Carnosic acid

Chemical compound From Wikipedia, the free encyclopedia

Carnosic acid

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.

Quick Facts Names, Identifiers ...
Carnosic acid
Chemical structure of carnosic acid
Chemical structure of carnosic acid
Names
IUPAC name
11,12-Dihydroxyabieta-8,11,13-trien-20-oic acid
Systematic IUPAC name
(4aR,10aS)-5,6-Dihydroxy-1,1-dimethyl-7-(propan-2-yl)-1,3,4,9,10,10a-hexahydrophenanthrene-4a(2H)-carboxylic acid
Other names
Salvin
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.110.784
UNII
  • 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
  • CC(C)C1=C(C(=C2C(=C1)CCC3C2(CCCC3(C)C)C(=O)O)O)O
Properties
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).
N verify (what is YN ?)
Close

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

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