ATRANORIN Chemical Properties

Melting point:

156-158°C

storage temp. 

Store at -20°C

solubility 

Chloroform: soluble,DMSO: soluble

form 

A crystalline solid

LogP

6.140 (est)

Safety Information

Toxicity

skn-gpg 5% CODEDG 11,168,1984

ATRANORIN Usage And Synthesis

Description

Atranorin is a depside lichen metabolite that has been found in S. alpinum and has diverse biological activities. It is active against the bacteria B. cereus, B. subtilis, S. aureus, S. faecalis, P. vulgaris, L. monocytogenes, and A. hydrophila (MICs = 1.67, 0.38, 26.7, 13.4, 3.34, 9.83, and 1.67 mM, respectively), the fungi C. albicans and C. glabrata (MIC = 26.7 mM for both), as well as the mycobacterium M. aurum (MIC = 250 μg/ml). Atranorin is cytotoxic to A270, HL-60, and Jurkat cancer cells (IC₅₀s = 197.9, 93.5, and 181.6 μM, respectively) but not HeLa, MCF-7, SK-BR-3, or HT-29 cancer cells (IC₅₀s = >200 μM). It inhibits acetic acid-induced writhing in mice when administered orally at doses of 200 and 400 mg/kg. Atranorin (200 and 400 mg/kg, p.o.) also reduces paw licking and biting in the second, but not first, phase of the formalin test when administered 30 minutes prior to formalin in mice.

Uses

antinociceptive, antiinflammatory, antibacterial

Uses

Component in extracts of oak moss used as fragrance. Atranorin is a derivative compound of Chloratranorin (C364120), which are metabolites of Evernia prunastri and functions as antioxidant, antimicrobial and potential anticancer agents.

Definition

ChEBI: Atranorin is a carbonyl compound.

Hazard

A poison by skin contact. A skin irritant.

Safety Profile

A poison by skin contact. A skin irritant. When heated to decomposition it emits acrid smoke and irritating vapors.

ATRANORIN(479-20-9)Related Product Information

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• 3-Hydroxyphenyl acetate
• 4-Methoxy-3-methylbenzoic acid
• RESORCINOL MONOBENZOATE
• 3-Benzyloxyphenol
• P-TOLYL BENZOATE
• METHYL 2,4-DIHYDROXY-3,6-DIMETHYLBENZOATE
• METHYL 4-BENZYLOXYBENZOATE
• 2,5-Dimethylphenol
• 2,3,6-Trimethylphenol
• 2,4-DIHYDROXY-3,6-DIMETHYLBENZOIC ACID
• 4-METHOXY-2-METHYLBENZALDEHYDE
• 4-HYDROXY-3-METHYL-BENZOIC ACID METHYL ESTER
• 4-BENZYLOXY-2-HYDROXYBENZALDEHYDE
• Methyl salicylate
• ATRANORIN
• 4-BENZYLOXYBENZYL ALCOHOL