2,4-DIHYDROXY-6-METHYLBENZOIC ACID CAS 480-64-8
Introduction：Basic information about 2,4-DIHYDROXY-6-METHYLBENZOIC ACID CAS 480-64-8, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
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 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) |
| pka | pK (25°) 3.90 |
| form | Solid |
| color | White to Pale Gray |
| Water Solubility | Soluble in water, dimethyl sulfoxide or 100% ethanol. |
| Stability: | Hygroscopic |
| CAS DataBase Reference | 480-64-8 |
Safety Information
| Description | Orsellinic 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. |
| Uses | Orsellinic acid is a benzoic acid compound shown to block PAF-mediated neuronal apoptosis. |
| Definition | ChEBI: A dihydroxybenzoic acid that is 2,4-dihydroxybenzoic acid in which the hydrogen at position 6 is replaced by a methyl group. |
| Biosynthesis | One 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. |
| Synthesis Reference(s) | The Journal of Organic Chemistry, 30, p. 3566, 1965 DOI: 10.1021/jo01021a507 |
| References | [1] VIVEK H KHAMBHATI. First Report of the Production of Mycotoxins and Other Secondary Metabolites by Macrophomina phaseolina (Tassi) Goid. Isolates from Soybeans (Glycine max L.) Symptomatic with Charcoal Rot Disease.[J]. Journal of fungi (Basel, Switzerland), 2020. DOI: 10.3390/jof6040332 [2] T. I. B. LOPES. Radical-scavenging activity of orsellinates.[J]. Chemical & pharmaceutical bulletin, 2008, 7 1: 1551-1554. DOI: 10.1248/cpb.56.1551 [3] SCOTT D. RYAN. Platelet activating factor-induced neuronal apoptosis is initiated independently of its G-protein coupled PAF receptor and is inhibited by the benzoate orsellinic acid[J]. Journal of Neurochemistry, 2007, 103 1: 88-97. DOI: 10.1111/j.1471-4159.2007.04740.x |
2,4-DIHYDROXY-6-METHYLBENZOIC ACID Preparation Products And Raw materials
| Raw materials | Tetraacetic acid-->EVERNIC ACID-->GYROPHORIC ACID-->2 4-DIHYDROXY-6-METHYLBENZALDEHYDE-->EVERNIC ACID-->LECANORIC ACID-->S-(hydrogen malonyl)coenzyme A-->2,4-DIMETHOXY-6-METHYLBENZOIC ACID-->Orcinol-->ACETYL COENZYME A TRILITHIUM SALT TRIHYDRATE-->Carbon dioxide |
| Preparation Products | Ethyl 2,4-dihydroxy-6-methylbenzoate |
