(3R,4aR,5S,6R,6aR,10R,10aS,10bR)-10-(benzoyloxy)-5-hydroxy-4a,6a,7,10b-tetramethyl-5'-oxo-1,2,4a,5,6,6a,9,10,10a,10b-decahydrospiro[naphtho[2,1-b]pyran-3,3'-oxolane]-6-yl pyridine-3-carboxylate

• ChemBase ID: 304662
• Molecular Formular: C33H37NO8
• Molecular Mass: 575.64878
• Monoisotopic Mass: 575.25191715
• SMILES: C1C=C([C@]2([C@H]([C@@H]1OC(=O)c1ccccc1)[C@@]1([C@]([C@H]([C@@H]2OC(=O)c2cccnc2)O)(O[C@@]2(CC1)COC(=O)C2)C)C)C)C
• Canonical SMILES: O=C1OC[C@]2(C1)CC[C@]1([C@](O2)(C)[C@@H](O)[C@@H]([C@@]2([C@@H]1[C@@H](CC=C2C)OC(=O)c1ccccc1)C)OC(=O)c1cccnc1)C
• InChI: InChI=1S/C33H37NO8/c1-20-12-13-23(40-28(37)21-9-6-5-7-10-21)25-30(2)14-15-33(17-24(35)39-19-33)42-32(30,4)26(36)27(31(20,25)3)41-29(38)22-11-8-16-34-18-22/h5-12,16,18,23,25-27,36H,13-15,17,19H2,1-4H3/t23-,25-,26+,27+,30-,31+,32+,33-/m1/s1
• InChIKey: LHDUPMAARYESGH-JIYIMHFPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R,4aR,5S,6R,6aR,10R,10aS,10bR)-10-(benzoyloxy)-5-hydroxy-4a,6a,7,10b-tetramethyl-5'-oxo-1,2,4a,5,6,6a,9,10,10a,10b-decahydrospiro[naphtho[2,1-b]pyran-3,3'-oxolane]-6-yl pyridine-3-carboxylate
• IUPAC Traditional name: (3R,4aR,5S,6R,6aR,10R,10aS,10bR)-10-(benzoyloxy)-5-hydroxy-4a,6a,7,10b-tetramethyl-5'-oxo-2,5,6,9,10,10a-hexahydro-1H-spiro[naphtho[2,1-b]pyran-3,3'-oxolane]-6-yl pyridine-3-carboxylate
• Synonyms: Scutebarbatine W

Database IDs

• CAS Number: 1312716-25-8

CALCULATED PROPERTIES

• Acid pKa: 12.995186
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 4.240374
• LogD (pH = 7.4): 4.242478
• Log P: 4.242506
• Molar Refractivity: 151.5672 cm^3
• Polarizability: 59.9784 Å^3
• Polar Surface Area: 121.25 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Powder

Product Information

• Purity: 95.0