CAS 3943-89-3|Ethyl 3,4-dihydroxybenzoate
| Common Name | Ethyl 3,4-dihydroxybenzoate | ||
|---|---|---|---|
| CAS Number | 3943-89-3 | Molecular Weight | 182.173 |
| Density | 1.3±0.1 g/cm3 | Boiling Point | 358.1±22.0 °C at 760 mmHg |
| Molecular Formula | C9H10O4 | Melting Point | 132-134 °C(lit.) |
| MSDS | ChineseUSA | Flash Point | 147.0±15.8 °C |
| Symbol | GHS07 | Signal Word | Warning |
Names
| Name | Ethyl 3,4-dihydroxybenzoate |
|---|---|
| Synonym | More Synonyms |
Ethyl 3,4-dihydroxybenzoate BiologicalActivity
| 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 >>ApoptosisResearch Areas >>CancerSignaling Pathways >>Immunology/Inflammation >>NO SynthaseSignaling Pathways >>Autophagy >>AutophagySignaling Pathways >>Metabolic Enzyme/Protease >>HIF/HIF Prolyl-HydroxylaseResearch 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 |
Safety Information
| Symbol | GHS07 |
|---|---|
| Signal Word | Warning |
| Hazard Statements | H315-H319-H335 |
| Precautionary Statements | P261-P305 + P351 + P338 |
| Personal Protective Equipment | dust mask type N95 (US);Eyeshields;Gloves |
| Hazard Codes | Xi:Irritant |
| Risk Phrases | R36/37/38 |
| Safety Phrases | S26-S36-S37/39 |
| RIDADR | NONH for all modes of transport |
| WGK Germany | 3 |
| HS Code | 2918290000 |
Customs
| HS Code | 2918290000 |
|---|---|
| Summary | HS: 2918290000 other carboxylic acids with phenol function but without other oxygen function, their anhydrides, halides, peroxides, peroxyacids and their derivatives Tax rebate rate:9.0% Supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward) VAT:17.0% MFN tariff:6.5% General tariff:30.0% |
Articles30
More Articles| Antioxidant activity of protocatechuates evaluated by DPPH, ORAC, and CAT methods. Food Chem. 194 , 749-57, (2015) Hibiscus sabdariffa L. is a worldwide consumed plant, principally after infusion of its dried sepals and calyces, which are usually discarded. Nevertheless, they represent a potential source of natura... | |
| Inhibitory Effect of Dried Pomegranate Concentration Powder on Melanogenesis in B16F10 Melanoma Cells; Involvement of p38 and PKA Signaling Pathways. Int. J. Mol. Sci. 16 , 24219-42, (2015) Plants rich in antioxidant substances may be useful for preventing skin aging. Pomegranates, containing flavonoids and other polyphenolic compounds, are widely consumed due to their beneficial propert... | |
| Evidence for a role of collagen synthesis in arterial smooth muscle cell migration. J. Clin. Invest. 101(9) , 1889-98, (1998) Migration of smooth muscle cells (SMCs) and collagen synthesis by SMCs are central to the pathophysiology of vascular disease. Both processes can be induced shortly after vascular injury; however, a f... |
Synonyms
| 3,4-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 |
| Benzoic acid, 3,4-dihydroxy-, ethyl ester (9CI) |
| Protocatechuic acid ethyl ester |
| MFCD00002199 |
| Ethyl 3,4-dihydroxybenzoate |
