U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C10H10O4
Molecular Weight 194.1844
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of FERULIC ACID

SMILES

COc1cc(ccc1O)/C(/[H])=C(\[H])/C(=O)O

InChI

InChIKey=KSEBMYQBYZTDHS-HWKANZROSA-N
InChI=1S/C10H10O4/c1-14-9-6-7(2-4-8(9)11)3-5-10(12)13/h2-6,11H,1H3,(H,12,13)/b5-3+

HIDE SMILES / InChI

Molecular Formula C10H10O4
Molecular Weight 194.1844
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 1
Optical Activity NONE

Approval Year

Targets
PubMed

PubMed

TitleDatePubMed
Isolation and quantitation of steroids from normal human amniotic fluid.
1968 Aug
Curcumin and curcumin derivatives inhibit Tat-mediated transactivation of type 1 human immunodeficiency virus long terminal repeat.
1998 Jan-Feb
Investigation of the potential of capillary electrophoresis with off-line matrix-assisted laser desorption/ionization time-of-flight mass spectrometry for clinical analysis: examination of a glycoprotein factor associated with cancer cachexia.
1999 Feb 15
Bioactive constituents of the bark of Parkia biglobosa.
2000 Apr
In vitro and in vivo evaluation of caffeic and ferulic acids as topical photoprotective agents.
2000 Apr 10
Metabolites of orally administered Perilla frutescens extract in rats and humans.
2000 Jan
Antiviral activity of Plantago major extracts and related compounds in vitro.
2002 Jul
Reference values for urinary steroids in Japanese newborn infants: gas chromatography/mass spectrometry in selected ion monitoring.
2003 Dec
Antioxidant effect of ferulic acid in isolated membranes and intact cells: synergistic interactions with alpha-tocopherol, beta-carotene, and ascorbic acid.
2004 Apr 21
Rye bran bread intake elevates urinary excretion of ferulic acid in humans, but does not affect the susceptibility of LDL to oxidation ex vivo.
2004 Aug
Free radical scavengers and antioxidants from Baccharis grisebachii.
2004 Dec
Ferulic acid inhibits endothelial cell proliferation through NO down-regulating ERK1/2 pathway.
2004 Dec 15
Antitubercular constituents of Valeriana laxiflora.
2004 Jun
Influence of ferulic acid on circulatory prooxidant-antioxidant status during alcohol and PUFA induced toxicity.
2004 Sep
Ferulic acid inhibits vascular smooth muscle cell proliferation induced by angiotensin II.
2004 Sep 19
Interactions of human serum albumin with chlorogenic acid and ferulic acid.
2004 Sep 24
Ferulic acid, a natural protector against carbon tetrachloride-induced toxicity.
2005 Aug
Absorption, metabolism, degradation and urinary excretion of rosmarinic acid after intake of Perilla frutescens extract in humans.
2005 Feb
Antioxidant and antigenotoxic effects of plant cell wall hydroxycinnamic acids in cultured HT-29 cells.
2005 Jun
Modulation of hepatic phase II phenol sulfotransferase and antioxidant status by phenolic acids in rats.
2006 Aug
Synergistic salubrious effect of ferulic acid and ascorbic acid on membrane-bound phosphatases and lysosomal hydrolases during experimental myocardial infarction in rats.
2006 Dec 23
Attenuation of abnormalities in the lipid metabolism during experimental myocardial infarction induced by isoproterenol in rats: beneficial effect of ferulic acid and ascorbic acid.
2006 May
Analysis of interaction property of bioactive components in Danggui Buxue Decoction with protein by microdialysis coupled with HPLC-DAD-MS.
2007 Jun 1
Predicting the biological activities of 2-methoxyphenol antioxidants: effects of dimers.
2007 Mar-Apr
Exposure to metal ions regulates mRNA levels of APP and BACE1 in PC12 cells: blockage by curcumin.
2008 Aug 8
Synthesis of trans-caffeate analogues and their bioactivities against HIV-1 integrase and cancer cell lines.
2008 Dec 15
Anti-atherogenic property of ferulic acid in apolipoprotein E-deficient mice fed Western diet: comparison with clofibrate.
2010 Aug-Sep
Restoration of altered microRNA expression in the ischemic heart with resveratrol.
2010 Dec 23
Anti-inflammatory effects of dietary phenolic compounds in an in vitro model of inflamed human intestinal epithelium.
2010 Dec 5
Biochemical mechanism of caffeic acid phenylethyl ester (CAPE) selective toxicity towards melanoma cell lines.
2010 Oct 6
Ferulic acid protects against carbon tetrachloride-induced liver injury in mice.
