({[({[(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

• ChemBase ID: 134423
• Molecular Formular: C10H16N5O13P3
• Molecular Mass: 507.181023
• Monoisotopic Mass: 506.99574549
• 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
• 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
• InChI: InChI=1S/C10H16N5O13P3/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/h2-4,6-7,10,16-17H,1H2,(H,21,22)(H,23,24)(H2,11,12,13)(H2,18,19,20)/t4-,6-,7-,10-/m1/s1
• InChIKey: ZKHQWZAMYRWXGA-KQYNXXCUSA-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
• IUPAC Traditional name: adenosine triphosphate
• Synonyms: Adenosine 5′-triphosphate (ATP) disodium salt hydrate; ATP disodium hydrate; ATP 二钠 水合物; 5′-三磷酸腺苷 (ATP) 二钠盐 水合物

Database IDs

• CAS Number: 34369-07-8
• EC Number: 213-579-1
• MDL Number: MFCD00150755
• PubChem SID: 24895005; 162228699; 24890593
• PubChem CID: 5957

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: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: lyophilized powder

Safety Information

• RTECS: AU7417000
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Packaging: vial of ~1 mg ATP; vial of 30 mg
• Linear Formula: C10H14N5O13P3Na2 · xH2O

DETAILS

Sigma Aldrich - FLAAS

Biochem/physiol Actions
P2 嘌呤能激动剂；增加 Ca2+-激活的 K+ 通道的活性；ATP-依赖酶系统的底物
Preparation Note
制备过程基本无钒。
Quantity
每小瓶含 ~1.2mg Na2ATP
• 3H2O，相当于 ~1.0mg ATP (2.0μmol)。标签上印有实际含量。

Sigma Aldrich - A1852

Application
Adenosine 5γ-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.
Biochem/physiol Actions
P2 purinergic agonist; increases activity of Ca2+-activated K+ channels; substrate for ATP-dependent enzyme systems