U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C8H8O3
Molecular Weight 152.1473
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 3',4'-DIHYDROXYACETOPHENONE

SMILES

CC(=O)C1=CC(O)=C(O)C=C1

InChI

InChIKey=UCQUAMAQHHEXGD-UHFFFAOYSA-N
InChI=1S/C8H8O3/c1-5(9)6-2-3-7(10)8(11)4-6/h2-4,10-11H,1H3

HIDE SMILES / InChI

Molecular Formula C8H8O3
Molecular Weight 152.1473
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Molecular mechanisms controlling the rate and specificity of catechol O-methylation by human soluble catechol O-methyltransferase.
2001 Feb
Effects of 3,4-dihydroxyacetophenone on cytosolic calcium in pulmonary artery endothelial and smooth muscle cells during acute hypoxia.
2004
Synergistic effects of thiols and amines on antiradical efficiency of protocatechuic acid.
2004 Dec 29
Dual effect of 3,4-dihydroxyacetophenone on LPS-induced apoptosis in RAW264.7 cells by modulating the production of TNF-alpha.
2005
Effect of 3, 4-dihydroxyacetophenone on Na+, K+ -ATPase activity of injured mitochondria and the oxygen consumption of brain cells of rat.
2005 Jan
Antimelanogenic activity of 3,4-dihydroxyacetophenone: inhibition of tyrosinase and MITF.
2006 Feb
Antifungal agent and other constituents from Cynanchum otophyllum.
2007 Mar
Aspects of cuticular sclerotization in the locust, Scistocerca gregaria, and the beetle, Tenebrio molitor.
2007 Mar
Inflammation pro-resolving potential of 3,4-dihydroxyacetophenone through 15-deoxy-delta12,14-prostaglandin J2 in murine macrophages.
2007 Nov
Involvement of tyrosine residues, N-terminal amino acids, and beta-alanine in insect cuticular sclerotization.
2007 Sep
[3,4-dihydroxyacetophenone inhibits proliferation of human pulmonary artery smooth muscle cells induced by focal adhesion kinase].
2008 Nov
Quantitative determination of catecholic degradation products from insect sclerotized cuticles.
2008 Sep
Tyrosinase small interfering RNA effectively suppresses tyrosinase gene expression in vitro and in vivo.
2010
Effect of combination of taurine and azelaic acid on antimelanogenesis in murine melanoma cells.
2010 Aug 24
Patents
Substance Class Chemical
Created
by admin
on Fri Dec 15 19:51:06 GMT 2023
Edited
by admin
on Fri Dec 15 19:51:06 GMT 2023
Record UNII
07OQ35LVBK
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
3',4'-DIHYDROXYACETOPHENONE
Systematic Name English
4-ACETYL-1,2-BENZENEDIOL
Systematic Name English
4-ACETYLPYROCATECHOL
Systematic Name English
1-(3,4-DIHYDROXYPHENYL)ETHANONE
Systematic Name English
ETHANONE, 1-(3,4-DIHYDROXYPHENYL)-
Systematic Name English
ACETOPYROCATECHOL
Common Name English
QINGXINTONG
Brand Name English
4-ACETOPYROCATECHOL
Common Name English
ACETOPHENONE, 3',4'-DIHYDROXY-
Systematic Name English
1-(3,4-DIHYDROXYPHENYL)ETHAN-1-ONE
Systematic Name English
Code System Code Type Description
CHEBI
19868
Created by admin on Fri Dec 15 19:51:06 GMT 2023 , Edited by admin on Fri Dec 15 19:51:06 GMT 2023
PRIMARY
PUBCHEM
14530
Created by admin on Fri Dec 15 19:51:06 GMT 2023 , Edited by admin on Fri Dec 15 19:51:06 GMT 2023
PRIMARY
FDA UNII
07OQ35LVBK
Created by admin on Fri Dec 15 19:51:06 GMT 2023 , Edited by admin on Fri Dec 15 19:51:06 GMT 2023
PRIMARY
EPA CompTox
DTXSID30152546
Created by admin on Fri Dec 15 19:51:06 GMT 2023 , Edited by admin on Fri Dec 15 19:51:06 GMT 2023
PRIMARY
CAS
1197-09-7
Created by admin on Fri Dec 15 19:51:06 GMT 2023 , Edited by admin on Fri Dec 15 19:51:06 GMT 2023
PRIMARY
MESH
C032940
Created by admin on Fri Dec 15 19:51:06 GMT 2023 , Edited by admin on Fri Dec 15 19:51:06 GMT 2023
PRIMARY