trisodium [(2R,3S,4R,5R)-3,4-dihydroxy-5-(6-oxo-6,9-dihydro-1H-purin-9-yl)oxolan-2-yl]methyl (phosphonatooxy)phosphonate

• ChemBase ID: 132891
• Molecular Formular: C10H11N4Na3O11P2
• Molecular Mass: 494.131372
• Monoisotopic Mass: 493.9592633
• SMILES: c1[nH]c(=O)c2c(n1)n(cn2)[C@H]1[C@@H]([C@@H]([C@H](O1)COP(=O)([O-])OP(=O)([O-])[O-])O)O.[Na+].[Na+].[Na+]
• Canonical SMILES: O[C@@H]1[C@@H](COP(=O)(OP(=O)([O-])[O-])[O-])O[C@H]([C@@H]1O)n1cnc2c1nc[nH]c2=O.[Na+].[Na+].[Na+]
• InChI: InChI=1S/C10H14N4O11P2.3Na/c15-6-4(1-23-27(21,22)25-26(18,19)20)24-10(7(6)16)14-3-13-5-8(14)11-2-12-9(5)17;;;/h2-4,6-7,10,15-16H,1H2,(H,21,22)(H,11,12,17)(H2,18,19,20);;;/q;3*+1/p-3/t4-,6-,7-,10-;;;/m1.../s1
• InChIKey: CPIQGMJSIPVOOS-MSQVLRTGSA-K

NAMES AND DATABASE IDS

Names

• IUPAC name: trisodium [(2R,3S,4R,5R)-3,4-dihydroxy-5-(6-oxo-6,9-dihydro-1H-purin-9-yl)oxolan-2-yl]methyl (phosphonatooxy)phosphonate
• IUPAC Traditional name: trisodium idp trianion
• Synonyms: IDP; Inosine 5′-diphosphate sodium salt; 5′-IDP-Na3; Inosine-5′-diphosphate trisodium salt

Database IDs

• CAS Number: 71672-86-1; 81012-88-6
• EC Number: 275-821-2
• MDL Number: MFCD00043058
• Beilstein Number: 8818109
• PubChem SID: 24880764; 24896053; 162227168
• PubChem CID: 2724343

CALCULATED PROPERTIES

• Acid pKa: 1.7990742
• H Acceptors: 11
• H Donor: 3
• LogD (pH = 5.5): -7.42697
• LogD (pH = 7.4): -8.068974
• Log P: -3.2205358
• Molar Refractivity: 79.7125 cm^3
• Polarizability: 32.187077 Å^3
• Polar Surface Area: 230.75 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20/21/22-68/20/21/22
• Safety Statements: 36/37
• GHS Pictograms: GHS08
• GHS Signal Word: Warning
• GHS Hazard statements: H371
• GHS Precautionary statements: P260
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥80% (HPLC); ≥96%
• Impurities: ≤15% IMP; ≤5% ITP
• Empirical Formula (Hill Notation): C10H11N4Na3O11P2

DETAILS

Sigma Aldrich - I4375

Application
Inosine 5′-diphosphate (IDP) is used in studies of the relative substrate specificities of enzymes, transporters, and regulatory molecules that utilize purine nucleosides, especially forms of adenosine.
Preparation Note
Prepared from muscle or bacterial ADP.