Gammacerane

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.[1]

gammacerane

Names
IUPAC name gammacerane
Systematic IUPAC name (1R,2R,5S,10S,11R,14R,15S,20S)-1,2,6,6,10,15,19,19-octamethylpentacyclo[12.8.0.0^2,11.0^5,10.0^15,20]docosane
Identifiers
3D model (JSmol)	Interactive image
Beilstein Reference	2562711
ChEBI	CHEBI:36473
ChemSpider	7827643
PubChem CID	9548720
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/s1 Key: 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/s1 Key: QDUDLLAGYKHBNK-QPYQYMOUSA-N
SMILES [H][C@@]12CC[C@]3(C)[C@]([H])(CC[C@]4([H])[C@@]5(C)CCCC(C)(C)[C@]5([H])CC[C@@]34C)[C@@]1(C)CCCC2(C)C
Properties
Chemical formula	C30H52
Molar mass	412.746 g·mol^−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

See also

• Lupane (compound)
• Hopane and Moretane

References

1. 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.