(1R,4R,5R,6R,16R)-5,6-dihydroxy-5,6-dimethyl-4-(propan-2-yl)-2,8-dioxa-13-azatricyclo[8.5.1.013,16]hexadec-10-ene-3,7-dione

• ChemBase ID: 119341
• Molecular Formular: C18H27NO6
• Molecular Mass: 353.41008
• Monoisotopic Mass: 353.18383759
• SMILES: [C@]1([C@](C(=O)OCC2=CCN3[C@H]2[C@H](OC(=O)[C@@H]1C(C)C)CC3)(O)C)(O)C
• Canonical SMILES: CC([C@H]1C(=O)O[C@@H]2CCN3[C@@H]2C(=CC3)COC(=O)[C@]([C@]1(C)O)(C)O)C
• InChI: InChI=1S/C18H27NO6/c1-10(2)13-15(20)25-12-6-8-19-7-5-11(14(12)19)9-24-16(21)18(4,23)17(13,3)22/h5,10,12-14,22-23H,6-9H2,1-4H3/t12-,13+,14-,17-,18+/m1/s1
• InChIKey: SOODLZHDDSGRKL-FOOXYVKASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,4R,5R,6R,16R)-5,6-dihydroxy-5,6-dimethyl-4-(propan-2-yl)-2,8-dioxa-13-azatricyclo[8.5.1.0^1^3,^1^6]hexadec-10-ene-3,7-dione
• IUPAC Traditional name: (1R,4R,5R,6R,16R)-5,6-dihydroxy-4-isopropyl-5,6-dimethyl-2,8-dioxa-13-azatricyclo[8.5.1.0^1^3,^1^6]hexadec-10-ene-3,7-dione
• Synonyms: (3R,4R,5R,8a1R,13aR)-4,5-dihydroxy-3-isopropyl-4,5-dimethyl-4,5,8,8a1,10,12,13,13a-octahydro-2H-[1,6]dioxacycloundecino[2,3,4-gh]pyrrolizine-2,6(3H)-dione

Database IDs

• PubChem SID: 162107530
• PubChem CID: 119040

CALCULATED PROPERTIES

• Acid pKa: 11.492989
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -2.1345444
• LogD (pH = 7.4): -0.36421385
• Log P: 0.3991997
• Molar Refractivity: 89.8524 cm^3
• Polarizability: 35.82758 Å^3
• Polar Surface Area: 96.3 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true