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PugNAc

CAT: 0013-GTR19189744-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19189744-01Size:5 mg
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Description
(Z) -PUGNAc is a cell-permeable, potent and selective inhibitor of O-GlcNAcase (OGA), the enzyme that removes O-GlcNAc modifications from proteins. Its application in both in vitro and in vivo studies effectively elevates global O-GlcNAcylation levels, making it a valuable tool for researching nutrient sensing, cellular stress, and signaling pathways in models of diabetes, neurodegeneration, and cancer.
CAS Number
132489-69-1
Product Name Alternative
(Z) PUGNAc, (Z) PUGNAc, O-GlcNAcase, PUGNAc
Purity
>98%
Bioactivity
O-GlcNAcase inhibitor
Form
Powder
Solubility
Soluble in DMSO (up to 35 mg/ml)
Smiles
CC (=O) NC1C (O) C (O) C (CO) OC1=NOC (=O) Nc1ccccc1
Molecular Formula
C15H19N3O7
Molecular Weight
353.33
Storage Conditions
-20°C
Notes
For research use only.
Other Product Names
O- (2-Acetamido-2-deoxy-D-glucopyranosylidene) amino-Z-N-phenylcarbamate

Chemical Information

D-Gluconimidic acid, 2-(acetylamino)-2-deoxy-N-(((phenylamino)carbonyl)oxy)-, delta-lactone, (1Z)-

(Z)-PUGNAc is the (Z)-isomer of PUGNAc. It has a role as an EC 3.2.1.52 (beta-N-acetylhexosaminidase) inhibitor and a cardioprotective agent.

CAS Number132489-69-1
PubChem CID9576811
IUPAC Name[(Z)-[(3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-ylidene]amino] N-phenylcarbamate
Molecular FormulaC15H19N3O7
Molecular Weight353.33
XLogP-0.3
Topological Polar Surface Area150
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count8
Rotatable Bond Count5
Heavy Atom Count25
Formal Charge0
Complexity507
SMILES
CC(=O)N[C@@H]\1[C@H]([C@@H]([C@H](O/C1=N\OC(=O)NC2=CC=CC=C2)CO)O)O
InChI
InChI=1S/C15H19N3O7/c1-8(20)16-11-13(22)12(21)10(7-19)24-14(11)18-25-15(23)17-9-5-3-2-4-6-9/h2-6,10-13,19,21-22H,7H2,1H3,(H,16,20)(H,17,23)/b18-14-/t10-,11-,12-,13-/m1/s1
InChIKey
PBLNJFVQMUMOJY-JXZOILRNSA-N
Chemical Structure
2D Structure
2D structure of D-Gluconimidic acid, 2-(acetylamino)-2-deoxy-N-(((phenylamino)carbonyl)oxy)-, delta-lactone, (1Z)-
CAS: 132489-69-1
CID: 9576811
Formula: C15H19N3O7
MW: 353.33
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight353.33
XLogP3-0.3
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count8
Rotatable Bond Count5
Exact Mass353.12229995
Monoisotopic Mass353.12229995
Topological Polar Surface Area150 Ų
Heavy Atom Count25
Formal Charge0
Complexity507
Isotope Atom Count0
Defined Atom Stereocenter Count4
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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CatalogName
abx282645-01PugNAc
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TBI2406-5MGPugNAc, O-GlcNAcase inhibitor
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A0200-44O- (2-Acetamido-2-deoxy-D-glucopyranosylidene) amino N-phenyl Carbamate (PugNAc)

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