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1-Deoxynojirimycin

CAT: 0804-HY-14860-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-14860-01Size:5 mg
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Description
1-Deoxynojirimycin (Duvoglustat) is a potent and orally active α-glucosidase inhibitor. 1-Deoxynojirimycin suppresses postprandial blood glucose and is widely used for diabetes mellitus. 1-Deoxynojirimycin possesses antihyperglycemic, anti-obesity, and antiviral features[1][2].
CAS Number
19130-96-2
Product Name Alternative
Duvoglustat
UNSPSC
12352005
Hazard Statement
H302, H315, H319, H335
Target
Glycosidase; PI3K
Type
Natural Products
Related Pathways
Metabolic Enzyme/Protease; PI3K/Akt/mTOR
Applications
Metabolism-sugar/lipid metabolism
Field of Research
Metabolic Disease
Assay Protocol
https://www.medchemexpress.com/1-Deoxynojirimycin.html
Purity
99.94
Solubility
H2O : 125 mg/mL (ultrasonic)
Smiles
O[C@@H]1[C@@H](CO)NC[C@H](O)[C@H]1O
Molecular Formula
C6H13NO4
Molecular Weight
163.17
Precautions
H302, H315, H319, H335
References & Citations
[1]Chaluntorn Vichasilp, et al. Development of high 1-deoxynojirimycin (DNJ) content mulberry tea and use of response surface methodology to optimize tea-making conditions for highest DNJ extraction. LWT - Food Science and Technology. Volume 45, Issue 2, March 2012, Pages 226-232|[2]Gao K, et al. 1-Deoxynojirimycin: Occurrence, Extraction, Chemistry, Oral Pharmacokinetics, Biological Activities and In Silico Target Fishing. Molecules. 2016 Nov 23;21 (11) . pii: E1600.|[3]Liu Q, et al. 1-Deoxynojirimycin Alleviates Insulin Resistance via Activation of Insulin Signaling PI3K/AKT Pathway in Skeletal Muscle of db/db Mice. Molecules. 2015 Dec 4;20 (12) :21700-14.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Natural Products
Clinical Information
Phase 3

Chemical Information

Deoxynojirimycin

Duvoglustat is an optically active form of 2-(hydroxymethyl)piperidine-3,4,5-triol having 2R,3R,4R,5S-configuration. It has a role as a hypoglycemic agent, a hepatoprotective agent, an anti-HIV agent, an EC 3.2.1.20 (alpha-glucosidase) inhibitor, an anti-obesity agent, a plant metabolite and a bacterial metabolite. It is a piperidine alkaloid and a 2-(hydroxymethyl)piperidine-3,4,5-triol.

CAS Number19130-96-2
PubChem CID29435
IUPAC Name(2R,3R,4R,5S)-2-(hydroxymethyl)piperidine-3,4,5-triol
Molecular FormulaC6H13NO4
Molecular Weight163.17
XLogP-2.3
Topological Polar Surface Area93
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count5
Rotatable Bond Count1
Heavy Atom Count11
Formal Charge0
Complexity132
SMILES
C1[C@@H]([C@H]([C@@H]([C@H](N1)CO)O)O)O
InChI
InChI=1S/C6H13NO4/c8-2-3-5(10)6(11)4(9)1-7-3/h3-11H,1-2H2/t3-,4+,5-,6-/m1/s1
InChIKey
LXBIFEVIBLOUGU-JGWLITMVSA-N
Chemical Structure
2D Structure
2D structure of Deoxynojirimycin
CAS: 19130-96-2
CID: 29435
Formula: C6H13NO4
MW: 163.17
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight163.17
XLogP3-2.3
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count5
Rotatable Bond Count1
Exact Mass163.08445790
Monoisotopic Mass163.08445790
Topological Polar Surface Area93 Ų
Heavy Atom Count11
Formal Charge0
Complexity132
Isotope Atom Count0
Defined Atom Stereocenter Count4
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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