methyl 2-[(2S,3S,12bS)-3-ethyl-8-methoxy-1H,2H,3H,4H,6H,7H,12H,12bH-indolo[2,3-a]quinolizin-2-yl]-3-methoxyprop-2-enoate

• ChemBase ID: 128418
• Molecular Formular: C23H30N2O4
• Molecular Mass: 398.4953
• Monoisotopic Mass: 398.22055745
• SMILES: O=C(OC)/C(=C\OC)/[C@H]1C[C@H]2c3[nH]c4cccc(OC)c4c3CCN2C[C@H]1CC
• Canonical SMILES: CO/C=C(/[C@H]1C[C@@H]2N(C[C@H]1CC)CCc1c2[nH]c2c1c(OC)ccc2)\C(=O)OC
• InChI: InChI=1S/C23H30N2O4/c1-5-14-12-25-10-9-15-21-18(7-6-8-20(21)28-3)24-22(15)19(25)11-16(14)17(13-27-2)23(26)29-4/h6-8,13-14,16,19,24H,5,9-12H2,1-4H3/t14-,16+,19+/m1/s1
• InChIKey: LELBFTMXCIIKKX-ALKREAHSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 2-[(2S,3S,12bS)-3-ethyl-8-methoxy-1H,2H,3H,4H,6H,7H,12H,12bH-indolo[2,3-a]quinolizin-2-yl]-3-methoxyprop-2-enoate
• IUPAC Traditional name: methyl 2-[(2S,3S,12bS)-3-ethyl-8-methoxy-1H,2H,3H,4H,6H,7H,12H,12bH-indolo[2,3-a]quinolizin-2-yl]-3-methoxyprop-2-enoate
• Synonyms: Mitragynine

Database IDs

• CAS Number: 6202-22-8
• PubChem SID: 162222725
• PubChem CID: 3034396; 15560578
• CHEMBL: 299031
• Chemspider ID: 2298865
• Wikipedia Title: Mitragynine

CALCULATED PROPERTIES

• Acid pKa: 16.670277
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 1.4754633
• LogD (pH = 7.4): 3.0337396
• Log P: 3.2995937
• Molar Refractivity: 112.9132 cm^3
• Polarizability: 45.03689 Å^3
• Polar Surface Area: 63.79 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true