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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:
3943-89-3
Molecular Weight:
182.17
EC Number:
223-529-0
MDL number:
MFCD00002199
UNSPSC Code:
12352100
PubChem Substance ID:
24894472
NACRES:
NA.22

Quality Level

100

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
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

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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Zhi Zhong et al.
American journal of physiology. Gastrointestinal and liver physiology, 295(4), G823-G832 (2008-09-06)
The mitochondrial permeability transition (MPT) plays an important role in hepatocyte death caused by ischemia-reperfusion (IR). This study investigated whether activation of the cellular oxygen-sensing signal cascade by prolyl hydroxylase inhibitors (PHI) protects against the MPT after hepatic IR. Ethyl
Christina Warnecke et al.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 17(9), 1186-1188 (2003-04-24)
Hypoxia-inducible transcription factors (HIF) mediate complex adaptations to reduced oxygen supply, including neoangiogenesis. Regulation of HIF occurs mainly through oxygen-dependent destruction of its alpha subunit. In the presence of oxygen, two HIFalpha prolyl residues undergo enzymatic hydroxylation, which is required
Tanveer Ahmad et al.
American journal of respiratory cell and molecular biology, 47(1), 1-10 (2012-02-09)
Oxygen-sensing prolyl-hydroxylase (PHD)-2 negatively regulates hypoxia-inducible factor (HIF)1-α and suppresses the hypoxic response. Hypoxia signaling is thought to be proinflammatory but also attenuates cellular injury and apoptosis. Although increased hypoxic response has been noted in asthma, its functional relevance is
Jian Wang et al.
FEBS letters, 529(2-3), 309-312 (2002-10-10)
Ethyl-3,4-dihydroxybenzoate (EDHB) is commonly utilized as a substrate analog and competitive inhibitor of prolyl 4-hydroxylases. These iron-dependent enzymes have received a lot of attention for their involvement in crucial biochemical pathways such as collagen maturation and oxygen sensing. Since EDHB
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
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