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
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:24424;
ChemSpider	5256778;
KEGG	C19668;
PubChem CID	6857440;
	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.

[1]

[2]

v t e Tetracyclics
Classes	Polyketides Tetracenes Steroids
Antibiotics	Tetracyclines Tetracycline Chlortetracycline Demeclocycline Doxycycline Eravacycline Lymecycline Minocycline Omadacycline Oxytetracycline Rolitetracycline Sarecycline Glycylcycline Tigecycline Triterpenes Fusidanes Fusidic acid Helvolic acid Cephalosporin P₁
Antidepressants (TeCAs)	Azipramine Ciclopramine Esmirtazapine Mianserin Mirtazapine Naranol Oxaprotiline Setiptiline (teciptiline)
Steroids	Sex hormones Progestogens Acetomepregenol Chlormadinone acetate Danazol Delmadinone acetate Etonogestrel Gestodene Hydroxyprogesterone caproate Levonorgestrel Norethisterone Norgestrel Progesterone Segesterone acetate Tibolone Sterane Cholane Cholestane Ergostane Gonanes Androstane Estrane Pregnane Allopregnane Norpregnane Retropregnane Triterpenes Cycloartane Cucurbitacins Cucurbitane Dammarane Euphane Lanostane Protostane Sterols Phytosterols Campesterol beta-Sitosterol Cholesterol Stanol esters

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
3D model (JSmol)	Interactive image
ChEBI	CHEBI:24424
ChemSpider	5256778
KEGG	C19668
PubChem CID	6857440
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

References

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