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Details

Stereochemistry ACHIRAL
Molecular Formula C10H10O3
Molecular Weight 178.1846
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of 4-METHOXYCINNAMIC ACID

SMILES

COC1=CC=C(\C=C\C(O)=O)C=C1

InChI

InChIKey=AFDXODALSZRGIH-QPJJXVBHSA-N
InChI=1S/C10H10O3/c1-13-9-5-2-8(3-6-9)4-7-10(11)12/h2-7H,1H3,(H,11,12)/b7-4+

HIDE SMILES / InChI

Molecular Formula C10H10O3
Molecular Weight 178.1846
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 1
Optical Activity NONE

Cis-4-methoxycinnamic acid is a less frequent isomer of 4-methoxycinnamic acid, isolated from from Aquilegia vulgaris.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
Unknown

Approved Use

Unknown
Preventing
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Anti-amnestic activity of E-p-methoxycinnamic acid from Scrophularia buergeriana.
2003 Jul
The modulatory influence of p-methoxycinnamic acid, an active rice bran phenolic acid, against 1,2-dimethylhydrazine-induced lipid peroxidation, antioxidant status and aberrant crypt foci in rat colon carcinogenesis.
2012 Mar 5
Patents

Sample Use Guides

Apply liberally/generously (and evenly) 15 minutes before sun exposure. Reapply at least every 2 hours.
Route of Administration: Topical
Minimum inhibitory concentrations of 4-methoxycinnamic acid against M. luteus, S. aureus, E. coli and S. enteritidis were 80, 60, 50 and 60 ug mL-1, respectively.
Substance Class Chemical
Created
by admin
on Fri Dec 15 18:58:24 UTC 2023
Edited
by admin
on Fri Dec 15 18:58:24 UTC 2023
Record UNII
6G4ML8401A
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
4-METHOXYCINNAMIC ACID
Systematic Name English
NSC-5303
Code English
NSC-623437
Code English
BERNEL HYDRO
Common Name English
2-PROPENOIC ACID, 3-(4-METHOXYPHENYL)-
Systematic Name English
(E)-4-METHOXYCINNAMIC ACID
Systematic Name English
(E)-P-METHOXYCINNAMIC ACID
Common Name English
TRANS-3-(4-METHOXYPHENYL)-2-PROPENOIC ACID
Systematic Name English
Code System Code Type Description
MESH
C063318
Created by admin on Fri Dec 15 18:58:24 UTC 2023 , Edited by admin on Fri Dec 15 18:58:24 UTC 2023
PRIMARY
NSC
623437
Created by admin on Fri Dec 15 18:58:24 UTC 2023 , Edited by admin on Fri Dec 15 18:58:24 UTC 2023
PRIMARY
ECHA (EC/EINECS)
212-594-0
Created by admin on Fri Dec 15 18:58:24 UTC 2023 , Edited by admin on Fri Dec 15 18:58:24 UTC 2023
PRIMARY
NSC
5303
Created by admin on Fri Dec 15 18:58:24 UTC 2023 , Edited by admin on Fri Dec 15 18:58:24 UTC 2023
PRIMARY
CAS
943-89-5
Created by admin on Fri Dec 15 18:58:24 UTC 2023 , Edited by admin on Fri Dec 15 18:58:24 UTC 2023
ALTERNATIVE
CAS
830-09-1
Created by admin on Fri Dec 15 18:58:24 UTC 2023 , Edited by admin on Fri Dec 15 18:58:24 UTC 2023
PRIMARY
FDA UNII
6G4ML8401A
Created by admin on Fri Dec 15 18:58:24 UTC 2023 , Edited by admin on Fri Dec 15 18:58:24 UTC 2023
PRIMARY
CHEBI
48541
Created by admin on Fri Dec 15 18:58:24 UTC 2023 , Edited by admin on Fri Dec 15 18:58:24 UTC 2023
PRIMARY
ECHA (EC/EINECS)
213-405-4
Created by admin on Fri Dec 15 18:58:24 UTC 2023 , Edited by admin on Fri Dec 15 18:58:24 UTC 2023
ALTERNATIVE
PUBCHEM
699414
Created by admin on Fri Dec 15 18:58:24 UTC 2023 , Edited by admin on Fri Dec 15 18:58:24 UTC 2023
PRIMARY
Related Record Type Details
PARENT -> CONSTITUENT ALWAYS PRESENT
88.5% reaction on PG synthase w/10.0 mM conc. of compound