![(5R,6R,7S,8R,8aS)-6,7,8-Trihydroxy-5-(hydroxymethyl)hexahydroimidazo[1,2-a]pyridine-2,3-dione](https://resource.bocsci.com/structure/109944-15-2.gif)
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| IUPAC Name: | (5R,6R,7S,8R,8aS)-6,7,8-trihydroxy-5-(hydroxymethyl)-1,5,6,7,8,8a-hexahydroimidazo[1,2-a]pyridine-2,3-dione |
| Description: | (5R,6R,7S,8R,8aS)-6,7,8-Trihydroxy-5-(hydroxymethyl)hexahydroimidazo[1,2-a]pyridine-2,3-dione (CAS# 109944-15-2) is an alkaloid produced by the fungus, Kitasatosporia kifunense, and has been shown to be a weak inhibitor of aryl mannosidase. It is a unique oxamide derivative of mannojirimycin and a potent inhibitor of the glycoprotein processing enzyme mannosidase I. Kifunenesine is ineffective in inhibiting either mannosidase II or the endoplasmic reticulum (ER) a-mannosidase. It also possesses immunomodulating properties based on chemical, physicochemical and x-ray crystallographic analysis.When tested in cell culture using influenza virus-infected MDCK cells, kifunensine, at 1 mg/ml or less, caused almost complete inhibition of complex chain formation with the accumulation of Man9(GlcNAc)2. Thus, kifunensine was proven to be 50 to 100 times more effective than deoxymannojirimycin. |
| Molecular Weight: | 232.19 |
| Molecular Formula: | C8H12N2O6 |
| Canonical SMILES: | C(C1C(C(C(C2N1C(=O)C(=O)N2)O)O)O)O |
| InChI: | InChI=1S/C8H12N2O6/c11-1-2-3(12)4(13)5(14)6-9-7(15)8(16)10(2)6/h2-6,11-14H,1H2,(H,9,15)/t2-,3-,4+,5+,6+/m1/s1 |
| InChI Key: | OIURYJWYVIAOCW-PQMKYFCFSA-N |
| Melting Point: | >208°C (dec.) |
| Density: | 1.85±0.1 g/cm3 (Predicted) |
| Solubility: | Soluble in DMSO (Slightly, Heated), Methanol (Very Slightly, Heated, Sonicated), Water (Very Slightly) |
| Appearance: | White to Off-white Solid |
| Storage: | Store at -20°C |
| MDL: | MFCD00270017 |
| LogP: | -4.00520 |
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Medicinal chemistry and drug research require diverse chemical components to meet strict requirements not only in terms of physical and chemical properties but also in terms of chemical reactivity.
Medicinal chemistry and drug research require diverse chemical components to meet strict requirements not only in terms of physical and chemical properties but also in terms of chemical reactivity.
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The chemical building block (CBB) is a molecule which can be converted to various secondary chemicals and intermediates, and, in turn, into a broad range of different downstream uses.
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