Carnosic acid

Names

[ Name ]:
Carnosic acid

[Synonym ]:
Salvin
4a(2H)-Phenanthrenecarboxylic acid, 1,3,4,9,10,10a-hexahydro-5,6-dihydroxy-1,1-dimethyl-7-(1-methylethyl)-, (4aR,10aS)-
Carnosic acid
RoseOx
11,12-Dihydroxyabieta-8,11,13-trien-20-oic acid
Carnosic acid
(4aR,10aS)-5,6-dihydroxy-1,1-dimethyl-7-propan-2-yl-2,3,4,9,10,10a-hexahydrophenanthrene-4a-carboxylic acid
MFCD02259459
Carsonic acid
Carnosolic Acid

Biological Activity

[Description]:

Carnosic acid has demonstrated inhibition of oxidative stress and inflammation, suppression of cell proliferation, and antibacterial activity.

[Related Catalog]:

Signaling Pathways >> Others >> Others

Research Areas >> Inflammation/Immunology

Research Areas >> Cancer

Natural Products >> Terpenoids and Glycosides

[In Vitro]

Carnosic acid, a phenolic diterpene, is enriched in the leaves of Lamiaceae plants, and is particularly high in dried leaves of Rosmarinus officinalis L. and Salvia officinalis. Carnosic acid has demonstrated inhibition of oxidative stress and inflammation, suppression of cell proliferation, and antibacterial activity. It is widely reported that Carnosic acid has a therapeutic potential in different types of cancer, mostly based on in vitro experiments. Carnosic acid has also shown neuroprotective effects in experimental models of neurodegenerative diseases, mainly through activation of the antioxidant NRF2/ARE pathway[1].

[References]

[1]. Yesil-Celiktas O, et al. Inhibitory effects of rosemary extracts, carnosic acid and rosmarinic acid on the growth of various human cancer cell lines. Plant Foods Hum Nutr. 2010 Jun;65(2):158-63.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
506.4±50.0 °C at 760 mmHg

[ Melting Point ]:
190 °C

[ Molecular Formula ]:
C₂₀H₂₈O₄

[ Molecular Weight ]:
332.434

[ Flash Point ]:
274.2±26.6 °C

[ Exact Mass ]:
332.198761

[ PSA ]:
77.76000

[ LogP ]:
4.93

[ Vapour Pressure ]:
0.0±1.4 mmHg at 25°C

[ Index of Refraction ]:
1.576

[ Storage condition ]:
−20°C

MSDS

Click to get detail MSDS

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Hazard Codes ]:
Xn

[ Safety Phrases ]:
S22-S24/25

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Articles

Redox-dependent induction of antioxidant defenses by phenolic diterpenes confers stress tolerance in normal human skin fibroblasts: Insights on replicative senescence.

Free Radic. Biol. Med. 83 , 262-72, (2015)

Mild stress-induced hormesis represents a promising strategy for targeting the age-related accumulation of molecular damage and, therefore, for preventing diseases and achieving healthy aging. Fruits,...

Carnosol Is a Potent Lung Protective Agent: Experimental Study on Mice.

Transplant. Proc. 47 , 1657-61, (2015)

Oxidative stress has been implicated in various disease states and ischemia/reperfusion injury is a direct consequence of oxidative stress in lung transplantation. Because the success rate of organ tr...

Enhanced Eryptosis Following Exposure to Carnosic Acid.

Cell Physiol. Biochem. 37 , 1779-91, (2015)

The phenolic abietane diterpene component of rosemary and sage, carnosic acid, may either induce or inhibit apoptosis of nucleated cells. The mechanisms involved in the effects of carnosic acid includ...