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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

Molecular Formula C8H8O5
Molecular Weight 184.1461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Red wine polyphenols, in the absence of alcohol, reduce lipid peroxidative stress in smoking subjects.
2001 Mar 15
Effects of regular ingestion of black tea on haemostasis and cell adhesion molecules in humans.
2001 Oct
Acute effects of ingestion of black tea on postprandial platelet aggregation in human subjects.
2002 Feb
Method for analysis of tannic acid and its metabolites in biological samples: application to tannic acid metabolism in the rat.
2003 Jan 1
Supplementation with grape seed polyphenols results in increased urinary excretion of 3-hydroxyphenylpropionic Acid, an important metabolite of proanthocyanidins in humans.
2004 Aug 25
Phenolic acid metabolites as biomarkers for tea- and coffee-derived polyphenol exposure in human subjects.
2004 Feb
Bergenin monohydrate from the rhizomae of Astilbe chinensis.
2004 Jun
Potential anti-atherogenic cell action of the naturally occurring 4-O-methyl derivative of gallic acid on Ang II-treated macrophages.
2004 Nov 5
Two pyranocoumarins from the seeds of Calophyllum polyanthum.
2004 Sep
Antiangiogenic activity of 4-O-methylgallic acid from Canavalia gladiata, a dietary legume.
2005 May 20
Drinking tea is associated with lower plasma total homocysteine in older women.
2006
4-O-methylgallic acid down-regulates endothelial adhesion molecule expression by inhibiting NF-kappaB-DNA-binding activity.
2006 Dec 3
Is reversal of endothelial dysfunction by tea related to flavonoid metabolism?
2006 Jan
Anti-inflammatory activities of constituents isolated from Phyllanthus polyphyllus.
2006 Jan 16
Urinary flavonoids and phenolic acids as biomarkers of intake for polyphenol-rich foods.
2006 Jul
4-O-Methylgallic acid suppresses inflammation-associated gene expression by inhibition of redox-based NF-kappaB activation.
2006 Oct
[Studies on chemical constituentsfrom leaves of Acer truncatum].
2007 Aug
Identification of two polyphenolic compounds with antioxidant activities in longan pericarp tissues.
2007 Jul 11
Biotransformation of gallic acid by Beauveria sulfurescens ATCC 7159.
2007 Mar
Acute effects of tea on fasting and non-fasting plasma total homocysteine concentrations in human subjects.
2007 May
Urinary excretion of 13 dietary flavonoids and phenolic acids in free-living healthy subjects - variability and possible use as biomarkers of polyphenol intake.
2008 Apr
Plant polyphenols as dietary antioxidants in human health and disease.
2009 Nov-Dec
Interaction of polyphenolic metabolites with human serum albumin: a circular dichroism study.
2009 Sep
Patents

Patents

Substance Class Chemical
Created
by admin
on Fri Dec 15 18:59:45 GMT 2023
Edited
by admin
on Fri Dec 15 18:59:45 GMT 2023
Record UNII
0XW32QVU6J
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
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
.ALPHA.-RESORCYLIC ACID, 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 Fri Dec 15 18:59:45 GMT 2023 , Edited by admin on Fri Dec 15 18:59:45 GMT 2023
PRIMARY
PUBCHEM
78016
Created by admin on Fri Dec 15 18:59:45 GMT 2023 , Edited by admin on Fri Dec 15 18:59:45 GMT 2023
PRIMARY
CAS
4319-02-2
Created by admin on Fri Dec 15 18:59:45 GMT 2023 , Edited by admin on Fri Dec 15 18:59:45 GMT 2023
PRIMARY
FDA UNII
0XW32QVU6J
Created by admin on Fri Dec 15 18:59:45 GMT 2023 , Edited by admin on Fri Dec 15 18:59:45 GMT 2023
PRIMARY
ECHA (EC/EINECS)
224-346-9
Created by admin on Fri Dec 15 18:59:45 GMT 2023 , Edited by admin on Fri Dec 15 18:59:45 GMT 2023
PRIMARY