Structure via PubChem · Public domain (PubChem)
isocomene
Sign in to saveIsocomene is a sesquiterpene first isolated from the perennial herb southern goldenbush (Isocoma wrightii), from which it derives its name. Its unusual structure consisting of three fused cyclopentane rings was first described by Zalkow et al. in 1977. The first total synthesis of isocomene was published by M.C. Pirrung in 1979. The key steps are a photocatalyzed intramolecular [2 + 2] cycloaddition reaction followed by a rearrangement reaction which forms three contiguous chiral centers.
In the Vinony graph
Within Vinony's link graph, isocomene is referenced by 2 other articles, and connects out to International Standard Book Number, digital object identifier and chemical formula.
It sits within the topics Chembox image size set, Chemical articles with multiple compound IDs and Cyclopentanes.
Its subject is documented across 8 Wikipedia language editions.
Chemical data
- Formula
- C15H24
- Molecular weight
- 204.35 g/mol
- IUPAC name
- (2R,5S,8S)-2,5,6,8-tetramethyltricyclo[6.3.0.01,5]undec-6-ene
- SMILES
- C[C@@H]1CC[C@@]2(C13CCC[C@]3(C=C2C)C)C
- InChIKey
- SAOJPWFHRMUCFN-LKWLHFCZSA-N
- XLogP
- 5.1
- Polar surface area
- 0 Ų
- H-bond donors
- 0
- H-bond acceptors
- 0
- Formal charge
- 0
via PubChem
Wikidata facts
- Has part
- hydrogen
- Mass
- 204.187801
Show 5 more facts
- found in taxon
- Senecio duriaei
- chemical formula
- C₁₅H₂₄
- isomeric SMILES
- C[C@@H]1CC[C@@]2(C13CCC[C@]3(C=C2C)C)C
- canonical SMILES
- CC1CCC2(C13CCCC3(C=C2C)C)C
- Commons category
- Isocomene
Sources (1)
via Wikidata · CC0
~1 min read
Encyclopedic overview
1 sectionsContents
- References
Isocomene is a sesquiterpene first isolated from the perennial herb southern goldenbush (Isocoma wrightii), from which it derives its name. Its unusual structure consisting of three fused cyclopentane rings was first described by Zalkow et al. in 1977. The first total synthesis of isocomene was published by M.C. Pirrung in 1979. The key steps are a photocatalyzed intramolecular [2 + 2] cycloaddition reaction followed by a rearrangement reaction which forms three contiguous chiral centers.
==References==
Excerpted from Wikipedia’s “isocomene” article, available under the CC BY-SA 4.0 licence.