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| | ATRANORIN Basic information |
| Product Name: | ATRANORIN | | Synonyms: | PARMELIN;USNARIN;ATRANORIN;3-hydroxy-4-(methoxycarbonyl)-2,5-dimethylphenyl 3-formyl-2,4-dihydroxy-6-methylbenzoate;3-Formyl-2,4-dihydroxy-6-methylbenzoic acid 3-hydroxy-4-(methoxycarbonyl)-2,5-dimethylphenyl ester;NSC-685591;ATRANORIN(P);Atrarin | | CAS: | 479-20-9 | | MF: | C19H18O8 | | MW: | 374.34 | | EINECS: | 207-527-7 | | Product Categories: | | | Mol File: | 479-20-9.mol |  |
| | 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) |
| 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 Preparation Products And Raw materials |
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