2011 Apr 11
Celastrol inhibits Tat-mediated human immunodeficiency virus (HIV) transcription and replication.
2011 Jul 29
Interaction of cinnamic acid derivatives with commercial hypoglycemic drugs on 2-deoxyglucose uptake in 3T3-L1 adipocytes.
2011 Sep 28
Anti-inflammatory activity of hydroxycinnamic acid derivatives isolated from corn bran in lipopolysaccharide-stimulated Raw 264.7 macrophages.
2012 May
Inhibitory effects of caffeic acid phenethyl ester derivatives on replication of hepatitis C virus.
2013
Antifungal efficacy of some natural phenolic compounds against significant pathogenic and toxinogenic filamentous fungi.
2013 Oct
Investigation of the effects of some phenolic compounds on the activities of glucose-6-phosphate dehydrogenase and 6-phosphogluconate dehydrogenase from human erythrocytes.
2014 Nov
Anticonvulsant and behavioral effects observed in mice following treatment with an ester derivative of ferulic acid: Isopentyl ferulate.
2015 Dec 5
Investigation of the effects of some drugs and phenolic compounds on human dihydrofolate reductase activity.
2015 Mar
Patents
Substance Class Chemical
Created
by admin
on Sat Jun 26 09:24:59 UTC 2021
Edited
by admin
on Sat Jun 26 09:24:59 UTC 2021
Record UNII
AVM951ZWST
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
FERULIC ACID
HSDB   INCI   MI   USP-RS   WHO-DD  
INCI  
Official Name English
FERULIC ACID [INCI]
Common Name English
TRANS-FERULIC ACID [WHO-DD]
Common Name English
NSC-51986
Code English
4-HYDROXY-3-METHOXYCINNAMIC ACID
Systematic Name English
(E)-3-(4-HYDROXY-3-METHOXY-PHENYL)PROP-2-ENOIC ACID
Systematic Name English
FERULIC ACID [WHO-DD]
Common Name English
(E)-FERULIC ACID
Common Name English
FERULIC ACID [USP-RS]
Common Name English
CONIFERIC ACID
Systematic Name English
FERULIC ACID (CONSTITUENT OF BLACK COHOSH) [DSC]
Common Name English
NSC-674320
Code English
TRANS-FERULIC ACID
Common Name English
FERULIC ACID [MI]
Common Name English
FERULIC ACID [HSDB]
Common Name English
NSC-2821
Code English
Classification Tree Code System Code
DSLD 1643 (Number of products:16)
Created by admin on Sat Jun 26 09:24:59 UTC 2021 , Edited by admin on Sat Jun 26 09:24:59 UTC 2021
Code System Code Type Description
PUBCHEM
445858
Created by admin on Sat Jun 26 09:24:59 UTC 2021 , Edited by admin on Sat Jun 26 09:24:59 UTC 2021
PRIMARY
EPA CompTox
1135-24-6
Created by admin on Sat Jun 26 09:24:59 UTC 2021 , Edited by admin on Sat Jun 26 09:24:59 UTC 2021
PRIMARY
FDA UNII
AVM951ZWST
Created by admin on Sat Jun 26 09:24:59 UTC 2021 , Edited by admin on Sat Jun 26 09:24:59 UTC 2021
PRIMARY
ECHA (EC/EINECS)
214-490-0
Created by admin on Sat Jun 26 09:24:59 UTC 2021 , Edited by admin on Sat Jun 26 09:24:59 UTC 2021
PRIMARY
CAS
1135-24-6
Created by admin on Sat Jun 26 09:24:59 UTC 2021 , Edited by admin on Sat Jun 26 09:24:59 UTC 2021
PRIMARY
USP_CATALOG
1270311
Created by admin on Sat Jun 26 09:24:59 UTC 2021 , Edited by admin on Sat Jun 26 09:24:59 UTC 2021
PRIMARY USP-RS
DRUG BANK
DB07767
Created by admin on Sat Jun 26 09:24:59 UTC 2021 , Edited by admin on Sat Jun 26 09:24:59 UTC 2021
PRIMARY
WIKIPEDIA
FERULIC ACID
Created by admin on Sat Jun 26 09:24:59 UTC 2021 , Edited by admin on Sat Jun 26 09:24:59 UTC 2021
PRIMARY
RXCUI
1368647
Created by admin on Sat Jun 26 09:24:59 UTC 2021 , Edited by admin on Sat Jun 26 09:24:59 UTC 2021
PRIMARY RxNorm
MESH
C004999
Created by admin on Sat Jun 26 09:24:59 UTC 2021 , Edited by admin on Sat Jun 26 09:24:59 UTC 2021
PRIMARY
HSDB
7663
Created by admin on Sat Jun 26 09:24:59 UTC 2021 , Edited by admin on Sat Jun 26 09:24:59 UTC 2021
PRIMARY
MERCK INDEX
M5359
Created by admin on Sat Jun 26 09:24:59 UTC 2021 , Edited by admin on Sat Jun 26 09:24:59 UTC 2021
PRIMARY Merck Index
EVMPD
SUB32804
Created by admin on Sat Jun 26 09:24:59 UTC 2021 , Edited by admin on Sat Jun 26 09:24:59 UTC 2021
PRIMARY
Related Record Type Details
PARENT -> CONSTITUENT ALWAYS PRESENT
PARENT -> CONSTITUENT ALWAYS PRESENT
SALT/SOLVATE -> PARENT
PARENT -> CONSTITUENT ALWAYS PRESENT
ASSAY (HPLC)
PARENT -> CONSTITUENT ALWAYS PRESENT
SALT/SOLVATE -> PARENT
PARENT -> CONSTITUENT ALWAYS PRESENT
98.1% reaction on PG synthase w/10.0 mM conc. of compound
PARENT -> CONSTITUENT ALWAYS PRESENT
Related Record Type Details
ACTIVE MOIETY