Copalic acid

Copalic acid
Names
IUPAC name
(E)-5-[(1R,4aR,8aR)-5,5,8a-Trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-3-methylpent-2-enoic acid
Other names
(-)-Copalic acid
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
UNII
  • InChI=1S/C20H32O2/c1-14(13-18(21)22)7-9-16-15(2)8-10-17-19(3,4)11-6-12-20(16,17)5/h13,16-17H,2,6-12H2,1,3-5H3,(H,21,22)/b14-13+/t16-,17-,20+/m1/s1
    Key: JFQBNOIJWROZGE-HPMXROJMSA-N
  • C/C(=C\C(=O)O)/CC[C@@H]1C(=C)CC[C@H]2[C@]1(CCCC2(C)C)C
Properties
C20H32O2
Molar mass 304.474 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Copalic acid is a chemical compound that is a constituent of copaiba oil, an oleoresin extracted from trees in the genus Copaifera. It is a diterpenoid of the labdane class.

Because copaiba oil has some uses in traditional herbal medicine, there has been scientific interest in investigating the potential pharmacology of its constituents, including copalic acid. In addition, synthetic derivatives of copalic acid have been investigated for their potential pharmacology as well.

Several laboratory syntheses of copalic acid have been reported.