N-Nonyldeoxynojirimycin
Basic information
- CAS
81117-35-3- Standard SMILES
CCCCCCCCCN1C[C@H](O)[C@@H](O)[C@H](O)[C@H]1CO- InChIKey
FTSCEGKYKXESFF-LXTVHRRPSA-N- Molecular formula
- C15H31NO4
- Average molar mass
- 289.41 g/mol
- Monoisotopic mass
- 289.22530847
Overview
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 antiviral agent, an EC 3.2.1.45 (glucosylceramidase) inhibitor and an EC 3.2.1.20 (alpha-glucosidase) inhibitor. It is a hydroxypiperidine and a tertiary amino compound. It is functionally related to a duvoglustat.
Names & identifiers
- Preferred name
- N-Nonyldeoxynojirimycin
- IUPAC
- (2R,3R,4R,5S)-2-(hydroxymethyl)-1-nonylpiperidine-3,4,5-triol
- English name
- N-(n-Nonyl)deoxynojirimycin
- Molecular formula
- C15H31NO4
- Molecular weight
- 289.41
Names & synonyms
N-Nonyldeoxynojirimycin81117-35-3NN-DNJ(2R,3R,4R,5S)-2-(hydroxymethyl)-1-nonylpiperidine-3,4,5-triolBTD6DSG4T5CHEBI:76399DTXSID60333407RefChem:854410DTXCID30284497N-(N-NONYL)DEOXYNOJIRIMYCINN-Nonyl-deoxynojirimycinN-(n-Nonyl)-1-deoxynojirimycin
Show more names
(2R,3R,4R,5S)-2-(Hydroxymethyl)-1-nonyl-3,4,5-piperidinetriol3,4,5-Piperidinetriol, 2-(hydroxymethyl)-1-nonyl-, (2R,3R,4R,5S)-MFCD00905846N-(n-Nonyl)-1-deoxynojirimycin min. 99%(2R,3R,4R,5S)-2-(hydroxymethyl)-1-nonyl-piperidine-3,4,5-triolNN-DNJ;Nonyl-DNJNonyl-DNJN-Nonyl-DNJ
Database identifiers
- CAS
81117-35-3- PubChem CID
- 501640
- DTXSID
DTXSID60333407- ChEMBL
CHEMBL408500- ChEBI
CHEBI:76399- UNII
- BTD6DSG4T5
- EC Number
- 632-856-1
- Nikkaji
- J955.104B
Properties
Computed structural properties
- XLogP
- 2.1
- Topological polar surface area
- 84.2 Ų
- Hydrogen bond donors
- 4
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 9
- Heavy atoms
- 20
- Formal charge
- 0
- Complexity
- 252
Experimental & physicochemical properties
DrugsPharmaceuticals -> Listed in ZINC15
Physicochemical properties
- Melting point
- 101 · 101-102°C
- Boiling point
- 451.7 · 451.7±45.0 °C(Predicted)
- Density
- 1.112 · 1.112±0.06 g/cm3(Predicted)
- storage temp.
- -20 °C · -20°C
- solubility
- 10 mg/mL · DMSO: >10mg/mL
- form
- solid
- pka
- 13.72 · 13.72±0.70(Predicted)
- color
- White to off-white
- InChI
- 1S/C15H31NO4/c1-2-3-4-5-6-7-8-9-16-10-13(18)15(20)14(19)12(16)11-17/h12-15,17-20H,2-11H2,1H3/t12-,13+,14-,15-/m1/s1
- InChIKey
- FTSCEGKYKXESFF-LXTVHRRPSA-N
- SMILES
- CCCCCCCCCN1C[C@H](O)[C@@H](O)[C@H](O)[C@H]1CO
- UNSPSC Code
- 12352200 · 12352200
- NACRES
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
P264+P265, P280, P305+P351+P338, and P337+P317 (click each P-code to see the statement)
Aggregated GHS information provided per 40 reports by companies from 2 notifications to the ECHA C&L Inventory.
Hazard information
Hazard Classes and CategoriesEye Irrit. 2 (100%)
Safety data
- PPE
- dust mask type N95 (US), Eyeshields, Gloves
- wgk
- 3
- hs_code
- 2933399990
- risk_code
- 36
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 26
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H319
- Hazard Classifications
- Eye Irrit. 2
- Precautionary statements
- P305+P351+P338
Chemistry & industry
Additional notes
DefinitionChEBI: 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.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
Loading…