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Details

Stereochemistry ACHIRAL
Molecular Formula C9H8O3
Molecular Weight 164.1584
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of 3'-HYDROXYCINNAMIC ACID

SMILES

c1cc(/C(/[H])=C(\[H])/C(=O)O)cc(c1)O

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 164.1584
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 1
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Metabolites of orally administered Perilla frutescens extract in rats and humans.
2000 Jan
Chlorogenic acid bioavailability largely depends on its metabolism by the gut microflora in rats.
2003 Jun
Absorption, metabolism, degradation and urinary excretion of rosmarinic acid after intake of Perilla frutescens extract in humans.
2005 Feb
Metabolic remodeling of malignant gliomas for enhanced sensitization during radiotherapy: an in vitro study.
2006 Dec
The role of monocarboxylate transporter 2 and 4 in the transport of gamma-hydroxybutyric acid in mammalian cells.
2007 Aug
Rapid screening of doping agents in human urine by vacuum MALDI-linear ion trap mass spectrometry.
2007 Aug 1
In vitro antioxidant activity of coffee compounds and their metabolites.
2007 Aug 22
Treatment of vegetable sauces with enterocin AS-48 alone or in combination with phenolic compounds to inhibit proliferation of Staphylococcus aureus.
2007 Feb
Antioxidant phytochemicals in hazelnut kernel (Corylus avellana L.) and hazelnut byproducts.
2007 Feb 21
Biotransformation of sinapic acid catalyzed by Momordica charantia peroxidase.
2007 Feb 7
Activation effects of Allium tuberosum Rottl. on choline acetyltransferase.
2007 Jan
Phenolic constituents in dried flowers of aloe vera (Aloe barbadensis) and their in vitro antioxidative capacity.
2007 Jun
The isolation of secondary metabolites and in vitro potent anti-cancer activity of clerodermic acid from Enicosanthum membranifolium.
2007 Jun 1
Inhibition of human recombinant cytochrome P450s by curcumin and curcumin decomposition products.
2007 Jun 3
p-Coumaric acid, a common dietary phenol, inhibits platelet activity in vitro and in vivo.
2007 Mar
Moderate ferulate and diferulate levels do not impede maize cell wall degradation by human intestinal microbiota.
2007 Mar 21
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 May
Dissipation of charge on MALDI-TOF polymeric chips using an electron-acceptor: analysis of proteins.
2007 May
A novel allosteric pathway of thrombin inhibition: Exosite II mediated potent inhibition of thrombin by chemo-enzymatic, sulfated dehydropolymers of 4-hydroxycinnamic acids.
2007 Nov 2
Chlorogenic acid compounds from coffee are differentially absorbed and metabolized in humans.
2007 Oct
Body distributioin of RGD-mediated liposome in brain-targeting drug delivery.
2007 Sep
Diagnosis of occult blood in human feces using matrix-assisted laser desorption ionization/time-of-flight mass spectrometry.
2007 Sep
Synthesis of ferulic ester dimers, functionalisation and biological evaluation as potential antiatherogenic and antiplasmodial agents.
2007 Sep 15
Enhanced activity of antifungal drugs using natural phenolics against yeast strains of Candida and Cryptococcus.
2011 May
Patents

Patents

Substance Class Chemical
Created
by admin
on Sat Jun 26 09:38:22 UTC 2021
Edited
by admin
on Sat Jun 26 09:38:22 UTC 2021
Record UNII
KWJ2DDJ34H
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
3'-HYDROXYCINNAMIC ACID
Common Name English
HYDROXYCINNAMIC ACID, TRANS-3-
Common Name English
NSC-28956
Code 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
CAS
588-30-7
Created by admin on Sat Jun 26 09:38:22 UTC 2021 , Edited by admin on Sat Jun 26 09:38:22 UTC 2021
PRIMARY
ECHA (EC/EINECS)
209-615-0
Created by admin on Sat Jun 26 09:38:22 UTC 2021 , Edited by admin on Sat Jun 26 09:38:22 UTC 2021
PRIMARY
FDA UNII
KWJ2DDJ34H
Created by admin on Sat Jun 26 09:38:22 UTC 2021 , Edited by admin on Sat Jun 26 09:38:22 UTC 2021
PRIMARY
WIKIPEDIA
M-COUMARIC ACID
Created by admin on Sat Jun 26 09:38:22 UTC 2021 , Edited by admin on Sat Jun 26 09:38:22 UTC 2021
PRIMARY
PUBCHEM
637541
Created by admin on Sat Jun 26 09:38:22 UTC 2021 , Edited by admin on Sat Jun 26 09:38:22 UTC 2021
PRIMARY
Related Record Type Details
PARENT -> CONSTITUENT ALWAYS PRESENT
206.2% reaction on PG synthase w/10.0 mM conc. of compound