Abietic acid

Abietic acid
Names
	IUPAC name Abieta-7,13-dien-18-oic acid
	Systematic IUPAC name (1R,4aR,4bR,10aR)-1,4a-Dimethyl-7-(propan-2-yl)-1,2,3,4,4a,4b,5,6,10,10a-decahydrophenanthrene-1-carboxylic acid
	Other names Abietinic acid; Sylvic acid
Identifiers
CAS Number	514-10-3 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:28987 ;
ChEMBL	ChEMBL71893 ;
ChemSpider	10127 ;
ECHA InfoCard	100.007.436
EC Number	208-173-3;
KEGG	C06087 ;
PubChem CID	10569;
RTECS number	TP8580000;
UNII	V3DHX33184 ;
CompTox Dashboard (EPA)	DTXSID7022047 ;
	InChI InChI=1S/C20H30O2/c1-13(2)14-6-8-16-15(12-14)7-9-17-19(16,3)10-5-11-20(17,4)18(21)22/h7,12-13,16-17H,5-6,8-11H2,1-4H3,(H,21,22)/t16-,17+,19+,20+/m0/s1 Key: RSWGJHLUYNHPMX-ONCXSQPRSA-N ; InChI=1/C20H30O2/c1-13(2)14-6-8-16-15(12-14)7-9-17-19(16,3)10-5-11-20(17,4)18(21)22/h7,12-13,16-17H,5-6,8-11H2,1-4H3,(H,21,22)/t16-,17+,19+,20+/m0/s1 Key: RSWGJHLUYNHPMX-ONCXSQPRBK;
	SMILES O=C(O)[C@]3([C@@H]2C/C=C1/C=C(\CC[C@@H]1[C@@]2(C)CCC3)C(C)C)C;
Properties
Chemical formula	C20H30O2
Molar mass	302.458 g·mol−1
Appearance	Colorless solid
Density	1.06 g/mL
Melting point	172–175 °C (342–347 °F; 445–448 K)
Solubility in water	Insoluble
Solubility in other solvents	Very soluble in acetone, petroleum ether, Et2O, and ethanol
Hazards
	Occupational safety and health (OHS/OSH):
Main hazards	Irritant
	GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H317
Precautionary statements	P261, P272, P280, P302+P352, P321, P333+P313, P363, P501
NFPA 704 (fire diamond)	1 0 0
Safety data sheet (SDS)	MSDS
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Abietic acid (also known as abietinic acid or sylvic acid) is a diterpenoid found in coniferous trees. It is supposed to exist to defend the host plant from insect attack or various wounds. Chemically, it is a complicated molecule featuring two alkene groups and a carboxylic acid within a chiral tricyclic framework. As the major component of rosin, it is commercially important. Historically speaking, it was a major component of naval stores. It is the most common of the resin acids. Another common resin acid is pimaric acid, which converts to abietic acid upon heating.