Coprostanol, Cholesterol derivative

Key facts

CAS number

360-68-9

Purity

>98%

Molecular weight

388.7 Da

Molecular formula

C₂₇H₄₈O

PubChem

221122

Nature

Synthetic

Solubility

Soluble in chloroform

Soluble in diethyl ether

Soluble in warm methanol

Biochemical name

Coprosterol

Biological description

Cholesterol (ab142501) derivative. Forms from bacterial biohydrogenation of cholesterol. Biomarker for vertebrate intestinal microbe populations in vivo.

Canonical smiles

CC(C)CCCC(C)C1CCC2C1(CCC3C2CCC4C3(CCC(C4)O)C)C

Isomeric smiles

C[C@H](CCCC(C)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC[C@H]4[C@@]3(CC[C@@H](C4)O)C)C

InChi

InChI=1S/C27H48O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h18-25,28H,6-17H2,1-5H3/t19-,20-,21+,22+,23-,24+,25+,26+,27-/m1/s1

InChiKey

QYIXCDOBOSTCEI-NWKZBHTNSA-N

IUPAC Name

(3S,5R,8R,9S,10S,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol