Record Information
Version1.0
Creation date2010-04-08 22:08:06 UTC
Update date2015-07-20 22:22:41 UTC
Primary IDFDB008472
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameMalonoben
DescriptionMalonoben belongs to the class of organic compounds known as phenylpropanes. These are organic compounds containing a phenylpropane moiety. Based on a literature review a significant number of articles have been published on Malonoben.
CAS Number10537-47-0
Structure
Thumb
Synonyms
SynonymSource
(3,5-Di-t-butyl-4-hydroxybenzylidene)malononitrileHMDB
(3,5-Di-tert-butyl-4-hydroxy-benzylidene)malononitrileHMDB
(3,5-Di-tert-butyl-4-hydroxybenzylidene)-malononitrileHMDB
2,6-Di-tert-butyl-4-(2,2-dicyanovinyl)phenolHMDB
2-(3,5-Di-tert-butyl-4-hydroxybenzylidene)malononitrileHMDB
3,5-Di-t-butyl-4-hydroxy-benzylidenemalononitrileHMDB
3,5-Di-tert-butyl-4-hydroxybenzilidenemalononitrileHMDB
3,5-Di-tert-butyl-4-hydroxybenzylidene-malononitrileHMDB
SF 6847HMDB
[[3,5-Bis(1,1-dimethylethyl)-4-hydroxyphenyl]methylene]propanedinitrile, 9ciHMDB
Tyrphostin a9MeSH
[[3,5-Bis(1,1-dimethylethyl)-4-hydroxyphenyl]methylene]propanedinitrile, 9CIdb_source
3,5-di-t-Butyl-4-hydroxy-benzylidenemalononitrilebiospider
Malonobenbiospider
Malononitrile, (3,5-di-tert-butyl-4-hydroxybenzylidene)-biospider
Malononitrile, 3,5-di-tert-butyl-4-hydroxybenzylidene-biospider
Predicted Properties
PropertyValueSource
Water Solubility0.0056 g/LALOGPS
logP5.47ALOGPS
logP4.96ChemAxon
logS-4.7ALOGPS
pKa (Strongest Acidic)8.79ChemAxon
pKa (Strongest Basic)-6.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area67.81 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity86.41 m³·mol⁻¹ChemAxon
Polarizability32.57 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC18H22N2O
IUPAC name2-[(3,5-di-tert-butyl-4-hydroxyphenyl)methylidene]propanedinitrile
InChI IdentifierInChI=1S/C18H22N2O/c1-17(2,3)14-8-12(7-13(10-19)11-20)9-15(16(14)21)18(4,5)6/h7-9,21H,1-6H3
InChI KeyMZOPWQKISXCCTP-UHFFFAOYSA-N
Isomeric SMILESCC(C)(C)C1=CC(C=C(C#N)C#N)=CC(=C1O)C(C)(C)C
Average Molecular Weight282.3801
Monoisotopic Molecular Weight282.173213336
Classification
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
  • Phenol
  • Nitrile
  • Carbonitrile
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Disposition

Biological location:

Source:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 76.56%; H 7.85%; N 9.92%; O 5.67%DFC
Melting PointMp 141-143° (131-132°)DFC
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKapKa 6.84DFC
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSMalonoben, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-014i-2190000000-6dc9933ae3f0f35d5761Spectrum
Predicted GC-MSMalonoben, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0079-7398000000-8bdef250059f7c2d37a7Spectrum
Predicted GC-MSMalonoben, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSMalonoben, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - LC-ESI-qTof , Positivesplash10-000i-3980000000-dc67e28bf67c9f799108Spectrum
MS/MSLC-MS/MS Spectrum - , positivesplash10-03dj-0930000000-dd3a00c3026cef3df28cSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001i-0090000000-8e4c34f669d44a715ff8Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0560-0090000000-fbca0da0d0a64fb489f4Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-2290000000-df11bc58a3a41f87aa4dSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0090000000-0cc6ed32a18e26122b25Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001i-0090000000-51e82b58663f10fbec4aSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0f9t-1190000000-975ed68e963542428b2fSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-003r-0090000000-7f246da144c0720c0aa8Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-003r-2190000000-179ba52afb151af6eec3Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0600-4920000000-5d3748f532e4cf0d77b2Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0090000000-3a842f545d21389ac050Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001i-0090000000-3a842f545d21389ac050Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-014i-0090000000-0fa50ff501577e67d4adSpectrum
NMRNot Available
ChemSpider ID5412
ChEMBL IDCHEMBL78150
KEGG Compound IDC19039
Pubchem Compound ID5614
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB31799
CRC / DFC (Dictionary of Food Compounds) IDDLC70-I:DLC70-I
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference