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

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 of P-COUMARIC ACID

SMILES

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

InChI

InChIKey=NGSWKAQJJWESNS-ZZXKWVIFSA-N
InChI=1S/C9H8O3/c10-8-4-1-7(2-5-8)3-6-9(11)12/h1-6,10H,(H,11,12)/b6-3+

HIDE SMILES / InChI

Approval Year

2014
494
Targets

Targets

Primary TargetPharmacologyConditionPotency
Agonist
2678
 310.0 µM [EC50]
Agonist
2678
 4.89 µM [EC50]
Inhibitor
8297
Inhibitor
8297
 0.98 µM [Ki]
Inhibitor
8297
 1.07 µM [Ki]
Inhibitor
8297
 5.23 µM [Ki]
Inhibitor
8297
 5.33 µM [Ki]
PubMed

PubMed

TitleDatePubMed
Antitubercular sterols from Thalia multiflora Horkel ex Koernicke.
2005 Oct
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
Antifungal efficacy of some natural phenolic compounds against significant pathogenic and toxinogenic filamentous fungi.
2013 Oct
Sasa quelpaertensis Nakai extract and its constituent p-coumaric acid inhibit adipogenesis in 3T3-L1 cells through activation of the AMPK pathway.
2013 Sep
Modulation of gene-expression profiles associated with sodium arsenite-induced cardiotoxicity by p-coumaric acid, a common dietary polyphenol.
2014 Apr
Patents

