EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

3,4-dihydroxyacetophenone
4-acetopyrocatechol

Supplier Sponsors

CAS Number: 1197-09-7Picture of molecule3D/inchi
FDA UNII: 07OQ35LVBK
Nikkaji Web:J7.452G
MDL:MFCD00016439
XlogP3:1.50 (est)
Molecular Weight:152.14936000
Formula:C8 H8 O3
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:pharmaceuticals / chemical synthisis
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Boiling Point: 372.41 °C. @ 760.00 mm Hg (est)
Flash Point: 380.00 °F. TCC ( 193.20 °C. ) (est)
logP (o/w): 1.056 (est)
Soluble in:
 water, 6.943e+004 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
BOC Sciences
For experimental / research use only.
3',4'-Dihydroxyacetophenone >98%
Odor: characteristic
Use: 3,4-Dihydroxyacetophenon is a natural phenols found in the herbs of Phellinus igniarius. 3,4-Dihydroxyacetophenon shows anti-inflammatory activity. anti-inflammatory
Carbosynth
For experimental / research use only.
3,4-Dihydroxyacetophenone
ExtraSynthese
For experimental / research use only.
3,4-Dihydroxyacetophenone (HPLC) ≥90%
Penta International
3`,4`-DIHYDROXYACETOPHENONE
Santa Cruz Biotechnology
For experimental / research use only.
3',4'-Dihydroxyacetophenone
TCI AMERICA
For experimental / research use only.
3',4'-Dihydroxyacetophenone >98.0%(GC)
sds
 
Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
intravenous-mouse LD50 235 mg/kg
Zhongcaoyao. Chinese Traditional and Herbal Medicine. Vol. 11, Pg. 358, 1980.

Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
pharmaceuticals / chemical synthisis
Recommendation for 3,4-dihydroxyacetophenone usage levels up to:
 not for fragrance use.
 
Recommendation for 3,4-dihydroxyacetophenone flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :14530
National Institute of Allergy and Infectious Diseases:Data
1-(3,4-dihydroxyphenyl)ethanone
Chemidplus:0001197097
RTECS:KM5775200 for cas# 1197-09-7
 
References:
 1-(3,4-dihydroxyphenyl)ethanone
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):14530
Pubchem (sid):134981299
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEBI:View
CHEMBL:View
KEGG (GenomeNet):C10675
HMDB (The Human Metabolome Database):HMDB29661
FooDB:FDB000835
Export Tariff Code:2914.50.3000
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 coffee
Search PMC Picture
 
Synonyms:
 acetopyrocatechol
4-acetopyrocatechol
1-acetyl-3,4-dihydroxybenzene
4-acetylpyrocatechol
3`,4`-dihydroxyacetophenone
3',4'-dihydroxyacetophenone
1-(3,4-dihydroxyphenyl)ethan-1-one
1-(3,4-dihydroxyphenyl)ethanone
 ethanone, 1-(3,4-dihydroxyphenyl)-
1-[3,4-bis(oxidanyl)phenyl]ethanone
 

Articles:

