(4-{2-[4-({[(2-methylpropoxy)carbonyl]oxy}methyl)-3,5-dioxopiperazin-1-yl]ethyl}-2,6-dioxopiperazin-1-yl)methyl 2-methylpropyl carbonate

• ChemBase ID: 153765
• Molecular Formular: C22H34N4O10
• Molecular Mass: 514.52616
• Monoisotopic Mass: 514.22749331
• SMILES: CC(C)COC(=O)OCN1C(=O)CN(CC1=O)CCN1CC(=O)N(C(=O)C1)COC(=O)OCC(C)C
• Canonical SMILES: CC(COC(=O)OCN1C(=O)CN(CC1=O)CCN1CC(=O)N(C(=O)C1)COC(=O)OCC(C)C)C
• InChI: InChI=1S/C22H34N4O10/c1-15(2)11-33-21(31)35-13-25-17(27)7-23(8-18(25)28)5-6-24-9-19(29)26(20(30)10-24)14-36-22(32)34-12-16(3)4/h15-16H,5-14H2,1-4H3
• InChIKey: OCOKWVBYZHBHLU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4-{2-[4-({[(2-methylpropoxy)carbonyl]oxy}methyl)-3,5-dioxopiperazin-1-yl]ethyl}-2,6-dioxopiperazin-1-yl)methyl 2-methylpropyl carbonate
• IUPAC Traditional name: sobuzoxane
• Synonyms: 4,4′-(1,2-Ethanediyl)bis(1-iso-butoxycarbonylox-methyl-2,6-piperazinedione); MST-16; Sobuzoxane

Database IDs

• CAS Number: 98631-95-9
• MDL Number: MFCD00866498
• PubChem SID: 162247904; 24277932
• PubChem CID: 5233

CALCULATED PROPERTIES

• Acid pKa: 18.305363
• H Acceptors: 10
• H Donor: 0
• LogD (pH = 5.5): 0.82405275
• LogD (pH = 7.4): 0.8275151
• Log P: 0.8275595
• Molar Refractivity: 120.87 cm^3
• Polarizability: 48.62636 Å^3
• Polar Surface Area: 152.3 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO: soluble19 mg/mL
• Apperance: solid

Safety Information

• RTECS: FG1582500
• German water hazard class: 2
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Pharmacology Properties

• Gene Information: human ... TOP2A(7153), TOP2B(7155)

Product Information

• Purity: ≥99% (HPLC)
• Empirical Formula (Hill Notation): C22H34N4O10

DETAILS

Sigma Aldrich - S4692

Biochem/physiol Actions
Sobuzoxane is a DNA topoisomerase II inhibitor that induces apoptosis.