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Details

Stereochemistry ACHIRAL
Molecular Formula C10H10O4
Molecular Weight 194.184
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of ISOFERULIC ACID

SMILES

COC1=CC=C(\C=C\C(O)=O)C=C1O

InChI

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

HIDE SMILES / InChI

Molecular Formula C10H10O4
Molecular Weight 194.184
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 1
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Phenolic esters from the rhizomes of Cimicifuga racemosa do not cause proliferation effects in MCF-7 cells.
2005-06
Bioavailability and pharmacokinetics of caffeoylquinic acids and flavonoids after oral administration of Artichoke leaf extracts in humans.
2005-01
Phenolic acid metabolites as biomarkers for tea- and coffee-derived polyphenol exposure in human subjects.
2004-02
Characterization of metabolites of hydroxycinnamates in the in vitro model of human small intestinal epithelium caco-2 cells.
2003-12-31
Validated method for the determination of six metabolites derived from artichoke leaf extract in human plasma by high-performance liquid chromatography-coulometric-array detection.
2003-08-15
Anti-amnestic activity of E-p-methoxycinnamic acid from Scrophularia buergeriana.
2003-07
Novel biomarkers of the metabolism of caffeic acid derivatives in vivo.
2001-06-01
Inhibition of rat liver mevalonate pyrophosphate decarboxylase and mevalonate phosphate kinase by phenyl and phenolic compounds.
1979-07-01
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 19:17:48 GMT 2025
Edited
by admin
on Mon Mar 31 19:17:48 GMT 2025
Record UNII
XSQ2K2G7MC
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
NSC-51987
Preferred Name English
ISOFERULIC ACID
Common Name English
trans-3-Hydroxy-4-methoxycinnamic acid
Systematic Name English
(2E)-3-(3-HYDROXY-4-METHOXYPHENYL)ACRYLIC ACID
Systematic Name English
HESPERETIC ACID
Common Name English
(E)-3-(3-HYDROXY-4-METHOXY-PHENYL)-ACRYLIC ACID
Systematic Name English
4-O-METHYLCAFFEIC ACID
Common Name English
ISOFERULIC ACID (CONSTITUENT OF BLACK COHOSH) [DSC]
Common Name English
2-Propenoic acid, 3-(3-hydroxy-4-methoxyphenyl)-, (2E)-
Systematic Name English
trans-Isoferulic acid
Common Name English
Code System Code Type Description
ECHA (EC/EINECS)
208-676-0
Created by admin on Mon Mar 31 19:17:48 GMT 2025 , Edited by admin on Mon Mar 31 19:17:48 GMT 2025
PRIMARY
NSC
51987
Created by admin on Mon Mar 31 19:17:48 GMT 2025 , Edited by admin on Mon Mar 31 19:17:48 GMT 2025
PRIMARY
CHEBI
27794
Created by admin on Mon Mar 31 19:17:48 GMT 2025 , Edited by admin on Mon Mar 31 19:17:48 GMT 2025
PRIMARY
WIKIPEDIA
Isoferulic acid
Created by admin on Mon Mar 31 19:17:48 GMT 2025 , Edited by admin on Mon Mar 31 19:17:48 GMT 2025
PRIMARY
CAS
25522-33-2
Created by admin on Mon Mar 31 19:17:48 GMT 2025 , Edited by admin on Mon Mar 31 19:17:48 GMT 2025
PRIMARY
EPA CompTox
DTXSID901314847
Created by admin on Mon Mar 31 19:17:48 GMT 2025 , Edited by admin on Mon Mar 31 19:17:48 GMT 2025
PRIMARY
DRUG BANK
DB07109
Created by admin on Mon Mar 31 19:17:48 GMT 2025 , Edited by admin on Mon Mar 31 19:17:48 GMT 2025
PRIMARY
CAS
537-73-5
Created by admin on Mon Mar 31 19:17:48 GMT 2025 , Edited by admin on Mon Mar 31 19:17:48 GMT 2025
NON-SPECIFIC STEREOCHEMISTRY
FDA UNII
XSQ2K2G7MC
Created by admin on Mon Mar 31 19:17:48 GMT 2025 , Edited by admin on Mon Mar 31 19:17:48 GMT 2025
PRIMARY
PUBCHEM
736186
Created by admin on Mon Mar 31 19:17:48 GMT 2025 , Edited by admin on Mon Mar 31 19:17:48 GMT 2025
PRIMARY
Related Record Type Details
PARENT -> CONSTITUENT ALWAYS PRESENT
PARENT -> CONSTITUENT ALWAYS PRESENT
109.6% reaction on PG synthase w/10.0 mM conc. of compound