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

• ChemBase ID: 103945
• Molecular Formular: C11H14N5Na4O13P3S
• Molecular Mass: 641.199923
• Monoisotopic Mass: 640.91124355
• SMILES: CSc1nc(N)c2ncn([C@@H]3O[C@H](COP(=O)([O-])OP(=O)([O-])OP(=O)([O-])[O-])[C@@H](O)[C@H]3O)c2n1.[Na+].[Na+].[Na+].[Na+]
• Canonical SMILES: CSc1nc(N)c2c(n1)n(cn2)[C@@H]1O[C@@H]([C@H]([C@H]1O)O)COP(=O)(OP(=O)(OP(=O)([O-])[O-])[O-])[O-].[Na+].[Na+].[Na+].[Na+]
• InChI: InChI=1S/C11H18N5O13P3S.4Na/c1-33-11-14-8(12)5-9(15-11)16(3-13-5)10-7(18)6(17)4(27-10)2-26-31(22,23)29-32(24,25)28-30(19,20)21;;;;/h3-4,6-7,10,17-18H,2H2,1H3,(H,22,23)(H,24,25)(H2,12,14,15)(H2,19,20,21);;;;/q;4*+1/p-4/t4-,6-,7-,10-;;;;/m1..../s1
• InChIKey: UEEFBRHXFDJPTA-KWIZKVQNSA-J

NAMES AND DATABASE IDS

Names

• IUPAC name: tetrasodium ({[(2R,3S,4R,5R)-5-[6-amino-2-(methylsulfanyl)-9H-purin-9-yl]-3,4-dihydroxyoxolan-2-yl]methyl phosphonato}oxy)(phosphonatooxy)phosphinate
• IUPAC Traditional name: tetrasodium {[(2R,3S,4R,5R)-5-[6-amino-2-(methylsulfanyl)purin-9-yl]-3,4-dihydroxyoxolan-2-yl]methyl phosphonato}oxy(phosphonatooxy)phosphinate
• Synonyms: 2-MeSATP; 2-Methylthio-ATP tetrasodium salt hydrate; 2-(Methylthio)adenosine 5′-triphosphate tetrasodium salt hydrate; 2-(methylthio)-adenosine-s'-(tetrahydrogen triphosphate) sodium salt; 2-METHYLTHIOADENOSINE TRIPHOSPHATE

Database IDs

• CAS Number: 43170-89-4
• MDL Number: MFCD00069196
• PubChem SID: 24277689; 162091360
• PubChem CID: 16218831

CALCULATED PROPERTIES

• Acid pKa: 0.9030553
• H Acceptors: 14
• H Donor: 3
• LogD (pH = 5.5): -8.428837
• LogD (pH = 7.4): -9.161409
• Log P: -3.878394
• Molar Refractivity: 104.0324 cm^3
• Polarizability: 42.988487 Å^3
• Polar Surface Area: 290.45 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: H2O: soluble13 mg/mL (Solutions should be freshly prepared.)
• Apperance: white solid
• Melting Point: 195°C
• Absorption Wavelength: εmax/233.4 nm 20,900; εmax/274 nm 15,100

Safety Information

• Storage Condition: -20°C, Desiccate; desiccated
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -70°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%
• Shipped in: dry ice

DETAILS

MP Biomedicals - 02153663

Tetrasodium Salt

Sigma Aldrich - A023

Biochem/physiol Actions
2-Methylthioadenosine triphosphate is a potent P2Y purinoceptor agonist.
Caution
Hygroscopic.