7-methoxy-8-[(3-methylbut-2-en-1-yl)oxy]-2H-chromen-2-one

• ChemBase ID: 179775
• Molecular Formular: C15H16O4
• Molecular Mass: 260.28514
• Monoisotopic Mass: 260.10485899
• SMILES: c12c(c(ccc2ccc(=O)o1)OC)OCC=C(C)C
• Canonical SMILES: COc1ccc2c(c1OCC=C(C)C)oc(=O)cc2
• InChI: InChI=1S/C15H16O4/c1-10(2)8-9-18-15-12(17-3)6-4-11-5-7-13(16)19-14(11)15/h4-8H,9H2,1-3H3
• InChIKey: ACDXWKPFNJLKPD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-methoxy-8-[(3-methylbut-2-en-1-yl)oxy]-2H-chromen-2-one
• IUPAC Traditional name: 7-methoxy-8-[(3-methylbut-2-en-1-yl)oxy]-2H-chromen-2-one
• Synonyms: 7-Methoxy-8-prenyloxycoumarin

Database IDs

• PubChem SID: 164235685
• PubChem CID: 8016504

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 2.8292632
• LogD (pH = 7.4): 2.8292632
• Log P: 2.8292632
• Molar Refractivity: 73.5932 cm^3
• Polarizability: 27.862503 Å^3
• Polar Surface Area: 44.76 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Pharmacology Properties

• Mechanism of Action: Cytokine release inhibitor

Product Information

• Biological Source: Constit. of Artemisia caruifolia and Coleonema calycinum
• Application(s): Cytostatic

REFERENCES

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• Brown, S.A. et al., Phytochemistry, 1964, 469, (biosynth)
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• Reisch, J. et al., Monatsh. Chem., 1988, 119, 1333, (synth)