(1S,3S,8S,9R,10S,12S)-10-hydroxy-5,14-dimethyl-5-azatetracyclo[7.7.0.01,12.03,8]hexadec-14-en-16-one

• ChemBase ID: 128168
• Molecular Formular: C17H25NO2
• Molecular Mass: 275.3859
• Monoisotopic Mass: 275.18852905
• SMILES: O=C1C=C(C)C[C@@H]2[C@]31[C@H]([C@@H](O)C2)[C@@H]1[C@@H](CN(C)CC1)C3
• Canonical SMILES: CN1CC[C@H]2[C@@H](C1)C[C@@]13[C@@H]2[C@@H](O)C[C@@H]1CC(=CC3=O)C
• InChI: InChI=1S/C17H25NO2/c1-10-5-12-7-14(19)16-13-3-4-18(2)9-11(13)8-17(12,16)15(20)6-10/h6,11-14,16,19H,3-5,7-9H2,1-2H3/t11-,12+,13+,14+,16+,17-/m1/s1
• InChIKey: ADRPSBGLUHNVOU-INSRFAMQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,3S,8S,9R,10S,12S)-10-hydroxy-5,14-dimethyl-5-azatetracyclo[7.7.0.0^1,^1^2.0^3,^8]hexadec-14-en-16-one
• IUPAC Traditional name: magellanine
• Synonyms: Magellanine

Database IDs

• CAS Number: 61273-75-4
• PubChem SID: 162222482
• PubChem CID: 442489
• Chemspider ID: 390919
• Wikipedia Title: Magellanine

CALCULATED PROPERTIES

• Acid pKa: 14.895288
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -1.4096632
• LogD (pH = 7.4): 0.33229306
• Log P: 1.5058655
• Molar Refractivity: 79.9296 cm^3
• Polarizability: 31.101088 Å^3
• Polar Surface Area: 40.54 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 165-166 °C