3'-HYDROXYCINNAMIC ACID

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 Search

SMILES

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

Title	Date	PubMed
Metabolites of orally administered Perilla frutescens extract in rats and humans.	2000 Jan	10706426
Chlorogenic acid bioavailability largely depends on its metabolism by the gut microflora in rats.	2003 Jun	12771329
Absorption, metabolism, degradation and urinary excretion of rosmarinic acid after intake of Perilla frutescens extract in humans.	2005 Feb	15309457
Metabolic remodeling of malignant gliomas for enhanced sensitization during radiotherapy: an in vitro study.	2006 Dec	17277695
The role of monocarboxylate transporter 2 and 4 in the transport of gamma-hydroxybutyric acid in mammalian cells.	2007 Aug	17502341
Rapid screening of doping agents in human urine by vacuum MALDI-linear ion trap mass spectrometry.	2007 Aug 1	17602668
In vitro antioxidant activity of coffee compounds and their metabolites.	2007 Aug 22	17655324
Treatment of vegetable sauces with enterocin AS-48 alone or in combination with phenolic compounds to inhibit proliferation of Staphylococcus aureus.	2007 Feb	17340876
Antioxidant phytochemicals in hazelnut kernel (Corylus avellana L.) and hazelnut byproducts.	2007 Feb 21	17249682
Biotransformation of sinapic acid catalyzed by Momordica charantia peroxidase.	2007 Feb 7	17263505
Activation effects of Allium tuberosum Rottl. on choline acetyltransferase.	2007 Jan	17213651
Phenolic constituents in dried flowers of aloe vera (Aloe barbadensis) and their in vitro antioxidative capacity.	2007 Jun	17520524
The isolation of secondary metabolites and in vitro potent anti-cancer activity of clerodermic acid from Enicosanthum membranifolium.	2007 Jun 1	17400462
Inhibition of human recombinant cytochrome P450s by curcumin and curcumin decomposition products.	2007 Jun 3	17433521
p-Coumaric acid, a common dietary phenol, inhibits platelet activity in vitro and in vivo.	2007 Mar	17313706
Moderate ferulate and diferulate levels do not impede maize cell wall degradation by human intestinal microbiota.	2007 Mar 21	17319685
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	17408528
Dissipation of charge on MALDI-TOF polymeric chips using an electron-acceptor: analysis of proteins.	2007 May	17370249
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	17804413
Chlorogenic acid compounds from coffee are differentially absorbed and metabolized in humans.	2007 Oct	17884997
Body distributioin of RGD-mediated liposome in brain-targeting drug delivery.	2007 Sep	17827930
Diagnosis of occult blood in human feces using matrix-assisted laser desorption ionization/time-of-flight mass spectrometry.	2007 Sep	17662705
Synthesis of ferulic ester dimers, functionalisation and biological evaluation as potential antiatherogenic and antiplasmodial agents.	2007 Sep 15	17624792
Enhanced activity of antifungal drugs using natural phenolics against yeast strains of Candida and Cryptococcus.	2011 May	21332761

Patents

Substance Class	Chemical Created by `admin` on `Fri Dec 15 18:53:56 GMT 2023` Edited by `admin` on `Fri Dec 15 18:53:56 GMT 2023`
Record UNII	KWJ2DDJ34H
Record Status	`Validated (UNII)`
Record Version

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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

NSC

28956