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

Details

Stereochemistry ACHIRAL
Molecular Formula C8H8O5
Molecular Weight 184.1461
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 3,5-DIHYDROXY-4-METHOXYBENZOIC ACID

SMILES

COC1=C(O)C=C(C=C1O)C(O)=O

InChI

InChIKey=UBXDWYFLYYJQFR-UHFFFAOYSA-N
InChI=1S/C8H8O5/c1-13-7-5(9)2-4(8(11)12)3-6(7)10/h2-3,9-10H,1H3,(H,11,12)

HIDE SMILES / InChI

Approval Year

PubMed

PubMed

TitleDatePubMed
Plant polyphenols as dietary antioxidants in human health and disease.
2010-08-19
Interaction of polyphenolic metabolites with human serum albumin: a circular dichroism study.
2009-09
Urinary excretion of 13 dietary flavonoids and phenolic acids in free-living healthy subjects - variability and possible use as biomarkers of polyphenol intake.
2008-04
[Studies on chemical constituentsfrom leaves of Acer truncatum].
2007-08
Identification of two polyphenolic compounds with antioxidant activities in longan pericarp tissues.
2007-07-11
Acute effects of tea on fasting and non-fasting plasma total homocysteine concentrations in human subjects.
2007-05
Biotransformation of gallic acid by Beauveria sulfurescens ATCC 7159.
2007-03
4-O-methylgallic acid down-regulates endothelial adhesion molecule expression by inhibiting NF-kappaB-DNA-binding activity.
2006-12-03
4-O-Methylgallic acid suppresses inflammation-associated gene expression by inhibition of redox-based NF-kappaB activation.
2006-10
Urinary flavonoids and phenolic acids as biomarkers of intake for polyphenol-rich foods.
2006-07
Anti-inflammatory activities of constituents isolated from Phyllanthus polyphyllus.
2006-01-16
Is reversal of endothelial dysfunction by tea related to flavonoid metabolism?
2006-01
Drinking tea is associated with lower plasma total homocysteine in older women.
2006
Antiangiogenic activity of 4-O-methylgallic acid from Canavalia gladiata, a dietary legume.
2005-05-20
Potential anti-atherogenic cell action of the naturally occurring 4-O-methyl derivative of gallic acid on Ang II-treated macrophages.
2004-11-05
Two pyranocoumarins from the seeds of Calophyllum polyanthum.
2004-09
Supplementation with grape seed polyphenols results in increased urinary excretion of 3-hydroxyphenylpropionic Acid, an important metabolite of proanthocyanidins in humans.
2004-08-25
Bergenin monohydrate from the rhizomae of Astilbe chinensis.
2004-06
Phenolic acid metabolites as biomarkers for tea- and coffee-derived polyphenol exposure in human subjects.
2004-02
Method for analysis of tannic acid and its metabolites in biological samples: application to tannic acid metabolism in the rat.
2003-01-01
Acute effects of ingestion of black tea on postprandial platelet aggregation in human subjects.
2002-02
Effects of regular ingestion of black tea on haemostasis and cell adhesion molecules in humans.
2001-10
Red wine polyphenols, in the absence of alcohol, reduce lipid peroxidative stress in smoking subjects.
2001-03-15
Patents

Patents

Name Type Language
.ALPHA.-RESORCYLIC ACID, 4-METHOXY-
Preferred Name English
3,5-DIHYDROXY-4-METHOXYBENZOIC ACID
Systematic Name English
GALLIC ACID 4-METHYL ETHER
Common Name English
BENZOIC ACID, 3,5-DIHYDROXY-4-METHOXY-
Common Name English
4-METHOXY-3,5-DIHYDROXYBENZOIC ACID
Systematic Name English
4-O-METHYLGALLIC ACID
Systematic Name English
Code System Code Type Description
EPA CompTox
DTXSID8063412
Created by admin on Mon Mar 31 19:29:17 GMT 2025 , Edited by admin on Mon Mar 31 19:29:17 GMT 2025
PRIMARY
PUBCHEM
78016
Created by admin on Mon Mar 31 19:29:17 GMT 2025 , Edited by admin on Mon Mar 31 19:29:17 GMT 2025
PRIMARY
CAS
4319-02-2
Created by admin on Mon Mar 31 19:29:17 GMT 2025 , Edited by admin on Mon Mar 31 19:29:17 GMT 2025
PRIMARY
FDA UNII
0XW32QVU6J
Created by admin on Mon Mar 31 19:29:17 GMT 2025 , Edited by admin on Mon Mar 31 19:29:17 GMT 2025
PRIMARY
ECHA (EC/EINECS)
224-346-9
Created by admin on Mon Mar 31 19:29:17 GMT 2025 , Edited by admin on Mon Mar 31 19:29:17 GMT 2025
PRIMARY