Carnosic acid

Carnosic acid
Names
	IUPAC name (4aR,10aS)-5,6-Dihydroxy-1,1-dimethyl-7-propan-2-yl-2,3,4,9,10,10a-hexahydrophenanthrene-4a-carboxylic acid
	Other names Salvin
Identifiers
CAS Number	3650-09-7 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:65585 ;
ChEMBL	ChEMBL484853 ;
ChemSpider	58635 ;
ECHA InfoCard	100.110.784
PubChem CID	65126;
UNII	LI791SXT24 ;
CompTox Dashboard (EPA)	DTXSID20904450 ;
	InChI InChI=1S/C20H28O4/c1-11(2)13-10-12-6-7-14-19(3,4)8-5-9-20(14,18(23)24)15(12)17(22)16(13)21/h10-11,14,21-22H,5-9H2,1-4H3,(H,23,24)/t14-,20+/m0/s1 Key: QRYRORQUOLYVBU-VBKZILBWSA-N ; InChI=1/C20H28O4/c1-11(2)13-10-12-6-7-14-19(3,4)8-5-9-20(14,18(23)24)15(12)17(22)16(13)21/h10-11,14,21-22H,5-9H2,1-4H3,(H,23,24)/t14-,20+/m0/s1 Key: QRYRORQUOLYVBU-VBKZILBWBB;
	SMILES CC(C)C1=C(C(=C2C(=C1)CCC3C2(CCCC3(C)C)C(=O)O)O)O;
Properties
Chemical formula	C20H28O4
Molar mass	332.440 g·mol−1
Melting point	185 to 190 °C (365 to 374 °F; 458 to 463 K)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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	Infobox references

Carnosic acid is a natural benzenediol abietane diterpene found in rosemary (Rosmarinus officinalis) and common sage (Salvia officinalis).[1] Dried leaves of rosemary and sage contain 1.5 to 2.5% carnosic acid.

Carnosic acid and carnosol, a derivative of the acid, are used as antioxidant preservatives in food and nonfood products, where they're labelled as "extracts of rosemary" (E392).[2]

References

Schwarz, Karin; Ternes, Waldemar (1992). "Antioxidative constituents of Rosmarinus officinalis and Salvia officinalis". Zeitschrift für Lebensmittel-Untersuchung und -Forschung. 195 (2): 99–103. doi:10.1007/BF01201766. PMID 1529648.
Birtić, Simona; Dussort, Pierre; Pierre, François-Xavier; Bily, Antoine C.; Roller, Marc (2015-07-01). "Carnosic acid". Phytochemistry. 115: 9–19. doi:10.1016/j.phytochem.2014.12.026. ISSN 0031-9422. PMID 25639596.

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[1] Schwarz, Karin; Ternes, Waldemar (1992). "Antioxidative constituents of Rosmarinus officinalis and Salvia officinalis". Zeitschrift für Lebensmittel-Untersuchung und -Forschung. 195 (2): 99–103. doi:10.1007/BF01201766. PMID 1529648.

[2] Birtić, Simona; Dussort, Pierre; Pierre, François-Xavier; Bily, Antoine C.; Roller, Marc (2015-07-01). "Carnosic acid". Phytochemistry. 115: 9–19. doi:10.1016/j.phytochem.2014.12.026. ISSN 0031-9422. PMID 25639596.