(2R,3R,4S,5R)-2-(6-amino-2-iodo-9H-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol

• ChemBase ID: 140336
• Molecular Formular: C10H12IN5O4
• Molecular Mass: 393.13785
• Monoisotopic Mass: 392.99340189
• SMILES: c1nc2c(nc(nc2n1[C@H]1[C@@H]([C@@H]([C@H](O1)CO)O)O)I)N
• Canonical SMILES: OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cnc2c1nc(I)nc2N
• InChI: InChI=1S/C10H12IN5O4/c11-10-14-7(12)4-8(15-10)16(2-13-4)9-6(19)5(18)3(1-17)20-9/h2-3,5-6,9,17-19H,1H2,(H2,12,14,15)/t3-,5-,6-,9-/m1/s1
• InChIKey: MGEBVSZZNFOIRB-UUOKFMHZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,4S,5R)-2-(6-amino-2-iodo-9H-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
• IUPAC Traditional name: (2R,3R,4S,5R)-2-(6-amino-2-iodopurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
• Synonyms: 2-Iodoadenosine; 2-碘腺苷

Database IDs

• CAS Number: 35109-88-7
• MDL Number: MFCD01320413
• PubChem SID: 24884186; 162234580
• PubChem CID: 169662

CALCULATED PROPERTIES

• Acid pKa: 12.454002
• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): -1.0451076
• LogD (pH = 7.4): -1.0451071
• Log P: -1.0451033
• Molar Refractivity: 75.8987 cm^3
• Polarizability: 30.108912 Å^3
• Polar Surface Area: 139.54 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 200 °C (dec.)

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26; 26-37-60
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Pharmacology Properties

• Gene Information: human ... ADORA2A(135), ADORA3(140)rat ... Adora1(29290), Adora2a(25369)

Product Information

• Purity: 95%; 97%
• Empirical Formula (Hill Notation): C10H12IN5O4

DETAILS

Sigma Aldrich - 663115

Packaging
1 g in glass bottle
250 mg in glass bottle