2-(hydroxymethyl)-5-(6-{[(4-nitrophenyl)methyl]selanyl}-9H-purin-9-yl)oxolane-3,4-diol

• ChemBase ID: 134008
• Molecular Formular: C17H17N5O6Se
• Molecular Mass: 466.30678
• Monoisotopic Mass: 467.03440429
• SMILES: c1cc(ccc1C[Se]c1c2c(ncn1)n(cn2)C1C(C(C(O1)CO)O)O)[N+](=O)[O-]
• Canonical SMILES: OCC1OC(C(C1O)O)n1cnc2c1ncnc2[Se]Cc1ccc(cc1)[N+](=O)[O-]
• InChI: InChI=1S/C17H17N5O6Se/c23-5-11-13(24)14(25)17(28-11)21-8-20-12-15(21)18-7-19-16(12)29-6-9-1-3-10(4-2-9)22(26)27/h1-4,7-8,11,13-14,17,23-25H,5-6H2
• InChIKey: XCNANXPIYMOXKW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(hydroxymethyl)-5-(6-{[(4-nitrophenyl)methyl]selanyl}-9H-purin-9-yl)oxolane-3,4-diol
• IUPAC Traditional name: 2-(hydroxymethyl)-5-(6-{[(4-nitrophenyl)methyl]selanyl}purin-9-yl)oxolane-3,4-diol
• Synonyms: Se-(p-Nitrobenzyl)-6-selenoinosine

Database IDs

• CAS Number: 40144-12-5
• MDL Number: MFCD00056966
• PubChem SID: 162228285; 24897462
• PubChem CID: 298363

CALCULATED PROPERTIES

• Acid pKa: 12.454004
• H Acceptors: 10
• H Donor: 3
• LogD (pH = 5.5): 0.033155046
• LogD (pH = 7.4): 0.03408426
• Log P: 0.0341
• Molar Refractivity: 108.562 cm^3
• Polarizability: 36.723763 Å^3
• Polar Surface Area: 159.34 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• European Hazard Symbols: Nature polluting (N); Toxic (T)
• UN Number: 3283
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3
• Risk Statements: 23/25-33-50/53
• Safety Statements: 20/21-28-45-60-61
• GHS Pictograms: GHS06; GHS08; GHS09
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H331-H373-H410
• GHS Precautionary statements: P261-P273-P301 + P310-P311-P501
• Personal Protective Equipment: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 3283 6.1/PG 3
• Storage Temperature: -20°C

Product Information

• Purity: ≥95%

DETAILS

Sigma Aldrich - N1134

Biochem/physiol Actions
Se-(p-nitrobenzyl)-6-selenoinosine is a selenium containing inosine derivative that may have activities similar to S-(p-nitrobenzyl)-6-thioinosine (NBTI), an inhibitor of adenosine equilibrative transporters.