Gorgostane

Gorgostane
Names
	IUPAC name 5ξ-Gorgostane
	Systematic 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
CAS Number	36564-41-7;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:24424;
ChemSpider	5256778;
KEGG	C19668;
PubChem CID	6857440;
CompTox Dashboard (EPA)	DTXSID301337033 ;
	InChI 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;
	SMILES 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
Chemical formula	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). Infobox references

Gorgostane is a steroid 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

^ 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.
^ 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.

[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.

[2]

[1]

Names

IUPAC name 5ξ-Gorgostane^[1]
Systematic 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
CAS Number	36564-41-7
3D model (JSmol)	Interactive image
ChEBI	CHEBI:24424
ChemSpider	5256778
KEGG	C19668
PubChem CID	6857440
CompTox Dashboard (EPA)	DTXSID301337033
InChI 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
SMILES 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
Chemical formula	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). Infobox references