{2-amino-9-[(2R,3S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-7-methyl-9H-purin-7-ium-6-yl}sulfanide

• ChemBase ID: 174363
• Molecular Formular: C11H15N5O4S
• Molecular Mass: 313.3329
• Monoisotopic Mass: 313.08447499
• SMILES: [C@@H]1(C([C@H](O[C@H]1n1c2c([n+](c1)C)c(nc(n2)N)[S-])CO)O)O
• Canonical SMILES: OC[C@H]1O[C@H]([C@H](C1O)O)n1c[n+](c2c1nc(N)nc2[S-])C
• InChI: InChI=1S/C11H15N5O4S/c1-15-3-16(8-5(15)9(21)14-11(12)13-8)10-7(19)6(18)4(2-17)20-10/h3-4,6-7,10,17-19H,2H2,1H3,(H2-,12,13,14,21)/t4-,6?,7+,10-/m1/s1
• InChIKey: RFHIWBUKNJIBSE-HMEJCUHCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {2-amino-9-[(2R,3S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-7-methyl-9H-purin-7-ium-6-yl}sulfanide
• IUPAC Traditional name: {2-amino-9-[(2R,3S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-7-methylpurin-7-ium-6-yl}sulfanide
• Synonyms: 2-Amino-6-mercapto-7-methylpurine Ribonucleoside; 2-Amino-6-mercapto-7-methyl-9-β-D-ribofuranosylpurinium Hydroxide, Inner Salt; MESG; 7-Methyl-6-thioguanosine

Database IDs

• CAS Number: 55727-10-1
• PubChem SID: 164230273
• PubChem CID: 71750619

CALCULATED PROPERTIES

• Acid pKa: 7.2377152
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): -5.2315803
• LogD (pH = 7.4): -5.5904293
• Log P: -5.223748
• Molar Refractivity: 73.5064 cm^3
• Polarizability: 29.884323 Å^3
• Polar Surface Area: 130.53 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol; Water
• Apperance: Yellow Solid
• Melting Point: 155-157°C (dec.)

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere