Deoxynojirimycin
DNJ · Sepetaprost · DEOXYNOJIRIMYCIN · moranoline · DNM · Duvoglustat · S-GI · EIEE31
Identifikatoren & physikalische Daten
| CAS No. | 19130-96-2 |
|---|---|
| Summenformel | C6H13NO4 |
| Durchschnittliche Molmasse | 163,17 g/mol |
| Monoisotopische Masse | 163,0844579 g/mol |
| SMILES | OC[C@H]1NC[C@H](O)[C@@H](O)[C@@H]1O |
| InChIKey | LXBIFEVIBLOUGU-JGWLITMVSA-N |
| PubChem CID | 29435 |
| ChEMBL | CHEMBL307429 |
| ChEBI | CHEBI:44369 |
| EC No. | 606-239-2 |
| DTXSID | DTXSID70172647 |
Chemische & physikalische Eigenschaften
| XLogP | -2,3 |
|---|---|
| Polarare Oberfläche (TPSA) | 93 |
| H-Brücken-Donoren | 5 |
| H-Brücken-Akzeptoren | 5 |
| Frei drehbare Bindungen | 1 |
| Schwere Atome | 11 |
| Formalladung | 0 |
| Komplexität | 132 |
| Arzneimittel | Pharmaceuticals -> Listed in ZINC15Pharmaceuticals -> Antibiotics |
| Schmelzpunkt | 195-196°C |
| Siedepunkt | 361.1±42.0 °C(Predicted) |
| Dichte | 1.456±0.06 g/cm3(Predicted) |
| Dampfdruck | 0Pa at 25℃ |
| Lagerbedingungen | Keep in dark place,Inert atmosphere,Store in freezer, under -20°C |
| Löslichkeit | Soluble in Water up to 25 mg/ml).Soluble in water, dimethyl sulfoxide and methanol. |
| pKa (Säurekonstante) | 13.77±0.70(Predicted) |
| Aggregatzustand | Powder |
| Farbe | White |
| BRN | 3588039 |
| Stabilität | Stable for 2 years from date of purchase as supplied. Solutions in distilled water may be stored at -20° for up to 3 months. |
| Hauptanwendungen | food and beveragespharmaceutical |
| Kosmetik-Inhaltsstoffe Funktionen | SKIN PROTECTINGSKIN CONDITIONING - MISCELLANEOUS |
| 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 |
| InChIKey | LXBIFEVIBLOUGU-JGWLITMVSA-N |
| SMILES | OC[C@H]1NC[C@H](O)[C@@H](O)[C@@H]1O |
| LogP (Verteilungskoeffizient) | -1.8 |
| CAS Datenbank | 19130-96-2(CAS DataBase Reference) |
Sicherheit & Vorschriften
| GHS-Einstufung | This chemical does not meet GHS hazard criteria for 96% (24 of 25) of all reports.Not ClassifiedAggregated GHS information provided per 25 reports by companies from 2 notifications to the ECHA C&L Inventory. |
|---|---|
| Regulatorische Informationen | Status: Active Update: 17-10-2012 https://echa.europa.eu/registration-dossier/-/registered-dossier/81083,4,5-Piperidinetriol, 2-(hydroxymethyl)-, (2R,3R,4R,5S)-: Does not have an individual approval but may be used under an appropriate group standard |
| Hazard Classes and Categories | Not Classified |
| Wassergefährdungsklasse (WGK) | 1 |
| Zollcode | 29329990 |
| Sicherheitshinweise (S) | 24/25 |
| Lagerklasse | 11 - Combustible Solids |
Anwendungen & Verwendung
Occurrence
1-Deoxynojirimycin (DNJ), a product of fermentation, exists in mulberry leaves and Commelina communis (dayflower) as well as is isolated from several bacterial strains such as Bacillus and Streptomyces species. Mulberry, a common deciduous plant, belongs to the genus Morus (Moraceae family). Numerous researchers have reported the DJN contents in different parts and various varieties of mulberry. Various mulberry varieties contain DNJ contents ranging between 0.68 and 2.78 mg/gm, while this fraction varies between 1.57 and 3.48 mg/gm in different Chinese mulberry leaves. Moreover, mulberry shoots contain the highest contents of DNJ, followed by young mulberry leaves. Mature leaves of mulberry contain the least content of DNJ. All the mulberry leave groups showed a 1–2-fold increase in DNJ contents compared to unfermented mulberry leaf powder extract (UFMLE). Additionally, fermented mulberry leaf powder extract exhibited higher α-glucosidase activity than UFMLE. DNJ-rich food products can be prepared by fermenting mulberry leaves using the above-mentioned fermenting agents[6].
Verwenden
An alpha-glucosidase inhibitor. Interferes with normal processing of N-linked glycoproteins.(+)-1-Deoxynojirimycin acts as an inhibitor of alfa-glucosidase I and II and maltase-glucoamylase. It also inhibits mammalian glucosidase, intestinal and lysosmal, beta-glucosidase from sweet almonds, pancreatic alfa-amylase and amyloglucosidase. Further, it serves as a enzyme enhancer for the treatment of Fabry and Pompe disease.