(1R,3S,4R,8R,10R,14S)-5-{[2-(hydroxymethyl)piperidin-1-yl]methyl}-10,14-dimethyl-2,7-dioxatetracyclo[8.4.0.01,3.04,8]tetradecan-6-one

• ChemBase ID: 188273
• Molecular Formular: C21H33NO4
• Molecular Mass: 363.49102
• Monoisotopic Mass: 363.24095854
• SMILES: [C@@]123[C@@H](O1)[C@@H]1C(C(=O)O[C@@H]1C[C@]2(CCC[C@@H]3C)C)CN1C(CO)CCCC1
• Canonical SMILES: OCC1CCCCN1CC1C(=O)O[C@H]2[C@@H]1[C@@H]1O[C@@]31[C@](C2)(C)CCC[C@@H]3C
• InChI: InChI=1S/C21H33NO4/c1-13-6-5-8-20(2)10-16-17(18-21(13,20)26-18)15(19(24)25-16)11-22-9-4-3-7-14(22)12-23/h13-18,23H,3-12H2,1-2H3/t13-,14?,15?,16+,17+,18-,20+,21-/m0/s1
• InChIKey: WVSCSEOKEKFLHB-XXHJRFCDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,3S,4R,8R,10R,14S)-5-{[2-(hydroxymethyl)piperidin-1-yl]methyl}-10,14-dimethyl-2,7-dioxatetracyclo[8.4.0.0^1,^3.0^4,^8]tetradecan-6-one
• IUPAC Traditional name: (1R,3S,4R,8R,10R,14S)-5-{[2-(hydroxymethyl)piperidin-1-yl]methyl}-10,14-dimethyl-2,7-dioxatetracyclo[8.4.0.0^1,^3.0^4,^8]tetradecan-6-one

Database IDs

• PubChem SID: 164244183
• PubChem CID: 16397028

CALCULATED PROPERTIES

• Acid pKa: 15.112685
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -1.003047
• LogD (pH = 7.4): 0.5237068
• Log P: 2.2589836
• Molar Refractivity: 97.4262 cm^3
• Polarizability: 39.380016 Å^3
• Polar Surface Area: 59.0 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Rare Derivatives of Natural Compounds