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Details

Stereochemistry ACHIRAL
Molecular Formula C10H10O3
Molecular Weight 178.185
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of 4-METHOXYCINNAMIC ACID

SMILES

COc1ccc(cc1)/C(/[H])=C(\[H])/C(=O)O

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 178.185
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 1
Optical Activity NONE

4-Methoxycinnamic acid was isolated from the Argentinian medicinal plant Baccharis grisebachii and its antimicrobial activity was evaluated. This acid showed a potent antibacterial and antifungal effect with higher growth inhibition against fungal species compared to bacteria, and Gram-negative and Gram-positive bacteria were equally inhibited by the compound. 4-Methoxycinnamic acid is used as a component of many sunscreens due to its ability to absorb UVB.

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
E- and Z-p-methoxycinnamic acid from Aquilegia vulgaris.
2004 Jul-Aug
Esters, amides and substituted derivatives of cinnamic acid: synthesis, antimicrobial activity and QSAR investigations.
2004 Oct
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

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Sat Jun 26 16:33:48 UTC 2021
Edited
by admin
on Sat Jun 26 16:33:48 UTC 2021
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 Sat Jun 26 16:33:49 UTC 2021 , Edited by admin on Sat Jun 26 16:33:49 UTC 2021
PRIMARY
EPA CompTox
943-89-5
Created by admin on Sat Jun 26 16:33:49 UTC 2021 , Edited by admin on Sat Jun 26 16:33:49 UTC 2021
PRIMARY
ECHA (EC/EINECS)
212-594-0
Created by admin on Sat Jun 26 16:33:49 UTC 2021 , Edited by admin on Sat Jun 26 16:33:49 UTC 2021
PRIMARY
CAS
943-89-5
Created by admin on Sat Jun 26 16:33:49 UTC 2021 , Edited by admin on Sat Jun 26 16:33:49 UTC 2021
ALTERNATIVE
CAS
830-09-1
Created by admin on Sat Jun 26 16:33:49 UTC 2021 , Edited by admin on Sat Jun 26 16:33:49 UTC 2021
PRIMARY
FDA UNII
6G4ML8401A
Created by admin on Sat Jun 26 16:33:49 UTC 2021 , Edited by admin on Sat Jun 26 16:33:49 UTC 2021
PRIMARY
ECHA (EC/EINECS)
213-405-4
Created by admin on Sat Jun 26 16:33:49 UTC 2021 , Edited by admin on Sat Jun 26 16:33:49 UTC 2021
ALTERNATIVE
PUBCHEM
699414
Created by admin on Sat Jun 26 16:33:49 UTC 2021 , Edited by admin on Sat Jun 26 16:33:49 UTC 2021
PRIMARY
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88.5% reaction on PG synthase w/10.0 mM conc. of compound