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C9617

Sigma-Aldrich

Carnosol

Sinonimo/i:

Picrosalvin

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About This Item

Formula empirica (notazione di Hill):
C20H26O4
Numero CAS:
5957-80-2
Peso molecolare:
330.42
Numero MDL:
MFCD02752467
Codice UNSPSC:
12352100
ID PubChem:
329775081
NACRES:
NA.25

Origine biologica

Rosemarinus officinalis L.

Forma fisica

powder

applicazioni

metabolomics
vitamins, nutraceuticals, and natural products

Condizioni di spedizione

dry ice

Temperatura di conservazione

−20°C

Stringa SMILE

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
XUSYGBPHQBWGAD-PJSUUKDQSA-N

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Descrizione generale

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.

Applicazioni

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)

Azioni biochim/fisiol

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.

Pittogrammi

Exclamation mark
GHS07

Avvertenze

Warning

Indicazioni di pericolo

H317

Consigli di prudenza

P280 - P302 + P352

Classi di pericolo

Skin Sens. 1

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Certificati d'analisi (COA)

Cerca il Certificati d'analisi (COA) digitando il numero di lotto/batch corrispondente. I numeri di lotto o di batch sono stampati sull'etichetta dei prodotti dopo la parola ‘Lotto’ o ‘Batch’.

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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)
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
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
N Mulinacci et al.
Talanta, 85(1), 167-176 (2011-06-08)
The Rosmarinus officinalis L. is widely known for its numerous applications in the food field but also for the increasing interest in its pharmaceutical properties. Two groups of compounds are mainly responsible for the biological activities of the plant: the
Yosei Tamaki et al.
Planta medica, 76(7), 683-688 (2009-11-27)
In our previous studies, we have reported that carnosic acid (CA) and carnosol (CS) originating from rosemary protects cortical neurons by inducing phase 2 enzymes, the induction of which was initiated by activation of the Keap1/Nrf2 pathway , , .
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