Deoxymannojirimycin, D-manno-Deoxynojirimycin, CAS:84444-90-6

An alpha-glucosidase inhibitor with antiviral action. Derivatives of deoxynojirimycin may have anti-HIV activity. Deoxymannojirimycin is a natural product that belongs to the group of mannojirimycins. It has been shown to have an inhibitory effect on the activity of matrix metalloproteinase-9 (MMP-9) in vitro, which is involved in the degradation of extracellular matrix. Deoxymannojirimycin also has hypoglycemic effects and can be used as a potential oral antidiabetic drug. The inhibition of MMP-9 may also be due to its binding to integrin receptors. In addition, deoxymannojirimycin has been shown to have anti-inflammatory properties in vitro and can inhibit the growth of oral pathogens, including Streptococcus mutans, Streptococcus sobrinus, and Porphyromonas gingivalis. CAS Number 84444-90-6 Product Name 1-Deoxymannojirimycin IUPAC Name (2R,3R,4R,5R)-2-(hydroxymethyl)piperidine-3,4,5-triol Molecular Formula C6H13NO4 Molecular Weight 163.172 g/mol InChI InChI=1S/C6H13NO4/c8-2-3-5(10)6(11)4(9)1-7-3/h3-11H,1-2H2/t3-,4-,5-,6-/m1/s1 InChI Key LXBIFEVIBLOUGU-KVTDHHQDSA-N SMILES C1C(C(C(C(N1)CO)O)O)O Synonyms 1 Deoxymannojirimycin, 1 Deoxynojirimycin, 1 Deoxynojirimycin Hydrochloride, 1,5-Deoxy-1,5-imino-D-mannitol, 1,5-Dideoxy-1,5-imino-D-mannitol, 1-Deoxymannojirimycin, 1-Deoxynojirimycin, 1-Deoxynojirimycin Hydrochloride, Bay n 5595, Moranoline Canonical SMILES C1C(C(C(C(N1)CO)O)O)O Isomeric SMILES C1[C@H]([C@H]([C@@H]([C@H](N1)CO)O)O)O CAS No: 73465-43-7,84444-90-6 Synonyms: 1,5-Dideoxy-1,5-imino-D-mannitol HCI(2R,3R,4R,5R)-2-(Hydroxymethyl)-3,4,5-piperidinetriol hydrochlorideManno-1-deoxynojirimycin hydrochloride MDL No: MFCD00083611 Chemical Formula: C6H13NO4?HCl Molecular Weight: 199.63 References: 1. Eur. J. Biochem. 1985, 150, p41-462. Sefton REB, et al., Melanoma Res. 1991, 1, p433. Suzuki SS, et al., J. Cell. Biochem. 1993, S1, p1814. Spreitz J, St?tz AE, Wrodnigg TM, Carb. Res. 2002, 337(2), p183-1865. Bischoff J, et.al., J. Biol. Chem., 1986, 261, p4766