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

• ChemBase ID: 142561
• Molecular Formular: C10H12FN5O4
• Molecular Mass: 285.2317832
• Monoisotopic Mass: 285.08733211
• SMILES: c1nc2c(nc(nc2n1[C@H]1[C@@H]([C@@H]([C@H](O1)CO)O)O)F)N
• Canonical SMILES: OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cnc2c1nc(F)nc2N
• InChI: InChI=1S/C10H12FN5O4/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: HBUBKKRHXORPQB-UUOKFMHZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,4S,5R)-2-(6-amino-2-fluoro-9H-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
• IUPAC Traditional name: 2-fluoroadenosine
• Synonyms: 2-Fluoroadenosine; 2-氟腺苷

Database IDs

• CAS Number: 146-78-1
• MDL Number: MFCD00866394
• PubChem SID: 24884201; 162236788
• PubChem CID: 8975

CALCULATED PROPERTIES

• Acid pKa: 12.4539995
• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): -1.4700091
• LogD (pH = 7.4): -1.4700067
• Log P: -1.4700028
• Molar Refractivity: 64.0592 cm^3
• Polarizability: 24.368654 Å^3
• Polar Surface Area: 139.54 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 231°C dec.; 240 °C (D)(lit.)
• Optical Rotation: -72 (c=0.1 in EtOH)

Safety Information

• RTECS: AU7386000
• European Hazard Symbols: X; Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22; 22-36/37/38
• Safety Statements: 26; 36
• TSCA Listed: 否
• GHS Pictograms: GHS06; GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H301; H302-H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P264-P270-P301+P310-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Pharmacology Properties

• Gene Information: human ... ADORA3(140)rat ... Adora1(29290), Adora2a(25369), Adora3(25370)

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C10H12FN5O4

DETAILS

Sigma Aldrich - 656402

Packaging
1 g in glass bottle
250 mg in glass bottle