trans-3-Indoleacrylic acid Chemical Properties

Melting point:

185 °C (dec.)(lit.)

Boiling point:

321.94°C (rough estimate)

Density 

1.1963 (rough estimate)

refractive index 

1.4900 (estimate)

storage temp. 

2-8°C

solubility 

DMSO (Slightly), Methanol (Slightly)

pka

4.59±0.10(Predicted)

form 

powder

color 

white to light yellow

Water Solubility 

freely soluble

BRN 

6317

Stability:

Stable under recommended storage conditions., Stable Under Recommended Storage C

InChI

InChI=1S/C11H9NO2/c13-11(14)6-5-8-7-12-10-4-2-1-3-9(8)10/h1-7,12H,(H,13,14)/b6-5+

InChIKey

PLVPPLCLBIEYEA-AATRIKPKSA-N

SMILES

C(O)(=O)/C=C/C1C2=C(NC=1)C=CC=C2

CAS DataBase Reference

29953-71-7(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36-37/39

WGK Germany 

3

RTECS 

NL3680000

HS Code 

2933998090

MSDS

• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

trans-3-Indoleacrylic acid Usage And Synthesis

Chemical Properties

LIGHT BROWN CRYSTALLINE POWDER

Uses

trans-3-Indoleacrylic acid is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals.

Application

trans-3-Indoleacrylic acid is a metabolite of tryptophan.
Chromophoric L-Trp analog used to probe the allosteric properties of the internal aldimine of tryptophan synthase. Also shown to be a moderate inhibitor of tryptophan synthase, trypothan-2,3-dioxygenase (TDO), indoleamine-2,3-dioxygenase (IDO), L-dopachrome isomerase and xanthine oxidase.
Reagent used as a matrix for MALDI-TOF mass spectroscopy in order to characterize and analyze polyphenols and synthetic polymers.

Definition

ChEBI: trans-3-Indoleacrylic acid is an alpha,beta-unsaturated monocarboxylic acid that is acrylic acid in which one of the hydrogens at position 3 is replaced by an indol-3-yl group. It is an alpha,beta-unsaturated monocarboxylic acid and a member of indoles. It derives from an acrylic acid. It is a conjugate acid of an (E)-3-(indol-3-yl)acrylate(1-).

trans-3-Indoleacrylic acid(29953-71-7)Related Product Information

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