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Details

Stereochemistry ACHIRAL
Molecular Formula C8H8O4
Molecular Weight 168.1467
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PROTOCATECHUIC ACID, METHYL ESTER

SMILES

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

InChI

InChIKey=CUFLZUDASVUNOE-UHFFFAOYSA-N
InChI=1S/C8H8O4/c1-12-8(11)5-2-3-6(9)7(10)4-5/h2-4,9-10H,1H3

HIDE SMILES / InChI

Molecular Formula C8H8O4
Molecular Weight 168.1467
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Oxidative dimers produced from protocatechuic and gallic esters in the DPPH radical scavenging reaction.
2002 Sep 11
Tyrosinase inhibitor from black rice bran.
2003 Nov 19
Radical scavenging mechanism of phenol carboxylic acids: reaction of protocatechuic esters.
2004
Synergistic effects of thiols and amines on antiradical efficiency of protocatechuic acid.
2004 Dec 29
Effects of alcoholic solvents on antiradical abilities of protocatechuic acid and its alkyl esters.
2004 Jun
A new aurone and two rare metabolites from the leaves of Diospyros melanoxylon.
2005 Jan
Colorimetric evaluation of phenolic content and GC-MS characterization of phenolic composition of alimentary and cosmetic argan oil and press cake.
2005 Nov 16
[Phenolic acid derivatives from the rhizome of Fagopyrum cymosum].
2005 Oct
Secondary metabolites from the wood bark of Durio zibethinus and Durio kutejensis.
2006 Aug
Combined activation of methyl paraben by light irradiation and esterase metabolism toward oxidative DNA damage.
2008 Aug
A novel oxidative dimer from protocatechuic esters: contribution to the total radical scavenging ability of protocatechuic esters.
2008 Jul
Reduction kinetics of the antiradical probe 2,2-diphenyl-1-picrylhydrazyl in methanol and acetonitrile by the antiradical activity of protocatechuic acid and protocatechuic acid methyl ester.
2008 Jul 9
Lignans and other constituents of the fruits of Euterpe oleracea (Acai) with antioxidant and cytoprotective activities.
2008 Sep 10
Compounds with neuroprotective activity from the medicinal plant Machilus thunbergii.
2009 Oct
Antiinflammatory and lipoxygenase inhibitory compounds from Vitex agnus-castus.
2009 Sep
Antioxidant activity of colored rice bran obtained at different milling yields.
2010
[Chemical constituents and bioactivity of Kalimeris indica].
2010 Dec
Kinetics of iron oxidation upon polyphenol binding.
2010 Nov 7
Evaluation of the antimycobacterium activity of the constituents from Ocimum basilicum against Mycobacterium tuberculosis.
2012 Oct 31
Patents
Substance Class Chemical
Created
by admin
on Sat Dec 16 11:00:31 GMT 2023
Edited
by admin
on Sat Dec 16 11:00:31 GMT 2023
Record UNII
G72J90268X
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PROTOCATECHUIC ACID, METHYL ESTER
Common Name English
BENZOIC ACID, 3,4-DIHYDROXY-, METHYL ESTER
Systematic Name English
NSC-146458
Code English
3,4-DIHYDROXYBENZOIC ACID METHYL ESTER
Systematic Name English
METHYL PROTOCATECHUATE
Systematic Name English
METHYL 3,4-DIHYDROXYBENZOATE
Systematic Name English
Code System Code Type Description
FDA UNII
G72J90268X
Created by admin on Sat Dec 16 11:00:31 GMT 2023 , Edited by admin on Sat Dec 16 11:00:31 GMT 2023
PRIMARY
EPA CompTox
DTXSID20301804
Created by admin on Sat Dec 16 11:00:31 GMT 2023 , Edited by admin on Sat Dec 16 11:00:31 GMT 2023
PRIMARY
CHEBI
132366
Created by admin on Sat Dec 16 11:00:31 GMT 2023 , Edited by admin on Sat Dec 16 11:00:31 GMT 2023
PRIMARY
CAS
2150-43-8
Created by admin on Sat Dec 16 11:00:31 GMT 2023 , Edited by admin on Sat Dec 16 11:00:31 GMT 2023
PRIMARY
NSC
146458
Created by admin on Sat Dec 16 11:00:31 GMT 2023 , Edited by admin on Sat Dec 16 11:00:31 GMT 2023
PRIMARY
PUBCHEM
287064
Created by admin on Sat Dec 16 11:00:31 GMT 2023 , Edited by admin on Sat Dec 16 11:00:31 GMT 2023
PRIMARY
Related Record Type Details
PARENT -> CONSTITUENT ALWAYS PRESENT
1,1-Diphenyl-2-picrylhydrazyl radical scavenging assay(DPPH) IC50 expressed as ug/mL = 7.5+/-0.4. In vitro hydroxyl radical scavenging assay(Hydroxy Radical) IC50 expressed as ug/mL = 1.1+/-0.11.