Protostane
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
3D model (JSmol)
ChEBI
ChemSpider
UNII
  • 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
  • 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
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 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]

See also

References

  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. 1539. doi:10.1039/9781849733069. ISBN 978-0-85404-182-4.
  2. ↑ Zhao M, Gödecke T, Gunn J, Duan JA, Che CT (2013). "Protostane and Fusidane Triterpenes: A Mini-Review". Molecules. 18 (4): 4054–4080. doi:10.3390/molecules18044054. PMC 3901436. PMID 23563857.
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