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Encyclopedia > Labdane
Labdane
IUPAC name (4aR,5S,6S,8aS)-1,1,4a,6-tetramethyl-5-[(3R)-3-methylpentyl]decalin
Identifiers
CAS number 561-90-0
PubChem 9548711
SMILES CCC(C)CCC1C(CCC2C1(CCCC2(C)C)C)C
Properties
Molecular formula C20H38
Molar mass 278.516
Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)
Infobox disclaimer and 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 rockrose plants.[1][2] IUPAC nomenclature is a system of naming chemical compounds and of describing the science of chemistry in general. ... CAS registry numbers are unique numerical identifiers for chemical compounds, polymers, biological sequences, mixtures and alloys. ... PubChem is a database of chemical molecules. ... The simplified molecular input line entry specification or SMILES is a specification for unambiguously describing the structure of chemical molecules using short ASCII strings. ... A chemical formula is a concise way of expressing information about the atoms that constitute a particular chemical compound. ... Molar mass is the mass of one mole of a chemical element or chemical compound. ... The plimsoll symbol as used in shipping In chemistry, the standard state of a material is its state at 1 bar (100 kilopascals exactly). ... The diterpenes are a class of molecules with 20 carbon atoms arranged as 4 isoprene units. ... Secondary metabolites, also known as natural products, are those products (chemical compounds) of metabolism that are not essential for normal growth, development or reproduction of an organism. ... Labdanum is a sticky brown resin obtained from the shrub Cistus ladanifer, more commonly known as the rock rose. ... Species Cistus albanicus Cistus albidus Cistus chinamadensis Cistus clusii Cistus creticus Cistus crispus Cistus heterophyllus Cistus ladanifer- Gum Rockrose Cistus laurifolius Cistus libanotis Cistus monspeliensis- Montpelier Cistus Cistus munbyi Cistus osbeckiaefolius Cistus parviflorus Cistus populifolius Cistus psilosepalus Cistus salviifolius- Salvia Cistus Cistus symphytifolius Cistus varius Ref: Ellul (2002) The rockrose...


A variety of biological activities have been determined for labdane diterpenes including antibacterial, antifungal, antiprotozoal, and anti-inflammatory activities.[3]


See also

Chemical structure of forskolin Forskolin is a labdane diterpene that is produced by Coleus forskohlii (synonym: Plectranthus barbatus). ...

References

  1. ^ Cocker, J. D.; Halsall, T. G.; Bowers, A. (1956). "The chemistry of gum labdanum. I. Some acidic constituents". Journal of the Chemical Society: 4259-62. 
  2. ^ Cocker, J. D.; Halsall, T. G. (1956). "The chemistry of gum labdanum. II. The structure of labdanolic acid". Journal of the Chemical Society: 4262-71. 
  3. ^ Studies in Natural Product Chemistry : Bioactive Natural Products, Part F, Atta-Ur-Rahman (Editor), ISBN 978-0080440019
 

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