1-(4-hydroxy-3-methoxyphenyl)ethan-1-one

• ChemBase ID: 83879
• Molecular Formular: C9H10O3
• Molecular Mass: 166.1739
• Monoisotopic Mass: 166.06299418
• SMILES: O=C(c1cc(c(cc1)O)OC)C
• Canonical SMILES: COc1cc(ccc1O)C(=O)C
• InChI: InChI=1S/C9H10O3/c1-6(10)7-3-4-8(11)9(5-7)12-2/h3-5,11H,1-2H3
• InChIKey: DFYRUELUNQRZTB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(4-hydroxy-3-methoxyphenyl)ethan-1-one
• IUPAC Traditional name: apocynin
• Synonyms: 1-(4-Hydroxy-3-methoxyphenyl)ethan-1-one; Acetovanillone; 4'-Hydroxy-3'-methoxyacetophenone; 1-(4-hydroxy-3-methoxyphenyl)ethanone; 4′-Hydroxy-3′-methoxyacetophenone; 4′-Hydroxy-3′-methoxyacetophenone; Acetovanillone; 4'-Hydroxy-3'-methoxyacetophenone; 1-(4-Hydroxy-3-methoxy-phenyl)ethanone; 4-Acetyl-2-methoxyphenol; 4-Acetylguaiacol; 4-Hydroxy-3-methoxyphenyl Methyl Ketone; Acetoguaiacon; Apocynine; NSC 209524; NSC 2146; Apocynin (Acetovanillone); 4'-Hydroxy-3'-methoxyacetophenone; Apocynin; ACETOVANILLONE; 4-Hydroxy-3-methoxyacetophenone; Apocynin; 乙酰香草酮; 香草乙酮; 4′-羟基-3′-甲氧基苯乙酮; 4′-羟基-3′-甲氧基苯乙酮; 香草乙酮; 4'-羟基-3-甲氧基苯乙酮

Database IDs

• CAS Number: 498-02-2
• EC Number: 207-854-5
• MDL Number: MFCD00008747
• Beilstein Number: 637373
• Merck Index: 14741
• PubChem SID: 162070996; 24879455; 24902039; 24890503
• PubChem CID: 2214
• CHEBI ID: 2781
• CHEMBL: 346919
• Chemspider ID: 21106900
• KEGG ID: C11380
• Unique Ingredient Identifier: B6J7B9UDTR
• Wikipedia Title: Apocynin
• Flavis Number: 7.142

CALCULATED PROPERTIES

• Acid pKa: 8.27497
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.0689336
• LogD (pH = 7.4): 1.0157177
• Log P: 1.0696567
• Molar Refractivity: 44.9049 cm^3
• Polarizability: 17.196508 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethyl Acetate
• Apperance: Powder; White to Off-White Solid
• Melting Point: 112-115 °C; 112-115 °C(lit.); 112-115°C; 112-116°C; 114-116°C; 115°C
• Boiling Point: 263-265 °C/17 mmHg(lit.); 263-265°C; 295-300°C
• Flash Point: 113 °C; 113°C; 235.4 °F
• Organoleptic: vanilla

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: Irritant
• RTECS: AM8800000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 2
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 26-37
• TSCA Listed: 是
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Pharmacology Properties

• Target: Others
• Allergens: no known allergens

Product Information

• Purity: ≥97.0% (GC); ≥98%; 98%
• Grade: NI; purum
• Salt Data: Free Base
• Linear Formula: HOC6H3(OCH3)COCH3
• Classification: Genuine Natural Compounds

DETAILS

MP Biomedicals - 05207444

MP Biomedicals Rare Chemical collection

Toronto Research Chemicals - A727200

An inhibitor of NADPH oxidase (an enzyme responsible for reactive oxygen species production) and is useful in the treatment of various inflammatory diseases.

Sigma Aldrich - W508454

Packaging
1 kg in poly bottle
10 kg in comp drum
1 sample in glass bottle
100 g in poly bottle
25 kg in fiber drum

Sigma Aldrich - A10809

Frequently Asked Questions
Live Chat and Frequently Asked Questions are available for this Product.
Packaging
25, 100, 500 g in poly bottle

REFERENCES

• Imnpellizzeri, D. et al.: Biochem. Pharmac., 81, 636 (2011)
• Genovese, T. et al: Brain Res., 1372;