(2R,3S,5R)-5-(6-amino-2-fluoro-9H-purin-9-yl)-2-(hydroxymethyl)oxolan-3-ol

• ChemBase ID: 142367
• Molecular Formular: C10H12FN5O3
• Molecular Mass: 269.2323832
• Monoisotopic Mass: 269.09241749
• SMILES: c1nc2c(nc(nc2n1[C@H]1C[C@@H]([C@H](O1)CO)O)F)N
• Canonical SMILES: OC[C@H]1O[C@H](C[C@@H]1O)n1cnc2c1nc(F)nc2N
• InChI: InChI=1S/C10H12FN5O3/c11-10-14-8(12)7-9(15-10)16(3-13-7)6-1-4(18)5(2-17)19-6/h3-6,17-18H,1-2H2,(H2,12,14,15)/t4-,5+,6+/m0/s1
• InChIKey: ZWPYUXAXLRFWQC-KVQBGUIXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S,5R)-5-(6-amino-2-fluoro-9H-purin-9-yl)-2-(hydroxymethyl)oxolan-3-ol
• IUPAC Traditional name: 2'-deoxy-2-fluoroadenosine
• Synonyms: 2-Fluoro-2′-deoxyadenosine; 2′-氟脱氧腺苷

Database IDs

• CAS Number: 21679-12-9
• MDL Number: MFCD03411337
• PubChem SID: 162236597; 24884199
• PubChem CID: 447864

CALCULATED PROPERTIES

• Acid pKa: 13.886663
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): -0.5693713
• LogD (pH = 7.4): -0.56936496
• Log P: -0.5693647
• Molar Refractivity: 62.5485 cm^3
• Polarizability: 23.661068 Å^3
• Polar Surface Area: 119.31 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 218 °C (dec.)
• Optical Rotation: [α]20/D -16°, c = 1 in methanol

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-36/37/38
• Safety Statements: 26
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Pharmacology Properties

• Gene Information: rat ... Adcy2(81636)

Product Information

• Purity: 96%
• Empirical Formula (Hill Notation): C10H12FN5O3

DETAILS

Sigma Aldrich - 656399

Packaging
250 mg in glass bottle