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labdane

Structure via PubChem · Public domain (PubChem)

EntityQ8214660· pop 11· linked from 27 articles

Labdane is a natural bicyclic diterpene. It forms the structural core for a wide variety of natural products collectively known as labdanes or labdane diterpenes. The labdanes were so named because the first members of the class were originally obtained from labdanum, a resin derived from the gum rockrose.

Chemical data

Formula
C20H38
Molecular weight
278.5 g/mol
IUPAC name
(1S,2S,4aS,8aR)-2,5,5,8a-tetramethyl-1-[(3R)-3-methylpentyl]-1,2,3,4,4a,6,7,8-octahydronaphthalene

via PubChem

Drug data · ChEMBL

Molecule type
Small molecule

via ChEMBL · EBI

Wikidata facts

Mass
278.297351
Show 4 more facts
chemical formula
C₂₀H₃₈
canonical SMILES
CCC(C)CCC1C(CCC2C1(CCCC2(C)C)C)C
isomeric SMILES
CC[C@@H](C)CC[C@H]1[C@H](CC[C@@H]2[C@@]1(CCCC2(C)C)C)C
Commons category
Labdane
Sources (2)

via Wikidata · CC0

~1 min read

Article

3 sections
Contents
  • Example labdane derivatives
  • See also
  • References

Labdane is a natural bicyclic diterpene. It forms the structural core for a wide variety of natural products collectively known as labdanes or labdane diterpenes. The labdanes were so named because the first members of the class were originally obtained from labdanum, a resin derived from the gum rockrose.

A variety of biological activities have been determined for labdane diterpenes including antibacterial, antifungal, antiprotozoal, and anti-inflammatory activities. Natural labdanes in tree resin are believed to be the precursors of amber, which polymerise under great pressure.

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