| Identification | Back Directory | [Name]
METHYL ORSELLINATE | [CAS]
3187-58-4 | [Synonyms]
Methyl o-orsellinate
Orsellinic acid methyl
o-Orsellinic acid methyl
6-Methyl-β-resorcylicacidmethyl
6-Methyl-β-resorcylic acid methyl
BENZOIC ACID,2,4-DIHYDROXY-6-METHYL-, METHYL ESTER | [Molecular Formula]
C9H10O4 | [MDL Number]
MFCD00184668 | [MOL File]
3187-58-4.mol | [Molecular Weight]
182.17 |
| Chemical Properties | Back Directory | [Melting point ]
141-142℃ | [Boiling point ]
339℃ | [density ]
1.296 | [Fp ]
138℃ | [storage temp. ]
2-8°C | [solubility ]
Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly) | [form ]
Solid | [pka]
8.27±0.23(Predicted) | [color ]
White to Off-White | [InChI]
InChI=1S/C9H10O4/c1-5-3-6(10)4-7(11)8(5)9(12)13-2/h3-4,10-11H,1-2H3 | [InChIKey]
NCCWCZLEACWJIN-UHFFFAOYSA-N | [SMILES]
C(OC)(=O)C1=C(C)C=C(O)C=C1O | [LogP]
2.380 (est) | [EPA Substance Registry System]
Benzoic acid, 2,4-dihydroxy-6-methyl-, methyl ester (3187-58-4) |
| Hazard Information | Back Directory | [Uses]
Methyl 2,4-Dihydroxy-6-methylbenzoate is a useful synthetic intermediate in the synthesis of Grifolic Acid (G786500); a selective partial GPR120 agonist. Grifolic Acid induces ERK and [Ca2+]i responses in cells expressing GPR120, but has no effects on those expressing GPR40. | [Definition]
ChEBI: Orsellinic acid methyl ester is a hydroxybenzoic acid. It has a role as a metabolite. | [Biochem/physiol Actions]
Methyl orsellinate, an antifungal compound, is produced during submerged culture from Sparassis crispa. Methyl orsellinate have appeared to have higher antifungal activity than sparassol. Methyl orsellinate is a phytotoxic compound; it can cause significant inhibition of radicle growth of Amaranthus hypochondriacus and Echinochloa crus-galli, interact with bovine-brain calmodulin and inhibit the activation of the calmodulin-dependent enzyme cAMP phosphodiesterase. It could inhibit PTP1B activity with 50% inhibitory concentration values of 277 +/- 8.6 microM; the selective inhibition of PTP1B has been widely recognized as a potential drug target for the treatment of type 2 diabetes and obesity; methyl orsellinate may treat the type 2 diabetes and obesity. |
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