Gorgostane

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Gorgostane
Gorgostane.svg
Names
IUPAC name
Gorgostane[1]
Preferred IUPAC name
(3aS,3bR,5Ξ,9aS,9bS,11aR)-9a,11a-Dimethyl-1-[(1S)-1-{(1R,2R)-2-methyl-2-[(2R)-3-methylbutan-2-yl]cyclopropyl}ethyl]hexadecahydro-1H-cyclopenta[a]phenanthrene
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
KEGG
  • InChI=1S/C30H52/c1-19(2)21(4)30(7)18-27(30)20(3)24-13-14-25-23-12-11-22-10-8-9-16-28(22,5)26(23)15-17-29(24,25)6/h19-27H,8-18H2,1-7H3/t20-,21+,22?,23-,24+,25-,26-,27+,28-,29+,30+/m0/s1
    Key: HMDSENZCYXUARJ-YTJYYLLXSA-N
  • C[C@@H]([C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CCC4[C@@]3(CCCC4)C)C)[C@H]5C[C@]5(C)[C@H](C)C(C)C
Properties
C30H52
Molar mass 412.746 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Gorgostane is a triterpene, its derivative distributed in corals, hence the name. Compared with other steroids, there is a cyclopropane ring in the 17C side-chain.[2]

References[edit]

  1. ^ International Union of Pure and Applied Chemistry (2014). Nomenclature of Organic Chemistry: IUPAC Recommendations and Preferred Names 2013. The Royal Society of Chemistry. p. 1530. doi:10.1039/9781849733069. ISBN 978-0-85404-182-4.
  2. ^ Elshamy AI, Abdel-Razik AF, Nassar MI, Mohamed TK, Ibrahim MA, El-Kousy SM (2013). "A new gorgostane derivative from the Egyptian Red Sea soft coral Heteroxenia ghardaqensis". Nat Prod Res. 27 (14): 1250–1254. doi:10.1080/14786419.2012.724417. PMID 22967306. S2CID 2623579.