C9617
Carnosol
Synonym(s):
Picrosalvin
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About This Item
Empirical Formula (Hill Notation):
C20H26O4
CAS Number:
Molecular Weight:
330.42
NACRES:
NA.25
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
biological source
Rosemarinus officinalis L.
Quality Level
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
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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
A phenolic diterpene with antioxidant and anticarcinogenic activities.
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.
signalword
Warning
hcodes
pcodes
Hazard Classifications
Skin Sens. 1
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Marcos Roberto de Oliveira
Molecular neurobiology, 53(9), 6155-6168 (2016-11-01)
Carnosic acid (CA) and carnosol are the major diterpenes found in Rosmarinus officinalis (rosemary), a culinary spice. CA and carnosol account for over 90 % of its anti-oxidant activity in rosemary leaves. The diterpenes exert anti-oxidant, anti-inflammatory, and anti-carcinogenic activities, and
The anticancer molecular mechanism of Carnosol in human cervical cancer cells: An in vitro study
Hafidha RR and Abdulamirb AS
Asia-Pacific Journal of Molecular Biology and Biotechnology, 88-98 (2020)
Lucia Cattaneo et al.
PloS one, 10(7), e0132439-e0132439 (2015-07-16)
Rosemary (Rosmarinus officinalis L.) has been used since ancient times in traditional medicine, while nowadays various rosemary formulations are increasingly exploited by alternative medicine to cure or prevent a wide range of health disorders. Rosemary's bioproperties have prompted scientific investigation
Saeed Samarghandian et al.
BMC complementary and alternative medicine, 17(1), 249-249 (2017-05-06)
Oxidative stress through chronic stress destroys the brain function. There are many documents have shown that carnosol may have a therapeutic effect versus free radical induced diseases. The current research focused the protective effect of carnosol against the brain injury
Trude Rakel Balstad et al.
Molecular nutrition & food research, 55(2), 185-197 (2010-09-10)
Cytoprotective gene products, e.g. phase II - and antioxidant enzymes, are important in cellular redox homeostasis. A common feature of these genes is binding sites for transcription factor nuclear factor erythroid-2-related factor 2 (Nrf2), named electrophile response elements (EpREs) within
Global Trade Item Number
| SKU | GTIN |
|---|---|
| C9617-5MG | 04061833530948 |
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