Carnosic acid

Carnosic acid
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 Y=
PubChem	65126
ChemSpider	58635 N
ChEBI	CHEBI:65585 N
ChEMBL	CHEMBL484853 N
Jmol-3D images	Image 1
SMILES CC(C)C1=C(C(=C2C(=C1)CCC3C2(CCCC3(C)C)C(=O)O)O)O
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 N Key: QRYRORQUOLYVBU-VBKZILBWSA-N 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
Properties
Molecular formula	C20H28O4
Molar mass	332.42 g/mol
Melting point	185–190 °C
N (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
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 has medicinal properties, is a potent antioxidant and protects skin cells against UV-A radiation (photoprotection). Studies in animals have also found a protection against carcinogens.

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).^{[citation needed]}

References