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Merck
CN

D2667

Sigma-Aldrich

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
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
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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

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Biochem/physiol Actions

Inhibitor of EGF receptor-associated tyrosine kinase.

Other Notes

Stable analog of erbstatin.

Disclaimer

Photosensitive.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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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
O S Ruiz et al.
The Journal of membrane biology, 162(3), 201-208 (1998-05-16)
We examined the effect of respiratory acidosis on the Na-HCO3 cotransporter activity in primary cultures of the proximal tubule of the rabbit exposed to 10% CO2 for 5 min, 2, 4, 24 and 48 hr. Cells exposed to 10% CO2
A Frew et al.
Allergy, 53(2), 139-143 (1998-04-16)
Occupational asthma due to western red cedar is associated with histamine release from basophils and mast cells on exposure to plicatic acid (PA), but the mechanisms underlying this response remain unclear. Specific kinase inhibitors were used to study the role
P Merciris et al.
Pflugers Archiv : European journal of physiology, 436(3), 315-322 (1998-06-30)
Deoxygenation of sickle (SS) cells causes cationic alterations leading to cell dehydration by various mechanisms, including activation of Ca2+-sensitive K channels and possibly of K-Cl cotransport. Since an abnormal tyrosine kinase (TK) activity exists in SS cells we investigated the
T H Jones et al.
The Journal of clinical endocrinology and metabolism, 82(7), 2143-2147 (1997-07-01)
Tyrosine kinases are involved in the phosphorylation of proteins that regulate cell growth and proliferation. The mitogenic effect of several growth factors requires tyrosine kinase activity of their receptors. The effect of inhibition of tyrosine kinase activity on thymidine uptake

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