CAS Number74536-44-0
Synonyms5-Hydroxy-6-methyl-3,4-pyridinedimethanol,5-Oxo-L-proline; Metadoxil; MFCD08704232; EINECS 277-913-8; Metasin; 5-Oxo-L-proline - 4,5-bis(hydroxymethyl)-2-methyl-3-pyridinol (1:1); Metadoxine
Molecular FormulaC13H18O6N2
Molecular Weight298.3
Purity98.00%
Boiling Point491.9ºC at 760 mmHg
Melting Point102-104ºC
Appearanceoff-white powder
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 74536-44-0 |
| Catalog No. | 2A-9047766 |
| Chinese Name | 美他多辛 |
| Synonyms | 5-Hydroxy-6-methyl-3,4-pyridinedimethanol,5-Oxo-L-proline; Metadoxil; MFCD08704232; EINECS 277-913-8; Metasin; 5-Oxo-L-proline - 4,5-bis(hydroxymethyl)-2-methyl-3-pyridinol (1:1); Metadoxine |
| Molecular Formula | C13H18O6N2 |
| Molecular Weight | 298.3 |
| Purity | 98.00 |
| Boiling Point | 491.9ºC at 760 mmHg |
| Melting Point | 102-104ºC |
| Appearance | off-white powder |
| Storage Condition | Refrigerator |
| Application | Metadoxine blocks adipocyte differentiation by blocking the protein kinase A-cAMP response element binding protein (PKA-CREB) pathway. |
| HTC | 2936250000 |
| PubChem ID | 23647637 |
| MDL Number | MFCD08704232 |
| SMILES | Cc1ncc(CO)c(CO)c1O.O=C1CCC(C(=O)O)N1 |
| InChI | InChI=1S/C8H11NO3.C5H7NO3/c1-5-8(12)7(4-11)6(3-10)2-9-5;7-4-2-1-3(6-4)5(8)9/h2,10-12H,3-4H2,1H3;3H,1-2H2,(H,6,7)(H,8,9)/t;3-/m.0/s1 |
| InChI Key | RYKKQQUKJJGFMN-HVDRVSQOSA-N |
| MSDS | msds/47766_1_74536_44_0.pdf |
| Bioactivity | Metadoxine blocks adipocyte differentiation in association with inhibition of the protein kinase A-cAMP response element binding protein (PKA-CREB) pathway. Related Catalog Signaling Pathways >> Protein Tyrosine Kinase/RTK >> PKA Signaling Pathways >> Stem Cell/Wnt >> PKA Research Areas >> Metabolic Disease In Vitro Simultaneous Metadoxine treatment notably inhibits adipogenic differentiation in a dose-dependent manner. Metadoxine treatment from day 4 through day 8 is required for inhibition of MDI-induced preadipocyte differentiation[1]. Metadoxine prevents glutathione depletion and the increase in lipid peroxidation damage caused by ethanol and acetaldehyde in HepG2 cells. In hepatic stellate cells, Metadoxine prevents the increase in collagen and attenuated TNF-α secretion caused by acetaldehyde. Thus, Metadoxine could be useful in preventing the damage produced in early stages of alcoholic liver disease as it prevents the redox imbalance of the hepatocytes and prevents TNF-α induction, one of the earliest events in hepatic damage[2]. References [1]. Yang YM, et al. Metadoxine, an ion-pair of pyridoxine and L-2-pyrrolidone-5-carboxylate, blocks adipocyte differentiation in association with inhibition of the PKA-CREB pathway. Arch Biochem Biophys. 2009 Aug 15;488(2):91-9. Chemical & Physical Properties Boiling Point 491.9ºC at 760 mmHg Melting Point 102-104ºC Molecular Formula C13H18N2O6 Molecular Weight 298.292 Flash Point 251.3ºC Exact Mass 298.116486 PSA 139.98000 InChIKey RYKKQQUKJJGFMN-HVDRVSQOSA-N SMILES Cc1ncc(CO)c(CO)c1O.O=C1CCC(C(=O)O)N1 Storage condition Refrigerator |
| Use of | Metadoxine blocks adipocyte differentiation in association with inhibition of the protein kinase A-cAMP response element binding protein (PKA-CREB) pathway. Properties Name Metadoxine Synonym More Synonyms Ivachtin Biological Activity Description Metadoxine blocks adipocyte differentiation in association with inhibition of the protein kinase A-cAMP response element binding protein (PKA-CREB) pathway. Related Catalog Signaling Pathways >> Protein Tyrosine Kinase/RTK >> PKA Signaling Pathways >> Stem Cell/Wnt >> PKA Research Areas >> Metabolic Disease References [1]. Yang YM, et al. Metadoxine, an ion-pair of pyridoxine and L-2-pyrrolidone-5-carboxylate, blocks adipocyte differentiation in association with inhibition of the PKA-CREB pathway. Arch Biochem Biophys. 2009 Aug 15;488(2):91-9. Chemical & Physical Properties Molecular Formula C13H18N2O6 Exact Mass 298.116486 PSA 139.98000 InChIKey RYKKQQUKJJGFMN-HVDRVSQOSA-N Storage condition Refrigerator |
| Tax Rebate | 13.0% |
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