3-(3-methylbut-2-en-1-yl)-3H-purin-6-amine

• ChemBase ID: 5702
• Molecular Formular: C10H13N5
• Molecular Mass: 203.24372
• Monoisotopic Mass: 203.11709544
• SMILES: CC(=CCn1c2c(c(N)nc1)ncn2)C
• Canonical SMILES: CC(=CCn1cnc(c2c1ncn2)N)C
• InChI: InChI=1S/C10H13N5/c1-7(2)3-4-15-6-14-9(11)8-10(15)13-5-12-8/h3,5-6H,4,11H2,1-2H3
• InChIKey: BEPGTHDUUROBHM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(3-methylbut-2-en-1-yl)-3H-purin-6-amine
• IUPAC Traditional name: 3-(3-methylbut-2-en-1-yl)purin-6-amine; 3-(3-methylbut-2-en-1-yl)-3H-purin-6-amine
• Synonyms: 3-(3-methylbut-2-en-1-yl)-3H-purin-6-amine; 6-Amino-3-prenylpurine; Togholamine; Chidlovine; Triacanthine

Database IDs

• CAS Number: 10091-84-6
• PubChem SID: 160969129; 99444545
• PubChem CID: 45070

CALCULATED PROPERTIES

ALOGPS 2.1

• Log P: 0.06
• LOG S: -2.68
• Solubility (Water): 4.24e-01 g/l

JChem

• Log P: 1.0539094
• Molar Refractivity: 60.6142 cm^3
• Polarizability: 22.298094 Å^3
• Polar Surface Area: 69.62 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true
• Acid pKa: 18.176271
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 1.0433776
• LogD (pH = 7.4): 1.053775

PROPERTIES

Pharmacology Properties

• Mechanism of Action: Cytokinin; Effects xanthine oxidase; Spasmolytic

Product Information

• Biological Source: Alkaloid from leaves of Holarrhena floribunda, Holarrhena mitis, Holarrhena congolensis and another Holarrhena sp. (poss. Holarrhena wulfsbergii ), also from Gleditsia triacanthos (Caesalpiniaceae, Apocynaceae), Chidlowia sanguinea (Leguminosae)
• Application(s): Antiasthmatic; Spasmolytic

DETAILS

DrugBank - DB08074

Drug information: experimental

REFERENCES

• Belikov, A.S. et al., Zh. Obshch. Khim., 1954, 24, 919, (isol)
• Janot, M.-M. et al., Bull. Soc. Chim. Fr., 1959, 896
• Leonard, N.J. et al., J.A.C.S., 1962, 84, 2148, (isol, ms, struct, synth)
• Leonard, J. et al., J.O.C., 1962, 27, 1778, (struct)
• Nell, S. et al., C. R. Hebd. Seances Acad. Sci. Ser. C, 1970, 271, 153, (isol)
• Leboeuf, M. et al., Phytochemistry, 1972, 11, 843, (isol, occur)
• Kistenmacher, T.J. et al., J. Cryst. Mol. Struct., 1978, 7, 219, (cryst struct)