3943-89-3,MFCD00002199
Catalog No.:AA003Q3P

3943-89-3 | Ethyl 3,4-dihydroxybenzoate

Pack Size
Purity
Availability
Price(USD)
Quantity
  
10g
98%
in stock  
$7.00   $5.00
- +
25g
98%
in stock  
$13.00   $9.00
- +
100g
>97%
in stock  
$31.00   $22.00
- +
500g
98%
in stock  
$111.00   $78.00
- +
  • Technical Information
  • Properties
  • Literature
  • Request for Quotation
  • Download SDS
Technical Information
Catalog Number:
AA003Q3P
Chemical Name:
Ethyl 3,4-dihydroxybenzoate
CAS Number:
3943-89-3
Molecular Formula:
C9H10O4
Molecular Weight:
182.1733
MDL Number:
MFCD00002199
SMILES:
CCOC(=O)c1ccc(c(c1)O)O
Properties
Properties
 
BP:
358.1°C at 760 mmHg  
Form:
Solid  
MP:
132-134 °C  
Refractive Index:
1.4500 (estimate)  
Storage:
Keep in dry area;Room Temperature;  

Computed Properties
 
Complexity:
181  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0  
Defined Bond Stereocenter Count:
0  
Formal Charge:
0  
Heavy Atom Count:
13  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
2  
Isotope Atom Count:
0  
Rotatable Bond Count:
3  
Undefined Atom Stereocenter Count:
0  
Undefined Bond Stereocenter Count:
0  
XLogP3:
1.8  

Synonyms
 
943E893  
Literature

Title: The role of prolyl hydroxylase domain protein (PHD) during rosiglitazone-induced adipocyte differentiation.

Journal: The Journal of biological chemistry 20140131

Title: Silymarin improves the behavioural, biochemical and histoarchitecture alterations in focal ischemic rats: a comparative evaluation with piracetam and protocatachuic acid.

Journal: Pharmacology, biochemistry, and behavior 20120801

Title: Hypoxia response in asthma: differential modulation on inflammation and epithelial injury.

Journal: American journal of respiratory cell and molecular biology 20120701

Title: HIF-1 expression is associated with CCL2 chemokine expression in airway inflammatory cells: implications in allergic airway inflammation.

Journal: Respiratory research 20120101

Title: Hypoxia inducible factor promotes murine allergic airway inflammation and is increased in asthma and rhinitis.

Journal: Allergy 20110701

Title: Ascorbic acid regulates osterix expression in osteoblasts by activation of prolyl hydroxylase and ubiquitination-mediated proteosomal degradation pathway.

Journal: Physiological genomics 20110601

Title: Differential sensitivity of hypoxia inducible factor hydroxylation sites to hypoxia and hydroxylase inhibitors.

Journal: The Journal of biological chemistry 20110415

Title: Chelation of intracellular iron enhances endothelial barrier function: a role for vitamin C?

Journal: Archives of biochemistry and biophysics 20100815

Title: Increase of reactive oxygen species by desferrioxamine during experimental Chagas' disease.

Journal: Redox report : communications in free radical research 20100801

Title: Preconditioning protects against oxidative injury involving hypoxia-inducible factor-1 and vascular endothelial growth factor in cultured astrocytes.

Journal: European journal of pharmacology 20100510

Title: Adipocyte extracellular matrix composition, dynamics and role in obesity.

Journal: Cellular and molecular life sciences : CMLS 20100401

Title: Induction of heme oxygenase-1, biliverdin reductase and H-ferritin in lung macrophage in smokers with primary spontaneous pneumothorax: role of HIF-1alpha.

Journal: PloS one 20100101

Title: [Studies on the chemical constituents of the fruit of Xylocarpus granatum].

Journal: Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials 20090801

Title: Prolyl hydroxylase inhibitors depend on extracellular glucose and hypoxia-inducible factor (HIF)-2alpha to inhibit cell death caused by nerve growth factor (NGF) deprivation: evidence that HIF-2alpha has a role in NGF-promoted survival of sympathetic neurons.

Journal: Molecular pharmacology 20090501

Title: Inhibition of extracellular matrix assembly induces the expression of osteogenic markers in skeletal muscle cells by a BMP-2 independent mechanism.

