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Carnosol

Name: Carnosol
Brand: SIGMA

Synonym(s):

Picrosalvin

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About This Item

Empirical Formula (Hill Notation):

C₂₀H₂₆O₄

CAS Number:

5957-80-2

Molecular Weight:

330.42

NACRES:

NA.25

PubChem Substance ID:

329775081

UNSPSC Code:

12352100

MDL number:

MFCD02752467

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Properties

biological source

Rosemarinus officinalis L.

Quality Segment

200

form

powder

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

shipped in

dry ice

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

Description

General description

Carnosol (CAR) is an ortho-diphenolic diterpene, extracted from the Mediterranean dietary herb Rosmarinus officinalis L. (rosemary). It was first isolated from the Salvia carnosa (Sage) plant. Carnosol is also a pro-electrophilic molecule.

Application

Carnosol has been used as an anti-cancer agent:

to test its anti-cancer and anti-proliferative activities on cancer stem-like cells (CSCs) and Glioblastoma multiforme (GBM) cells
to inspect its anti-carcinogenic effects on nineteen genes involved in up-and down-regulation of different genetic carcinogenesis pathways and on HeLa cells in human cervical cancer model
as a reference standard to identify and quantify the metabolites of rosemary extract using liquid chromatography coupled to tandem mass spectrometry (LC/ESI-MS/MS)

Biochem/physiol Actions

Carnosol together with carnosic acid (CA) accounts for 90% of the antioxidant activity of rosemary leaves. It exerts neuroprotective properties and protects against neuroinflammation, and oxidative stress-induced brain damage under chronic stress conditions. Carnosol is a strong chemo-therapeutic agent studied for several types of cancer like breast, leukemia, skin, prostate, and colon. It is also an antimicrobial agent.

A phenolic diterpene with antioxidant and anticarcinogenic activities.

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This Item	49702	R4033	PHR2208
Sigma-Aldrich C9617 Carnosol	Supelco 49702 Carnosol	Sigma-Aldrich R4033 Rosmarinic acid	Supelco PHR2208 Carnosic Acid
description -	description analytical standard	description ≥98% (HPLC), from Rosemarinus officinalis L.	description Pharmaceutical Secondary Standard; Certified Reference Material
form powder	form -	form powder	form powder
biological source Rosemarinus officinalis L.	biological source Rosemarinus officinalis L. leaves	biological source Rosemarinus officinalis L.	biological source -
Quality Level 200	Quality Level 100	Quality Level 100	Quality Level 300
application(s) metabolomics vitamins, nutraceuticals, and natural products	application(s) food and beverages	application(s) metabolomics vitamins, nutraceuticals, and natural products	application(s) pharmaceutical small molecule
storage temp. −20°C	storage temp. −20°C	storage temp. 2-8°C	storage temp. -10 to -25°C
shipped in dry ice	shipped in -	shipped in -	shipped in -