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Substance Name: Acetovanillone
RN: 498-02-2
UNII: B6J7B9UDTR
InChIKey: DFYRUELUNQRZTB-UHFFFAOYSA-N

Note

  • Obtained from the rhizomes of several species of Apocynum; a selective inhibitor of NADPH oxidase.

Molecular Formula

  • C9-H10-O3

Molecular Weight

  • 166.175
 

Classification Codes

  • Analgesics
  • Analgesics, Non-Narcotic
  • Anti-Inflammatory Agents
  • Anti-Inflammatory Agents, Non-Steroidal
  • Antioxidants
  • Antirheumatic Agents
  • Drug / Therapeutic Agent
  • Enzyme Inhibitors
  • Mutation Data
  • Peripheral Nervous System Agents
  • Protective Agents
  • Sensory System Agents
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Names and Synonyms

Results Name

  • Acetovanillone

Name of Substance

  • Acetovanillone
  • Apocynin

Synonyms

  • 1-(4-Hydroxy-3-methoxyphenyl)ethanone
  • 3-Methoxy-4-hydroxyacetophenone
  • 3-Metoksy-4-hydroksyacetofenon
  • 3-Metoksy-4-hydroksyacetofenon [Polish]
  • 4'-Hydroxy-3'-methoxyacetophenone
  • 4-08-00-01814 (Beilstein Handbook Reference)
  • 4-Acetyl-2-methoxyphenol
  • 4-Hydroxy-3-methoxyphenyl methyl ketone
  • Acetoguaiacon
  • Acetoguaiacone
  • Acetovanillone
  • Acetovanilone
  • Acetovanyllon
  • AI3-15892
  • Apocynin
  • Apocynine
  • BRN 0637373
  • CCRIS 7285
  • EINECS 207-854-5
  • NSC 209524
  • UNII-B6J7B9UDTR

Systematic Names

  • 4'-Hydroxy-3'-methoxyacetophenone
  • Acetophenone, 4'-hydroxy-3'-methoxy-
  • Apocynin
  • Ethanone, 1-(4-hydroxy-3-methoxyphenyl)-

Registry Numbers

CAS Registry Number

  • 498-02-2

FDA UNII

  • B6J7B9UDTR

System Generated Number

  • 0000498022

Structure Descriptors

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

Smiles

COc1cc(ccc1O)C(=O)C

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 650mg/kg (650mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) Journal of Medicinal Chemistry. Vol. 7, Pg. 178, 1964.
mouse LD50 oral 9gm/kg (9000mg/kg)   Bromatologia i Chemia Toksykologiczna. Vol. 14, Pg. 301, 1981.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 115 deg C   EXP
Boiling Point 297 deg C   EXP
log P (octanol-water) 1.020 (none)   EST
Water Solubility 5000 mg/L 20 EXP
Atmospheric OH Rate Constant 2.74E-11 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.