2′,3′-Dideoxyadenosine - 10mM in DMSO , CAS No.4097-22-7

CAS: 4097-22-7 Cat. No.: D423866 Molecular Weight: 235.24 Beilstein Registry Number: 619924 EC Number: 223-853-2

GRADE & PURITY 10mM in DMSO

Synonyms

HMS3039N07 | NCGC00090791-01 | NCGC00090791-04 | 2',3'-Dideoxyadenosine | ddAdo | DIDANOSINE IMPURITY G [EP IMPURITY] | DTXSID2023771 | 6-AMINO-9-(2',3'-DIDEOXY-.BETA.-D-GLYCERO-PENTOFURANOSYL)PURINE | AS-12357 | Q27163127 | MLS006010855 | 9-(2,3-Dideoxy-

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Overview

2′,3′-Dideoxyadenosine (ddA), a specific adenylyl cyclase inhibitor, is useful in biological process and pathway studies involving adenylyl cyclase activity and cAMP pool modulation.

Specifications

Synonyms

HMS3039N07 | NCGC00090791-01 | NCGC00090791-04 | 2', 3'-Dideoxyadenosine | ddAdo | DIDANOSINE IMPURITY G [EP IMPURITY] | DTXSID2023771 | 6-AMINO-9-(2', 3'-DIDEOXY-.BETA.-D-GLYCERO-PENTOFURANOSYL)PURINE | AS-12357 | Q27163127 | MLS006010855 | 9-(2, 3-Dideoxy-

Specifications & Purity

10mM in DMSO

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

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

Action Type

INHIBITOR

Names and Identifiers

• Canonical Smiles: C1CC(OC1CO)N2C=NC3=C(N=CN=C32)N
• IUPAC Name: [(2S,5R)-5-(6-aminopurin-9-yl)oxolan-2-yl]methanol
• InChIKey: WVXRAFOPTSTNLL-NKWVEPMBSA-N
• INCHI: 1S/C10H13N5O2/c11-9-8-10(13-4-12-9)15(5-14-8)7-2-1-6(3-16)17-7/h4-7,16H,1-3H2,(H2,11,12,13)/t6-,7+/m0/s1
• Isomeric SMILES: C1C[C@@H](O[C@@H]1CO)N2C=NC3=C(N=CN=C32)N
• WGK Germany: 2
• RTECS: AU7358900
• Molecular Weight: 235.24
• Beilstein: 619924
• Reaxy-Rn: 1220472
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1220472&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Nucleosides, nucleotides, and analogues
    • Class Purine nucleosides
      • Subclass Purine 2',3'-dideoxyribonucleosides

• Kingdom: Organic compounds
• Superclass: Nucleosides, nucleotides, and analogues
• Class: Purine nucleosides
• Subclass: Purine 2',3'-dideoxyribonucleosides
• Intermediate Tree Nodes: Not available
• Direct Parent: Purine 2',3'-dideoxyribonucleosides
• Alternative Parents: 6-aminopurines Aminopyrimidines and derivatives N-substituted imidazoles Imidolactams Tetrahydrofurans Heteroaromatic compounds Oxacyclic compounds Azacyclic compounds Primary amines Primary alcohols Organopnictogen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Purine 2',3'-dideoxyribonucleoside - 6-aminopurine - Imidazopyrimidine - Purine - Aminopyrimidine - N-substituted imidazole - Pyrimidine - Imidolactam - Azole - Imidazole - Heteroaromatic compound - Tetrahydrofuran - Oxacycle - Azacycle - Organoheterocyclic compound - Amine - Primary amine - Primary alcohol - Organooxygen compound - Organonitrogen compound - Hydrocarbon derivative - Organopnictogen compound - Alcohol - Organic nitrogen compound - Organic oxygen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as purine 2',3'-dideoxyribonucleosides. These are compounds consisting of a purine linked to a ribose which lacks a hydroxyl group at positions 2 and 3.
• 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

Chemical and Physical Properties

• Specific Rotation[α]: -34° (C=1,H2O)
• Melt Point(°C): 181-184°C
• Molecular Weight: 235.240 g/mol
• XLogP3: -0.200
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 235.107 Da
• Monoisotopic Mass: 235.107 Da
• Topological Polar Surface Area: 99.100 Ų
• Heavy Atom Count: 17
• Formal Charge: 0
• Complexity: 279.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 2
• 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