CARNOSOL Chemical Properties

Melting point:

240～242℃

Boiling point:

524.8±50.0 °C(Predicted)

Density 

1.26±0.1 g/cm3(Predicted)

storage temp. 

Sealed in dry,Store in freezer, under -20°C

solubility 

DMSO:66.0(Max Conc. mg/mL);199.74(Max Conc. mM)

form 

Solid

pka

8.91±0.40(Predicted)

color 

White

biological source

Rosemarinus officinalis L. leaves

InChI

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

InChIKey

XUSYGBPHQBWGAD-PJSUUKDQSA-N

SMILES

C1(C)(C)[C@@]2([H])[C@]3(C(=O)O[C@@]([H])(C2)C2=C3C(O)=C(O)C(C(C)C)=C2)CCC1

LogP

2.832 (est)

Safety Information

Safety Statements 

24/25

WGK Germany 

3

HS Code 

29322090

Hazardous Substances Data

5957-80-2(Hazardous Substances Data)

CARNOSOL Usage And Synthesis

Description

Carnosol is a phytopolyphenol found in Rosemary that functions as an antioxidant, antimicrobial, & anticarcinogen.

Description

Carnosol is a phenol that has been found in rosemary (R. officinalis) and has diverse biological activities. It decreases nitric oxide (NO) production in mouse peritoneal exudate macrophages when used at concentrations ranging from 6 to 25 μM. Carnosol scavenges peroxyl and hydroxyl radicals and inhibits lipid peroxidation in cell-free assays. It inhibits 5-lipoxygenase (5-LO; IC₅₀ = 0.1 μM for the recombinant human enzyme) and the synthesis of leukotrienes in human polymorphonuclear leukocytes (PMNs; IC₅₀ = 7 μM). In vivo, carnosol (200 mg/kg) reduces mammary DNA adduct formation and tumorigenesis in a rat model of DMBA-induced mammary tumorigenesis.

Chemical Properties

White powder

Uses

Carnosol is a phytopolyphenol found in Rosemary that functions as an antioxidant, antimicrobial, & anticarcinogen.

Definition

ChEBI: Carnosol is a diterpenoid.

Cytotoxicity

IC₅₀ (μg/mL): 65 (HL-60), 58 (K562), 50(Hep G2), 48 (MCF-7), 53 (MOLT-4)(Farimani et al. 2012)
IC₅₀ (μg/mL): 61.46 (AGS) (Areche et al.2009)
IC₅₀ (μg/mL): 2 (P388) (Aoyagi et al.2006)
IC₅₀ (μg/mL): 1.19 (A2780), 3.30(SW1573), 8.59 (WiDr), 7.93 (T-47D),1.29 (HBL-100) (Guerrero et al. 2006).

References

[1] MARION MAN-YING CHAN  Hsing I H  Chi Tang Ho. Effects of three dietary phytochemicals from tea, rosemary and turmeric on inflammation-induced nitrite production[J]. Cancer letters, 1995, 96 1: Pages 23-29. DOI: 10.1016/0304-3835(95)03913-h
[2] O I ARUOMA. Antioxidant and pro-oxidant properties of active rosemary constituents: carnosol and carnosic acid.[J]. Xenobiotica, 1992, 22 2: 257-268. DOI: 10.3109/00498259209046624
[3] DANIEL POECKEL . Carnosic acid and carnosol potently inhibit human 5-lipoxygenase and suppress pro-inflammatory responses of stimulated human polymorphonuclear leukocytes[J]. Biochemical pharmacology, 2008, 76 1: Pages 91-97. DOI: 10.1016/j.bcp.2008.04.013
[4] KEITH SINGLETARY  Matthew W  Christopher MacDonald. Inhibition by rosemary and carnosol of 7,12-dimethylbenz[a]anthracene (DMBA)-induced rat mammary tumorigenesis and in vivo DMBA-DNA adduct formation[J]. Cancer letters, 1996, 104 1: Pages 43-48. DOI: 10.1016/0304-3835(96)04227-9

CARNOSOL(5957-80-2)Related Product Information

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