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Key Documents

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

Quality Level

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

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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
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
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 Saika et al.
Graefe's archive for clinical and experimental ophthalmology = Albrecht von Graefes Archiv fur klinische und experimentelle Ophthalmologie, 232(8), 499-502 (1994-08-01)
The spreading of epithelium is critical in the healing of corneal wounds. Such epithelial spreading requires the continuous production of protein and glycoprotein. To determine whether collagen production is required for the spreading of corneal epithelium, we studied the effects
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

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