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Vidarabine Monophasphate

CAT: 1299-RM-V040128-01Size: 10 mgDry Ice: NoHazardous: No
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CAT#:1299-RM-V040128-01Size:10 mg
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CAS Number
29984-33-6
Synonyms
((2R,3S,4S,5R) -5- (6-amino-9H-purin-9-yl) -3,4-dihydroxytetrahydrofuran-2-yl) methyl dihydrogen phosphate
Molecular Formula
C10H14N5O7P
Molecular Weight
347.22
Target Alternative Name
Vidarabine
Product Name Synonym
((2R,3S,4S,5R) -5- (6-amino-9H-purin-9-yl) -3,4-dihydroxytetrahydrofuran-2-yl) methyl dihydrogen phosphate

Chemical Information

ara-AMP

Vidarabine Phosphate is a phosphate salt form of vidarabine, a nucleoside analog with activity against herpes simplex virus and varicella zoster virus. Vidarabine is converted to a monophosphate by viral thymidine kinase and is further modified to a triphosphate form by host enzymes. Vidarabine triphosphate directly inhibits DNA polymerase and also acts as a chain terminator in DNA replication.

CAS Number29984-33-6
PubChem CID34768
IUPAC Name[(2R,3S,4S,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate
Molecular FormulaC10H14N5O7P
Molecular Weight347.22
XLogP-3.5
Topological Polar Surface Area186
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count11
Rotatable Bond Count4
Heavy Atom Count23
Formal Charge0
Complexity481
SMILES
C1=NC(=C2C(=N1)N(C=N2)[C@H]3[C@H]([C@@H]([C@H](O3)COP(=O)(O)O)O)O)N
InChI
InChI=1S/C10H14N5O7P/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(22-10)1-21-23(18,19)20/h2-4,6-7,10,16-17H,1H2,(H2,11,12,13)(H2,18,19,20)/t4-,6-,7+,10-/m1/s1
InChIKey
UDMBCSSLTHHNCD-UHTZMRCNSA-N
Chemical Structure
2D Structure
2D structure of ara-AMP
CAS: 29984-33-6
CID: 34768
Formula: C10H14N5O7P
MW: 347.22
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight347.22
XLogP3-3.5
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count11
Rotatable Bond Count4
Exact Mass347.06308480
Monoisotopic Mass347.06308480
Topological Polar Surface Area186 Ų
Heavy Atom Count23
Formal Charge0
Complexity481
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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Alternative Products

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