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

• ChemBase ID: 125531
• Molecular Formular: C23H30N2O5
• Molecular Mass: 414.4947
• Monoisotopic Mass: 414.21547207
• SMILES: CC[C@@H]1CN2CC[C@@]3(O)C(=Nc4cccc(OC)c34)[C@@H]2C[C@@H]1/C(=C/OC)/C(=O)OC
• Canonical SMILES: CO/C=C(/[C@H]1C[C@@H]2N(C[C@H]1CC)CC[C@]1(C2=Nc2c1c(OC)ccc2)O)\C(=O)OC
• InChI: InChI=1S/C23H30N2O5/c1-5-14-12-25-10-9-23(27)20-17(7-6-8-19(20)29-3)24-21(23)18(25)11-15(14)16(13-28-2)22(26)30-4/h6-8,13-15,18,27H,5,9-12H2,1-4H3/t14-,15+,18+,23+/m1/s1
• InChIKey: RYENLSMHLCNXJT-QSTYWVLUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 2-[(2S,3S,7aS,12bS)-3-ethyl-7a-hydroxy-8-methoxy-1H,2H,3H,4H,6H,7H,7aH,12bH-indolo[2,3-a]quinolizin-2-yl]-3-methoxyprop-2-enoate
• IUPAC Traditional name: methyl 2-[(2S,3S,7aS,12bS)-3-ethyl-7a-hydroxy-8-methoxy-1H,2H,3H,4H,6H,7H,12bH-indolo[2,3-a]quinolizin-2-yl]-3-methoxyprop-2-enoate
• Synonyms: 7α-Hydroxy-7H-mitragynine;9-Methoxycorynantheidine hydroxyindolenine; 7-Hydroxymitragynine

Database IDs

• CAS Number: 174418-82-7
• PubChem SID: 162219881
• PubChem CID: 44301524; 15764978
• CHEMBL: 61630
• Chemspider ID: 23152144
• Wikipedia Title: 7-Hydroxymitragynine

CALCULATED PROPERTIES

• Acid pKa: 12.473693
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 0.9340694
• LogD (pH = 7.4): 2.4871814
• Log P: 2.7483537
• Molar Refractivity: 115.3466 cm^3
• Polarizability: 44.200966 Å^3
• Polar Surface Area: 80.59 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Partition Coefficient: 1.266
• pKa: 12.203
• pKb: 1.794