4-hydroxy-3-methoxybenzoic acid

• ChemBase ID: 68540
• Molecular Formular: C8H8O4
• Molecular Mass: 168.14672
• Monoisotopic Mass: 168.04225874
• SMILES: C(=O)(c1cc(c(cc1)O)OC)O
• Canonical SMILES: COc1cc(ccc1O)C(=O)O
• InChI: InChI=1S/C8H8O4/c1-12-7-4-5(8(10)11)2-3-6(7)9/h2-4,9H,1H3,(H,10,11)
• InChIKey: WKOLLVMJNQIZCI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-hydroxy-3-methoxybenzoic acid
• IUPAC Traditional name: vanillic acid
• Synonyms: 2-Methoxy-4-carboxyphenol; 3-Methoxy-4-hydroxybenzoic Acid; NSC 3987; NSC 674322; VA; m-Methoxy-p-hydroxy-benzoic Acid; 4-Hydroxy-3-methoxybenzoic acid; 4-Hydroxy-3-methoxybenzoic acid; VANILLIC ACID; Vanillic acid; 4-Hydroxy-m-anisic acid; Vanillate; Vanillic acid; 4-羟基-3-甲氧基苯甲酸; 香草酸

Database IDs

• CAS Number: 10386-28-4; 134-20-3; 121-34-6
• EC Number: 204-466-8
• MDL Number: MFCD00002551
• Beilstein Number: 2208364
• Merck Index: 149931
• PubChem SID: 162034271; 24890055; 24895581
• PubChem CID: 8468
• CHEBI ID: 30816
• CHEMBL: 120568
• Chemspider ID: 8155
• Wikipedia Title: Vanillic_acid
• Council of Europe Number: 0697
• Flavis Number: 8.043

CALCULATED PROPERTIES

• Acid pKa: 4.155416
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -0.19138381
• LogD (pH = 7.4): -1.8944427
• Log P: 1.1695921
• Molar Refractivity: 41.7583 cm^3
• Polarizability: 15.851345 Å^3
• Polar Surface Area: 66.76 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Pale Beige Solid; Powder; White to light yellow powder or crystals
• Melting Point: 208-210 °C(lit.); 208-211 °C; 209-211°C; 210-213°C; 210–213 °C; 210-218°C; 212 - 213°C
• Hydrophobicity(logP): 1.355

Safety Information

• Storage Condition: Refrigerator; Room Temperature (15-30°C)
• Storage Warning: IRRITANT; Irritant
• RTECS: YW5300000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 1
• Risk Statements: 36/37/38
• Safety Statements: 26-37
• TSCA Listed: false; 是
• GHS Pictograms: GHS07
• NFPA704:
  

  0

  1

  0
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: 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%; ≥97.0% (HPLC); 95%; 95+%; 97%; 98%
• Grade: certified reference material; purum; TraceCERT®
• Ignition Residue: ≤0.1%
• Linear Formula: HOC6H3(OCH3)CO2H
• Classification: Genuine Natural Compounds

DETAILS

MP Biomedicals - 02103247

Crystalline

MP Biomedicals - 05201872

MP Biomedicals Rare Chemical collection

Sigma Aldrich - H36001

Packaging
25, 100 g in poly bottle

Sigma Aldrich - 68654

General description
Certified content by quantitative NMR incl. uncertainty and expiry are given in the certificate.Download your certificate at: http://www.sigma-aldrich.com.
Legal Information
TraceCERT is a registered trademark of Sigma-Aldrich Co. LLC

Toronto Research Chemicals - V097350

Vanillin, a compound widely used in foods, beverages, cosmetics and drugs, has been reported to exhibit multifunctional effects such as antimutagenic, antiangiogenetic, anti-colitis, anti-sickling, and antianalgesic effects. However, results of studies on

REFERENCES

• Ohta, T., et al.: Food Chem. Toxicol., 24, 51 (1986)
• Zhou, Y., et al.: Biochem. Pharmacol., 42, 1177 (1986)
• Santos, J., et al.: Mutat. Res., 444, 355 (1986)