Journal: BMC cell biology 20090101

Title: A prolyl-hydroxylase inhibitor, ethyl-3,4-dihydroxybenzoate, induces haem oxygenase-1 expression in human cells through a mechanism independent of hypoxia-inducible factor-1alpha.

Journal: Journal of biochemistry 20081101

Title: Activation of the oxygen-sensing signal cascade prevents mitochondrial injury after mouse liver ischemia-reperfusion.

Journal: American journal of physiology. Gastrointestinal and liver physiology 20081001

Title: Beta-cell alpha-ketoglutarate hydroxylases may acutely participate in insulin secretion.

Journal: Metabolism: clinical and experimental 20080801

Title: Remote renal preconditioning-induced cardioprotection: a key role of hypoxia inducible factor-prolyl 4-hydroxylases.

Journal: Molecular and cellular biochemistry 20080501

Title: Prolyl hydroxylase inhibitors delay neuronal cell death caused by trophic factor deprivation.

Journal: Journal of neurochemistry 20071201

Title: Prolyl hydroxylase inhibitor treatment confers whole-animal hypoxia tolerance.

Journal: Acta physiologica (Oxford, England) 20070601

Title: The prolyl hydroxylase oxygen-sensing pathway is cytoprotective and allows maintenance of mitochondrial membrane potential during metabolic inhibition.

Journal: American journal of physiology. Cell physiology 20070201

Title: Stimulation of collagen synthesis by insulin and proteoglycan accumulation by ascorbate in bovine keratocytes in vitro.

Journal: Investigative ophthalmology & visual science 20061201

Title: Desferoxamine and ethyl-3,4-dihydroxybenzoate protect myocardium by activating NOS and generating mitochondrial ROS.

Journal: American journal of physiology. Heart and circulatory physiology 20060101

Title: Effects of structure on radical-scavenging abilities and antioxidative activities of tea polyphenols: NMR analytical approach using 1,1-diphenyl-2-picrylhydrazyl radicals.

Journal: Journal of agricultural and food chemistry 20050504

Title: Metabolism of xenobiotics in the incubated hen's egg: investigations with ethyl 4-hydroxybenzoate.

Journal: ALTEX 20050101

Title: Activation of the hypoxia-inducible factor-pathway and stimulation of angiogenesis by application of prolyl hydroxylase inhibitors.

Journal: FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20030601

Title: Activation of the prolyl hydroxylase oxygen-sensor results in induction of GLUT1, heme oxygenase-1, and nitric-oxide synthase proteins and confers protection from metabolic inhibition to cardiomyocytes.

Journal: The Journal of biological chemistry 20030530

Title: Identification of an antioxidant, ethyl protocatechuate, in peanut seed testa.

Journal: Journal of agricultural and food chemistry 20030409

Title: The prolyl 4-hydroxylase inhibitor ethyl-3,4-dihydroxybenzoate generates effective iron deficiency in cultured cells.

Journal: FEBS letters 20021009

Title: Positive effect of collagen V and VI on triglyceride accumulation during differentiation in cultures of bovine intramuscular adipocytes.

Journal: Differentiation; research in biological diversity 20020501

Title: In vitro activity of polyhydroxycarboxylates against herpesviruses and HIV.

Journal: Antiviral chemistry & chemotherapy 20011101

Title: Isolation and characterization of novel benzoates, cinnamates, flavonoids, and lignans from Riesling wine and screening for antioxidant activity.

Journal: Journal of agricultural and food chemistry 20010601

Title: The effects of collagen synthesis inhibitory drugs on somitogenesis and myogenin expression in cultured chick and mouse embryos.

Journal: Tissue & cell 20010201

Title: Polyhydroxybenzoates inhibit ascorbic acid activation of mitochondrial glycerol-3-phosphate dehydrogenase: implications for glucose metabolism and insulin secretion.

Journal: The Journal of biological chemistry 20010126

Title: 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.

Title: 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.

Title: 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.

Title: 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.

