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Carnosic acid information


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
CAS Number
  • 3650-09-7 checkY
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:65585 ☒N
ChEMBL
  • ChEMBL484853 ☒N
ChemSpider
  • 58635 ☒N
ECHA InfoCard 100.110.784 Edit this at Wikidata
PubChem CID
  • 65126
UNII
  • LI791SXT24 ☒N
CompTox Dashboard (EPA)
  • DTXSID20904450 Edit this at Wikidata
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
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).
☒N verify (what is checkY☒N ?)
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]

  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. S2CID 100385294.
  2. ^ Birtić, Simona; Dussort, Pierre; Pierre, François-Xavier; Bily, Antoine C.; Roller, Marc (2015-07-01). "Carnosic acid". Phytochemistry. 115: 9–19. Bibcode:2015PChem.115....9B. doi:10.1016/j.phytochem.2014.12.026. ISSN 0031-9422. PMID 25639596.

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Abietane

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E number

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stabiliser E388 Thiodipropionic acid E389 Dilauryl thiodipropionate E390 Distearyl thiodipropionate E391 Phytic acid E392 Carnosic acid Approved in 2010 E399 Calcium...

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studied in-vitro for anti-cancer effects in various cancer cell types. Carnosic acid List of phytochemicals in food Ai-Hsiang Lo; Yu-Chih Liang; Shoei-Yn...

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Salvin

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(1879–1915) Richard Salvin, Master of University College, Oxford (1547–51) Carnosic acid, a natural chemical compound found in rosemary Thorpe Salvin, village...

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