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capnellene

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EntityQ5036049· pop 5· linked from 2 articles

capnellene

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Capnellene is a naturally occurring tricyclic hydrocarbon derived from Capnella imbricata, a species of soft coral found in Indonesia. Since the 1970s, capnellene has been targeted for synthesis by numerous investigators due to its stereochemistry, functionality, and the interesting geometry of the carbon skeleton. Many alcohol derivatives of capnellene have demonstrated potential as a chemotherapeutic agent with antibacterial, anti-inflammatory and anti-tumor properties.

In the Vinony graph

Within Vinony's link graph, capnellene is referenced by 2 other articles, and connects out to Octocorallia, Indonesia and palladium.

Vinony files it under Chembox image size set, Cyclopentanes and Hydrocarbons.

Its subject is documented across 5 Wikipedia language editions.

Chemical data

Formula
C15H24
Molecular weight
204.35 g/mol
IUPAC name
(3aS,3bS,6aS,7aS)-4,4,6a-trimethyl-3-methylidene-1,2,3a,3b,5,6,7,7a-octahydrocyclopenta[a]pentalene
SMILES
C[C@@]12CCC([C@@H]1[C@@H]3[C@H](C2)CCC3=C)(C)C
InChIKey
YZTNUNFLAAHBMK-ABHRYQDASA-N
XLogP
4.9
Polar surface area
0 Ų
H-bond donors
0
H-bond acceptors
0
Formal charge
0

via PubChem

Wikidata facts

Mass
220.182715388
Show 3 more facts
canonical SMILES
C=C1CCC2CC3(C)CCC(C)(C)C3C12O
chemical formula
C₁₅H₂₄
isomeric SMILES
C[C@@]12CCC([C@@H]1[C@@]3([C@H](C2)CCC3=C)O)(C)C

via Wikidata · CC0

~8 min read

Encyclopedic overview

8 sections
Contents
  • Structure
  • History
  • Natural isolation
  • Total synthesis
  • Applications
  • Antitumor properties
  • Anti-inflammatory properties
  • References

Capnellene is a naturally occurring tricyclic hydrocarbon derived from Capnella imbricata, a species of soft coral found in Indonesia. Since the 1970s, capnellene has been targeted for synthesis by numerous investigators due to its stereochemistry, functionality, and the interesting geometry of the carbon skeleton. Many alcohol derivatives of capnellene have demonstrated potential as a chemotherapeutic agent with antibacterial, anti-inflammatory and anti-tumor properties.

==Structure== Δ9(12)-capnellene, also referred to simply as capnellene in the literature, is a monounsaturated hydrocarbon of the molecular formula C15H24. It features a tricyclic skeleton, a geminal dimethyl group, a tertiary methyl group, and an exocyclic methylene group.

Excerpted from Wikipedia’s “capnellene” article, available under the CC BY-SA 4.0 licence.

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