Article · Wikipedia archive · Last revised Jul 25, 2026

Hopane

Hopane is a natural chemical compound classified as a triterpene. It forms the central core of a variety of other chemical compounds which are collectively known as hopanoids. The first compound of the hopane family to be isolated and characterised was hydroxyhopanone, found in dammar resin. The name derives from Hopea, a tree genus from which dammar is obtained.

Last revised
Jul 25, 2026
Read time
≈ 1 min
Length
244 w
Citations
4
Source
Wikipedia ↗
Hopane1
source ↗
Names
IUPAC name
Hopane2
Systematic IUPAC name
(3R,3aS,5aR,5bR,7aS,11aS,11bR,13aR,13bS)-5a,5b,8,8,11a,13b-Hexamethyl-3-(propan-2-yl)icosahydro-1H-cyclopenta[a]chrysene
Other names
A'-Neogammacerane
Identifiers
3D model (JSmol)
ChemSpider
UNII
  • InChI=1S/C30H52/c1-20(2)21-12-17-27(5)22(21)13-18-29(7)24(27)10-11-25-28(6)16-9-15-26(3,4)23(28)14-19-30(25,29)8/h20-25H,9-19H2,1-8H3/t21-,22+,23+,24-,25-,27+,28+,29-,30-/m1/s1
    Key: ZRLNBWWGLOPJIC-PYQRSULMSA-N
  • InChI=1/C30H52/c1-20(2)21-12-17-27(5)22(21)13-18-29(7)24(27)10-11-25-28(6)16-9-15-26(3,4)23(28)14-19-30(25,29)8/h20-25H,9-19H2,1-8H3/t21-,22+,23+,24-,25-,27+,28+,29-,30-/m1/s1
    Key: ZRLNBWWGLOPJIC-PYQRSULMBH
  • [C@@H]54[C@]([C@@H]3[C@@]([C@]1([C@@H]([C@]2(C)[C@@H](CC1)C(C)(C)CCC2)CC3)C)(C)CC4)(C)CC[C@@H]5C(C)C
Properties
C30H52
Molar mass 412.746 g·mol−1
Density 0.952 g/ml
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Hopane is a natural chemical compound classified as a triterpene. It forms the central core of a variety of other chemical compounds which are collectively known as hopanoids. The first compound of the hopane family to be isolated and characterised was hydroxyhopanone, found in dammar resin.3 The name derives from Hopea, a tree genus from which dammar is obtained.4

See also

See also

References

References

  1. "Hopane". IUPAC Recommendations 1999, Revised Section F: Natural Products and Related Compounds. 1999. Archived from the original on 2011-06-09. Retrieved 2021-03-30.
  2. International Union of Pure and Applied Chemistry (2014). Nomenclature of Organic Chemistry: IUPAC Recommendations and Preferred Names 2013. The Royal Society of Chemistry. p. 1536. doi:10.1039/9781849733069. ISBN 978-0-85404-182-4.
  3. Mills J.S.; Werner A.E.A. (1955). "The Chemistry of Dammar Resin". Journal of the Chemical Society: 3132–40. doi:10.1039/jr9550003132.
  4. Pauzi Zakaria, Mohamad; Suratman, Suhaimi; Sayzwani Sukri, Nor; Vaezzadeh, Vahab; Wei Bong, Chu (2017). "APPLICATION OF PENTACYCLIC TRITERPANES AS A BIOMARKER IN IDENTIFYING THE SOURCE OF OIL POLLUTION IN THE EAST COAST OF PENINSULAR MALAYSIA". Perintis. 7 (2): 95–110.