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146242

Sigma-Aldrich

3,4-(Methylenedioxy)cinnamic acid, predominantly trans

99%

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About This Item

Empirical Formula (Hill Notation):
C10H8O4
CAS Number:
Molecular Weight:
192.17
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

assay

99%

form

powder

mp

242-244 °C (dec.) (lit.)

SMILES string

OC(=O)\C=C\c1ccc2OCOc2c1

InChI

1S/C10H8O4/c11-10(12)4-2-7-1-3-8-9(5-7)14-6-13-8/h1-5H,6H2,(H,11,12)/b4-2+

InChI key

QFQYZMGOKIROEC-DUXPYHPUSA-N

General description

3,4-(Methylenedioxy)cinnamic acid is an inhibitor of the phenylpropanoid enzyme 4-hydroxycinnamoyl-CoA ligase. It undergoes electron transfer reaction with trichloromethylperoxyl radical and reaction has been studied by pulse radiolysis.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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J X Pan et al.
Free radical research, 30(3), 241-245 (2000-03-11)
The electron transfer reactions between the trichloromethylperoxyl radical (Cl3COO*) and hydroxycinnamic acid derivatives, including chlorogenic acid, sinapic acid, caffeic acid, ferulic acid and 3,4-(methylenedioxy)cinnamic acid, have been studied by pulse radiolysis. The hydroxycinnamic acid derivatives, especially sinapic acid, are identified
Rogério Barbosa Lima et al.
PloS one, 8(12), e80542-e80542 (2013-12-07)
Cinnamic acid and its hydroxylated derivatives (p-coumaric, caffeic, ferulic and sinapic acids) are known allelochemicals that affect the seed germination and root growth of many plant species. Recent studies have indicated that the reduction of root growth by these allelochemicals

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