(2R,3R,4S,5S,6R)-2-(6-{[(2E)-4-hydroxy-3-methylbut-2-en-1-yl]amino}-9H-purin-9-yl)-6-(hydroxymethyl)oxane-3,4,5-triol

• ChemBase ID: 153508
• Molecular Formular: C16H23N5O6
• Molecular Mass: 381.38372
• Monoisotopic Mass: 381.16483348
• SMILES: C/C(=C\CNc1c2c(ncn1)n(cn2)[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)/CO
• Canonical SMILES: OC/C(=C/CNc1ncnc2c1ncn2[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)/C
• InChI: InChI=1S/C16H23N5O6/c1-8(4-22)2-3-17-14-10-15(19-6-18-14)21(7-20-10)16-13(26)12(25)11(24)9(5-23)27-16/h2,6-7,9,11-13,16,22-26H,3-5H2,1H3,(H,17,18,19)/b8-2+/t9-,11-,12+,13-,16-/m1/s1
• InChIKey: VYRAJOITMBSQSE-HNVSNYHQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,4S,5S,6R)-2-(6-{[(2E)-4-hydroxy-3-methylbut-2-en-1-yl]amino}-9H-purin-9-yl)-6-(hydroxymethyl)oxane-3,4,5-triol
• IUPAC Traditional name: (2R,3R,4S,5S,6R)-2-(6-{[(2E)-4-hydroxy-3-methylbut-2-en-1-yl]amino}purin-9-yl)-6-(hydroxymethyl)oxane-3,4,5-triol
• Synonyms: 9-(β-D-Glucopyranosyl)-trans-zeatin; trans-Zeatin glucoside

Database IDs

• CAS Number: 51255-96-0
• MDL Number: MFCD00079650
• PubChem SID: 162247647; 24902166
• PubChem CID: 9842892

CALCULATED PROPERTIES

• Acid pKa: 12.357289
• H Acceptors: 10
• H Donor: 6
• LogD (pH = 5.5): -2.4249685
• LogD (pH = 7.4): -2.3403206
• Log P: -2.33912
• Molar Refractivity: 95.5444 cm^3
• Polarizability: 36.58376 Å^3
• Polar Surface Area: 166.01 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• German water hazard class: 3
• Storage Temperature: -20°C

Product Information

• Purity: ~95%
• Empirical Formula (Hill Notation): C16H23N5O6