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SDS
Tags:3943-89-3 Molecular Formula|3943-89-3 MDL|3943-89-3 SMILES|3943-89-3 Ethyl 3,4-dihydroxybenzoate
Catalog No.: AA003Q3P
3943-89-3,MFCD00002199
3943-89-3 | Ethyl 3,4-dihydroxybenzoate
Pack Size: 10g
Purity: 98%
in stock
$7.00 $5.00
Pack Size: 25g
Purity: 98%
in stock
$13.00 $9.00
Pack Size: 100g
Purity: >97%
in stock
$31.00 $22.00
Pack Size: 500g
Purity: 98%
in stock
$111.00 $78.00
Quantity
- +
Add to Card
Order Now
bulk Quotation Request
Technical Information
Catalog Number: AA003Q3P
Chemical Name: Ethyl 3,4-dihydroxybenzoate
CAS Number: 3943-89-3
Molecular Formula: C9H10O4
Molecular Weight: 182.1733
MDL Number: MFCD00002199
SMILES: CCOC(=O)c1ccc(c(c1)O)O
Properties
BP: 358.1°C at 760 mmHg  
Form: Solid  
MP: 132-134 °C  
Refractive Index: 1.4500 (estimate)  
Storage: Keep in dry area;Room Temperature;  
Complexity: 181  
Covalently-Bonded Unit Count: 1  
Defined Atom Stereocenter Count: 0  
Defined Bond Stereocenter Count: 0  
Formal Charge: 0  
Heavy Atom Count: 13  
Hydrogen Bond Acceptor Count: 4  
Hydrogen Bond Donor Count: 2  
Isotope Atom Count: 0  
Rotatable Bond Count: 3  
Undefined Atom Stereocenter Count: 0  
Undefined Bond Stereocenter Count: 0  
XLogP3: 1.8  
84: 943E893  
Literature fold

Title: The role of prolyl hydroxylase domain protein (PHD) during rosiglitazone-induced adipocyte differentiation.

Journal: The Journal of biological chemistry20140131

Title: Silymarin improves the behavioural, biochemical and histoarchitecture alterations in focal ischemic rats: a comparative evaluation with piracetam and protocatachuic acid.

Journal: Pharmacology, biochemistry, and behavior20120801

Title: Hypoxia response in asthma: differential modulation on inflammation and epithelial injury.

Journal: American journal of respiratory cell and molecular biology20120701

Title: HIF-1 expression is associated with CCL2 chemokine expression in airway inflammatory cells: implications in allergic airway inflammation.

Journal: Respiratory research20120101

Title: Hypoxia inducible factor promotes murine allergic airway inflammation and is increased in asthma and rhinitis.

Journal: Allergy20110701

Title: Ascorbic acid regulates osterix expression in osteoblasts by activation of prolyl hydroxylase and ubiquitination-mediated proteosomal degradation pathway.

Journal: Physiological genomics20110601

Title: Differential sensitivity of hypoxia inducible factor hydroxylation sites to hypoxia and hydroxylase inhibitors.

Journal: The Journal of biological chemistry20110415

Title: Chelation of intracellular iron enhances endothelial barrier function: a role for vitamin C?

Journal: Archives of biochemistry and biophysics20100815

Title: Increase of reactive oxygen species by desferrioxamine during experimental Chagas' disease.

Journal: Redox report : communications in free radical research20100801

Title: Preconditioning protects against oxidative injury involving hypoxia-inducible factor-1 and vascular endothelial growth factor in cultured astrocytes.

Journal: European journal of pharmacology20100510

Title: Adipocyte extracellular matrix composition, dynamics and role in obesity.

Journal: Cellular and molecular life sciences : CMLS20100401

Title: Induction of heme oxygenase-1, biliverdin reductase and H-ferritin in lung macrophage in smokers with primary spontaneous pneumothorax: role of HIF-1alpha.

Journal: PloS one20100101

Title: [Studies on the chemical constituents of the fruit of Xylocarpus granatum].

Journal: Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials20090801

Title: Prolyl hydroxylase inhibitors depend on extracellular glucose and hypoxia-inducible factor (HIF)-2alpha to inhibit cell death caused by nerve growth factor (NGF) deprivation: evidence that HIF-2alpha has a role in NGF-promoted survival of sympathetic neurons.

