(1S,2R,5S,10S,11S,13R,14R,15S)-5-hydroxy-2,15-dimethyl-14-[(1S)-1-[(2S,5S)-5-methylpiperidin-2-yl]ethyl]tetracyclo[8.7.0.02,7.011,15]heptadec-7-en-13-yl acetate

• ChemBase ID: 128471
• Molecular Formular: C29H47NO3
• Molecular Mass: 457.68838
• Monoisotopic Mass: 457.35559437
• SMILES: C[C@H]1CC[C@H](NC1)[C@@H](C)[C@H]1[C@H](OC(=O)C)C[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C
• Canonical SMILES: C[C@H]1CC[C@H](NC1)[C@H]([C@H]1[C@H](OC(=O)C)C[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CC=C2[C@]1(C)CC[C@@H](C2)O)C
• InChI: InChI=1S/C29H47NO3/c1-17-6-9-25(30-16-17)18(2)27-26(33-19(3)31)15-24-22-8-7-20-14-21(32)10-12-28(20,4)23(22)11-13-29(24,27)5/h7,17-18,21-27,30,32H,6,8-16H2,1-5H3/t17-,18+,21-,22+,23-,24-,25-,26+,27-,28-,29-/m0/s1
• InChIKey: ZVYUDNWAHWVPPN-WGMPUXNISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,5S,10S,11S,13R,14R,15S)-5-hydroxy-2,15-dimethyl-14-[(1S)-1-[(2S,5S)-5-methylpiperidin-2-yl]ethyl]tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-7-en-13-yl acetate
• IUPAC Traditional name: (1S,2R,5S,10S,11S,13R,14R,15S)-5-hydroxy-2,15-dimethyl-14-[(1S)-1-[(2S,5S)-5-methylpiperidin-2-yl]ethyl]tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-7-en-13-yl acetate
• Synonyms: Alkaloid Q; (3β,16α,22α)-16,28-Secosolanid-5-ene-3,16-diol 16-acetate; Teinemine 16-acetate; 5-Veratranine-3β,11α-diol 11-acetate; Muldamine

Database IDs

• CAS Number: 36069-45-1
• PubChem SID: 162222778
• PubChem CID: 21575037; 37362
• Chemspider ID: 34280
• MeSH Name: Muldamine
• Wikipedia Title: Muldamine

CALCULATED PROPERTIES

• Acid pKa: 18.20429
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.1831824
• LogD (pH = 7.4): 1.3790593
• Log P: 4.4220357
• Molar Refractivity: 132.9755 cm^3
• Polarizability: 53.17059 Å^3
• Polar Surface Area: 58.56 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true