(5s,8s)-3-(2,5-dimethylphenyl)-8-methoxy-4-{[(2S,3S,4R,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1-azaspiro[4.5]dec-3-en-2-one

• ChemBase ID: 157628
• Molecular Formular: C24H33NO8
• Molecular Mass: 463.52072
• Monoisotopic Mass: 463.22061702
• SMILES: Cc1cc(c(cc1)C)C1=C([C@@]2(NC1=O)CC[C@@H](CC2)OC)O[C@@H]1O[C@@H]([C@@H]([C@H]([C@@H]1O)O)O)CO
• Canonical SMILES: CO[C@@H]1CC[C@@]2(CC1)NC(=O)C(=C2O[C@@H]1O[C@H](CO)[C@@H]([C@H]([C@@H]1O)O)O)c1cc(C)ccc1C
• InChI: InChI=1S/C24H33NO8/c1-12-4-5-13(2)15(10-12)17-21(24(25-22(17)30)8-6-14(31-3)7-9-24)33-23-20(29)19(28)18(27)16(11-26)32-23/h4-5,10,14,16,18-20,23,26-29H,6-9,11H2,1-3H3,(H,25,30)/t14-,16-,18+,19-,20+,23+,24+/m1/s1
• InChIKey: UZUGTDHNHPYPHX-VZOAZYBISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (5s,8s)-3-(2,5-dimethylphenyl)-8-methoxy-4-{[(2S,3S,4R,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1-azaspiro[4.5]dec-3-en-2-one
• IUPAC Traditional name: (5s,8s)-3-(2,5-dimethylphenyl)-8-methoxy-4-{[(2S,3S,4R,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1-azaspiro[4.5]dec-3-en-2-one
• Synonyms: cis-3-(2,5-Dimethylphenyl)-8-methoxy-2-oxo-1-azaspiro [4.5]dec-3-en-4-yl β-D-glucopyranoside; Spirotetramat Metabolite BYI08330 enol-glucoside

Database IDs

• CAS Number: 1172614-86-6
• PubChem SID: 162251765
• PubChem CID: 71312560

CALCULATED PROPERTIES

• Acid pKa: 11.550226
• H Acceptors: 8
• H Donor: 5
• LogD (pH = 5.5): 0.27645504
• LogD (pH = 7.4): 0.276489
• Log P: 0.27651778
• Molar Refractivity: 119.3618 cm^3
• Polarizability: 46.82089 Å^3
• Polar Surface Area: 137.71 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• European Hazard Symbols: Nature polluting (N)
• German water hazard class: 3
• Risk Statements: 51/53-57
• Safety Statements: 61
• GHS Pictograms: GHS09
• GHS Hazard statements: H411
• GHS Precautionary statements: P273
• Storage Temperature: -20°C

Product Information

• Grade: PESTANAL®, analytical standard
• Empirical Formula (Hill Notation): C24H33NO8

DETAILS

Sigma Aldrich - 32487

Legal Information
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