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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.

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

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Article

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.

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