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.^[3] The name derives from Hopea, a tree genus from which dammar is obtained.^[4]

Hopane^[1]

Names
IUPAC name Hopane[2]
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
CAS Number	471-62-5 Y
3D model (JSmol)	Interactive image
ChemSpider	9711
PubChem CID	10115
UNII	W2H93796GT Y
CompTox Dashboard (EPA)	DTXSID00904337
InChI 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
SMILES [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
Chemical formula	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 also

• Bacteriohopanepolyol

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.