triethylamine {[(2R,3S,4R,5R)-5-[6-amino-2-(methylsulfanyl)-9H-purin-9-yl]-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid hydrate

• ChemBase ID: 132960
• Molecular Formular: C17H33N6O8PS
• Molecular Mass: 512.518081
• Monoisotopic Mass: 512.18181968
• SMILES: CCN(CC)CC.CSc1nc(c2c(n1)n(cn2)[C@H]1[C@@H]([C@@H]([C@H](O1)COP(=O)(O)O)O)O)N.O
• Canonical SMILES: CCN(CC)CC.CSc1nc(N)c2c(n1)n(cn2)[C@@H]1O[C@@H]([C@H]([C@H]1O)O)COP(=O)(O)O.O
• InChI: InChI=1S/C11H16N5O7PS.C6H15N.H2O/c1-25-11-14-8(12)5-9(15-11)16(3-13-5)10-7(18)6(17)4(23-10)2-22-24(19,20)21;1-4-7(5-2)6-3;/h3-4,6-7,10,17-18H,2H2,1H3,(H2,12,14,15)(H2,19,20,21);4-6H2,1-3H3;1H2/t4-,6-,7-,10-;;/m1../s1
• InChIKey: YQMUWWZKFZERBT-IDIVVRGQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: triethylamine {[(2R,3S,4R,5R)-5-[6-amino-2-(methylsulfanyl)-9H-purin-9-yl]-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid hydrate
• IUPAC Traditional name: [(2R,3S,4R,5R)-5-[6-amino-2-(methylsulfanyl)purin-9-yl]-3,4-dihydroxyoxolan-2-yl]methoxyphosphonic acid triethylamine hydrate
• Synonyms: 2-MeSAMP; 2-Methylthio-AMP triethylammonium salt hydrate; 2-Methylthioadenosine 5′-monophosphate triethylammonium salt hydrate

Database IDs

• CAS Number: 22140-20-1(freeacid)
• PubChem SID: 162227237; 24896647
• PubChem CID: 16219621

CALCULATED PROPERTIES

• Acid pKa: 1.2217456
• H Acceptors: 10
• H Donor: 5
• LogD (pH = 5.5): -3.350117
• LogD (pH = 7.4): -4.438073
• Log P: -2.6564343
• Molar Refractivity: 86.7734 cm^3
• Polarizability: 33.952328 Å^3
• Polar Surface Area: 186.07 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: H2O: soluble20 mg/mL, clear, colorless
• Apperance: white solid

Safety Information

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

Product Information

• Purity: ≥98% (HPLC)

DETAILS

Sigma Aldrich - M1434

Biochem/physiol Actions
The only known preferential antagonist for P2Y(AC) receptor; this is the platelet ADP receptor that is coupled to adenyl cyclase and is also referred to as the P2Y ADP receptor.