2,4-DIHYDROXY-6-METHYLBENZOIC ACID

CAS NO.：480-64-8
Empirical Formula: C8H8O4
Molecular Weight: 168.15
MDL number: MFCD00210536
SAFETY DATA SHEET (SDS)
Update Date: 2024-11-07 21:39:59

What is 2,4-DIHYDROXY-6-METHYLBENZOIC ACID?

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.

The Uses of 2,4-DIHYDROXY-6-METHYLBENZOIC ACID

Orsellinic acid is a benzoic acid compound shown to block PAF-mediated neuronal apoptosis.

What are the applications of Application

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

Properties of 2,4-DIHYDROXY-6-METHYLBENZOIC ACID

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)
form	Solid
pka	pK (25°) 3.90
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 for 2,4-DIHYDROXY-6-METHYLBENZOIC ACID

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes	P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P304+P340:IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. P405:Store locked up.