Chemical Property of Atranorin
Chemical Property:
- Vapor Pressure:4.34E-12mmHg at 25°C
- Melting Point:156-158°C
- Boiling Point:535.7°C at 760 mmHg
- Flash Point:189.3°C
- PSA：130.36000
- Density:1.404g/cm3
- LogP:2.54690
- XLogP3:4.3
- Hydrogen Bond Donor Count:3
- Hydrogen Bond Acceptor Count:8
- Rotatable Bond Count:6
- Exact Mass:374.10016753
- Heavy Atom Count:27
- Complexity:564
- Purity/Quality:
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≥98% *data from raw suppliers
Atranorin *data from reagent suppliers
Safty Information:
- Pictogram(s):
A poison by skin contact. A skin irritant.
- Hazard Codes:A poison by skin contact. A skin irritant.
- MSDS Files:
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SDS file from LookChem
Useful:
- Canonical SMILES:CC1=CC(=C(C(=C1C(=O)OC2=C(C(=C(C(=C2)C)C(=O)OC)O)C)O)C=O)O
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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.
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Uses
antinociceptive, antiinflammatory, antibacterial 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.
