Copalic acid

Copalic acid is a chemical compound that is a constituent of copaiba oil, an oleoresin extracted from trees in the genus Copaifera.^[1] It is a diterpenoid of the labdane class.^[2]

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
CAS Number	20257-75-4
3D model (JSmol)	Interactive image
ChEBI	CHEBI:170112
ChemSpider	9337621
PubChem CID	11162521
UNII	6LTQ2LP2NB
CompTox Dashboard (EPA)	DTXSID701316809
InChI 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
SMILES C/C(=C\C(=O)O)/CC[C@@H]1C(=C)CC[C@H]2[C@]1(CCCC2(C)C)C
Properties
Chemical formula	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

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.^[2][3] In addition, synthetic derivatives of copalic acid have been investigated for their potential pharmacology as well.^[4]

Several laboratory syntheses of copalic acid have been reported.^[5][6]