Patents

03998851
1
06833421
3
JP2000247900A
4
JP2000319154A
18
JP2002003385A
1
JP2002012535A
6
JP2002145719A
1
JP2002512267A
4
JP2002524505A
3
JP2002541233A
400
JP2002544546A
1
JP2003146806A
1
JP2003525103A
5
JP2004161706A
3
JP2005058096A
1
JP2005089676A
2
JP2005126412A
1
JP2007236222A
1
JP2008189554A
1
JP2009161484A
1
JP2009161485A
2
JP2009173670A
1
JP2014196256A
1
JP3267615B2
1
JP4764416B2
3
JPH02129149A
1
JPH02256601A
3
JPH0314596A
1
JPH04266807A
1
JPH04270298A
1
JPH05117125A
2
JPH08239661A
2
JPH09286728A
1
JPH09328424A
2
JPH10117679A
1
JPH10117680A
4
JPH10262547A
2
JPH10338603A
1
JPH11106335A
2
Name Type Language
P-COUMARIC ACID
MI   WHO-DD  
Common Name English
P-coumaric acid [WHO-DD]
Common Name English
P-COUMARIC ACID [MI]
Common Name English
NSC-674321
Code English
NSC-59260
Code English
(E)-P-COUMARIC ACID
Common Name English
PARAHYDROXYCINNAMIC ACID
Systematic Name English
2-PROPENOIC ACID, 3-(4-HYDROXYPHENYL)-
Common Name English
CINNAMIC ACID, P-HYDROXY-
Common Name English
CINNAMIC ACID, P-HYDROXY-, (E)-
Common Name English
PARA HYDROXYCINNAMIC ACID
Systematic Name English
P-HYDROXYCINNAMIC ACID
Common Name English
4-HYDROXYCINNAMIC ACID
Systematic Name English
HYDROXYCINNAMIC ACID
INCI  
INCI  
Official Name English
3-(4-HYDROXYPHENYL)-2-PROPENOIC ACID
Systematic Name English
ORISTAR PCA
Brand Name English
2-PROPENOIC ACID, 3-(4-HYDROXYPHENYL)-, (E)-
Common Name English
TRANS-P-COUMARIC ACID
Common Name English
.BETA.-(4-HYDROXYPHENYL)ACRYLIC ACID
Systematic Name English
4-COUMARIC ACID
Common Name English
HYDROXYCINNAMIC ACID [INCI]
Common Name English
2-PROPENOIC ACID, 3-(4-HYDROXYPHENYL)-, (2E)-
Common Name English
NARINGENINIC ACID
Common Name English
Code System Code Type Description
CHEBI
32374
Created by admin on Fri Dec 15 18:40:45 GMT 2023 , Edited by admin on Fri Dec 15 18:40:45 GMT 2023
PRIMARY
FDA UNII
IBS9D1EU3J
Created by admin on Fri Dec 15 18:40:45 GMT 2023 , Edited by admin on Fri Dec 15 18:40:45 GMT 2023
PRIMARY
SMS_ID
100000089731
Created by admin on Fri Dec 15 18:40:45 GMT 2023 , Edited by admin on Fri Dec 15 18:40:45 GMT 2023
PRIMARY
CAS
501-98-4
Created by admin on Fri Dec 15 18:40:45 GMT 2023 , Edited by admin on Fri Dec 15 18:40:45 GMT 2023
PRIMARY
CAS
7400-08-0
Created by admin on Fri Dec 15 18:40:45 GMT 2023 , Edited by admin on Fri Dec 15 18:40:45 GMT 2023
NON-SPECIFIC STEREOCHEMISTRY
PUBCHEM
637542
Created by admin on Fri Dec 15 18:40:45 GMT 2023 , Edited by admin on Fri Dec 15 18:40:45 GMT 2023
PRIMARY
WIKIPEDIA
p-Coumaric acid
Created by admin on Fri Dec 15 18:40:45 GMT 2023 , Edited by admin on Fri Dec 15 18:40:45 GMT 2023
PRIMARY
CHEBI
36090
Created by admin on Fri Dec 15 18:40:45 GMT 2023 , Edited by admin on Fri Dec 15 18:40:45 GMT 2023
PRIMARY
MERCK INDEX
m3818
Created by admin on Fri Dec 15 18:40:45 GMT 2023 , Edited by admin on Fri Dec 15 18:40:45 GMT 2023
PRIMARY Merck Index
RXCUI
1485787
Created by admin on Fri Dec 15 18:40:45 GMT 2023 , Edited by admin on Fri Dec 15 18:40:45 GMT 2023
PRIMARY RxNorm
CHEBI
23401
Created by admin on Fri Dec 15 18:40:45 GMT 2023 , Edited by admin on Fri Dec 15 18:40:45 GMT 2023
PRIMARY
DAILYMED
IBS9D1EU3J
Created by admin on Fri Dec 15 18:40:45 GMT 2023 , Edited by admin on Fri Dec 15 18:40:45 GMT 2023
PRIMARY
EVMPD
SUB14773MIG
Created by admin on Fri Dec 15 18:40:45 GMT 2023 , Edited by admin on Fri Dec 15 18:40:45 GMT 2023
PRIMARY
MESH
C032171
Created by admin on Fri Dec 15 18:40:45 GMT 2023 , Edited by admin on Fri Dec 15 18:40:45 GMT 2023
PRIMARY
NSC
674321
Created by admin on Fri Dec 15 18:40:45 GMT 2023 , Edited by admin on Fri Dec 15 18:40:45 GMT 2023
PRIMARY
DRUG BANK
DB04066
Created by admin on Fri Dec 15 18:40:45 GMT 2023 , Edited by admin on Fri Dec 15 18:40:45 GMT 2023
PRIMARY
ECHA (EC/EINECS)
231-000-0
Created by admin on Fri Dec 15 18:40:45 GMT 2023 , Edited by admin on Fri Dec 15 18:40:45 GMT 2023
PRIMARY
NSC
59260
Created by admin on Fri Dec 15 18:40:45 GMT 2023 , Edited by admin on Fri Dec 15 18:40:45 GMT 2023
PRIMARY
SUBSTANCE RECORD
Structure of P-COUMARIC ACID
NIH
NCATS
PRIVACY ACT
ACCESSIBILITY
DISCLAIMER
HHS VULNERABILITY DISCLOSURE
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