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49702

Supelco

Carnosol

analytical standard

Synonym(s):

Picrosalvin

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About This Item

Empirical Formula (Hill Notation):
C20H26O4
CAS Number:
Molecular Weight:
330.42
MDL number:
UNSPSC Code:
85151701
PubChem Substance ID:
NACRES:
NA.24

biological source

Rosemarinus officinalis L. leaves

Quality Level

grade

analytical standard

Assay

≥98.0% (HPLC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

food and beverages

format

neat

storage temp.

−20°C

SMILES string

CC(C)c1cc2[C@@H]3C[C@H]4C(C)(C)CCC[C@]4(C(=O)O3)c2c(O)c1O

InChI

1S/C20H26O4/c1-10(2)11-8-12-13-9-14-19(3,4)6-5-7-20(14,18(23)24-13)15(12)17(22)16(11)21/h8,10,13-14,21-22H,5-7,9H2,1-4H3/t13-,14-,20+/m0/s1

InChI key

XUSYGBPHQBWGAD-PJSUUKDQSA-N

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General description

Carnosol is a naturally occurring phyto polyphenolor phenolic diterpene, found in rosemary, which can show a broad spectrum of applications as a an antioxidant, anticancer agent and anti-inflammatory agent.
Carnosol is one of the phenolic antioxidants present in extracts of the herb rosemary (Rosmarinus officinalis). Carnosol inhibits the formation of tumors derived using irritants such as TPA and DMBA in murine models of carcinogenesis.The effective dose reported is 1-10 μM topically or 6 μg/ml when added to supernatants of cultured cells.Addition of rosemary extracts to the diet as a 1% supplement by weight was also found to decrease the frequency of DMBA-DNA adducts.

Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Biochem/physiol Actions

A phenolic diterpene with antioxidant and anticarcinogenic activities.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

This compound is commonly found in plants of the genus: salvia

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Skin Sens. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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Shiu-Chen Huang et al.
Biochemical pharmacology, 69(2), 221-232 (2005-01-04)
Carnosol, a constant constituent of Rosmarinus officinalis extracts, is a phenolic diterpene shown to have antioxidant and anticarcinogen properties. In our studies, carnosol inhibited the invasion of highly metastatic mouse melanoma B16/F10 cells in vitro. First, the antimetastatic potentials of
Carnosol: a promising anti-cancer and anti-inflammatory agent
Johnson.JJ
Cancer Letters, 305, 1-7 (2011)
Ai-Hsiang Lo et al.
Carcinogenesis, 23(6), 983-991 (2002-06-26)
Carnosol is a naturally occurring phytopolyphenol found in rosemary. Carnosol functions as antioxidant and anticarcinogen. In the present study, we compared the antioxidant activity of carnosol and other compounds extracted from rosemary. Carnosol showed potent antioxidative activity in alpha,alpha-diphenyl-beta-picrylhydrazyl (DPPH)
Masahiro Tada et al.
Chemical & pharmaceutical bulletin, 58(1), 27-29 (2010-01-05)
Carnosic acid (2), a major anti-oxidant in rosemary (Rosmarinus officinalis), was synthesized from pisiferic acid (1), the major constituent of Sawara (Chamaecyparis pisifera), via ortho-oxidation of the phenol using meta-chlorobenzoyl peroxide (mCBPO), chloroacetyl meta-chlorobenzoyl peroxide (CAMCBPO) or 2-iodoxybenzoic acid (IBX).
Tomoko Kayashima et al.
Bioscience, biotechnology, and biochemistry, 76(1), 115-119 (2012-01-11)
Carnosic acid, a diterpene in rosemary, is considered to be beneficial in the prevention of chronic neurodegenerative diseases. Recently, it has been found that drugs with antiangiogenic activity lower the risk of neurodegenerative diseases. Thus it is of interest whether

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