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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=C(O)C(O)=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
Evaluation of the antimycobacterium activity of the constituents from Ocimum basilicum against Mycobacterium tuberculosis.
2012-10-31
[Chemical constituents and bioactivity of Kalimeris indica].
2010-12
Kinetics of iron oxidation upon polyphenol binding.
2010-11-07
Antioxidant activity of colored rice bran obtained at different milling yields.
2010
Compounds with neuroprotective activity from the medicinal plant Machilus thunbergii.
2009-10
Antiinflammatory and lipoxygenase inhibitory compounds from Vitex agnus-castus.
2009-09
Lignans and other constituents of the fruits of Euterpe oleracea (Acai) with antioxidant and cytoprotective activities.
2008-09-10
Combined activation of methyl paraben by light irradiation and esterase metabolism toward oxidative DNA damage.
2008-08
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.
2008-07-09
A novel oxidative dimer from protocatechuic esters: contribution to the total radical scavenging ability of protocatechuic esters.
2008-07
Secondary metabolites from the wood bark of Durio zibethinus and Durio kutejensis.
2006-08
Colorimetric evaluation of phenolic content and GC-MS characterization of phenolic composition of alimentary and cosmetic argan oil and press cake.
2005-11-16
[Phenolic acid derivatives from the rhizome of Fagopyrum cymosum].
2005-10
A new aurone and two rare metabolites from the leaves of Diospyros melanoxylon.
2005-01
Synergistic effects of thiols and amines on antiradical efficiency of protocatechuic acid.
2004-12-29
Effects of alcoholic solvents on antiradical abilities of protocatechuic acid and its alkyl esters.
2004-06
Radical scavenging mechanism of phenol carboxylic acids: reaction of protocatechuic esters.
2004
Tyrosinase inhibitor from black rice bran.
2003-11-19
Oxidative dimers produced from protocatechuic and gallic esters in the DPPH radical scavenging reaction.
2002-09-11
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 23:34:15 GMT 2025
Edited
by admin
on Mon Mar 31 23:34:15 GMT 2025
Record UNII
G72J90268X
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PROTOCATECHUIC ACID, METHYL ESTER
Common Name English
NSC-146458
Preferred Name English
BENZOIC ACID, 3,4-DIHYDROXY-, METHYL ESTER
Systematic Name 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 Mon Mar 31 23:34:15 GMT 2025 , Edited by admin on Mon Mar 31 23:34:15 GMT 2025
PRIMARY
EPA CompTox
DTXSID20301804
Created by admin on Mon Mar 31 23:34:15 GMT 2025 , Edited by admin on Mon Mar 31 23:34:15 GMT 2025
PRIMARY
CHEBI
132366
Created by admin on Mon Mar 31 23:34:15 GMT 2025 , Edited by admin on Mon Mar 31 23:34:15 GMT 2025
PRIMARY
CAS
2150-43-8
Created by admin on Mon Mar 31 23:34:15 GMT 2025 , Edited by admin on Mon Mar 31 23:34:15 GMT 2025
PRIMARY
NSC
146458
Created by admin on Mon Mar 31 23:34:15 GMT 2025 , Edited by admin on Mon Mar 31 23:34:15 GMT 2025
PRIMARY
PUBCHEM
287064
Created by admin on Mon Mar 31 23:34:15 GMT 2025 , Edited by admin on Mon Mar 31 23:34:15 GMT 2025
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.