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Details

Stereochemistry ACHIRAL
Molecular Formula C9H8O3
Molecular Weight 164.158
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of 3'-HYDROXYCINNAMIC ACID

SMILES

OC(=O)\C=C\C1=CC=CC(O)=C1

InChI

InChIKey=KKSDGJDHHZEWEP-SNAWJCMRSA-N
InChI=1S/C9H8O3/c10-8-3-1-2-7(6-8)4-5-9(11)12/h1-6,10H,(H,11,12)/b5-4+

HIDE SMILES / InChI

Molecular Formula C9H8O3
Molecular Weight 164.158
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 1
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Enhanced activity of antifungal drugs using natural phenolics against yeast strains of Candida and Cryptococcus.
2011-05
A novel allosteric pathway of thrombin inhibition: Exosite II mediated potent inhibition of thrombin by chemo-enzymatic, sulfated dehydropolymers of 4-hydroxycinnamic acids.
2007-11-02
Chlorogenic acid compounds from coffee are differentially absorbed and metabolized in humans.
2007-10
Synthesis of ferulic ester dimers, functionalisation and biological evaluation as potential antiatherogenic and antiplasmodial agents.
2007-09-15
Body distributioin of RGD-mediated liposome in brain-targeting drug delivery.
2007-09
Diagnosis of occult blood in human feces using matrix-assisted laser desorption ionization/time-of-flight mass spectrometry.
2007-09
In vitro antioxidant activity of coffee compounds and their metabolites.
2007-08-22
Rapid screening of doping agents in human urine by vacuum MALDI-linear ion trap mass spectrometry.
2007-08-01
The role of monocarboxylate transporter 2 and 4 in the transport of gamma-hydroxybutyric acid in mammalian cells.
2007-08
Inhibition of human recombinant cytochrome P450s by curcumin and curcumin decomposition products.
2007-06-03
The isolation of secondary metabolites and in vitro potent anti-cancer activity of clerodermic acid from Enicosanthum membranifolium.
2007-06-01
Phenolic constituents in dried flowers of aloe vera (Aloe barbadensis) and their in vitro antioxidative capacity.
2007-06
Absorption and metabolism of bioactive molecules after oral consumption of cooked edible heads of Cynara scolymus L. (cultivar Violetto di Provenza) in human subjects: a pilot study.
2007-05
Dissipation of charge on MALDI-TOF polymeric chips using an electron-acceptor: analysis of proteins.
2007-05
Moderate ferulate and diferulate levels do not impede maize cell wall degradation by human intestinal microbiota.
2007-03-21
p-Coumaric acid, a common dietary phenol, inhibits platelet activity in vitro and in vivo.
2007-03
Antioxidant phytochemicals in hazelnut kernel (Corylus avellana L.) and hazelnut byproducts.
2007-02-21
Biotransformation of sinapic acid catalyzed by Momordica charantia peroxidase.
2007-02-07
Treatment of vegetable sauces with enterocin AS-48 alone or in combination with phenolic compounds to inhibit proliferation of Staphylococcus aureus.
2007-02
Activation effects of Allium tuberosum Rottl. on choline acetyltransferase.
2007-01
Metabolic remodeling of malignant gliomas for enhanced sensitization during radiotherapy: an in vitro study.
2006-12
Absorption, metabolism, degradation and urinary excretion of rosmarinic acid after intake of Perilla frutescens extract in humans.
2005-02
Chlorogenic acid bioavailability largely depends on its metabolism by the gut microflora in rats.
2003-06
Metabolites of orally administered Perilla frutescens extract in rats and humans.
2000-01
Patents

Patents

Substance Class Chemical
Created
by admin
on Mon Mar 31 19:24:44 GMT 2025
Edited
by admin
on Mon Mar 31 19:24:44 GMT 2025
Record UNII
KWJ2DDJ34H
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
NSC-28956
Preferred Name English
3'-HYDROXYCINNAMIC ACID
Common Name English
HYDROXYCINNAMIC ACID, TRANS-3-
Common Name English
3-(3-HYDROXYPHENYL)-2-PROPENOIC ACID
Systematic Name English
2-PROPENOIC ACID, 3-(3-HYDROXYPHENYL)-
Common Name English
M-HYDROXYCINNAMIC ACID
Systematic Name English
2-PROPENOIC ACID, 3-(3-HYDROXYPHENYL)-, (E)-
Systematic Name English
CINNAMIC ACID, M-HYDROXY-
Common Name English
3-(3-HYDROXYPHENYL)ACRYLIC ACID
Systematic Name English
3-HYDROXYCINNAMIC ACID
Systematic Name English
NSC-50308
Code English
3-COUMARIC ACID
Common Name English
M-COUMARIC ACID
Common Name English
Code System Code Type Description
NSC
28956
Created by admin on Mon Mar 31 19:24:44 GMT 2025 , Edited by admin on Mon Mar 31 19:24:44 GMT 2025
PRIMARY
CHEBI
32357
Created by admin on Mon Mar 31 19:24:44 GMT 2025 , Edited by admin on Mon Mar 31 19:24:44 GMT 2025
PRIMARY
CAS
588-30-7
Created by admin on Mon Mar 31 19:24:44 GMT 2025 , Edited by admin on Mon Mar 31 19:24:44 GMT 2025
PRIMARY
ECHA (EC/EINECS)
209-615-0
Created by admin on Mon Mar 31 19:24:44 GMT 2025 , Edited by admin on Mon Mar 31 19:24:44 GMT 2025
PRIMARY
NSC
50308
Created by admin on Mon Mar 31 19:24:44 GMT 2025 , Edited by admin on Mon Mar 31 19:24:44 GMT 2025
PRIMARY
EPA CompTox
DTXSID00891551
Created by admin on Mon Mar 31 19:24:44 GMT 2025 , Edited by admin on Mon Mar 31 19:24:44 GMT 2025
PRIMARY
CHEBI
47925
Created by admin on Mon Mar 31 19:24:44 GMT 2025 , Edited by admin on Mon Mar 31 19:24:44 GMT 2025
PRIMARY
FDA UNII
KWJ2DDJ34H
Created by admin on Mon Mar 31 19:24:44 GMT 2025 , Edited by admin on Mon Mar 31 19:24:44 GMT 2025
PRIMARY
WIKIPEDIA
M-COUMARIC ACID
Created by admin on Mon Mar 31 19:24:44 GMT 2025 , Edited by admin on Mon Mar 31 19:24:44 GMT 2025
PRIMARY
PUBCHEM
637541
Created by admin on Mon Mar 31 19:24:44 GMT 2025 , Edited by admin on Mon Mar 31 19:24:44 GMT 2025
PRIMARY
Related Record Type Details
PARENT -> CONSTITUENT ALWAYS PRESENT
206.2% reaction on PG synthase w/10.0 mM conc. of compound