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2′-Deoxyadenosine 5′-monophosphate - 10mM in DMSO, high purity , CAS No.653-63-4
Basic Description
Synonyms
653-63-4 | 2'-deoxyadenosine-5'-monophosphate | dAMP | 2'-Deoxyadenosine 5'-monophosphate | 2'-Deoxyadenylic acid | 5'-Adenylic acid, 2'-deoxy- | Deoxyadenylic acid | Deoxy-AMP | 2'-Deoxyadenosine 5'-phosphate | 2'-Deoxy-AMP | Deoxyadenosine 5'-monophosphate | Deoxyadenosine m
Specifications & Purity
Moligand™, 10mM in DMSO
Biochemical and Physiological Mechanisms
Nucleotide derivative, used to study adenosine-based interactions during DNA synthesis, inhibition, and damage.
Storage Temp
Store at -80°C
Shipped In
Ice chest + Ice pads
This product requires cold chain shipping. Ground and other economy services are not available.
Grade
Moligand™
Taxonomic Classification
Kingdom
Organic compounds
Superclass
Nucleosides, nucleotides, and analogues
Class
Purine nucleotides
Subclass
Purine deoxyribonucleotides
Intermediate Tree Nodes
Purine deoxyribonucleoside monophosphates
Direct Parent
Purine 2'-deoxyribonucleoside monophosphates
Alternative Parents
6-aminopurines Monoalkyl phosphates Aminopyrimidines and derivatives N-substituted imidazoles Imidolactams Tetrahydrofurans Heteroaromatic compounds Secondary alcohols Oxacyclic compounds Azacyclic compounds Primary amines Organopnictogen compounds Organic oxides Hydrocarbon derivatives
Molecular Framework
Aromatic heteropolycyclic compounds
Substituents
Purine 2'-deoxyribonucleoside monophosphate - 6-aminopurine - Imidazopyrimidine - Purine - Aminopyrimidine - Monoalkyl phosphate - N-substituted imidazole - Organic phosphoric acid derivative - Phosphoric acid ester - Pyrimidine - Imidolactam - Alkyl phosphate - Azole - Imidazole - Heteroaromatic compound - Tetrahydrofuran - Secondary alcohol - Azacycle - Oxacycle - Organoheterocyclic compound - Organic oxygen compound - Primary amine - Organooxygen compound - Organonitrogen compound - Amine - Organic nitrogen compound - Organic oxide - Organopnictogen compound - Alcohol - Hydrocarbon derivative - Aromatic heteropolycyclic compound
Description
This compound belongs to the class of organic compounds known as purine 2'-deoxyribonucleoside monophosphates. These are purine nucleotides with monophosphate group linked to the ribose moiety lacking a hydroxyl group at position 2.
External Descriptors
Deoxyribonucleotides
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.
Associated Targets(Human)
Associated Targets(non-human)
Mechanisms of Action
Mechanism of Action
Action Type
target ID
Target Name
Target Type
Target Organism
Binding Site Name
References
Names and Identifiers
IUPAC Name
[(2R,3S,5R)-5-(6-aminopurin-9-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate
INCHI
InChI=1S/C10H14N5O6P/c11-9-8-10(13-3-12-9)15(4-14-8)7-1-5(16)6(21-7)2-20-22(17,18)19/h3-7,16H,1-2H2,(H2,11,12,13)(H2,17,18,19)/t5-,6+,7+/m0/s1
InChIKey
KHWCHTKSEGGWEX-RRKCRQDMSA-N
Smiles
C1C(C(OC1N2C=NC3=C(N=CN=C32)N)COP(=O)(O)O)O
Isomeric SMILES
C1[C@@H]([C@H](O[C@H]1N2C=NC3=C(N=CN=C32)N)COP(=O)(O)O)O
WGK Germany
3
Molecular Weight
331.22
Reaxy-Rn
1230243
Reaxys-RN_link_address
https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1230243&ln=
Certificates（CoA,COO,BSE/TSE and Analysis Chart)
Chemical and Physical Properties
Melt Point(°C)
148°C
Molecular Weight
331.220 g/mol
XLogP3
-2.200
Hydrogen Bond Donor Count
4
Hydrogen Bond Acceptor Count
10
Rotatable Bond Count
4
Exact Mass
331.068 Da
Monoisotopic Mass
331.068 Da
Topological Polar Surface Area
166.000 Ų
Heavy Atom Count
22
Formal Charge
0
Complexity
452.000
Isotope Atom Count
0
Defined Atom Stereocenter Count
3
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
Citations of This Product
1.
Qiqin Wang, Huihui Wu, Kun Peng, Hanying Jin, Huikai Shao, Yuqiang Wang, Jacques Crommen, Zhengjin Jiang.
(2018)
Hydrophilic polymeric monoliths containing choline phosphate for separation science applications. ANALYTICA CHIMICA ACTA,
999
(184).
2.
Xiaohan Pan, Peng Wang, Jiahui Gu, Yuxiu Wang, Qingqing Li, Wenpeng Zhao, Shu Wang, Jingxin Gou, Xinyu Fan.
(2024)
Improved epirubicin delivery selectivity to bladder cancer achieved by functionalized hydroxyethyl starch-based prodrug. INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,
(139275).
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2 Citations