| Identification | Back Directory | [Name]
N-(n-Nonyl)deoxynojirimycin | [CAS]
81117-35-3 | [Synonyms]
N-Nonyldeoxynojirimycin
N-(n-Nonyl)-1-deoxynojirimycin min. 99%
(2R,3R,4R,5S)-2-(Hydroxymethyl)-1-nonyl-3,4,5-piperidinetriol | [Molecular Formula]
C15H31NO4 | [MDL Number]
MFCD00905846 | [MOL File]
81117-35-3.mol | [Molecular Weight]
289.413 |
| Chemical Properties | Back Directory | [Appearance]
White Crystalline Solid | [Melting point ]
101-102°C | [Boiling point ]
451.7±45.0 °C(Predicted) | [density ]
1.112±0.06 g/cm3(Predicted) | [storage temp. ]
Store at -20°C | [solubility ]
DMSO: >10mg/mL | [form ]
solid | [pka]
13.72±0.70(Predicted) | [color ]
White to off-white |
| Hazard Information | Back Directory | [Chemical Properties]
White Crystalline Solid | [Uses]
An inhibitor of a-glucosidase 1 as well as being an inhibitor of HIV cytopathicity. A possible therapeutic agent for Gaucher disease. | [Biological Activity]
Glucosidase inhibitor (IC 50 values are 0.42 and 8.4 μ M for acid α -glucosidase and α -1,6-glucosidase respectively). Inhibits liver glycogen breakdown in vivo . Also acts as a chemical chaperone; chaperones β -Glu folding at neutral p.H. allowing the stabilized enzyme to transit from the endoplasmic reticulum to the golgi, enabling proper trafficking to the lysosome. | [Definition]
ChEBI: N-nonyldeoxynojirimycin is a hydroxypiperidine that is deoxynojirimycin (duvoglustat) in which the amino hydrogen is replaced by a nonyl group. It has a role as an EC 3.2.1.45 (glucosylceramidase) inhibitor, an EC 3.2.1.20 (alpha-glucosidase) inhibitor and an antiviral agent. It is a hydroxypiperidine and a tertiary amino compound. It is functionally related to a duvoglustat. | [Biochem/physiol Actions]
NN-DNJ is a glucosidase inhibitor that acts as a pharmacologic chaperone. NN-DNJ also acts synergistically with proteostasis modulators such as celastrol and MG132 to stabilize mutant proteins in properly folded states. NN-DNJ stabilizes various proteins against misfolding, increasing proper trafficking from the endoplasmic reticulum. There is potential use in studying diseases marked by misfolded proteins and has shown antiviral activity. | [storage]
Store at -20°C |
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Sigma-Aldrich
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