(1S,2S,4S,6R,7S,9R,13R,17S)-4-hydroxy-15-methoxy-2,6,14,17-tetramethyl-10-oxatetracyclo[7.7.1.02,7.013,17]heptadec-14-ene-3,11,16-trione

• ChemBase ID: 305146
• Molecular Formular: C21H28O6
• Molecular Mass: 376.44342
• Monoisotopic Mass: 376.18858862
• SMILES: [C@@H]1(C[C@H]([C@H]2[C@](C1=O)([C@@H]1[C@]3([C@@H](C2)OC(=O)C[C@H]3C(=C(C1=O)OC)C)C)C)C)O
• Canonical SMILES: COC1=C(C)[C@@H]2CC(=O)O[C@H]3[C@@]2([C@H](C1=O)[C@]1(C)[C@@H](C3)[C@H](C)C[C@@H](C1=O)O)C
• InChI: InChI=1S/C21H28O6/c1-9-6-13(22)19(25)21(4)11(9)7-14-20(3)12(8-15(23)27-14)10(2)17(26-5)16(24)18(20)21/h9,11-14,18,22H,6-8H2,1-5H3/t9-,11+,12+,13+,14-,18+,20-,21+/m1/s1
• InChIKey: GESOKLRVLMVNMO-WCAPFRRUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2S,4S,6R,7S,9R,13R,17S)-4-hydroxy-15-methoxy-2,6,14,17-tetramethyl-10-oxatetracyclo[7.7.1.0^2,^7.0^1^3,^1^7]heptadec-14-ene-3,11,16-trione
• IUPAC Traditional name: (1S,2S,4S,6R,7S,9R,13R,17S)-4-hydroxy-15-methoxy-2,6,14,17-tetramethyl-10-oxatetracyclo[7.7.1.0^2,^7.0^1^3,^1^7]heptadec-14-ene-3,11,16-trione
• Synonyms: Nigakilactone I; Simalikalactone B; Picrasin B

Database IDs

• CAS Number: 26121-56-2

CALCULATED PROPERTIES

• Acid pKa: 13.38324
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 1.7721852
• LogD (pH = 7.4): 1.7721848
• Log P: 1.7721852
• Molar Refractivity: 97.8837 cm^3
• Polarizability: 38.535545 Å^3
• Polar Surface Area: 89.9 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder