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4-Azidophlorizin

CAT: 0804-HY-147115Size: 2.5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-147115Size:2.5 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
4-Azidophlorizin is a high affinity probe and photoaffinity label for the glucose transporter in brush border membranes[1]. 4-Azidophlorizin is a click chemistry reagent, it contains an Azide group and can undergo copper-catalyzed azide-alkyne cycloaddition reaction (CuAAc) with molecules containing Alkyne groups. It can also undergo strain-promoted alkyne-azide cycloaddition (SPAAC) reactions with molecules containing DBCO or BCN groups.
CAS Number
79541-46-1
UNSPSC
12352005
Target
Fluorescent Dye
Type
Reference compound
Related Pathways
Others
Field of Research
Others
Assay Protocol
https://www.medchemexpress.com/4-azidophlorizin.html
Solubility
10 mM in DMSO
Smiles
[N-]=[N+]=NC(C=C1)=CC=C1CCC(C2=C(C=C(C=C2O)O)O[C@@H]3O[C@@H]([C@H]([C@@H]([C@H]3O)O)O)CO)=O
Molecular Formula
C21H23N3O9
Molecular Weight
461.42
References & Citations
[1]Gibbs EM, et al. 4-Azidophlorizin, a high affinity probe and photoaffinity label for the glucose transporter in brush border membranes. Biochim Biophys Acta. 1982 Jun 14;688 (2) :547-56.
Shipping Conditions
Room temperature
Scientific Category
Reference compound1
Clinical Information
No Development Reported

Chemical Information

4-Azidophlorhizin
CAS Number79541-46-1
PubChem CID133219
IUPAC Name3-(4-azidophenyl)-1-[2,4-dihydroxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]propan-1-one
Molecular FormulaC21H23N3O9
Molecular Weight461.4
XLogP2.1
Topological Polar Surface Area171
Hydrogen Bond Donor Count6
Hydrogen Bond Acceptor Count11
Rotatable Bond Count8
Heavy Atom Count33
Formal Charge0
Complexity698
SMILES
C1=CC(=CC=C1CCC(=O)C2=C(C=C(C=C2O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O)O)N=[N+]=[N-]
InChI
InChI=1S/C21H23N3O9/c22-24-23-11-4-1-10(2-5-11)3-6-13(27)17-14(28)7-12(26)8-15(17)32-21-20(31)19(30)18(29)16(9-25)33-21/h1-2,4-5,7-8,16,18-21,25-26,28-31H,3,6,9H2/t16-,18-,19+,20-,21-/m1/s1
InChIKey
AXCDEMZKQHNYNE-QNDFHXLGSA-N
Chemical Structure
2D Structure
2D structure of 4-Azidophlorhizin
CAS: 79541-46-1
CID: 133219
Formula: C21H23N3O9
MW: 461.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight461.4
XLogP32.1
Hydrogen Bond Donor Count6
Hydrogen Bond Acceptor Count11
Rotatable Bond Count8
Exact Mass461.14342932
Monoisotopic Mass461.14342932
Topological Polar Surface Area171 Ų
Heavy Atom Count33
Formal Charge0
Complexity698
Isotope Atom Count0
Defined Atom Stereocenter Count5
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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