lithium(1+) ion (2R,3R,4S,5R)-2-(6-amino-9H-purin-9-yl)-5-{[({[(hydrogen phosphonatooxy)(hydroxy)phosphoryl]methyl}(hydroxy)phosphoryl)oxy]methyl}oxolane-3,4-diol

• ChemBase ID: 130961
• Molecular Formular: C11H17LiN5O12P3
• Molecular Mass: 511.141263
• Monoisotopic Mass: 511.02466045
• SMILES: [Li+].c1nc(c2c(n1)n(cn2)[C@H]1[C@@H]([C@@H]([C@H](O1)COP(=O)(CP(=O)(O)OP(=O)(O)[O-])O)O)O)N
• Canonical SMILES: O[C@@H]1[C@@H](COP(=O)(CP(=O)(OP(=O)(O)[O-])O)O)O[C@H]([C@@H]1O)n1cnc2c1ncnc2N.[Li+]
• InChI: InChI=1S/C11H18N5O12P3.Li/c12-9-6-10(14-2-13-9)16(3-15-6)11-8(18)7(17)5(27-11)1-26-29(19,20)4-30(21,22)28-31(23,24)25;/h2-3,5,7-8,11,17-18H,1,4H2,(H,19,20)(H,21,22)(H2,12,13,14)(H2,23,24,25);/q;+1/p-1/t5-,7-,8-,11-;/m1./s1
• InChIKey: NVHVREPTGDOYIC-YCSZXMBFSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: lithium(1+) ion (2R,3R,4S,5R)-2-(6-amino-9H-purin-9-yl)-5-{[({[(hydrogen phosphonatooxy)(hydroxy)phosphoryl]methyl}(hydroxy)phosphoryl)oxy]methyl}oxolane-3,4-diol
• IUPAC Traditional name: lithium(1+) ion (2R,3R,4S,5R)-2-(6-aminopurin-9-yl)-5-[({[hydrogen phosphonatooxy(hydroxy)phosphoryl]methyl(hydroxy)phosphoryl}oxy)methyl]oxolane-3,4-diol
• Synonyms: AMP-CPP; α,β-Methyleneadenosine 5′-triphosphate lithium salt

Database IDs

• CAS Number: 104809-20-3
• MDL Number: MFCD00148925
• PubChem SID: 24277720; 162225239
• PubChem CID: 23702957

CALCULATED PROPERTIES

• Acid pKa: 1.02609
• H Acceptors: 14
• H Donor: 6
• LogD (pH = 5.5): -10.425104
• LogD (pH = 7.4): -10.853513
• Log P: -6.1015882
• Molar Refractivity: 97.0463 cm^3
• Polarizability: 39.508575 Å^3
• Polar Surface Area: 272.73 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: H2O: soluble100 mg/mL
• Apperance: white solid

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 22-26-36
• 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

Pharmacology Properties

• Gene Information: human ... P2RX1(5023)

Product Information

• Purity: ≥93% (HPLC)

DETAILS

Sigma Aldrich - M6517

Biochem/physiol Actions
P2 purinoceptor agonist that is more potent than ATP at the P2X subtype.
Physical form
hygroscopic solid