(3aR,8aR,9aR)-3-{[2-(hydroxymethyl)piperidin-1-yl]methyl}-8a-methyl-decahydro-2H-spiro[naphtho[2,3-b]furan-5,2'-oxirane]-2-one

• ChemBase ID: 212366
• Molecular Formular: C21H33NO4
• Molecular Mass: 363.49102
• Monoisotopic Mass: 363.24095854
• SMILES: C1(C(=O)O[C@H]2[C@@H]1CC1C3(OC3)CCC[C@@]1(C2)C)CN1C(CO)CCCC1
• Canonical SMILES: OCC1CCCCN1CC1C(=O)O[C@H]2[C@@H]1CC1[C@](C2)(C)CCCC21OC2
• InChI: InChI=1S/C21H33NO4/c1-20-6-4-7-21(13-25-21)18(20)9-15-16(19(24)26-17(15)10-20)11-22-8-3-2-5-14(22)12-23/h14-18,23H,2-13H2,1H3/t14?,15-,16?,17-,18?,20-,21?/m1/s1
• InChIKey: VQSWXEJDECKEJC-BEWKVKEVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3aR,8aR,9aR)-3-{[2-(hydroxymethyl)piperidin-1-yl]methyl}-8a-methyl-decahydro-2H-spiro[naphtho[2,3-b]furan-5,2'-oxirane]-2-one
• IUPAC Traditional name: (3aR,8aR,9aR)-3-{[2-(hydroxymethyl)piperidin-1-yl]methyl}-8a-methyl-octahydro-3H-spiro[naphtho[2,3-b]furan-5,2'-oxirane]-2-one

Database IDs

• PubChem SID: 164268276
• PubChem CID: 16404417

CALCULATED PROPERTIES

• Acid pKa: 15.112691
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -1.3021367
• LogD (pH = 7.4): 0.14742437
• Log P: 2.0115595
• Molar Refractivity: 97.9382 cm^3
• Polarizability: 39.380016 Å^3
• Polar Surface Area: 62.3 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Rare Derivatives of Natural Compounds