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

• ChemBase ID: 304720
• Molecular Formular: C28H35NO9
• Molecular Mass: 529.5788
• Monoisotopic Mass: 529.23118171
• SMILES: C1C=C([C@]2([C@H](C1)[C@]([C@]([C@H]([C@@H]2OC(=O)c1cccnc1)O)(O)C)([C@@H](OC(=O)C)CC1=C(C(=O)OC1)O)C)C)C
• Canonical SMILES: CC(=O)O[C@H]([C@]1(C)[C@H]2CCC=C([C@]2(C)[C@H]([C@@H]([C@]1(C)O)O)OC(=O)c1cccnc1)C)CC1=C(O)C(=O)OC1
• InChI: InChI=1S/C28H35NO9/c1-15-8-6-10-19-26(15,3)23(38-24(33)17-9-7-11-29-13-17)22(32)28(5,35)27(19,4)20(37-16(2)30)12-18-14-36-25(34)21(18)31/h7-9,11,13,19-20,22-23,31-32,35H,6,10,12,14H2,1-5H3/t19-,20-,22-,23-,26-,27-,28-/m0/s1
• InChIKey: ZZDJHMJHKZYAFI-MDLIPRPFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2S,3R,4S,4aS,8aR)-4-[(1S)-1-(acetyloxy)-2-(4-hydroxy-5-oxo-2,5-dihydrofuran-3-yl)ethyl]-2,3-dihydroxy-3,4,8,8a-tetramethyl-1,2,3,4,4a,5,6,8a-octahydronaphthalen-1-yl pyridine-3-carboxylate
• IUPAC Traditional name: (1R,2S,3R,4S,4aS,8aR)-4-[(1S)-1-(acetyloxy)-2-(4-hydroxy-5-oxo-2H-furan-3-yl)ethyl]-2,3-dihydroxy-3,4,8,8a-tetramethyl-2,4a,5,6-tetrahydro-1H-naphthalen-1-yl pyridine-3-carboxylate
• Synonyms: Scutebata C

Database IDs

• CAS Number: 1207181-59-6

CALCULATED PROPERTIES

• Acid pKa: 9.228004
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): 1.774602
• LogD (pH = 7.4): 1.7703847
• Log P: 1.7768154
• Molar Refractivity: 135.7498 cm^3
• Polarizability: 53.353195 Å^3
• Polar Surface Area: 152.48 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Powder