methyl 2,4-dihydroxy-3,6-dimethylbenzoate

• ChemBase ID: 119528
• Molecular Formular: C10H12O4
• Molecular Mass: 196.19988
• Monoisotopic Mass: 196.07355886
• SMILES: c1(c(c(c(cc1C)O)C)O)C(=O)OC
• Canonical SMILES: COC(=O)c1c(C)cc(c(c1O)C)O
• InChI: InChI=1S/C10H12O4/c1-5-4-7(11)6(2)9(12)8(5)10(13)14-3/h4,11-12H,1-3H3
• InChIKey: UUQHKWMIDYRWHH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 2,4-dihydroxy-3,6-dimethylbenzoate
• IUPAC Traditional name: methyl 2,4-dihydroxy-3,6-dimethylbenzoate
• Synonyms: Methyl atratate; methyl 2,4-dihydroxy-3,6-dimethylbenzoate; Methyl atratate; Verymoss; Evernilox; Rionyl; Evernyl; Veramoss; Orsellinate-Beta-methyl; Atraric acid; 2,4-二羟基-3,6-二甲基苯甲酸甲酯

Database IDs

• CAS Number: 4707-47-5
• EC Number: 225-193-0
• MDL Number: MFCD00157202
• PubChem SID: 162107646; 24902094
• PubChem CID: 78435
• Flavis Number: 9.623

CALCULATED PROPERTIES

• Acid pKa: 9.107985
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 3.0463285
• LogD (pH = 7.4): 3.0380628
• Log P: 3.0464349
• Molar Refractivity: 52.1275 cm^3
• Polarizability: 19.533264 Å^3
• Polar Surface Area: 66.76 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder
• Melting Point: 141-146 °C(lit.)

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 2
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥98%; 98%
• Biological Source: Major odoriferous constit. of oakmoss Evernia prunastri. Also found in Xylosma velutina, Dianella revoluta, Parmelia nepalensis and Parmelia tinctorum
• Application(s): Antibacterial; Flavor and fragrance agent; Fungicide; Used in perfumery
• Empirical Formula (Hill Notation): C10H12O4

DETAILS

Sigma Aldrich - W523305

Packaging
1 kg in poly bottle
1 sample in glass bottle
5, 10 kg in fiber drum

REFERENCES

• 1. Ingolfsdottir K, Bloomfield SF, Hylands PJ.In vitro evaluation of the antimicrobial activity of lichen metabolites as potential preservatives. Antimicrob Agents Chemother. 1985 Aug;28(2):289-92.
• 2. S. Malhotra, R. Subban & A. Singh Lichens- Role in Traditional Medicine and Drug Discovery. The Internet Journal of Alternative Medicine. 2008 Volume 5 Number 2