Article · Wikipedia archive · Last revised Jul 21, 2026

Protostane

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.

Last revised
Jul 21, 2026
Read time
≈ 1 min
Length
160 w
Citations
2
Source
Wikipedia ↗
Protostane
source ↗
Names
IUPAC name
Protostane1
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).

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

See also

References

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.