β-cholan-24-oic acid methyl ester5-BETA-CHOLAN-24-OIC ACID 3-ALPHA-OL METHYL ESTER
Methyl 3.alpha.-hydroxy-5.beta.-cholanoateMethyl 3.alpha.-hydroxy-5.beta.-cholan-24-oateCholan-24-oic acid, methyl ester, (3.alpha.,5.beta.)-NSC-635583-ALPHA-HYDROXY-5-BETA-CHOLAN-24-OIC ACID METHYL ESTERNSC 8116EINECS 215-002-9NSC 63558
Properties
Computed structural properties
- XLogP
- 6.6
- Topological polar surface area
- 46.5 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 5
- Heavy atoms
- 28
- Formal charge
- 0
- Complexity
- 588
Physicochemical properties
- Melting point
- 125 · 125-126 °C
- Boiling point
- 474.1 · 474.1±18.0 °C(Predicted)
- Density
- 1.038 · 1.038±0.06 g/cm3(Predicted)
- storage temp.
- Refrigerator
- solubility
- Chloroform (Slightly), Methanol (Slightly)
- form
- Solid
- pka
- 15.14 · 15.14±0.70(Predicted)
- color
- White to Off-White
- WGK Germany
- 3 · 3
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
- wgk
- 3
Chemistry & industry
Applications
UsesMethyl Lithocholate is an derivative of Lithocholic Acid (L469180),a cholic acid derivative as TGR5 modulator. Found in ox bile, human bile, rabbit bile, and in ox and pig gallstones.
Related reactions
1 records
Compound notes
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