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Merck

D2667

2,5-Dihydroxycinnamic acid methyl ester

≥95%, crystalline

Synonym(s):

Erbstatin analog, Methyl 2,5-dihydroxycinnamate

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About This Item

Empirical Formula (Hill Notation):
C10H10O4
CAS Number:
Molecular Weight:
194.18
UNSPSC Code:
12352200
PubChem Substance ID:
MDL number:
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assay

≥95%

form

crystalline

color

yellow

mp

181-183  °C

solubility

0.1 M NaOH: soluble, H2O: insoluble, methanol: soluble

storage temp.

−20°C

SMILES string

COC(=O)\C=C\c1cc(O)ccc1O

InChI

1S/C10H10O4/c1-14-10(13)5-2-7-6-8(11)3-4-9(7)12/h2-6,11-12H,1H3/b5-2+

InChI key

BQCNSTFWSKOWMA-GORDUTHDSA-N

Biochem/physiol Actions

Inhibitor of EGF receptor-associated tyrosine kinase.

Other Notes

Stable analog of erbstatin.

Disclaimer

Photosensitive.

Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges


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C Y Liu et al.
The American journal of physiology, 270(6 Pt 1), C1825-C1833 (1996-06-01)
Although tyrosine kinases play an important role in cell growth and have been implicated in regulation of smooth muscle contraction, their role in agonist-induced myoplasmic Ca2+ responses is unclear. We examined effects of the tyrosine kinase inhibitors genistein and methyl
M D Basson et al.
Cell and tissue research, 292(3), 553-562 (1998-06-24)
Intestinal epithelial cell differentiation is closely regulated during normal cell renewal, maturation, and malignant transformation. Since tyrosine phosphorylation influences differentiation in other cell types and has been reported to vary between crypt cells to differentiated villus tip cells, we investigated
J Zielasek et al.
Neurochemistry international, 29(1), 83-87 (1996-07-01)
Microglial cells are resident macrophages in the central nervous system (CNS) which serve specific functions in the defence of the CNS against microorganisms, the removal of tissue debris in neurodegenerative diseases or during normal development, and in autoimmune inflammatory disorders
J Sandy et al.
Bone, 23(1), 17-26 (1998-07-14)
This investigation examined which signal pathways are of relevance in growth factor-stimulated bone cell mitogenesis. Platelet-derived growth factor (PDGF) and insulin-like growth factor-II (IGF-II) were potent mitogens for both the MG-63 osteoblast cell line and for primary cultures of human
O S Ruiz et al.
Regulatory peptides, 77(1-3), 155-161 (1998-11-11)
To examine the role of tyrosine kinase (TK) on basolateral membrane (BLM) transport, we looked for the presence of TK activity in these membranes and showed that the synthetic substrate for TK, poly [Glu80 Na, Tyr20] caused a three-fold increase

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