methyl (1S,2R,3R,4R,8R,9S,10R,13R,15R)-13-(furan-3-yl)-2-hydroxy-9-(2-methoxy-2-oxoethyl)-4,8,10,12-tetramethyl-7-oxo-16-oxatetracyclo[8.6.0.03,8.011,15]hexadeca-5,11-diene-4-carboxylate

• ChemBase ID: 305767
• Molecular Formular: C28H34O8
• Molecular Mass: 498.56476
• Monoisotopic Mass: 498.22536805
• SMILES: C1=C[C@@]([C@H]2[C@](C1=O)([C@H]([C@]1([C@@H]([C@@H]2O)O[C@H]2C1=C([C@@H](C2)c1ccoc1)C)C)CC(=O)OC)C)(C)C(=O)OC
• Canonical SMILES: COC(=O)C[C@H]1[C@@]2(C)[C@H](O[C@H]3C2=C(C)[C@@H](C3)c2cocc2)[C@@H]([C@@H]2[C@]1(C)C(=O)C=C[C@@]2(C)C(=O)OC)O
• InChI: InChI=1S/C28H34O8/c1-14-16(15-8-10-35-13-15)11-17-21(14)28(4)18(12-20(30)33-5)27(3)19(29)7-9-26(2,25(32)34-6)23(27)22(31)24(28)36-17/h7-10,13,16-18,22-24,31H,11-12H2,1-6H3/t16-,17-,18-,22-,23+,24-,26-,27+,28-/m1/s1
• InChIKey: CTBHKOAPXBDFPX-PQYHCQQJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (1S,2R,3R,4R,8R,9S,10R,13R,15R)-13-(furan-3-yl)-2-hydroxy-9-(2-methoxy-2-oxoethyl)-4,8,10,12-tetramethyl-7-oxo-16-oxatetracyclo[8.6.0.0^3,^8.0^1^1,^1^5]hexadeca-5,11-diene-4-carboxylate
• IUPAC Traditional name: methyl (1S,2R,3R,4R,8R,9S,10R,13R,15R)-13-(furan-3-yl)-2-hydroxy-9-(2-methoxy-2-oxoethyl)-4,8,10,12-tetramethyl-7-oxo-16-oxatetracyclo[8.6.0.0^3,^8.0^1^1,^1^5]hexadeca-5,11-diene-4-carboxylate
• Synonyms: Desacetylnimbin; Deacetylnimbin

Database IDs

• CAS Number: 18609-16-0

CALCULATED PROPERTIES

• Acid pKa: 13.842507
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 2.625389
• LogD (pH = 7.4): 2.6253889
• Log P: 2.625389
• Molar Refractivity: 130.1262 cm^3
• Polarizability: 50.979237 Å^3
• Polar Surface Area: 112.27 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder