diethyl [2-(3,5-di-tert-butyl-4-hydroxyphenyl)-1-(diethoxyphosphoryl)ethenyl]phosphonate

• ChemBase ID: 4045
• Molecular Formular: C24H42O7P2
• Molecular Mass: 504.533602
• Monoisotopic Mass: 504.24057694
• SMILES: CCOP(=O)(OCC)C(=Cc1cc(c(O)c(c1)C(C)(C)C)C(C)(C)C)P(=O)(OCC)OCC
• Canonical SMILES: CCOP(=O)(C(=Cc1cc(c(c(c1)C(C)(C)C)O)C(C)(C)C)P(=O)(OCC)OCC)OCC
• InChI: InChI=1S/C24H42O7P2/c1-11-28-32(26,29-12-2)21(33(27,30-13-3)31-14-4)17-18-15-19(23(5,6)7)22(25)20(16-18)24(8,9)10/h15-17,25H,11-14H2,1-10H3
• InChIKey: YQLJDECYQDRSBI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: diethyl [2-(3,5-di-tert-butyl-4-hydroxyphenyl)-1-(diethoxyphosphoryl)ethenyl]phosphonate
• IUPAC Traditional name: diethyl 2-(3,5-di-tert-butyl-4-hydroxyphenyl)-1-(diethoxyphosphoryl)ethenylphosphonate
• Synonyms: SR12813; Tetraethyl 2-(3,5-di-tert-butyl-4-hydroxyphenyl)ethenyl-1,1-bisphosphonate; SR 12813

Database IDs

• CAS Number: 126411-39-0
• MDL Number: MFCD00888473
• PubChem SID: 46506324; 160967480
• PubChem CID: 446313

CALCULATED PROPERTIES

JChem

• Acid pKa: 10.41856
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 6.7524257
• LogD (pH = 7.4): 6.7520165
• Log P: 6.752431
• Molar Refractivity: 133.1981 cm^3
• Polarizability: 53.116264 Å^3
• Polar Surface Area: 91.29 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 4.97
• LOG S: -3.94
• Solubility (Water): 5.81e-02 g/l

PROPERTIES

Physical Property

• Solubility: DMSO: ≥10 mg/mL; H2O: insoluble
• Apperance: solid

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥98%
• Empirical Formula (Hill Notation): C24H42O7P2

DETAILS

DrugBank - DB04466

Drug information: experimental

Sigma Aldrich - S4194

Biochem/physiol Actions
SR 12813 is a pregnane X receptor (PXR, NR 112) agonist; cholesterol lowering drug; HMGCoA reductase inhibitor.