(2S)-7-chloro-2',4,6-trimethoxy-6'-methyl-3H-spiro[1-benzofuran-2,1'-cyclohexane]-2',5'-diene-3,4'-dione

• ChemBase ID: 165669
• Molecular Formular: C17H15ClO6
• Molecular Mass: 350.7504
• Monoisotopic Mass: 350.05571588
• SMILES: c1c(c(c2c(c1OC)C(=O)[C@]1(O2)C(=CC(=O)C=C1OC)C)Cl)OC
• Canonical SMILES: COC1=CC(=O)C=C([C@@]21Oc1c(C2=O)c(OC)cc(c1Cl)OC)C
• InChI: InChI=1S/C17H15ClO6/c1-8-5-9(19)6-12(23-4)17(8)16(20)13-10(21-2)7-11(22-3)14(18)15(13)24-17/h5-7H,1-4H3/t17-/m0/s1
• InChIKey: ISLYVROQSJYFAZ-KRWDZBQOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-7-chloro-2',4,6-trimethoxy-6'-methyl-3H-spiro[1-benzofuran-2,1'-cyclohexane]-2',5'-diene-3,4'-dione
• IUPAC Traditional name: (2S)-7-chloro-2',4,6-trimethoxy-6'-methylspiro[1-benzofuran-2,1'-cyclohexane]-2',5'-diene-3,4'-dione
• Synonyms: (1'S)-7-Chloro-2',4,6-trimethoxy-6'-methylspiro[benzofuran-2(3H),1'-[2,5]cyclohexadiene]-3,4'-dione; Amudene; Dehydrogriseofulvin; (-)-Dehydro Griseofulvin

Database IDs

• CAS Number: 3573-90-8
• PubChem SID: 162259802
• PubChem CID: 3082005

CALCULATED PROPERTIES

• H Acceptors: 6
• H Donor: 0
• LogD (pH = 5.5): 2.2042568
• LogD (pH = 7.4): 2.2042568
• Log P: 2.2042568
• Molar Refractivity: 88.5956 cm^3
• Polarizability: 33.508877 Å^3
• Polar Surface Area: 71.06 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; Chloroform; DMSO
• Apperance: Pale Brown Solid
• Melting Point: 274-276°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - D229940

An impurity of Griseofulvin (G787500).

REFERENCES

• Oda, T., et al.: Chem. Pharma. Bull., 34, 858 (1986)