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E24859

Sigma-Aldrich

Protocatechuic acid ethyl ester

97%

Synonym(s):

Ethyl 3,4-dihydroxybenzoate

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About This Item

Linear Formula:
(HO)2C6H3CO2C2H5
CAS Number:
Molecular Weight:
182.17
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

97%

mp

132-134 °C (lit.)

SMILES string

CCOC(=O)c1ccc(O)c(O)c1

InChI

1S/C9H10O4/c1-2-13-9(12)6-3-4-7(10)8(11)5-6/h3-5,10-11H,2H2,1H3

InChI key

KBPUBCVJHFXPOC-UHFFFAOYSA-N

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Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Extracellular Matrix/Integrin Signaling Promotes Resistance to Combined Inhibition of HER2 and PI3K in HER2
Ariella B Hanker et al.
Cancer research, 77(12), 3280-3292 (2017-04-12)
Regina G Daré et al.
International journal of pharmaceutics, 582, 119336-119336 (2020-04-19)
Excessive exposure to solar radiation induces injurious effects on human skin. Our previous study evidenced that protocatechuic acid (P0) and ethyl protocatechuate (P2) act against photodamage and photoaging. The present study aimed to develop solid lipid nanoparticles (SLNs) and nanostructured
Vijayalakshmi Sridharan et al.
American journal of physiology. Cell physiology, 292(2), C719-C728 (2006-10-20)
The cellular oxygen sensor is a family of oxygen-dependent proline hydroxylase domain (PHD)-containing enzymes, whose reduction of activity initiate a hypoxic signal cascade. In these studies, prolyl hydroxylase inhibitors (PHIs) were used to activate the PHD-signaling pathway in cardiomyocytes. PHI-pretreatment
Sebastian Philipp et al.
American journal of physiology. Heart and circulatory physiology, 290(1), H450-H457 (2005-09-13)
Protection from a prolyl hydroxylase domain-containing enzyme (PHD) inhibitor, desferoxamine (DFO), was recently reported to be dependent on production of reactive oxygen species (ROS). Ischemic preconditioning triggers the protected state by stimulating nitric oxide (NO) production to open mitochondrial ATP-sensitive
S A Fisher et al.
Journal of molecular and cellular cardiology, 26(6), 721-731 (1994-06-01)
The extra-cellular matrix has been demonstrated to play an important role in the differentiation of a number of cell types in vitro. The purpose of this study was to establish the role of ECM collagen synthesis in regulating growth and

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