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
Biochemical mechanism of caffeic acid phenylethyl ester (CAPE) selective toxicity towards melanoma cell lines.
2010 Oct 6
In vitro antiplasmodial activity and cytotoxicity of crude extracts and compounds from the stem bark of Kigelia africana (Lam.) Benth (Bignoniaceae).
2011 Jun
Interaction of cinnamic acid derivatives with commercial hypoglycemic drugs on 2-deoxyglucose uptake in 3T3-L1 adipocytes.
2011 Sep 28
Sodium arsenite-induced cardiotoxicity in rats: protective role of p-coumaric acid, a common dietary polyphenol.
2013 May
Antifungal efficacy of some natural phenolic compounds against significant pathogenic and toxinogenic filamentous fungi.
2013 Oct
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
For language access assistance, contact the NCATS Public Information Officer
National Center for Advancing Translational Sciences (NCATS),
6701 Democracy Boulevard, Bethesda MD 20892-4874 • 301-594-8966