ATRANORIN

For Research Use Only.
Category
Phenols
Cat.No.
NP4582
CAS
479-20-9
Product Name
ATRANORIN
Structure

Product Details

Description
Atranorin, which can be found in the herbs of Parmelia tinctorum Despr, has a relevant redox-active action, acting as a pro-oxidant or antioxidant agent depending on the radical. Also, it will exert cytoprotective effects on cells under oxidative stress induced by H(2)O(2). It was found to be more efficient at equitoxic doses and correlated more strongly with an increased number of floating cells or a higher apoptotic index. It also exhibited significant anti-inflammatory activity in the acute model of inflammation (leukocyte migration to the peritoneal cavity), carrageenan- and arachidonic acid-induced hind paw edema in rats. Besides, Atranorin exhibited a dose-dependent antioxidant activity in vitro, as assessed by total radical-trapping antioxidant parameter and total antioxidant reactivity assays.
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
IUPAC Name
(3-hydroxy-4-methoxycarbonyl-2,5-dimethylphenyl) 3-formyl-2,4-dihydroxy-6-methylbenzoate
Molecular Weight
374.4
Molecular Formula
C19H18O8
Canonical SMILES
CC1=CC(=C(C(=C1C(=O)OC2=C(C(=C(C(=C2)C)C(=O)OC)O)C)O)C=O)O
InChI
1S/C19H18O8/c1-8-5-12(21)11(7-20)17(23)15(8)19(25)27-13-6-9(2)14(18(24)26-4)16(22)10(13)3/h5-7,21-23H,1-4H3
InChIKey
YLOYKYXNDHOHHT-UHFFFAOYSA-N
Melting Point
156-158°C
Purity
>98%
Solubility
Soluble in methanol, chloroform, acetone
Appearance
Powder
Application
Antinociceptive/antiinflammatory/antibacterial
EINECS
207-527-7
Refractive Index
1.644
Toxicity
skn-gpg 5% CODEDG 11,168,1984
Uses
antinociceptive, antiinflammatory, antibacterial
Water Solubility
Slightly soluble in water
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