9-beta-D-Arabinofuranosyladenine-5'-monophosphate Hydrate - ≥95% , CAS No.29984-33-6

CAS: 29984-33-6 Cat. No.: D303366 Molecular Weight: 347.22（Anhydrous）

GRADE & PURITY ≥95%

Synonyms

9-beta-D-Arabinofuranosyladenine 5'-phosphate | 9-(5-O-Phosphono-beta-D-arabinofuranosyl)adenine | 9-(5-O-Phosphono-beta-D-arabinofuranosyl)-9H-purin-6-amine | AS-70487 | araAMP | Ara-AMP | 106XV160TZ | 9-(.beta.-D-Arabinofuranosyl)adenine-5'-phosphate |

Storage

Store at 2-8°C

Shipped In

Wet ice

Specifications

Synonyms

9-beta-D-Arabinofuranosyladenine 5'-phosphate | 9-(5-O-Phosphono-beta-D-arabinofuranosyl)adenine | 9-(5-O-Phosphono-beta-D-arabinofuranosyl)-9H-purin-6-amine | AS-70487 | araAMP | Ara-AMP | 106XV160TZ | 9-(.beta.-D-Arabinofuranosyl)adenine-5'-phosphate |

Specifications & Purity

≥95%

Biochemical and Physiological Mechanisms

Adenosine analog antiviral agent. Highly soluble Vidarabine derivative. Disrupts viral DNA synthesis. Competitive viral DNA polymerase inhibitor. Active against herpes simplex and varicella zoster viruses in vivo .

Storage

Store at 2-8°C

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥95%

Names and Identifiers

• Pubchem Sid: 488183255
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488183255
• Canonical Smiles: C1=NC(=C2C(=N1)N(C=N2)C3C(C(C(O3)COP(=O)(O)O)O)O)N
• IUPAC Name: [(2R,3S,4S,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate
• InChIKey: UDMBCSSLTHHNCD-UHTZMRCNSA-N
• 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
• Isomeric 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
• Molecular Weight: 347.22（Anhydrous）
• Reaxy-Rn: 1229792
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1229792&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Nucleosides, nucleotides, and analogues
    • Class Purine nucleotides
      • Subclass Purine ribonucleotides

• Kingdom: Organic compounds
• Superclass: Nucleosides, nucleotides, and analogues
• Class: Purine nucleotides
• Subclass: Purine ribonucleotides
• Intermediate Tree Nodes: Not available
• Direct Parent: Purine ribonucleoside monophosphates
• Alternative Parents: Pentose phosphates Glycosylamines 6-aminopurines Monosaccharide phosphates Monoalkyl phosphates Aminopyrimidines and derivatives N-substituted imidazoles Imidolactams Heteroaromatic compounds Tetrahydrofurans 1,2-diols Secondary alcohols Oxacyclic compounds Azacyclic compounds Organopnictogen compounds Organic oxides Hydrocarbon derivatives Primary amines
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Purine ribonucleoside monophosphate - Pentose phosphate - Pentose-5-phosphate - Glycosyl compound - N-glycosyl compound - 6-aminopurine - Monosaccharide phosphate - Pentose monosaccharide - Imidazopyrimidine - Purine - Aminopyrimidine - Monoalkyl phosphate - Alkyl phosphate - Monosaccharide - Pyrimidine - Imidolactam - N-substituted imidazole - Organic phosphoric acid derivative - Phosphoric acid ester - Tetrahydrofuran - Azole - Imidazole - Heteroaromatic compound - Secondary alcohol - 1,2-diol - Organoheterocyclic compound - Oxacycle - Azacycle - Organonitrogen compound - Primary amine - Hydrocarbon derivative - Organic oxide - Alcohol - Organopnictogen compound - Organic oxygen compound - Organic nitrogen compound - Organooxygen compound - Amine - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as purine ribonucleoside monophosphates. These are nucleotides consisting of a purine base linked to a ribose to which one monophosphate group is attached.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

Homo sapiens (32628 Activities)

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Associated Targets(non-human)

Human alphaherpesvirus 2 (4932 Activities)

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Oryctolagus cuniculus (11301 Activities)

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FM3A (1296 Activities)

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L1210 (27553 Activities)

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Vero (26788 Activities)

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Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in water at 4mg/ml
• Boil Point(°C): 798.5ºC
• Melt Point(°C): 213ºC
• Molecular Weight: 347.220 g/mol
• XLogP3: -3.500
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 4
• Exact Mass: 347.063 Da
• Monoisotopic Mass: 347.063 Da
• Topological Polar Surface Area: 186.000 Ų
• Heavy Atom Count: 23
• Formal Charge: 0
• Complexity: 481.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 4
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1