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3,4-Dihydroxybenzoic Acid Ethyl Ester structure, CAS 3943-89-3

3,4-Dihydroxybenzoic Acid Ethyl Ester

CAS Number3943-89-3

Synonyms3,4-dihydroxybenzoic acid ethyl ether; Ethyl-3,4-dihydroxybenzoate; Benzoic acid, 3,4-dihydroxy-, ethyl ester; Ethyl protocatechuate; EDHB; 3,4-Dihydroxybenzoic acid ethyl ester; EINECS 223-529-0; Protocatechuic acid ethyl ester; MFCD00002199; Ethyl 3,4-dihydroxybenzoate

Molecular Formula(HO)2C6H3CO2C2H5

Molecular Weight182.17

Purity97%

Density1.3±0.1 g/cm3

Boiling Point358.1±22.0 °C at 760 mmHg

Melting Point132-134 °C (lit.)

Flash Point

Appearancewhite crystal or powder

EINECS223-529-0

MSDSChineseEnglish

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Cat. No.: 2A-9013385 Purity: 97%
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Chemical & Physical Properties
CAS Number3943-89-3
Catalog No.2A-9013385
Chinese Name3,4-二羟基苯甲酸乙酯
Synonyms3,4-dihydroxybenzoic acid ethyl ether; Ethyl-3,4-dihydroxybenzoate; Benzoic acid, 3,4-dihydroxy-, ethyl ester; Ethyl protocatechuate; EDHB; 3,4-Dihydroxybenzoic acid ethyl ester; EINECS 223-529-0; Protocatechuic acid ethyl ester; MFCD00002199; Ethyl 3,4-dihydroxybenzoate
Molecular Formula(HO)2C6H3CO2C2H5
Molecular Weight182.17
Purity97
Density1.3±0.1 g/cm3
Boiling Point358.1±22.0 °C at 760 mmHg
Melting Point132-134 °C (lit.)
Appearancewhite crystal or powder
Water SolubilitySoluble in: methanol
Storage ConditionStore at room temperature, away from light, in a v
ApplicationEthyl 3,4-dihydroxybenzoate (Ethyl protocatechuate) is an antioxidant and inhibitor of prolyl-hydroxylase found in the seed coat of peanut seeds. Ethyl 3,4-dihydroxybenzoate protects myocardium by act
EINECS223-529-0
HTC2918290000
PubChem ID24894472
MDL NumberMFCD00002199
SMILESCCOC(=O)c1ccc(O)c(O)c1
InChI1S/C9H10O4/c1-2-13-9(12)6-3-4-7(10)8(11)5-6/h3-5,10-11H,2H2,1H3
InChI KeyKBPUBCVJHFXPOC-UHFFFAOYSA-N
NACRES CodeNA.22
UNSPSC12352100
Hazard SymbolsTransport
MSDSmsds/13385_1_3943_89_3.pdf
BioactivityEthyl 3,4-dihydroxybenzoate (Ethyl protocatechuate), an antioxidant, is a prolyl-hydroxylase inhibitor found in the testa of peanut seeds. Ethyl 3,4-dihydroxybenzoate protects myocardium by activating NO synthase and generating mitochondrial ROS. Ethyl 3,4-dihydroxybenzoate induces cell autophagy and apoptosis in ESCC cells. Ethyl 3,4-dihydroxybenzoate is a collagen synthesis inhibitor and has a bone protecting-effect[1][2][3][4]. Related Catalog Signaling Pathways >> Apoptosis >> Apoptosis Research Areas >> Cancer Signaling Pathways >> Immunology/Inflammation >> NO Synthase Signaling Pathways >> Autophagy >> Autophagy Signaling Pathways >> Metabolic Enzyme/Protease >> HIF/HIF Prolyl-Hydroxylase Research Areas >> Metabolic Disease References [1]. Bo Han, et al. A prolyl-hydroxylase inhibitor, ethyl-3,4-dihydroxybenzoate, induces cell autophagy and apoptosis in esophageal squamous cell carcinoma cells via up-regulation of BNIP3 and N-myc downstream-regulated gene-1. PLoS One. 2014 Sep 18;9(9):e107204. [2]. Sebastian Philipp, et al. Desferoxamine and ethyl-3,4-dihydroxybenzoate protect myocardium by activating NOS and generating mitochondrial ROS. Am J Physiol Heart Circ Physiol. 