disodium hydrate {[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl (hydrogen phosphonatooxy)phosphonate

• ChemBase ID: 133328
• Molecular Formular: C10H16N5Na2O14P3
• Molecular Mass: 569.159963
• Monoisotopic Mass: 568.97019867
• 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.O.[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)n1cnc2c1ncnc2N.O.[Na+].[Na+]
• InChI: InChI=1S/C10H16N5O13P3.2Na.H2O/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);;;1H2/q;2*+1;/p-2/t4-,6-,7-,10-;;;/m1.../s1
• InChIKey: NTBQNWBHIXNPRU-MSQVLRTGSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: disodium hydrate {[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl (hydrogen phosphonatooxy)phosphonate
• IUPAC Traditional name: disodium hydrate [(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy(hydroxy)phosphoryl hydrogen phosphonatooxyphosphonate
• Synonyms: Adenosine 5′-triphosphate disodium salt hydrate; 5′-ATP-Na2; ATP disodium salt hydrate; ATP 二钠盐; 5′-三磷酸腺苷 二钠盐 水合物; ATP 二钠盐 水合物; 腺苷-5′-三磷酸 二钠盐 水合物

Database IDs

• CAS Number: 34369-07-8
• EC Number: 213-579-1
• MDL Number: MFCD00150755
• Beilstein Number: 6264880
• PubChem SID: 24845220; 24891086; 24890675; 24890481; 24890761; 162227605; 24891270; 24845219
• PubChem CID: 16218877

CALCULATED PROPERTIES

• Acid pKa: 0.8952464
• H Acceptors: 14
• H Donor: 5
• LogD (pH = 5.5): -9.829965
• LogD (pH = 7.4): -10.469803
• Log P: -5.997649
• Molar Refractivity: 93.5709 cm^3
• Polarizability: 38.407715 Å^3
• Polar Surface Area: 284.79 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: H2O: soluble0.1 g/mL, clear, colorless; H2O: soluble50 mg/mL; H2O: soluble50 mg/mL, clear, colorless
• Apperance: crystalline
• Melting Point: 176 °C (dec.)(lit.)
• Optical Rotation: [α]20/D -18±1°, c = 3% in H2O; [α]20/D -19±1°, c = 3% in H2O

Safety Information

• RTECS: AU7417000
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Faceshields, Gloves, type N95 (US), type P1 (EN143) respirator filter; Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C; 2-8°C

Product Information

• Purity: ≥95.0% (HPLC); ≥98.0% (HPLC); ≥98.5% (HPLC); ≥99%; 99%
• Suitability: suitable for cell culture
• Impurities: ~5% water; ≤0.1% inorganic P; ≤10% water; ≤3% solvent content
• Cation Traces: Al: ≤0.005%; Ca: ≤0.01%; Ca: ≤20 mg/kg; Cd: ≤5 mg/kg; Co: ≤5 mg/kg; Cr: ≤5 mg/kg; Cu: ≤0.005%; Cu: ≤5 mg/kg; Fe: ≤0.05%; Fe: ≤20 mg/kg; K: ≤0.005%; Mg: ≤0.005%; Mg: ≤5 mg/kg; Mn: ≤5 mg/kg; NH4+: ≤0.05%; Ni: ≤5 mg/kg; Pb: ≤0.001%; Pb: ≤5 mg/kg; Zn: ≤0.0005%; Zn: ≤5 mg/kg
• Antion Traces: chloride (Cl-): ≤0.05%
• Biological Source: from microbial; microbial
• Type: Grade I; Grade II
• Quality Level: PREMIUM
• Empirical Formula (Hill Notation): C10H14N5Na2O13P3 · xH2O

DETAILS

Sigma Aldrich - A3377

Application
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.
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

Sigma Aldrich - A6419

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

Sigma Aldrich - A2383

Application
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.
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

Sigma Aldrich - A7699

Frequently Asked Questions
Live Chat and Frequently Asked Questions are available for this Product.
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 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

Sigma Aldrich - 02060

Application
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.

Sigma Aldrich - A26209

Other Notes
Contains solvent of crystallization, varying amounts of water
Packaging
1, 5, 10, 50 g in glass bottle

Sigma Aldrich - 02055

Application
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.