(4R,8R,10R,14S)-5-[(4-benzyl-4-hydroxypiperidin-1-yl)methyl]-10,14-dimethyl-2,7-dioxatetracyclo[8.4.0.01,3.04,8]tetradecan-6-one

• ChemBase ID: 211327
• Molecular Formular: C27H37NO4
• Molecular Mass: 439.58698
• Monoisotopic Mass: 439.27225867
• SMILES: C123C(O1)[C@@H]1C(C(=O)O[C@@H]1C[C@]2(CCC[C@@H]3C)C)CN1CCC(CC1)(Cc1ccccc1)O
• Canonical SMILES: O=C1O[C@H]2[C@@H](C1CN1CCC(CC1)(O)Cc1ccccc1)C1OC31[C@](C2)(C)CCC[C@@H]3C
• InChI: InChI=1S/C27H37NO4/c1-18-7-6-10-25(2)16-21-22(23-27(18,25)32-23)20(24(29)31-21)17-28-13-11-26(30,12-14-28)15-19-8-4-3-5-9-19/h3-5,8-9,18,20-23,30H,6-7,10-17H2,1-2H3/t18-,20?,21+,22+,23?,25+,27?/m0/s1
• InChIKey: SEFBXNOHHRTZSK-CBSGNDMYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4R,8R,10R,14S)-5-[(4-benzyl-4-hydroxypiperidin-1-yl)methyl]-10,14-dimethyl-2,7-dioxatetracyclo[8.4.0.0^1,^3.0^4,^8]tetradecan-6-one
• IUPAC Traditional name: (4R,8R,10R,14S)-5-[(4-benzyl-4-hydroxypiperidin-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: 164267237
• PubChem CID: 16403802

CALCULATED PROPERTIES

• Acid pKa: 14.583361
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 0.076943636
• LogD (pH = 7.4): 1.6548269
• Log P: 3.293915
• Molar Refractivity: 122.3032 cm^3
• Polarizability: 48.8829 Å^3
• Polar Surface Area: 59.0 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Rare Derivatives of Natural Compounds