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C0609

Carnosic acid from Rosmarinus officinalis

Name: Carnosic acid from <I>Rosmarinus officinalis</I>
Brand: SIGMA

≥91%, powder

Synonym(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

Empirical Formula (Hill Notation):

C₂₀H₂₈O₄

CAS Number:

3650-09-7

Molecular Weight:

332.43

NACRES:

NA.25

PubChem Substance ID:

329774804

UNSPSC Code:

12352106

MDL number:

MFCD02259459

Assay:

≥91%

Form:

powder

Quality level:

200

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Quality Level

200

assay

≥91%

form

powder

color

faintly yellow to dark yellow

shipped in

wet ice

storage temp.

−20°C

SMILES string

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

InChI key

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.

Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Gastroprotective effect of carnosic acid gamma-lactone derivatives.

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

Inhibition of the dimerization and active site of HIV-1 protease by secondary metabolites from the Vietnamese mushroom Ganoderma colossum.

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

Chemiluminescence determination of the in vivo and in vitro antioxidant activity of RoseOx and carnosic acid.

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

Carnosic acid inhibits the growth of ER-negative human breast cancer cells and synergizes with curcumin.

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

The biology and chemistry of hyperlipidemia.

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

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Global Trade Item Number

SKU	GTIN
C0609-10MG	04061833450864

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