PubMed:Effect of 3,4-Dihydroxyacetophenone on Endothelial Dysfunction in Streptozotocin-induced Type 2 Diabetic Rats.
PubMed:Triggered pH/redox responsive release of doxorubicin from prepared highly stable graphene with thiol grafted Pluronic.
PubMed:Successful stabilization of functionalized hybrid graphene for high-performance antimicrobial activity.
PubMed:Effects of 3,4-dihydroxyacetophenone on the hypercholesterolemia-induced atherosclerotic rabbits.
PubMed:Autotoxicity and allelopathy of 3,4-dihydroxyacetophenone isolated from Picea schrenkiana needles.
PubMed:An efficient and selective way to new highly functionalized coronands or spiro derivatives using ultrasonic irradiation.
PubMed:Maple syrup phytochemicals include lignans, coumarins, a stilbene, and other previously unreported antioxidant phenolic compounds.
PubMed:[3,4-dihydroxyacetophenone inhibits proliferation of human pulmonary artery smooth muscle cells induced by focal adhesion kinase].
PubMed:Quantitative determination of catecholic degradation products from insect sclerotized cuticles.
PubMed:Inflammation pro-resolving potential of 3,4-dihydroxyacetophenone through 15-deoxy-delta12,14-prostaglandin J2 in murine macrophages.
PubMed:Involvement of tyrosine residues, N-terminal amino acids, and beta-alanine in insect cuticular sclerotization.
PubMed:Aspects of cuticular sclerotization in the locust, Scistocerca gregaria, and the beetle, Tenebrio molitor.
PubMed:Antimelanogenic activity of 3,4-dihydroxyacetophenone: inhibition of tyrosinase and MITF.
PubMed:Dual effect of 3,4-dihydroxyacetophenone on LPS-induced apoptosis in RAW264.7 cells by modulating the production of TNF-alpha.
PubMed:Effect of 3, 4-dihydroxyacetophenone on Na+, K+ -ATPase activity of injured mitochondria and the oxygen consumption of brain cells of rat.
PubMed:Effects of 3,4-dihydroxyacetophenone on cytosolic calcium in pulmonary artery endothelial and smooth muscle cells during acute hypoxia.
PubMed:Synergistic effects of thiols and amines on antiradical efficiency of protocatechuic acid.
PubMed:[The effects of 3,4-dihydroxyacetophynone on the activity of nitric oxide synthetase in placental vascular endothelial cells and smooth muscle cells and on the level of endothelin-1 in plasma from pregnancy-induced hypertension patients].
PubMed:Structure and kinetics of formation of catechol complexes of ferric soybean lipoxygenase-1.
PubMed:[Uteroplacental blood flow monitoring by color Doppler flow imaging in pregnancy induced hypertension].
PubMed:[Therapeutical mechanism of 3,4 dihydroxyacetophenone in treating chronic obstructive pulmonary disease].
PubMed:[Effects of dihydroxyacetophenone on pulmonary hemodynamics and plasma ANP as well as cAMP/cGMP level in patients with chronic obstructive pulmonary disease].
PubMed:Effects of 3,4-dihydroxyacetophenone (3,4-DHAP) on hypoxic pulmonary and systemic vascular response in dogs.
PubMed:[Effect of 3,4-dihydroxyacetophenone on phospholipid components of platelet membrane in aged rats].
PubMed:The utero-placental circulation, eugenics and the prevention and treatment of high risk pregnancies.
PubMed:Effects of 3,4-dihydroxyacetophenone on hypoxic vasoconstriction in isolated pulmonary and basilar arterial rings.
PubMed:[Effect of 3,4-dihydroxyacetophenone treatment on intrauterine growth retardation].
PubMed:[Effect of 3,4-dihydroxyacetophenone on platelet aggregation in normal pregnancy and pregnancy induced hypertension].
PubMed:The mechanism of tyrosinase-catalysed oxidative decarboxylation of alpha-(3,4-dihydroxyphenyl)-lactic acid.
PubMed:4-alkyl-o-quinone/2-hydroxy-p-quinone methide isomerase from the larval hemolymph of Sarcophaga bullata. I. Purification and characterization of enzyme-catalyzed reaction.
PubMed:Biosynthesis of dehydro-N-acetyldopamine by a soluble enzyme preparation from the larval cuticle of Sarcophaga bullata involves intermediary formation of N-acetyldopamine quinone and N-acetyldopamine quinone methide.
PubMed:Effects of 3,4-dihydroxyacetophenone on the biosynthesis of TXA2 and PGI2 in human placental villus and umbilical artery segments in vitro.
PubMed:[Biosynthesis of prostaglandin endoperoxide intermediates and its application].
PubMed:Metabolism of aromatic plant ketones in rats: acetovanillone and paeonol.
PubMed:[Dihydroxyacetophenone and dihydroxyphenyllactic acid increased blood flow in rat liver microcirculation].
PubMed:[Effect of 3,4-dihydroxyacetophenone on TXA2 release from rabbit platelets].
PubMed:[The antioxidant action of 3,4-dihydroxyacetophenone].
PubMed:[Effects of 3,4-dihydroxyacetophenone (DHAP) on electrical and mechanical activities in the isolated myocardium].
PubMed:[Effect of 3,4-dihydroxyacetophenone on the membrane fluidity of platelets by fluorescence polarization analysis].
PubMed:Synthesis of pungenin, a foliar constituent of some spruce species, and investigation of its efficacy as a feeding deterrent for spruce budworm [Choristoneura fumiferana (Clem.)].
PubMed:[Effect of 3,4-dihydroxyacetophenone on the generation of PGI2-like substances in the rat aorta].
PubMed:[Effect of 3,4-dihydroxyacetophenone on rabbit platelet function].
PubMed:[Effect of Qingxintong on exercise ECG and cardiac function in patients with angina pectoris].
PubMed:[Effects of 3,4-dihydroxyacetophenone in shortening of action potential duration of cardiac cells (author's transl)].
PubMed:Phase I clinical study of 2-(dimethylamino)-3',4'-dihydroxyacetophenone, hydrochloride (NSC-62512).
PubMed:[Glycosidic derivatives of some pharmacologically active amines and alkaloids. 3. Preparation of glycosidic derivatives of 3,4-dihydroxyacetophenone].
 
Notes:
shortens action potential duration of cardiac cells. Extracted from coffee residues. Potential component of FEMA 3662. A mixt. of dihydroxyacetophenone isomers is used in food flavouring
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