(3S)-6,7-dimethoxy-3-[(5R)-6-methyl-2H,5H,6H,7H,8H-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]-1,3-dihydro-2-benzofuran-1-one

• ChemBase ID: 131350
• Molecular Formular: C21H21NO6
• Molecular Mass: 383.39454
• Monoisotopic Mass: 383.1368874
• SMILES: CN1CCc2cc3c(cc2[C@@H]1[C@@H]1c2ccc(c(c2C(=O)O1)OC)OC)OCO3
• Canonical SMILES: COc1c(OC)ccc2c1C(=O)O[C@@H]2[C@@H]1N(C)CCc2c1cc1OCOc1c2
• InChI: InChI=1S/C21H21NO6/c1-22-7-6-11-8-15-16(27-10-26-15)9-13(11)18(22)19-12-4-5-14(24-2)20(25-3)17(12)21(23)28-19/h4-5,8-9,18-19H,6-7,10H2,1-3H3/t18-,19+/m1/s1
• InChIKey: JZUTXVTYJDCMDU-MOPGFXCFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S)-6,7-dimethoxy-3-[(5R)-6-methyl-2H,5H,6H,7H,8H-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]-1,3-dihydro-2-benzofuran-1-one
• IUPAC Traditional name: hydrastine
• Synonyms: (1R,9S)-(-)-β-Hydrastine

Database IDs

• CAS Number: 118-08-1
• EC Number: 204-233-0
• MDL Number: MFCD00152561
• PubChem SID: 24895532; 162225628
• PubChem CID: 197835

CALCULATED PROPERTIES

• Acid pKa: 14.781298
• H Acceptors: 6
• H Donor: 0
• LogD (pH = 5.5): 0.8118249
• LogD (pH = 7.4): 2.4206343
• Log P: 2.7383814
• Molar Refractivity: 100.6129 cm^3
• Polarizability: 39.22748 Å^3
• Polar Surface Area: 66.46 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20/21/22
• Safety Statements: 36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H312-H332
• GHS Precautionary statements: P280