U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C16H33NO5
Molecular Weight 319.4369
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of N-9-METHOXYNONYLDEOXYNOJIRIMYCIN

SMILES

COCCCCCCCCCN1C[C@H](O)[C@@H](O)[C@H](O)[C@H]1CO

InChI

InChIKey=TYTARGBBJQKLAJ-QKPAOTATSA-N
InChI=1S/C16H33NO5/c1-22-10-8-6-4-2-3-5-7-9-17-11-14(19)16(21)15(20)13(17)12-18/h13-16,18-21H,2-12H2,1H3/t13-,14+,15-,16-/m1/s1

HIDE SMILES / InChI

Molecular Formula C16H33NO5
Molecular Weight 319.4369
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 4 / 4
E/Z Centers 0
Optical Activity UNSPECIFIED

The immunosugar N-9-methoxynonyldeoxynojirimycin (SP-187, UV-4B) is an inhibitor of both glucosidases I and II. In preclinical studies, it displayed inhibition of dengue and influenza virus infection. The compound developed by Emergent BioSolutions and evaluated in phase 1 clinical trials on healthy subjects.

Approval Year

PubMed

PubMed

TitleDatePubMed
Imino sugars that are less toxic but more potent as antivirals, in vitro, compared with N-n-nonyl DNJ.
2002 Sep
An iminosugar with potent inhibition of dengue virus infection in vivo.
2013 Apr
In vivo therapeutic protection against influenza A (H1N1) oseltamivir-sensitive and resistant viruses by the iminosugar UV-4.
2015
The Iminosugar UV-4 is a Broad Inhibitor of Influenza A and B Viruses ex Vivo and in Mice.
2016 Mar 7
Patents

Patents

Substance Class Chemical
Created
by admin
on Sat Dec 16 08:34:46 GMT 2023
Edited
by admin
on Sat Dec 16 08:34:46 GMT 2023
Record UNII
3P161BU63E
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
N-9-METHOXYNONYLDEOXYNOJIRIMYCIN
Common Name English
3,4,5-PIPERIDINETRIOL, 2-(HYDROXYMETHYL)-1-(9-METHOXYNONYL)-, (2R,3R,4R,5S)-
Systematic Name English
SP-187
Common Name English
UV-4
Code English
Code System Code Type Description
FDA UNII
3P161BU63E
Created by admin on Sat Dec 16 08:34:46 GMT 2023 , Edited by admin on Sat Dec 16 08:34:46 GMT 2023
PRIMARY
PUBCHEM
503982
Created by admin on Sat Dec 16 08:34:46 GMT 2023 , Edited by admin on Sat Dec 16 08:34:46 GMT 2023
PRIMARY
CAS
615253-61-7
Created by admin on Sat Dec 16 08:34:46 GMT 2023 , Edited by admin on Sat Dec 16 08:34:46 GMT 2023
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
Related Record Type Details
ACTIVE MOIETY