Methyl deoxycholate

HCID 229346

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Basic information

CAS: 3245-38-3
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]3C[C@H](O)[C@]12C
InChIKey: ZHUOOEGSSFNTNP-JMKDMENQSA-N
Molecular formula: C25H42O4
Average molar mass: 406.6 g/mol
Monoisotopic mass: 406.30830982

Overview

Deoxycholic acid methyl ester is a cholanoid.

Names & identifiers

Preferred name: Methyl deoxycholate
IUPAC: methyl (4R)-4-[(3R,5R,8R,9S,10S,12S,13R,14S,17R)-3,12-dihydroxy-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: METHYL DESOXYCHOLATE
Molecular formula: C25H42O4
Molecular weight: 406.61

Names & synonyms

Methyl desoxycholate3245-38-3Methyl deoxycholateDeoxycholic Acid Methyl EsterH1C2TVP7AQMethyl 7-desoxycholateEINECS 221-819-1UNII-H1C2TVP7AQNSC-22957Deoxycholic acid, methyl esterMethyl 3alpha,12alpha-dihydroxy-5beta-cholan-24-oateMethyl 3.alpha.,12.alpha.-dihydroxy-5.beta.-cholanoate

Show more names

Methyl 7-DeoxycholateDeoxycholic acid methylCholic Acid Impurity 95Deoxycholic acid Impurity 9Deoxycholic acid Impurity 27Desoxycholic acid methyl esterMethyl 3,12-dihydroxycholan-24-oate

Methyl 3.alpha.,12.alpha.-dihydroxy-5.beta.-cholan-24-oate5.beta.-Cholan-24-oic acid, 3.alpha.,12.alpha.-dihydroxy-, methyl esterMethyl 3,12-dihydroxycholan-24-oate, (3.alpha.,5.beta.,12.alpha.)-RefChem:157841Methyl 3alpha,12alpha-dihydroxy-5beta-cholanoate5beta-Cholan-24-oic acid, 3alpha,12alpha-dihydroxy-, methyl esterMethyl 3,12-dihydroxycholan-24-oate, (3alpha,5beta,12alpha)-221-819-1

Database identifiers

CAS: 3245-38-3
PubChem CID: 229346
DTXSID: DTXSID70954203
ChEMBL: CHEMBL1078051
ChEBI: CHEBI:183913
UNII: H1C2TVP7AQ
EC Number: 221-819-1
Nikkaji: J21.483C

Properties

Computed structural properties

XLogP: 5.2
Topological polar surface area: 66.8 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 4
Rotatable bonds: 5
Heavy atoms: 29
Formal charge: 0
Complexity: 620

Experimental & physicochemical properties

Collision Cross Section199.1 Å² [M+Na]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

Physicochemical properties

Melting point: 92 · 92-93 °C
Boiling point: 507.6 · 507.6±35.0 °C(Predicted)
Density: 1.089 · 1.089±0.06 g/cm3(Predicted)
storage temp.: -20 °C · -20°C Freezer
solubility: Benzene, Chloroform, Methanol
pka: 14.88 · 14.88±0.70(Predicted)
form: Solid
color: White
InChIKey: ZHUOOEGSSFNTNP-GEGAKHOPNA-N
SMILES: C[C@]12[C@H](C[C@]3([H])[C@]4(CC[C@@H](O)C[C@@]4([H])CC[C@@]3([H])[C@]1([H])CC[C@]2([H])[C@H](C)CCC(=O)OC)C)O |&1:1,2,4,6,9,12,16,18,22,24,r|
CAS DataBase Reference: 3245 · 3245-38-3
FDA UNII: 1 C2TVP7AQ · H1C2TVP7AQ
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302-H315-H319
Precautionary statements: 501 · P501-P270-P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313-P301+P312+P330

Safety & regulation

GHS classification

GHS ClassificationNot Classified

Hazard information

Hazard Classes and CategoriesNot Classified

Safety data

Signal word: Warning
Symbol(GHS): GHS07
Hazard statements: H302-H315-H319
Precautionary statements: P501-P270-P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313-P301+P312+P330