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
ChEBI	CHEBI:65585
ChEMBL	ChEMBL484853
ChemSpider	58635
Jmol interactive 3D	Image
PubChem	65126
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	332.44 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 or sage contain 1.5 to 2.5% carnosic acid.

Carnosic acid is used as a preservative or antioxidant in food and nonfood products (e.g. toothpaste, mouthwash and chewing gum -in which it has an antimicrobial effect on the microbes responsible for bad breath- or skin care products).

References

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