2,4-DIHYDROXY-6-METHYLBENZOIC ACID

2,4-DIHYDROXY-6-METHYLBENZOIC ACID Basic information
Product Name:2,4-DIHYDROXY-6-METHYLBENZOIC ACID
Synonyms:2,4-DIHYDROXY-6-METHYLBENZOIC ACID;ORSELLINIC ACID;ORSELLINIC ACID MONOHYDRATE;2,4-Dihydroxy-6-methylbenzoic acid hydrate, 97%;2-Methyl-4,6-dihydroxybenzoic acid;6-Methyl-2,4-dihydroxybenzoic acid;Orsellic acid;o-orsellinic acid
CAS:480-64-8
MF:C8H8O4
MW:168.15
EINECS:
Product Categories:Inhibitors;Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts
Mol File:480-64-8.mol
2,4-DIHYDROXY-6-METHYLBENZOIC ACID Structure
2,4-DIHYDROXY-6-METHYLBENZOIC ACID Chemical Properties
Melting point 173-174°C
Boiling point 257.07°C (rough estimate)
density 1.3037 (rough estimate)
refractive index 1.5090 (estimate)
storage temp. Sealed in dry,Room Temperature
solubility Ethyl Acetate (Slightly), Methanol (Slightly)
pkapK (25°) 3.90
form Solid
color White to Pale Gray
Water Solubility Soluble in water, dimethyl sulfoxide or 100% ethanol.
Stability:Hygroscopic
CAS DataBase Reference480-64-8
Safety Information
MSDS Information
2,4-DIHYDROXY-6-METHYLBENZOIC ACID Usage And Synthesis
DescriptionOrsellinic acid is a fungal metabolite and benzoic acid derivative with antioxidant and neuroprotective activities. It scavenges 2,2-diphenyl-1-picrylhydrazyl (DPPH; ) radicals with an IC50 value of 5 mM. Orsellinic acid (1 μg/ml) prevents PARP cleavage induced by platelet-activating factor (PAF) in PC12-AC cells and PAF-induced cytotoxicity in PAF receptor null (Pafr-/-) mouse cerebellar granule cells.
UsesOrsellinic acid is a benzoic acid compound shown to block PAF-mediated neuronal apoptosis.
DefinitionChEBI: A dihydroxybenzoic acid that is 2,4-dihydroxybenzoic acid in which the hydrogen at position 6 is replaced by a methyl group.
BiosynthesisOne of the simplest polyketide derivatives, orsellinic acid is widely distributed in fungi. It is biosynthesised from an acetate starter unit and three malonyl units, as shown in Figure. Intramolecular condensation of the polyketide chain gives orsellinic acid without further modification.
The biosynthesis of orsellinic acid
The biosynthesis of orsellinic acid.

Synthesis Reference(s)The Journal of Organic Chemistry, 30, p. 3566, 1965 DOI: 10.1021/jo01021a507
ETHYL 3,5-DIBROMO-2,4-DIHYDROXY-6-METHYLBENZOATE 2,4-DIHYDROXY-6-METHYLBENZOIC ACID ETHYL ESTER 98+%,2,4-DIHYDROXY-6-METHYLBENZOIC ACID ETHYL ESTER ZEARALANONE 3,7,9-TRIHYDROXY-1-METHYL-6H-DIBENZO[B,D]PYRAN-6-ONE STICTIC ACID Zearalenone PSOROMIC ACID EVERNIC ACID BETA-ZEARALANOL FUMARPROTOCETRARIC ACID ALTENUENE 3-Formyl-2,4-dihydroxy-6-methylbenzoic acid 3-hydroxy-4-(methoxycarbonyl)-2,5-dimethylphenyl ester alternariol monomethyl ether BETA-ZEARALENOL Mycophenolic acid 3,5-Dibromo-2,4-dihydroxy-6-methylbenzoic acid methyl ester ALPHA-ZEARALENOL METHYL 2,4-DIMETHOXY-6-METHYLBENZOATE

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