tetrasodium hydrate ({[(2R,3S,4R,5R)-5-(6-amino-2-chloro-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl phosphonato}oxy)(phosphonatooxy)phosphinate

• ChemBase ID: 132770
• Molecular Formular: C10H13ClN5Na4O14P3
• Molecular Mass: 647.568683
• Monoisotopic Mass: 646.89511482
• SMILES: c1nc2c(nc(nc2n1[C@H]1[C@@H]([C@@H]([C@H](O1)COP(=O)([O-])OP(=O)([O-])OP(=O)([O-])[O-])O)O)Cl)N.O.[Na+].[Na+].[Na+].[Na+]
• Canonical SMILES: O[C@@H]1[C@@H](COP(=O)(OP(=O)(OP(=O)([O-])[O-])[O-])[O-])O[C@H]([C@@H]1O)n1cnc2c1nc(Cl)nc2N.O.[Na+].[Na+].[Na+].[Na+]
• InChI: InChI=1S/C10H15ClN5O13P3.4Na.H2O/c11-10-14-7(12)4-8(15-10)16(2-13-4)9-6(18)5(17)3(27-9)1-26-31(22,23)29-32(24,25)28-30(19,20)21;;;;;/h2-3,5-6,9,17-18H,1H2,(H,22,23)(H,24,25)(H2,12,14,15)(H2,19,20,21);;;;;1H2/q;4*+1;/p-4/t3-,5-,6-,9-;;;;;/m1...../s1
• InChIKey: FZFRPFGYLGAEPR-LTPGDGGNSA-J

NAMES AND DATABASE IDS

Names

• IUPAC name: tetrasodium hydrate ({[(2R,3S,4R,5R)-5-(6-amino-2-chloro-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl phosphonato}oxy)(phosphonatooxy)phosphinate
• IUPAC Traditional name: tetrasodium hydrate {[(2R,3S,4R,5R)-5-(6-amino-2-chloropurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl phosphonato}oxy(phosphonatooxy)phosphinate
• Synonyms: 2-Chloro-ATP tetrasodium hydrate; 2-Chloroadenosine 5′-triphosphate tetrasodium hydrate; 2-Chloroadenosine triphosphate tetrasodium hydrate

Database IDs

• MDL Number: MFCD11044467
• PubChem SID: 162227047; 24277700
• PubChem CID: 71308596

CALCULATED PROPERTIES

• H Acceptors: 14
• H Donor: 3
• LogD (pH = 5.5): -8.826352
• LogD (pH = 7.4): -9.559851
• Log P: -2.6835713
• Molar Refractivity: 96.8261 cm^3
• Polarizability: 40.28696 Å^3
• Polar Surface Area: 290.45 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false
• Acid pKa: 1.1272478

PROPERTIES

Physical Property

• Solubility: H2O: soluble
• Apperance: white solid
• Absorption Wavelength: εmax/215 nm, methanol 20,900; εmax/273 nm, methanol 17,800

Safety Information

• Storage Condition: desiccated
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Pharmacology Properties

• Gene Information: human ... LPAR4(2846), LTB4R(1241), P2RY1(5028), P2RY10(27334), P2RY11(5032), P2RY12(64805), P2RY13(53829), P2RY14(9934), P2RY2(5029), P2RY4(5030), P2RY5(10161), P2RY6(5031), P2RY8(286530)

Product Information

• Purity: ≥90% (HPLC)

DETAILS

Sigma Aldrich - C145

Biochem/physiol Actions
P2Y purinoceptor agonist.