2006 Jan;290(1):H450-7. [3]. Byeong-Ju Kwon, et al. Ethyl-3,4-dihydroxybenzoate with a dual function of induction of osteogenic differentiation and inhibition of osteoclast differentiation for bone tissue engineering. Tissue Eng Part A. 2014 Nov;20(21-22):2975-84. [4]. D Nandan, et al. Ethyl-3,4-dihydroxybenzoate inhibits myoblast differentiation: evidence for an essential role of collagen. J Cell Biol. 1990 May;110(5):1673-9. Chemical & Physical Properties Density 1.3±0.1 g/cm3 Boiling Point 358.1±22.0 °C at 760 mmHg Melting Point 132-134 °C(lit.) Molecular Formula C9H10O4 Molecular Weight 182.173 Flash Point 147.0±15.8 °C Exact Mass 182.057907 PSA 66.76000 LogP 2.22 Vapour Pressure 0.0±0.8 mmHg at 25°C Index of Refraction 1.574 InChIKey KBPUBCVJHFXPOC-UHFFFAOYSA-N SMILES CCOC(=O)c1ccc(O)c(O)c1
Use ofEthyl 3,4-dihydroxybenzoate (Ethyl protocatechuate), an antioxidant, is a prolyl-hydroxylase inhibitor found in the testa of peanut seeds. Ethyl 3,4-dihydroxybenzoate protects myocardium by activating NO synthase and generating mitochondrial ROS. Ethyl 3,4-dihydroxybenzoate induces cell autophagy and apoptosis in ESCC cells. Ethyl 3,4-dihydroxybenzoate is a collagen synthesis inhibitor and has a bone protecting-effect[1][2][3][4]. Properties Articles30 Name Ethyl 3,4-dihydroxybenzoate Synonym More Synonyms Ethyl 3,4-dihydroxybenzoate Biological Activity Description Ethyl 3,4-dihydroxybenzoate (Ethyl protocatechuate), an antioxidant, is a prolyl-hydroxylase inhibitor found in the testa of peanut seeds. Ethyl 3,4-dihydroxybenzoate protects myocardium by activating NO synthase and generating mitochondrial ROS. Ethyl 3,4-dihydroxybenzoate induces cell autophagy and apoptosis in ESCC cells. Ethyl 3,4-dihydroxybenzoate is a collagen synthesis inhibitor and has a bone protecting-effect[1][2][3][4]. Related Catalog Signaling Pathways >> Apoptosis >> Apoptosis Research Areas >> Cancer Signaling Pathways >> Immunology/Inflammation >> NO Synthase Signaling Pathways >> Autophagy >> Autophagy Signaling Pathways >> Metabolic Enzyme/Protease >> HIF/HIF Prolyl-Hydroxylase Research Areas >> Metabolic Disease References [1]. Bo Han, et al. A prolyl-hydroxylase inhibitor, ethyl-3,4-dihydroxybenzoate, induces cell autophagy and apoptosis in esophageal squamous cell carcinoma cells via up-regulation of BNIP3 and N-myc downstream-regulated gene-1. PLoS One. 2014 Sep 18;9(9):e107204. [2]. Sebastian Philipp, et al. Desferoxamine and ethyl-3,4-dihydroxybenzoate protect myocardium by activating NOS and generating mitochondrial ROS. Am J Physiol Heart Circ Physiol. 2006 Jan;290(1):H450-7. [3]. Byeong-Ju Kwon, et al. Ethyl-3,4-dihydroxybenzoate with a dual function of induction of osteogenic differentiation and inhibition of osteoclast differentiation for bone tissue engineering. Tissue Eng Part A. 2014 Nov;20(21-22):2975-84. [4]. D Nandan, et al. Ethyl-3,4-dihydroxybenzoate inhibits myoblast differentiation: evidence for an essential role of collagen. J Cell Biol. 1990 May;110(5):1673-9. Chemical & Physical Properties Molecular Formula C9H10O4 Exact Mass 182.057907 PSA 66.76000 Index of Refraction 1.574 InChIKey KBPUBCVJHFXPOC-UHFFFAOYSA-N
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Transport InfoProduct name: Purity: 98.0%
MSDS Transport InfoModule 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 Names specified by the United Nations (UN) European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Dangerous Regulations: No International Maritime Transport Dangerous Regulations Maritime Pollutants: No International Air Transport Risk Regulations: No 14.6 Special reminder to users No data available
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