({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)phosphonic acid bis(2-amino-2-(hydroxymethyl)propane-1,3-diol) dihydrate

• ChemBase ID: 132432
• Molecular Formular: C18H42N7O21P3
• Molecular Mass: 785.481663
• Monoisotopic Mass: 785.16466129
• SMILES: c1nc(c2c(n1)n(cn2)[C@H]1[C@@H]([C@@H]([C@H](O1)COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O)O)N.C(C(CO)(CO)N)O.C(C(CO)(CO)N)O.O.O
• Canonical SMILES: O[C@@H]1[C@@H](COP(=O)(OP(=O)(OP(=O)(O)O)O)O)O[C@H]([C@@H]1O)n1cnc2c1ncnc2N.OCC(CO)(CO)N.OCC(CO)(CO)N.O.O
• InChI: InChI=1S/C10H16N5O13P3.2C4H11NO3.2H2O/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(26-10)1-25-30(21,22)28-31(23,24)27-29(18,19)20;2*5-4(1-6,2-7)3-8;;/h2-4,6-7,10,16-17H,1H2,(H,21,22)(H,23,24)(H2,11,12,13)(H2,18,19,20);2*6-8H,1-3,5H2;2*1H2/t4-,6-,7-,10-;;;;/m1..../s1
• InChIKey: WWLOIOIKSQASFR-KWIZKVQNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)phosphonic acid bis(2-amino-2-(hydroxymethyl)propane-1,3-diol) dihydrate
• IUPAC Traditional name: bis(tris buffer) adenosine triphosphate dihydrate
• Synonyms: 5′-ATP-DiTris; Adenosine 5′-triphosphate di(tris) salt hydrate

Database IDs

• CAS Number: 102047-34-7(anhydrous)
• PubChem SID: 162226709; 24891222
• PubChem CID: 16218965

CALCULATED PROPERTIES

• Acid pKa: 0.8952464
• H Acceptors: 14
• H Donor: 7
• LogD (pH = 5.5): -9.829965
• LogD (pH = 7.4): -10.469803
• Log P: -5.997649
• Molar Refractivity: 95.8143 cm^3
• Polarizability: 38.64708 Å^3
• Polar Surface Area: 279.13 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: H2O: soluble50 mg/mL

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: -20°C

Product Information

• Purity: ≥95%
• Cation Traces: Na: ≤0.1%
• Shipped in: dry ice

DETAILS

Sigma Aldrich - A9062

Biochem/physiol Actions
P2 purinergic agonist; increases activity of Ca2+-activated K+ channels; substrate for ATP-dependent enzyme systems
Caution
Unstable: For maximum stability, store as frozen solution at pH 3.5 to 6.8.
Application
Adenosine 5′-triphosphate di(tris) salt dehydrate is useful in applications that require the absence of metals.Adenosine 5′-triphosphate (ATP) is a central component of energy storage and metabolism in vivo. ATP is use in many cellular processes, respiration, biosynthetic reactions, motility, and cell division. ATP is a substrate of many kinases involved in cell signaling and of adenylate cyclase(s) that produce the second messenger cAMP. ATP provides the metabolic energy to drive metabolic pumps. ATP serves as a coenzyme in a wide array of enzymatic reactions.