Cholane

Cholane

IUPAC name (5S,8R,9S,10S,13R,14S,17R)-10,13-Dimethyl-17-[(1R)-1-methylbutyl]-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene
Identifiers
CAS number	80373-86-0^Y
PubChem	6857530
ChemSpider	5256866^Y
ChEBI	CHEBI:35519^Y
Jmol-3D images	Image 1 Image 2
SMILES CCC[C@@H](C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC[C@H]4[C@@]3(CCCC4)C)C C41CCCC[C@@]1([C@@H]3[C@H]([C@@H]2CC[C@@H]([C@@]2(C)CC3)[C@H](C)CCC)CC4)C
InChI InChI=1S/C24H42/c1-5-8-17(2)20-12-13-21-19-11-10-18-9-6-7-15-23(18,3)22(19)14-16-24(20,21)4/h17-22H,5-16H2,1-4H3/t17-,18?,19+,20-,21+,22+,23+,24-/m1/s1^Y Key: QSHQKIURKJITMZ-BRPMRXRMSA-N^Y InChI=1/C24H42/c1-5-8-17(2)20-12-13-21-19-11-10-18-9-6-7-15-23(18,3)22(19)14-16-24(20,21)4/h17-22H,5-16H2,1-4H3/t17-,18?,19+,20-,21+,22+,23+,24-/m1/s1 Key: QSHQKIURKJITMZ-BRPMRXRMBN
Properties
Molecular formula	C₂₄H₄₂
Molar mass	330.59 g/mol
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Cholane is a steroid with a molecular weight of 330.59. It can exist as either of two stereoisomers, 5α-cholane and 5β-cholane.

External links

MeSH Cholanes
Bellini A, Mencini E, Quaglio M, Guarneri M, Fini A (1991). "Antimicrobial activity of basic cholane derivatives. X. Synthesis of 3 alpha- and 3 beta-amino-5 beta-cholan-24-oic acids". Steroids 56 (7): 395–398. doi:10.1016/0039-128X(91)90073-5. PMID 1780957.
Fini A, Fazio G, Roda A, Bellini A, Mencini E, Guarneri M (1992). "Basic cholane derivatives. XI: Comparison between acid and basic derivatives". J Pharm Sci 81 (7): 726–730. doi:10.1002/jps.2600810728. PMID 1403713.
Roda A, Bellini A, Mencini E, Minutello A, Fini A, Guarneri M (1992). "Effect of basic cholane derivatives on intestinal cholic acid metabolism: in vitro and in vivo activity". J Pharm Sci 81 (3): 237–240. doi:10.1002/jps.2600810310. PMID 1640360.

Steroid classification

C₁₇	Gonane

C₁₈	Estrane

C₁₉	Androstane

C₂₁	Pregnane

C₂₃	Cardanolide

C₂₄	Cholane · Bile acid

C₂₇	Cholestane

Functional group	17-Ketosteroid · Hydroxysteroid · Halogenated steroid

Elements removed	Norsteroid · Secosteroid