Cycloartane

From Wikipedia, the free encyclopedia
Cycloartane
Cycloartane.svg
Names
Preferred IUPAC name
(1R,3aS,3bS,5aS,9aR,10aS,12aR)-3a,6,6,12a-Tetramethyl-1-[(2R)-6-methylheptan-2-yl]tetradecahydro-1H,10H-cyclopenta[a]cyclopropa[e]phenanthrene
Other names
  • Cycloorthane
  • 9,19-Cyclolanostane
  • 4,4,14-Trimethyl-9,19-cyclo-5alpha,9beta-cholestane
Identifiers
3D model (JSmol)
3207210 3207211
ChEBI
ChemSpider
UNII
  • InChI=1S/C30H52/c1-21(2)10-8-11-22(3)23-14-17-28(7)25-13-12-24-26(4,5)15-9-16-29(24)20-30(25,29)19-18-27(23,28)6/h21-25H,8-20H2,1-7H3/t22-,23-,24+,25+,27-,28+,29-,30+/m1/s1
    Key: BSLYZLYLUUIFGZ-JRUDBKCSSA-N
  • C[C@H](CCCC(C)C)[C@H]1CC[C@@]2([C@@]1(CC[C@]34[C@H]2CC[C@@H]5[C@]3(C4)CCCC5(C)C)C)C
Properties
C30H52
Molar mass 412.746 g·mol−1
Density 0.95±0.1 g·cm−3[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Cycloartane is a triterpene, also known as 4,4,14-trimethyl-9,19-cyclo-5alpha,9beta-cholestane. Its derivative cycloartenol is the starting point for the synthesis of almost all plant steroids.[2]

See also[edit]

References[edit]

  1. ^ Calculated using Advanced Chemistry Development (ACD/Labs) Software V11.02 (© 1994-2019 ACD/Labs). Retrieved from SciFinder. [2019-10-19]
  2. ^ Schaller, Hubert (May 2003). "The role of sterols in plant growth and development". Progress in Lipid Research. 42 (3): 163–175. doi:10.1016/S0163-7827(02)00047-4. PMID 12689617.