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C0609

Sigma-Aldrich

Carnosic acid from Rosmarinus officinalis

≥91%, powder

Synonyme(s) :

(4AR,10aS)-5,6-dihydroxy-1,1-dimethyl-7-propan-2-yl-2,3,4,9,10,10a-hexahydrophenanthrene-4a-carboxylic acid

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About This Item

Formule empirique (notation de Hill):
C20H28O4
Numéro CAS:
3650-09-7
Poids moléculaire :
332.43
Numéro MDL:
MFCD02259459
Code UNSPSC :
12352106
ID de substance PubChem :
329774804
Nomenclature NACRES :
NA.25

Niveau de qualité

200

Pureté

≥91%

Forme

powder

Couleur

faintly yellow to dark yellow

Conditions d'expédition

wet ice

Température de stockage

−20°C

Chaîne SMILES 

CC(C)c1cc2CC[C@H]3C(C)(C)CCC[C@]3(C(O)=O)c2c(O)c1O

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

Clé InChI

QRYRORQUOLYVBU-VBKZILBWSA-N

Application

Carnosic acid from Rosmarinus officinalis is used to study its mechanisms as an antioxidant that protects lipids from peroxidation and proteins from carbonylation. Carnosic acid is used to assess its neuroprotective activies including its ability to modulate the neurotoxic effects of 6-hydroxydopamine (6-OHDA). Carnosic acid may also be used to study it anticancer potential.
Phenolic compound that is naturally occurring with antioxidant properties. Inhibits lipid peroxidation which is caused by NADH or NADPH oxidation.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

Tayebeh Rezaie et al.
Investigative ophthalmology & visual science, 53(12), 7847-7854 (2012-10-20)
The herb rosemary has been reported to have antioxidant and anti-inflammatory activity. We have previously shown that carnosic acid (CA), present in rosemary extract, crosses the blood-brain barrier to exert neuroprotective effects by upregulating endogenous antioxidant enzymes via the Nrf2
Linda Saxe Einbond et al.
Fitoterapia, 83(7), 1160-1168 (2012-07-26)
Studies indicate that extracts and purified components, including carnosic acid, from the herb rosemary display significant growth inhibitory activity on a variety of cancers. This paper examines the ability of rosemary/carnosic acid to inhibit the growth of human breast cancer
Kishor S Jain et al.
Bioorganic & medicinal chemistry, 15(14), 4674-4699 (2007-05-25)
Coronary arterial diseases are responsible for more deaths than all other associated causes combined. Elevated serum cholesterol levels leading to atherosclerosis can cause coronary heart disease (CHD). Reduction in serum cholesterol levels reduces the risk for CHD, substantially. Medicinal chemists
Carnosic acid attenuates lipopolysaccharide-induced liver injury in rats via fortifying cellular antioxidant defense system.
Xiang Q, Liu Z, Wang Y, Xiao H, et al.
Food And Chemical Toxicology (2012)
A I Kuzmenko et al.
Journal of photochemistry and photobiology. B, Biology, 48(1), 63-67 (1999-04-17)
Lipid free-radical oxidation has been studied in vivo in the mitochondrial fractions of the liver of rats fed RoseOx (carnosic acid nutritional supplement) by measuring chemiluminescence. The kinetics of the lipid chemiluminescence in rats fed RoseOx are significantly different from
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