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Details

Stereochemistry ABSOLUTE
Molecular Formula C16H33NO5.ClH
Molecular Weight 355.898
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of N-9-METHOXYNONYLDEOXYNOJIRIMYCIN HYDROCHLORIDE

SMILES

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

InChI

InChIKey=LQFACEKDJKFAIT-NUSSTLEHSA-N
InChI=1S/C16H33NO5.ClH/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;1H/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

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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
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 11:00:13 GMT 2023
Edited
by admin
on Sat Dec 16 11:00:13 GMT 2023
Record UNII
R3Y2198MRP
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
N-9-METHOXYNONYLDEOXYNOJIRIMYCIN HYDROCHLORIDE
Common Name English
N-(9-METHOXYNONYL)-1-DEOXYNOJIRIMYCIN HYDROCHLORIDE
Systematic Name English
SP-187 HYDROCHLORIDE
Code English
Classification Tree Code System Code
FDA ORPHAN DRUG 442714
Created by admin on Sat Dec 16 11:00:13 GMT 2023 , Edited by admin on Sat Dec 16 11:00:13 GMT 2023
Code System Code Type Description
FDA UNII
R3Y2198MRP
Created by admin on Sat Dec 16 11:00:13 GMT 2023 , Edited by admin on Sat Dec 16 11:00:13 GMT 2023
PRIMARY
CAS
1333144-07-2
Created by admin on Sat Dec 16 11:00:13 GMT 2023 , Edited by admin on Sat Dec 16 11:00:13 GMT 2023
PRIMARY
PUBCHEM
73425534
Created by admin on Sat Dec 16 11:00:13 GMT 2023 , Edited by admin on Sat Dec 16 11:00:13 GMT 2023
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE
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ACTIVE MOIETY