Adenosine 5′-diphosphate sodium salt - 10mM in Water , CAS No.20398-34-9

CAS: 20398-34-9 Cat. No.: A422480 Molecular Weight: 427.20（free） PubChem CID: 12797869

GRADE & PURITY 10mM in Water

Synonyms

20398-34-9|Adenosine 5'-diphosphate sodium salt|Adenosine-5'-diphosphate trisodium salt|ADP Sodium Salt|Sodium ((2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl diphosphate|ADP Sodium|2092-65-1|trisodium;[[(2R,3S,4R,5R)-5-(

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Overview

Adenosine 5′-diphosphate (ADP) is an adenine nucleotide involved in energy storage and nucleic acid metabolism via its conversion into ATP by ATP synthases. ADP affects platelet activation through its interaction with ADP receptors P2Y1, P2Y12 and P2X1. Upon its conversion to adenosine by ecto-ADPases, platelet activation is inhibited via adenosine receptors.

Specifications

Synonyms

20398-34-9 | Adenosine 5'-diphosphate sodium salt | Adenosine-5'-diphosphate trisodium salt | ADP Sodium Salt | Sodium ((2R, 3S, 4R, 5R)-5-(6-amino-9H-purin-9-yl)-3, 4-dihydroxytetrahydrofuran-2-yl)methyl diphosphate | ADP Sodium | 2092-65-1 | trisodium;[[(2R, 3S, 4R, 5R)-5-(

Specifications & Purity

10mM in Water

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.

Names and Identifiers

• Canonical Smiles: [Na].Nc1ncnc2n(cnc12)C3OC(COP(O)(=O)OP(O)(O)=O)C(O)C3O
• IUPAC Name: trisodium;[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-oxidophosphoryl] phosphate
• InChIKey: KWEUUBDPVVHQAL-MSQVLRTGSA-K
• INCHI: 1S/C10H15N5O10P2.3Na/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(24-10)1-23-27(21,22)25-26(18,19)20;;;/h2-4,6-7,10,16-17H,1H2,(H,21,22)(H2,11,12,13)(H2,18,19,20);;;/q;3*+1/p-3/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-])OP(=O)([O-])[O-])O)O)N.[Na+].[Na+].[Na+]
• PubChem CID: 12797869
• Molecular Weight: 427.20（free）

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 diphosphates
• Alternative Parents: Purine ribonucleoside monophosphates Pentose phosphates Glycosylamines 6-aminopurines Organic pyrophosphates Monosaccharide phosphates Aminopyrimidines and derivatives Primary aromatic amines Alkyl phosphates N-substituted imidazoles Imidolactams Oxolanes Heteroaromatic compounds Secondary alcohols 1,2-diols Oxacyclic compounds Azacyclic compounds Organopnictogen compounds Organic sodium salts Organic zwitterions Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Purine ribonucleoside diphosphate - Purine ribonucleoside monophosphate - Pentose phosphate - Pentose-5-phosphate - Glycosyl compound - N-glycosyl compound - 6-aminopurine - Monosaccharide phosphate - Organic pyrophosphate - Pentose monosaccharide - Imidazopyrimidine - Purine - Aminopyrimidine - Monosaccharide - N-substituted imidazole - Organic phosphoric acid derivative - Phosphoric acid ester - Primary aromatic amine - Imidolactam - Pyrimidine - Alkyl phosphate - Azole - Imidazole - Heteroaromatic compound - Oxolane - Secondary alcohol - 1,2-diol - Azacycle - Organic alkali metal salt - Oxacycle - Organoheterocyclic compound - Organooxygen compound - Organic nitrogen compound - Organopnictogen compound - Organic sodium salt - Hydrocarbon derivative - Amine - Organic oxide - Organic oxygen compound - Alcohol - Organic salt - Primary amine - Organic zwitterion - Organonitrogen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as purine ribonucleoside diphosphates. These are purine ribobucleotides with diphosphate group linked to the ribose moiety.
• 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

