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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 ISOFERULIC ACID

SMILES

COc1ccc(/C(/[H])=C(\[H])/C(=O)O)cc1O

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

Approval Year

PubMed

PubMed

TitleDatePubMed
Inhibition of rat liver mevalonate pyrophosphate decarboxylase and mevalonate phosphate kinase by phenyl and phenolic compounds.
1979 Jul 1
Novel biomarkers of the metabolism of caffeic acid derivatives in vivo.
2001 Jun 1
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 Aug 15
Characterization of metabolites of hydroxycinnamates in the in vitro model of human small intestinal epithelium caco-2 cells.
2003 Dec 31
Anti-amnestic activity of E-p-methoxycinnamic acid from Scrophularia buergeriana.
2003 Jul
Phenolic acid metabolites as biomarkers for tea- and coffee-derived polyphenol exposure in human subjects.
2004 Feb
Bioavailability and pharmacokinetics of caffeoylquinic acids and flavonoids after oral administration of Artichoke leaf extracts in humans.
2005 Jan
Phenolic esters from the rhizomes of Cimicifuga racemosa do not cause proliferation effects in MCF-7 cells.
2005 Jun
Patents
Substance Class Chemical
Created
by admin
on Sat Jun 26 04:38:10 UTC 2021
Edited
by admin
on Sat Jun 26 04:38:10 UTC 2021
Record UNII
XSQ2K2G7MC
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ISOFERULIC ACID
Common Name English
NSC-51987
Code 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
Code System Code Type Description
ECHA (EC/EINECS)
208-676-0
Created by admin on Sat Jun 26 04:38:10 UTC 2021 , Edited by admin on Sat Jun 26 04:38:10 UTC 2021
PRIMARY
WIKIPEDIA
Isoferulic acid
Created by admin on Sat Jun 26 04:38:10 UTC 2021 , Edited by admin on Sat Jun 26 04:38:10 UTC 2021
PRIMARY
DRUG BANK
DB07109
Created by admin on Sat Jun 26 04:38:10 UTC 2021 , Edited by admin on Sat Jun 26 04:38:10 UTC 2021
PRIMARY
CAS
537-73-5
Created by admin on Sat Jun 26 04:38:10 UTC 2021 , Edited by admin on Sat Jun 26 04:38:10 UTC 2021
PRIMARY
FDA UNII
XSQ2K2G7MC
Created by admin on Sat Jun 26 04:38:10 UTC 2021 , Edited by admin on Sat Jun 26 04:38:10 UTC 2021
PRIMARY
PUBCHEM
736186
Created by admin on Sat Jun 26 04:38:10 UTC 2021 , Edited by admin on Sat Jun 26 04:38:10 UTC 2021
PRIMARY
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109.6% reaction on PG synthase w/10.0 mM conc. of compound