Hopane

Summary

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]

Hopane[1]
Hopane.svg
Names
IUPAC name
Hopane[2]
Preferred 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
  • 471-62-5 checkY
3D model (JSmol)
  • Interactive image
ChemSpider
  • 9711
  • 10115
  • DTXSID00904337 Edit this at Wikidata
  • 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).
Infobox references

See alsoEdit

ReferencesEdit

  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.