• Sensitivity: Moisture sensitive.
• Molecular Weight: 493.150 g/mol
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 14
• Rotatable Bond Count: 5
• Exact Mass: 492.975 Da
• Monoisotopic Mass: 492.975 Da
• Topological Polar Surface Area: 241.000 Ų
• Heavy Atom Count: 30
• Formal Charge: 0
• Complexity: 618.000
• 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: 4

XLogP3

References

1. Yihao Liu, Haoyi Niu, Chengwei Wang, Xiaoxiao Yang, Wentao Li, Yuxin Zhang, Xiaojun Ma, Yuanjing Xu, Pengfei Zheng, Jinwu Wang, Kerong Dai.  (2022)  Bio-inspired, bio-degradable adenosine 5′-diphosphate-modified hyaluronic acid coordinated hydrophobic undecanal-modified chitosan for hemostasis and wound healing.  Bioactive Materials,      [PMID:35386451] [10.1016/j.bioactmat.2022.01.025]

2. Shi Zhe Du, Zhe Sun, Lei Han, Min Qing, Hong Qun Luo, Nian Bing Li.  (2020)  Two 3d-4f metal-organic frameworks as fluorescent sensor array for the discrimination of phosphates based on different response patterns.  SENSORS AND ACTUATORS B-CHEMICAL,      [PMID:] [10.1016/j.snb.2020.128757]

3. Xiaofang Jiang, Jing Hu, Yajun Zhang, Xiaoliang Zeng, Zhou Long.  (2020)  Fast synthesis of bimetallic metal-organic frameworks based on dielectric barrier discharge for analytical atomic spectrometry and ratiometric fluorescent sensing.  MICROCHEMICAL JOURNAL,      [PMID:] [10.1016/j.microc.2020.105417]

4. Xiaoyu Wang, Xiaoqian Jiang, Hui Wei.  (2020)  Phosphate-responsive 2D-metal–organic-framework-nanozymes for colorimetric detection of alkaline phosphatase.  Journal of Materials Chemistry B,  8  (31): (6905-6911).  [PMID:32424386] [10.1039/C9TB02542A]

5. Li Qin, Xiaoyu Wang, Yufeng Liu, Hui Wei.  (2018)  2D-Metal–Organic-Framework-Nanozyme Sensor Arrays for Probing Phosphates and Their Enzymatic Hydrolysis.  ANALYTICAL CHEMISTRY,      [PMID:30044077] [10.1021/acs.analchem.8b02428]

6. Shan Sun, Kai Jiang, Sihua Qian, Yuhui Wang, Hengwei Lin.  (2017)  Applying Carbon Dots-Metal Ions Ensembles as a Multichannel Fluorescent Sensor Array: Detection and Discrimination of Phosphate Anions.  ANALYTICAL CHEMISTRY,      [PMID:28452216] [10.1021/acs.analchem.7b00602]

7. Jian Sun, Bin Wang, Xue Zhao, Zong-Jun Li, Xiurong Yang.  (2016)  Fluorescent and Colorimetric Dual-Readout Assay for Inorganic Pyrophosphatase with Cu2+-Triggered Oxidation of o-Phenylenediamine.  ANALYTICAL CHEMISTRY,      [PMID:26703206] [10.1021/acs.analchem.5b03848]

8. Deyu Kong, Tao Xue, Bin Guo, Jianjun Cheng, Shunyin Liu, Jianhai Wei, Zhengyu Lu, Haoran Liu, Guoqing Gong, Tian Lan, Wenhao Hu, Yushe Yang.  (2019)  Optimization of P2Y12 Antagonist Ethyl 6-(4-((Benzylsulfonyl)carbamoyl)piperidin-1-yl)-5-cyano-2-methylnicotinate (AZD1283) Led to the Discovery of an Oral Antiplatelet Agent with Improved Druglike Properties.  JOURNAL OF MEDICINAL CHEMISTRY,      [PMID:30843696] [10.1021/acs.jmedchem.8b01971]