Cholane

Cholane

Names
IUPAC name Cholane[1]
Systematic IUPAC name (1R,3aS,3bR,5aΞ,9aS,9bS,11aR)-9a,11a-Dimethyl-1-[(2R)-pentan-2-yl]hexadecahydro-1H-cyclopenta[a]phenanthrene
Identifiers
CAS Number	80373-86-0 Y
3D model (JSmol)	Interactive image Interactive image
ChEBI	CHEBI:35519 Y
ChemSpider	5256866 Y
PubChem CID	6857530
UNII	6EF0441D4P Y
CompTox Dashboard (EPA)	DTXSID00203291
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
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
Properties
Chemical formula	C24H42
Molar mass	330.59 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is YN ?) Infobox references

Cholane is a triterpene which can exist as either of two stereoisomers, 5α-cholane and 5β-cholane. Its name is derived from Greek: χολή (chole) meaning 'bile' in reference to its original discovery from the bile of the American bullfrog (Rana catesbeiana).^[2] The compound itself has no known uses. However, various functionalized analogues are produced by plants and animals, typically in the form of sterols, steroids and bile acids (e.g. cholic acid).

• 

  5α-Cholane

• 

  5β-Cholane

See also

• Cholestane
• Ergostane

References

External links

• Cholanes at the U.S. National Library of Medicine Medical Subject Headings (MeSH)

This page was last edited on 30 April 2023, at 13:56