Synonyms :
1-Deoxy-Nojirimycin, 1-Deoxymannojirimycin, 1,5-Deoxy-1,5-imino-D-mannitol, 1,5-Dideoxy-1,5-imino-D-glucitol, DNJ, DNM, NOJ

Status : experimental


Antiviral Agents


An alpha-glucosidase inhibitor with antiviral action. Derivatives of deoxynojirimycin may have anti-HIV activity. [PubChem]

Toxic Effect

ORL-RAT LD50: > 5g/kg.

Chemical Classification

This compound belongs to the class of organic compounds known as piperidines. These are compounds containing a piperidine ring, which is a saturated aliphatic six-member ring with one nitrogen atom and five carbon atoms.


Organic compounds

Organoheterocyclic compounds


Chemical Name


Calculated Property

kind Value Source
logP -2.2 ALOGPS
logS 0.5 ALOGPS
Water Solubility 5.11e+02 g/l ALOGPS
logP -2.9 ChemAxon
IUPAC Name (2S,3S,4S,5R)-2-(hydroxymethyl)piperidine-3,4,5-triol ChemAxon
Traditional IUPAC Name 1-deoxynojirimycin ChemAxon
Molecular Weight 163.1717 ChemAxon
Monoisotopic Weight 163.084457909 ChemAxon
SMILES OC[C@@H]1NC[C@@H](O)[C@H](O)[C@H]1O ChemAxon
Molecular Formula C6H13NO4 ChemAxon
InChI InChI=1S/C6H13NO4/c8-2-3-5(10)6(11)4(9)1-7-3/h3-11H,1-2H2/t3-,4+,5-,6-/m0/s1 ChemAxon
Polar Surface Area (PSA) 92.95 ChemAxon
Refractivity 36.57 ChemAxon
Polarizability 15.86 ChemAxon
Rotatable Bond Count 1 ChemAxon
H Bond Acceptor Count 5 ChemAxon
H Bond Donor Count 5 ChemAxon
pKa (strongest acidic) 12.91 ChemAxon
pKa (strongest basic) 8.06 ChemAxon
Physiological Charge 1 ChemAxon
Number of Rings 1 ChemAxon
Bioavailability 1 ChemAxon
Rule of Five 1 ChemAxon
Ghose Filter 0 ChemAxon
MDDR-Like Rule 0 ChemAxon

Target within organism

  • Endoplasmic reticulum mannosyl-oligosaccharide 1,2-alpha-mannosidase : in Human
  • Mannosyl-oligosaccharide alpha-1,2-mannosidase : in Penicillium citrinum
  • Xylose isomerase : in Arthrobacter sp. (strain NRRL B3728)
  • Beta-glucosidase A : in Thermotoga maritima (strain ATCC 43589 / MSB8 / DSM 3109 / JCM 10099)
  • Cyclomaltodextrin glucanotransferase : in Bacillus sp. (strain 1011)