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Aristolochene

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Aristolochene
Names
IUPAC name (4S,4aR,6S)-6-Isopropenyl-4,4a-dimethyl-2,3,4,5,6,7-hexahydro-1H-naphthalene
Other names (+)-Aristolochene
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
PubChem CID
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C15H24/c1-11(2)13-8-9-14-7-5-6-12(3)15(14,4)10-13/h9,12-13H,1,5-8,10H2,2-4H3/t12-,13-,15+/m0/s1Key: YONHOSLUBQJXPR-KCQAQPDRSA-N
  • InChI=1/C15H24/c1-11(2)13-8-9-14-7-5-6-12(3)15(14,4)10-13/h9,12-13H,1,5-8,10H2,2-4H3/t12-,13-,15+/m0/s1Key: YONHOSLUBQJXPR-KCQAQPDRBL
SMILES
  • C1CCCC2=CC(C12C)C(=C)C
Properties
Chemical formula C15H24
Molar mass 204.35 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). checkY verify (what is  ?) Infobox references
Chemical compound

Aristolochene is a bicyclic sesquiterpene produced by certain fungi including the cheese mold Penicillium roqueforti. It is biosynthesized from farnesyl pyrophosphate by aristolochene synthase and is the parent hydrocarbon of a large variety of fungal toxins.

References

  1. Terpene Biosynthesis, Chem 549, College of Pharmacy, University of Arizona

External links

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