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

• ChemBase ID: 175665
• Molecular Formular: C21H21NO7
• Molecular Mass: 399.39394
• Monoisotopic Mass: 399.13180202
• SMILES: C1Oc2c(O1)c(c1c(c2)CCN[C@H]1[C@H]1OC(=O)c2c1ccc(c2OC)OC)OC
• Canonical SMILES: COc1ccc2c(c1OC)C(=O)O[C@@H]2[C@@H]1NCCc2c1c(OC)c1c(c2)OCO1
• InChI: InChI=1S/C21H21NO7/c1-24-12-5-4-11-15(18(12)25-2)21(23)29-17(11)16-14-10(6-7-22-16)8-13-19(20(14)26-3)28-9-27-13/h4-5,8,16-17,22H,6-7,9H2,1-3H3/t16-,17+/m1/s1
• InChIKey: ZPSPOYAHTOQXBP-SJORKVTESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S)-6,7-dimethoxy-3-[(5R)-4-methoxy-2H,5H,6H,7H,8H-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]-1,3-dihydro-2-benzofuran-1-one
• IUPAC Traditional name: (3S)-6,7-dimethoxy-3-[(5R)-4-methoxy-2H,5H,6H,7H,8H-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]-3H-2-benzofuran-1-one
• Synonyms: (3S)-rel-6,7-Dimethoxy-3-[(5R)-5,6,7,8-tetrahydro-4-methoxy-1,3-dioxolo[4,5-g]isoquinolin-5-yl]-1(3H)-isobenzofuranone; (+/-)-Norgnoscopine; Nor-α-gnoscopine; N-Desmethyl Noscapine; Norgnoscopine

Database IDs

• CAS Number: 36017-64-8
• PubChem SID: 164231575
• PubChem CID: 15720261

CALCULATED PROPERTIES

• Acid pKa: 14.609868
• H Acceptors: 7
• H Donor: 1
• LogD (pH = 5.5): 0.26240924
• LogD (pH = 7.4): 1.8700505
• Log P: 2.197662
• Molar Refractivity: 101.7814 cm^3
• Polarizability: 39.938564 Å^3
• Polar Surface Area: 84.48 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - N699900

A benzylisoquinoline alkaloid.