(2R,3R,4S,5R)-2-{6-[(furan-2-ylmethyl)amino]-9H-purin-9-yl}-5-(hydroxymethyl)oxolane-3,4-diol

• ChemBase ID: 102552
• Molecular Formular: C15H17N5O5
• Molecular Mass: 347.32598
• Monoisotopic Mass: 347.12296867
• SMILES: c1cc(oc1)CNc1c2c(ncn1)n(cn2)[C@H]1[C@@H]([C@@H]([C@H](O1)CO)O)O
• Canonical SMILES: OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cnc2c1ncnc2NCc1ccco1
• InChI: InChI=1S/C15H17N5O5/c21-5-9-11(22)12(23)15(25-9)20-7-19-10-13(17-6-18-14(10)20)16-4-8-2-1-3-24-8/h1-3,6-7,9,11-12,15,21-23H,4-5H2,(H,16,17,18)/t9-,11-,12-,15-/m1/s1
• InChIKey: CAGLGYNQQSIUGX-SDBHATRESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,4S,5R)-2-{6-[(furan-2-ylmethyl)amino]-9H-purin-9-yl}-5-(hydroxymethyl)oxolane-3,4-diol
• IUPAC Traditional name: (2R,3R,4S,5R)-2-{6-[(furan-2-ylmethyl)amino]purin-9-yl}-5-(hydroxymethyl)oxolane-3,4-diol
• Synonyms: N^6-Furfuryladenosine; N^6-(2-Furanyl-methyl)adenosine; KINETIN RIBOSIDE; 6-Furfurylaminopurine riboside; N6-(2-Furanyl-methyl)adenosine; N6-Furfuryladenosine; Kinetin riboside; 6-糠基氨基嘌呤核苷; N6-(2-呋喃甲基)腺苷; N6-糠基腺苷; 激动素核苷

Database IDs

• CAS Number: 4338-47-0
• EC Number: 224-389-3
• MDL Number: MFCD00037987
• PubChem SID: 162088285; 24896224
• PubChem CID: 20345

CALCULATED PROPERTIES

• Acid pKa: 12.453007
• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): -1.0875279
• LogD (pH = 7.4): -1.005696
• Log P: -1.0045401
• Molar Refractivity: 85.6925 cm^3
• Polarizability: 32.82601 Å^3
• Polar Surface Area: 138.69 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: 2-8°C
• RTECS: AU7400200
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Pharmacology Properties

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

Product Information

• Quality Level: PREMIUM
• Empirical Formula (Hill Notation): C15H17N5O5

DETAILS

MP Biomedicals - 02102118

Crystalline

Sigma Aldrich - K3000

Biochem/physiol Actions
Kinetin riboside, a cytokinin riboside plant hormone with anticancer activity, has been used to study differentiation and apoptosis processes in myeloid leukemia cells, plant tumor cells (crown-gall) and other cancers.

Sigma Aldrich - K3254

General description
Kinetin riboside is a plant hormone that regulates cell growth