Protostane

Protostane
Names
	IUPAC name Protostane
	Systematic IUPAC name (1R,3aS,3bS,5aS,9aS,9bS,11aS)-3a,3b,6,6,9a-Pentamethyl-1-[(2R)-6-methylheptan-2-yl]hexadecahydro-1H-cyclopenta[a]phenanthrene
Identifiers
CAS Number	70050-78-1 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:36483;
ChemSpider	7827639;
PubChem CID	9548716;
UNII	7F8LXZ75AX ;
	InChI InChI=1S/C30H54/c1-21(2)11-9-12-22(3)23-15-19-29(7)24(23)13-14-26-28(6)18-10-17-27(4,5)25(28)16-20-30(26,29)8/h21-26H,9-20H2,1-8H3/t22-,23-,24+,25+,26+,28+,29+,30+/m1/s1 Key: OORMXZNMRWBSTK-XJIBWFFZSA-N;
	SMILES C[C@H](CCCC(C)C)[C@H]1CC[C@]2([C@H]1CC[C@@H]3[C@@]2(CC[C@@H]4[C@@]3(CCCC4(C)C)C)C)C;
Properties
Chemical formula	C30H54
Molar mass	414.762 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

Short description: Chemical compound

Protostane is a tetracyclic triterpene, its natural distribution is primarily limited to the genus Alisma. It is so named because it is considered to be the "prototype" of steroids.^[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. pp. 1539. doi:10.1039/9781849733069. ISBN 978-0-85404-182-4.
↑ "Protostane and Fusidane Triterpenes: A Mini-Review". Molecules 18 (4): 4054–4080. 2013. doi:10.3390/molecules18044054. PMID 23563857.

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[1] International Union of Pure and Applied Chemistry (2014). Nomenclature of Organic Chemistry: IUPAC Recommendations and Preferred Names 2013. The Royal Society of Chemistry. pp. 1539. doi:10.1039/9781849733069. ISBN 978-0-85404-182-4.

[2] "Protostane and Fusidane Triterpenes: A Mini-Review". Molecules 18 (4): 4054–4080. 2013. doi:10.3390/molecules18044054. PMID 23563857.

Names

IUPAC name Protostane^[1]
Systematic IUPAC name (1R,3aS,3bS,5aS,9aS,9bS,11aS)-3a,3b,6,6,9a-Pentamethyl-1-[(2R)-6-methylheptan-2-yl]hexadecahydro-1H-cyclopenta[a]phenanthrene
Identifiers
CAS Number	70050-78-1^Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:36483
ChemSpider	7827639
PubChem CID	9548716
UNII	7F8LXZ75AX^Y
InChI InChI=1S/C30H54/c1-21(2)11-9-12-22(3)23-15-19-29(7)24(23)13-14-26-28(6)18-10-17-27(4,5)25(28)16-20-30(26,29)8/h21-26H,9-20H2,1-8H3/t22-,23-,24+,25+,26+,28+,29+,30+/m1/s1 Key: OORMXZNMRWBSTK-XJIBWFFZSA-N
SMILES C[C@H](CCCC(C)C)[C@H]1CC[C@]2([C@H]1CC[C@@H]3[C@@]2(CC[C@@H]4[C@@]3(CCCC4(C)C)C)C)C
Properties
Chemical formula	C₃₀H₅₄
Molar mass	414.762 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

Protostane

See also

References