(1R,2S,3R,4R,4aS,8aR)-2-(benzoyloxy)-3-hydroxy-3,4,8,8a-tetramethyl-4-[(E)-2-(5-oxo-2,5-dihydrofuran-3-yl)ethenyl]-1,2,3,4,4a,5,6,8a-octahydronaphthalen-1-yl pyridine-3-carboxylate

• ChemBase ID: 304601
• Molecular Formular: C33H35NO7
• Molecular Mass: 557.6335
• Monoisotopic Mass: 557.24135247
• SMILES: C1C=C([C@]2([C@H](C1)[C@]([C@]([C@H]([C@@H]2OC(=O)c1cccnc1)OC(=O)c1ccccc1)(O)C)(/C=C/C1=CC(=O)OC1)C)C)C
• Canonical SMILES: O=C1OCC(=C1)/C=C/[C@]1(C)[C@H]2CCC=C([C@]2(C)[C@H]([C@@H]([C@]1(C)O)OC(=O)c1ccccc1)OC(=O)c1cccnc1)C
• InChI: InChI=1S/C33H35NO7/c1-21-10-8-14-25-31(2,16-15-22-18-26(35)39-20-22)33(4,38)28(41-29(36)23-11-6-5-7-12-23)27(32(21,25)3)40-30(37)24-13-9-17-34-19-24/h5-7,9-13,15-19,25,27-28,38H,8,14,20H2,1-4H3/b16-15+/t25-,27+,28+,31-,32+,33+/m1/s1
• InChIKey: QSKVSBUCFQUTSW-IWSWVWQKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2S,3R,4R,4aS,8aR)-2-(benzoyloxy)-3-hydroxy-3,4,8,8a-tetramethyl-4-[(E)-2-(5-oxo-2,5-dihydrofuran-3-yl)ethenyl]-1,2,3,4,4a,5,6,8a-octahydronaphthalen-1-yl pyridine-3-carboxylate
• IUPAC Traditional name: (1R,2S,3R,4R,4aS,8aR)-2-(benzoyloxy)-3-hydroxy-3,4,8,8a-tetramethyl-4-[(E)-2-(5-oxo-2H-furan-3-yl)ethenyl]-2,4a,5,6-tetrahydro-1H-naphthalen-1-yl pyridine-3-carboxylate
• Synonyms: Scutebarbatine B

Database IDs

• CAS Number: 905929-95-5

CALCULATED PROPERTIES

• Acid pKa: 7.596094
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 5.2129416
• LogD (pH = 7.4): 5.004862
• Log P: 5.218537
• Molar Refractivity: 154.054 cm^3
• Polarizability: 59.500385 Å^3
• Polar Surface Area: 112.02 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Powder