2-(3,4-dimethoxyphenyl)acetic acid

• ChemBase ID: 53493
• Molecular Formular: C10H12O4
• Molecular Mass: 196.19988
• Monoisotopic Mass: 196.07355886
• SMILES: c1(c(ccc(c1)CC(=O)O)OC)OC
• Canonical SMILES: COc1cc(ccc1OC)CC(=O)O
• InChI: InChI=1S/C10H12O4/c1-13-8-4-3-7(6-10(11)12)5-9(8)14-2/h3-5H,6H2,1-2H3,(H,11,12)
• InChIKey: WUAXWQRULBZETB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(3,4-dimethoxyphenyl)acetic acid
• IUPAC Traditional name: 3,4-dimethoxyphenylacetic acid; homoveratric acid
• Synonyms: 3,4-Dimethoxyphenylacetic acid; Homoveratric acid; (3,4-Dimethoxyphenyl)acetic acid; HOMOVERATRIC ACID; 3,4-Dimethoxyphenylacetic acid; Homoveratric acid; 3,4-Dimethoxyphenylacetic acid; 3,4-Dimethoxyphenylacetic acid 98%; 2-(3,4-Dimethoxyphenyl)acetate; 2-(3,4-Dimethoxyphenyl)acetic Acid; 3,4-Dimethoxybenzeneacetic Acid; NSC 2753; NSC 27897; 高藜芦酸; 3,4-二甲氧基苯乙酸; 高藜芦酸; 3,4-二甲氧基苯乙酸

Database IDs

• CAS Number: 93-40-3
• EC Number: 202-244-5
• MDL Number: MFCD00004335
• Beilstein Number: 1110282
• PubChem SID: 24878164; 162058256; 24893270
• PubChem CID: 7139

CALCULATED PROPERTIES

• Acid pKa: 3.8613937
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -0.34727475
• LogD (pH = 7.4): -1.937457
• Log P: 1.2956516
• Molar Refractivity: 50.292 cm^3
• Polarizability: 19.596045 Å^3
• Polar Surface Area: 55.76 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; DMSO; Methanol
• Apperance: off-white powder; White to Off-White Solid
• Melting Point: 95-98°C; 96-98 °C; 96-98 °C(lit.); 96-99°C; 97-99°C

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: IRRITANT; Irritant
• RTECS: AH0675000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37; 36/37/38
• Safety Statements: 26; 26-37
• TSCA Listed: false; 是
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335; H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥97.0% (T); 98%; 99%
• Grade: purum
• Ignition Residue: ≤0.3%
• Linear Formula: (CH3O)2C6H3CH2CO2H

DETAILS

MP Biomedicals - 05207058

MP Biomedicals Rare Chemical collection

Sigma Aldrich - D135909

Packaging
25, 100 g in poly bottle

Toronto Research Chemicals - H669520

Homoveratric Acid is a dopamine metabolite that inhibits brain mitochondrial respiration via monoamine oxidase/H2O2-dependent or non-dependent pathway.

REFERENCES

• Gluck, M.R. et al.: J. Neurochem., 91, 788 (2004)
• Morikawa, N. et al.: J. Neurochem., 66, 1174 (2004)
• Goodwin, B.L. et al.: Xenobiotica, 24, 129 (2004)
• Reacts with formaldehyde in the presence of acid to give an isochromanone: Org. Synth. Coll., 6, 471 (1988):