General
Preferred name
(E)-3,4,5-Trimethoxycinnamic acid
Synonyms
SINAPIC ACID METHYL ETHER ()
O-Methylsinapic acid ()
3,4,5-Trimethoxy-trans-cinnamic acid ()
3,4,5-Trimethoxyphenylacrylic acid ()
(2E)-3,4,5-Trimethoxycinnamic acid ()
3,4,5-Trimethoxycinnamic acid ()
TMCA ()
P&D ID
PD002061
CAS
90-50-6
20329-98-0
Tags
available
Structure
Probe scores
P&D probe-likeness score
[[ v.score ]]%
Structure formats
[[ format ]]
[[ compound[format === 'MOL' ? 'molblock' : format.toLowerCase()] ]]
Description
(extracted from source data)
DESCRIPTION 3,4,5-Trimethoxycinnamic acid is a phenylpropanoid isolated from the roots of Polygala tenuifolia;WILLD, with anti-stress effect, prolonging the sleeping time in animals[1][2]. 3,4,5-Trimethoxycinnamic acid increases expression of GAD65 and ¦Ã-subunit of GABAA receptor, but shows no effect on the amounts of ¦Á-, ¦Â-subunits[2].
DESCRIPTION (E)-3,4,5-Trimethoxycinnamic acid (TMCA) is a cinnamic acid substituted by multi-methoxy groups. (E)-3,4,5-Trimethoxycinnamic acid is an orally active and potent GABAA/BZ receptor agonist. (E)-3,4,5-Trimethoxycinnamic exhibits favourable binding affinity to 5-HT2C and 5-HT1A receptor, with IC50 values of 2.5 and 7.6 ¦ÌM, respectively. (E)-3,4,5-Trimethoxycinnamic acid shows anticonvulsant and sedative activity. (E)-3,4,5-Trimethoxycinnamic acid can be used for the research of insomnia, headache and epilepsy[1][2][3].
PRICE 29
DESCRIPTION (E)-3,4,5-Trimethoxycinnamic acid inhibits 5-hydroxytryptamine receptor 2c and 5-hydroxytryptamine receptor 1a with IC50 value of 2.5µM and 7.6µM, respectively. (Enamine Bioactive Compounds)
DESCRIPTION (E)-3,4,5-Trimethoxycinnamic acid (O-Methylsinapic acid) is a natural compound derived from the roots and rhizomes of Notopterygium incisum. (TargetMol Bioactive Compound Library)
Compound Sets
6
Enamine Bioactive Compounds
EBC-13768
Enamine BioReference Compounds
MedChem Express Bioactive Compound Library
HY-W050162
HY-W012123
Selleckchem Bioactive Compound Library
trimethoxycinnamic-acid
e-3-4-5-trimethoxycinnamic-acid
TargetMol Bioactive Compound Library
TN2865
The Spectrum Collection
External IDs
28
Properties
(calculated by RDKit )
Molecular Weight
238.08
Hydrogen Bond Acceptors
4
Hydrogen Bond Donors
1
Rotatable Bonds
5
Ring Count
1
Aromatic Ring Count
1
cLogP
1.81
TPSA
64.99
Fraction CSP3
0.25
Chiral centers
0.0
Largest ring
6.0
QED
0.79
Structural alerts
0
No structural alerts detected
Related compounds
Custom attributes
(extracted from source data)
MOA
GABA Receptor
Target
Endogenous Metabolite
5-HT Receptor
Pathway
Membrane Transporter/Ion Channel
Metabolic Enzyme/Protease
Neuronal Signaling
GPCR/G protein
Source data