4-hydroxy-3-[3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]-6-methyl-2H-pyran-2-one

• ChemBase ID: 153951
• Molecular Formular: C17H16O7
• Molecular Mass: 332.30474
• Monoisotopic Mass: 332.08960285
• SMILES: Cc1cc(c(c(=O)o1)C(=O)/C=C/c1cc(c(c(c1)OC)O)OC)O
• Canonical SMILES: COc1cc(/C=C/C(=O)c2c(O)cc(oc2=O)C)cc(c1O)OC
• InChI: InChI=1S/C17H16O7/c1-9-6-12(19)15(17(21)24-9)11(18)5-4-10-7-13(22-2)16(20)14(8-10)23-3/h4-8,19-20H,1-3H3
• InChIKey: NCXJIWTVFHYSKF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-hydroxy-3-[3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]-6-methyl-2H-pyran-2-one
• IUPAC Traditional name: 4-hydroxy-3-[3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]-6-methylpyran-2-one
• Synonyms: 4-Hydroxy-3-[3-(4-hydroxy-3,5-dimethyoxyphenyl)-1-oxo-2-propenyl]-6-methyl-2H-pyran-2-one; Suppressor of Topoisomerase II Inhibition; Suptopin-2

Database IDs

• CAS Number: 331852-66-5
• MDL Number: MFCD00810236
• PubChem SID: 162248090; 24724619
• PubChem CID: 54720704

CALCULATED PROPERTIES

• Acid pKa: 5.9997087
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 2.0870783
• LogD (pH = 7.4): 0.781022
• Log P: 2.2064743
• Molar Refractivity: 88.7558 cm^3
• Polarizability: 32.696472 Å^3
• Polar Surface Area: 102.29 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: soluble11 mg/mL
• Apperance: solid

Safety Information

• German water hazard class: 3
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C17H16O7

DETAILS

Sigma Aldrich - S6321

Biochem/physiol Actions
Sutopin-2 is a suppressor of topoisomerase II inhibition. Reverses cell cycle arrest; bypass of checkpoint function. Has inherent fluorescence and a distinct advantage in identification of molecule targets; effective concentraion in the μM range.