Journal: Molecular pharmacology20090501

Title: Inhibition of extracellular matrix assembly induces the expression of osteogenic markers in skeletal muscle cells by a BMP-2 independent mechanism.

Journal: BMC cell biology20090101

Title: A prolyl-hydroxylase inhibitor, ethyl-3,4-dihydroxybenzoate, induces haem oxygenase-1 expression in human cells through a mechanism independent of hypoxia-inducible factor-1alpha.

Journal: Journal of biochemistry20081101

Title: Activation of the oxygen-sensing signal cascade prevents mitochondrial injury after mouse liver ischemia-reperfusion.

Journal: American journal of physiology. Gastrointestinal and liver physiology20081001

Title: Beta-cell alpha-ketoglutarate hydroxylases may acutely participate in insulin secretion.

Journal: Metabolism: clinical and experimental20080801

Title: Remote renal preconditioning-induced cardioprotection: a key role of hypoxia inducible factor-prolyl 4-hydroxylases.

Journal: Molecular and cellular biochemistry20080501

Title: Prolyl hydroxylase inhibitors delay neuronal cell death caused by trophic factor deprivation.

Journal: Journal of neurochemistry20071201

Title: Prolyl hydroxylase inhibitor treatment confers whole-animal hypoxia tolerance.

Journal: Acta physiologica (Oxford, England)20070601

Title: The prolyl hydroxylase oxygen-sensing pathway is cytoprotective and allows maintenance of mitochondrial membrane potential during metabolic inhibition.

Journal: American journal of physiology. Cell physiology20070201

Title: Stimulation of collagen synthesis by insulin and proteoglycan accumulation by ascorbate in bovine keratocytes in vitro.

Journal: Investigative ophthalmology & visual science20061201

Title: Desferoxamine and ethyl-3,4-dihydroxybenzoate protect myocardium by activating NOS and generating mitochondrial ROS.

Journal: American journal of physiology. Heart and circulatory physiology20060101

Title: Effects of structure on radical-scavenging abilities and antioxidative activities of tea polyphenols: NMR analytical approach using 1,1-diphenyl-2-picrylhydrazyl radicals.

Journal: Journal of agricultural and food chemistry20050504

Title: Metabolism of xenobiotics in the incubated hen's egg: investigations with ethyl 4-hydroxybenzoate.

Journal: ALTEX20050101

Title: Activation of the hypoxia-inducible factor-pathway and stimulation of angiogenesis by application of prolyl hydroxylase inhibitors.

Journal: FASEB journal : official publication of the Federation of American Societies for Experimental Biology20030601

Title: Activation of the prolyl hydroxylase oxygen-sensor results in induction of GLUT1, heme oxygenase-1, and nitric-oxide synthase proteins and confers protection from metabolic inhibition to cardiomyocytes.

Journal: The Journal of biological chemistry20030530

Title: Identification of an antioxidant, ethyl protocatechuate, in peanut seed testa.

Journal: Journal of agricultural and food chemistry20030409

Title: The prolyl 4-hydroxylase inhibitor ethyl-3,4-dihydroxybenzoate generates effective iron deficiency in cultured cells.

Journal: FEBS letters20021009

Title: Positive effect of collagen V and VI on triglyceride accumulation during differentiation in cultures of bovine intramuscular adipocytes.

Journal: Differentiation; research in biological diversity20020501

Title: In vitro activity of polyhydroxycarboxylates against herpesviruses and HIV.

Journal: Antiviral chemistry & chemotherapy20011101

Title: Isolation and characterization of novel benzoates, cinnamates, flavonoids, and lignans from Riesling wine and screening for antioxidant activity.

Journal: Journal of agricultural and food chemistry20010601

Title: The effects of collagen synthesis inhibitory drugs on somitogenesis and myogenin expression in cultured chick and mouse embryos.

Journal: Tissue & cell20010201

Title: Polyhydroxybenzoates inhibit ascorbic acid activation of mitochondrial glycerol-3-phosphate dehydrogenase: implications for glucose metabolism and insulin secretion.

Journal: The Journal of biological chemistry20010126

Title: 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.

Title: 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.

Title: 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.

Title: 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.

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