Compound: PIMARIC ACID
SMILES: O=C(O)[C@]1([C@H]2[C@@]([C@@H]3C(=C[C@@](C=C)(C)CC3)CC2)(CCC1)C)C
InChIKey: MHVJRKBZMUDEEV-APQLOABGSA-N
Synonyms: PIMARIC ACID, 127-27-5, Dextropimaric acid, d-Pimaric acid, Usic acid, alpha-Pimaric acid, Pimara-8(14),15-dien-19-oic acid, 88R98Z71NI, NSC-2956, (1R,4aR,4bS,7S,10aR)-7-ethenyl-1,4a,7-trimethyl-3,4,4b,5,6,9,10,10a-octahydro-2H-phenanthrene-1-carboxylic acid, Pimaradienoic acid, (1R,4aR,4bS,7S,10aR)-1,4a,7-trimethyl-7-vinyl-3,4,4b,5,6,9,10,10a-octahydro-2H-phenanthrene-1-carboxylic acid, RefChem:863288, 1-Phenanthrenecarboxylic acid, 7-ethenyl-1,2,3,4,4a,4b,5,6,7,9,10,10a-dodecahydro-1,4a,7-trimethyl-, (1R-(1alpha,4abeta,4balpha,7beta,10aalpha))-, PIMARIC ACID, D, alpha-Pimaricacid, (+)-Pimaric acid, .alpha.-Pimaric acid, NSC2956, ST053518, NSC 2956, (1R,4AR,4BS,7S,10AR)-7-ETHENYL-1,2,3,4,4A,4B,5,6,7,9,10,10A-DODECAHYDRO-1,4A,7-TRIMETHYL-1-PHENANTHRENECARBOXYLIC ACID, .delta.8(14)-Pimaric acid, UNII-88R98Z71NI, 8(14),15-Pimaradien-18-oic acid, DTXSID80858728, MHVJRKBZMUDEEV-APQLOABGSA-N, Pimara-8(14),15-dien-18-oic acid, 13a-methyl-13-vinylpodocarp-8(14)-ene-15-oic acid, PIMARIC ACID [MI], CHEBI:39, Podocarp-8(14)-en-15-oic acid, 13.alpha.-methyl-13-vinyl-, SCHEMBL177983, orb1684313, CHEMBL1410398, GLXC-04745, HY-N3063, TNP00231, AKOS024282152, FP27044, NCGC00017305-01, DA-76887, MS-24370, CS-0023138, NS00094827, C09159, G14433, Q418035, Pimaric Acid (Contains 10-25% Sandaracopimaric Acid), Podocarp-8(14)-en-15-oic acid, 13alpha-methyl-13-vinyl-, (1R,4aR,4bS,7S,10aR)-1,4a,7-trimethyl-7-vinyl-1,2,3,4,4a,4b,5,6,7,9,10,10a-dodecahydrophenanthrene-1-carboxylic acid, (1S,12S,2R,6R,7R)-2,6,12-trimethyl-12-vinyltricyclo[8.4.0.0<2,7>]tetradec-10-e ne-6-carboxylic acid, 1,4a,7-trimethyl-7-vinyl-1,2,3,4,4a,4b,5,6,7,9,10,10a- dodecahydrophenanthrene-1-carboxylic acid, 1-Phenanthrenecarboxylic acid, 7-ethenyl-1,2,3,4,4a,4b,5,6, 7,9,10,10a-dodecahydro-1,4a, 7-trimethyl-, (1R-(1alpha,4abeta,4balpha, 7beta,10aalpha))-, 1-Phenanthrenecarboxylic acid, 7-ethenyl-1,2,3,4,4a,4b,5,6,7,9,10,10a-dodecahydro-1,4a,7-trimethyl-, (1R,4aR,7S)-, 1-Phenanthrenecarboxylic acid, 7-ethenyl-1,2,3,4,4a,4b,5,6,7,9,10,10a-dodecahydro-1,4a,7-trimethyl-, (1theta-(1alpha,4abeta,4balpha,7beta,10aalpha))-
Theoretical properties:
molecular_formula: C20H30O2
molecular_weight: 302.5 g/mol
exact_mass: 302.224580195 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 2
rotatable_bond_count: 2
heavy_atom_count: 22
topological_polar_surface_area: 37.3 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: (+)-Pimaric acid is a diterpenoid.
chembl: PIMARIC ACID is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Pimaric acid is a carboxylic acid that is classified as a resin acid.  It is a major component  of the rosin obtained from pine trees.
When heated above 100 °C, pimaric acid converts to abietic acid, which it usually accompanies in mixtures like rosin.
It is soluble in alcohols, acetone, and ethers.  The compound is colorless, but almost invariably samples are yellow or brown owing to air oxidation.  As a mixture with abietic acid, it is often hydrogenated, esterified, or otherwise modified to produce materials of commerce.