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Gammacerane

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Gammacerane
Names
IUPAC name Gammacerane
Systematic IUPAC name (4aS,6aR,6bR,8aS,12aS,12bR,14aR,14bS)-4,4,6a,6b,9,9,12a,14b-Octamethyldocosahydropicene
Identifiers
CAS Number
3D model (JSmol)
Beilstein Reference 2562711
ChEBI
ChemSpider
PubChem CID
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C30H52/c1-25(2)15-9-17-27(5)21(25)13-19-29(7)23(27)11-12-24-28(6)18-10-16-26(3,4)22(28)14-20-30(24,29)8/h21-24H,9-20H2,1-8H3/t21-,22-,23+,24+,27-,28-,29+,30+/m0/s1Key: QDUDLLAGYKHBNK-QPYQYMOUSA-N
  • InChI=1S/C30H52/c1-25(2)15-9-17-27(5)21(25)13-19-29(7)23(27)11-12-24-28(6)18-10-16-26(3,4)22(28)14-20-30(24,29)8/h21-24H,9-20H2,1-8H3/t21-,22-,23+,24+,27-,28-,29+,30+/m0/s1Key: QDUDLLAGYKHBNK-QPYQYMOUSA-N
SMILES
  • 12CC3(C)()(CC4()5(C)CCCC(C)(C)5()CC34C)1(C)CCCC2(C)C
Properties
Chemical formula C30H52
Molar mass 412.746 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

Gammacerane is a pentacyclic triterpene compound with the formula C30H52 and five six-membered rings. Its derivatives include tetrahymanol（gammaceran-3β-ol）and so on. After millions of years of diagenesis, these derivatives became gammacerane can be used as biomarkers in petroleum to study the origin of petroleum.

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. 1535. doi:10.1039/9781849733069. ISBN 978-0-85404-182-4.
  2. Ten Haven HL, Rohmer M, Rullkötter J, Bisseret P (November 1989). "Tetrahymanol, the most likely precursor of gammacerane, occurs ubiquitously in marine sediments". Geochimica et Cosmochimica Acta. 53 (11): 3073–3079. Bibcode:1989GeCoA..53.3073T. doi:10.1016/0016-7037(89)90186-5.


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