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SMB01013

Sigma-Aldrich

Methyl 2,5-Dihydroxycinnamate

≥90% (LC/MS-ELSD)

Synonym(s):

2,4-Dihydroxymethylcinnamate, Methyl grevillate

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5 G
SGD 130.00
25 G
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About This Item

Empirical Formula (Hill Notation):
C10H10O4
CAS Number:
Molecular Weight:
194.18
MDL number:
UNSPSC Code:
12352205
NACRES:
NA.25

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biological source

plant

assay

≥90% (LC/MS-ELSD)

form

solid

mol wt

194.18

solubility

water: slightly soluble

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

−20°C

SMILES string

O(C)C(=O)C=Cc1c(ccc(c1)O)O

InChI

1S/C10H10O4/c1-14-10(13)5-2-7-6-8(11)3-4-9(7)12/h2-6,11-12H,1H3

InChI key

BQCNSTFWSKOWMA-UHFFFAOYSA-N

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This Item
SMB01081SMB01051SMB01083
form

solid

form

solid

form

solid

form

solid

assay

≥90% (LC/MS-ELSD)

assay

≥90% (LC/MS-ELSD)

assay

≥90% (LC/MS-ELSD)

assay

≥90% (LC/MS-ELSD)

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

mol wt

194.18

mol wt

208.21

mol wt

564.54

mol wt

530.48

General description

Methyl 2,5-dihydroxycinnamate, a hydroxycinnamic acid, is a bioactive natural compound commonly derived from plants like Azadirachta indica and Murraya paniculata. Current research indicates that this plant-derived metabolite may possess diverse biological activities, encompassing anti-inflammatory and antitumor properties. Furthermore, it serves as a human urinary metabolite, a geroprotector, and an inhibitor of EC 2.7.10.1 (receptor protein-tyrosine kinase). It is a cell-permeable analog of erbstatin, a natural substance found in Streptomyces, demonstrates inhibitory effects on the autophosphorylation of the epidermal growth factor receptor. Moreover, it acts as a competitive inhibitor of epidermal growth factor receptor-associated tyrosine kinase, effectively impeding v-abl tyrosine kinase activation. Additionally, Methyl 2,5-dihydroxycinnamate has been observed to induce apoptosis in mouse thymocytes and inhibit the G2/M phase of the cell cycle.

Application

Methyl 2,5-Dihydroxycinnamate is a natural product derived from plant source that finds application in compound screening libraries, metabolomics, phytochemical, and pharmaceutical research.

Features and Benefits

  • Suitable for Biochemical and Biomedical research
  • Versatile and adaptable for wide variety of laboratory and research applications

Other Notes

For additional information on our range of Biochemicals, please complete this form.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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