Probucol (CHEM018322)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-22 05:09:26 UTC
Update Date2016-11-09 01:15:46 UTC
Accession NumberCHEM018322
Identification
Common NameProbucol
ClassSmall Molecule
DescriptionA drug used to lower LDL and HDL choProbucol yet has little effect on serum-triglyceride or VLDL cholesterol. (From Martindale, The Extra Pharmacopoeia, 30th ed, p993).
Contaminant Sources
  • HMDB Contaminants - Urine
  • STOFF IDENT Compounds
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
Acetone bis(3,5-di-tert-butyl-4-hydroxyphenyl) mercaptoleChEBI
BiphenabidChEBI
BisbidChEBI
BisphenabidChEBI
DH-581ChEBI
LesterolChEBI
LorelcoChEBI
LurselleChEBI
ProbucolumChEBI
SerterolChEBI
SuperlipidChEBI
4,4'-(Isopropylidenedithio)bis(2, 6-di-tert-butylphenol)HMDB
4,4'-(Isopropylidenedithio)bis(2,6-di-tert-butylphenol)HMDB
4,4'-(Isopropylidenedithio)bis[2, 6-di-tert-butylphenol]HMDB
Acetone, bis (3,5-di-tert-butyl-4-hydroxyphenyl) mercaptoleHMDB
Acetone, bis(3,5-di-tert-butyl-4-hydroxyphenyl) mercaptoleHMDB
Almirall brand OF probucolHMDB
PanavirHMDB
Aventis brand OF probucolHMDB
Hoechst brand OF probucolHMDB
Chemical FormulaC31H48O2S2
Average Molecular Mass516.842 g/mol
Monoisotopic Mass516.310 g/mol
CAS Registry Number23288-49-5
IUPAC Name2,6-di-tert-butyl-4-({2-[(3,5-di-tert-butyl-4-hydroxyphenyl)sulfanyl]propan-2-yl}sulfanyl)phenol
Traditional Nameprobucol
SMILESCC(C)(SC1=CC(=C(O)C(=C1)C(C)(C)C)C(C)(C)C)SC1=CC(=C(O)C(=C1)C(C)(C)C)C(C)(C)C
InChI IdentifierInChI=1S/C31H48O2S2/c1-27(2,3)21-15-19(16-22(25(21)32)28(4,5)6)34-31(13,14)35-20-17-23(29(7,8)9)26(33)24(18-20)30(10,11)12/h15-18,32-33H,1-14H3
InChI KeyFYPMFJGVHOHGLL-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as phenylpropanes. These are organic compounds containing a phenylpropane moiety.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassPhenylpropanes
Direct ParentPhenylpropanes
Alternative Parents
Substituents
  • Phenylpropane
  • Aryl thioether
  • Thiophenol ether
  • Alkylarylthioether
  • Phenol
  • Dithioketal
  • Thioacetal
  • Sulfenyl compound
  • Thioether
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organosulfur compound
  • Organooxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility4.2e-05 g/LALOGPS
logP8.92ALOGPS
logP10.57ChemAxon
logS-7.1ALOGPS
pKa (Strongest Acidic)10.29ChemAxon
pKa (Strongest Basic)-5.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area40.46 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity159.26 m³·mol⁻¹ChemAxon
Polarizability62.35 ųChemAxon
Number of Rings2ChemAxon
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0uki-0090250000-bea4462f54c2e521b686Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positivesplash10-0002-2055019000-30fa34699e923dce7d7aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014r-0050090000-8055cc2880de3aa85f23Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00kr-1190350000-8282024214cf3b54f358Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4r-2290000000-85de6b8949af9e504728Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0020090000-19b668dd13894848b8d0Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-016r-0080190000-f8b67c1f43ff76bc30d3Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-000i-0190000000-a5edd080c63083d43b95Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-0000290000-9741161cfe44930e32a0Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0ldr-0110950000-7a7628d0a216ce8324eaSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0pc1-1951010000-3a329c91fac683b63bd4Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00kr-0000960000-04f6058c5a25b66d3efeSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014r-0000960000-18c8b152adb145f78acfSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00e9-0001900000-fd2b811cb419d25d47f7Spectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDDB01599
HMDB IDHMDB0015537
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkProbucol
Chemspider ID4743
ChEBI ID8427
PubChem Compound ID4912
Kegg Compound IDC07373
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=22305809
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=23107872
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=23167559
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=23334712
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=23363981
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=23378294
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=23443157
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=23741215