Structure via PubChem · Public domain (PubChem)
(+)-aristolochene
Sign in to saveAristolochene is a bicyclic sesquiterpene produced by certain fungi, most notably the cheese mold Penicillium roqueforti. It is biosynthesized from farnesyl pyrophosphate by the enzyme aristolochene synthase and serves as the parent hydrocarbon for a variety of fungal toxins.
Chemical data
- Formula
- C15H24
- Molecular weight
- 204.35 g/mol
- IUPAC name
- (4S,4aR,6S)-4,4a-dimethyl-6-prop-1-en-2-yl-2,3,4,5,6,7-hexahydro-1H-naphthalene
- SMILES
- C[C@H]1CCCC2=CC[C@@H](C[C@]12C)C(=C)C
- InChIKey
- YONHOSLUBQJXPR-KCQAQPDRSA-N
- XLogP
- 5.2
- Polar surface area
- 0 Ų
- H-bond donors
- 0
- H-bond acceptors
- 0
- Formal charge
- 0
via PubChem
Wikidata facts
- Mass
- 204.188
Show 4 more facts
- chemical formula
- C₁₅H₂₄
- canonical SMILES
- CC1CCCC2=CCC(CC12C)C(=C)C
- isomeric SMILES
- C[C@H]1CCCC2=CC[C@@H](C[C@]12C)C(=C)C
- found in taxon
- Penicillium roqueforti
via Wikidata · CC0
~4 min read
Encyclopedic overview
5 sectionsContents
- Discovery
- Applications
- Biosynthesis and Enzymatic Mechanism
- Related Compounds
- References
Aristolochene is a bicyclic sesquiterpene produced by certain fungi, most notably the cheese mold Penicillium roqueforti. It is biosynthesized from farnesyl pyrophosphate by the enzyme aristolochene synthase and serves as the parent hydrocarbon for a variety of fungal toxins.
== Discovery ==
Excerpted from Wikipedia’s “(+)-aristolochene” article, available under the CC BY-SA 4.0 licence.
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