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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)

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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
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)
Riham Salah El Dine et al.
Journal of natural products, 72(11), 2019-2023 (2009-10-10)
A new farnesyl hydroquinone, ganomycin I (1), was isolated along with ganomycin B (2) from the chloroform extract of the fruiting bodies of the Vietnamese mushroom Ganoderma colossum. These compounds inhibited HIV-1 protease with IC50 values of 7.5 and 1.0
Mariano Walter Pertino et al.
Journal of natural products, 73(4), 639-643 (2010-04-03)
Carnosic acid (1) has been shown to possess gastroprotective activity in vitro and in vivo. However, little is known of the gastroprotective effect or cytotoxicity of carnosic acid gamma-lactone (3). To determine structure-activity relationships, a series of 17 esters of
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