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Key Documents

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E24859

Sigma-Aldrich

Protocatechuic acid ethyl ester

97%

Sinónimos:

Ethyl 3,4-dihydroxybenzoate

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About This Item

Fórmula lineal:
(HO)2C6H3CO2C2H5
Número de CAS:
3943-89-3
Peso molecular:
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

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificados de análisis (COA)

Lot/Batch Number
STBL4149
STBL2030
STBJ0175
STBC9544V
STBG3159V

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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
H Kasiganesan et al.
Acta physiologica (Oxford, England), 190(2), 163-169 (2007-03-31)
Recently a family of O(2)-dependent prolyl hydroxylase domain-containing enzymes (PHD) has been identified as a cellular oxygen-sensing mechanism. Reduced prolyl hydroxylase activity initiates a signalling cascade that includes the accumulation, as well as the activation, of hypoxia-inducible factor (HIF-1alpha). In
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
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