2-methyl-4-[(7H-purin-6-yl)amino]butan-1-ol

• ChemBase ID: 153325
• Molecular Formular: C10H15N5O
• Molecular Mass: 221.259
• Monoisotopic Mass: 221.12766013
• SMILES: CC(CCNc1c2c(nc[nH]2)ncn1)CO
• Canonical SMILES: OCC(CCNc1ncnc2c1[nH]cn2)C
• InChI: InChI=1S/C10H15N5O/c1-7(4-16)2-3-11-9-8-10(13-5-12-8)15-6-14-9/h5-7,16H,2-4H2,1H3,(H2,11,12,13,14,15)
• InChIKey: XXFACTAYGKKOQB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-methyl-4-[(7H-purin-6-yl)amino]butan-1-ol
• IUPAC Traditional name: 2-methyl-4-(7H-purin-6-ylamino)butan-1-ol
• Synonyms: DL-Dihydrozeatin

Database IDs

• CAS Number: 23599-75-9
• MDL Number: MFCD00056912
• Beilstein Number: 1215977
• PubChem SID: 162247464
• PubChem CID: 32021

CALCULATED PROPERTIES

• Acid pKa: 10.2272835
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -0.19435719
• LogD (pH = 7.4): -0.022867577
• Log P: -0.019572925
• Molar Refractivity: 63.9868 cm^3
• Polarizability: 23.183037 Å^3
• Polar Surface Area: 86.72 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 43
• Safety Statements: 36/37
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H317
• GHS Precautionary statements: P280
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ~90%; ≥98.0% (HPLC)
• Empirical Formula (Hill Notation): C10H15N5O

DETAILS

Sigma Aldrich - 08535

Biochem/physiol Actions
DL-Dihydrozeatin can be converted into zeatin by the enzyme zeatin reductase. It has been identified as a plant growth cytokinin that stimulates flower bud formation. 1,2