Record Information
Version1.0
Creation date2010-04-08 22:09:10 UTC
Update date2015-07-20 22:33:12 UTC
Primary IDFDB010528
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameDehydrozingerone
DescriptionFlavouring ingredient
CAS Number1080-12-2
Structure
Thumb
Synonyms
SynonymSource
3-Methoxy-4-hydroxybenzalacetoneHMDB
4-(4-Hydroxy-3-methoxyphenyl)-3-buten-2-oneHMDB
4-Hydroxy-3-methoxybenzalacetoneHMDB
4-Hydroxy-3-methoxybenzylideneacetoneHMDB
4-Hydroxy-3-methoxystyryl methyl ketoneHMDB
Dehydro-[0]-paradolHMDB
DehydrozingerolHMDB
FEMA 3738HMDB
FeruloylmethaneHMDB
Methyl-3-methoxy-4-hydroxy styryl ketoneHMDB
MHSKHMDB
VanillalacetoneHMDB
Vanillidene acetoneHMDB
VanillylidenacetoneHMDB
Vanillylidene acetoneHMDB
VanylidenacetoneHMDB
[0]-DehydroparadolHMDB
DehydrozingeroneMeSH
Methyl-3-methoxy-4-hydroxystyryl ketone, (e)-iosmerMeSH
MMHSKMeSH
Methyl-3-methoxy-4-hydroxystyryl ketoneMeSH
[0]-Paradol, dehydro-biospider
3-Buten-2-one, 4-(4-hydroxy-3-methoxyphenyl)-biospider
4-hydroxy-3-methoxybenzalacetonebiospider
dehydro-[0]-ParadolHMDB
Predicted Properties
PropertyValueSource
Water Solubility0.55 g/LALOGPS
logP2.17ALOGPS
logP2ChemAxon
logS-2.5ALOGPS
pKa (Strongest Acidic)9.51ChemAxon
pKa (Strongest Basic)-4.5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area46.53 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity55.06 m³·mol⁻¹ChemAxon
Polarizability19.94 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC11H12O3
IUPAC name(3Z)-4-(4-hydroxy-3-methoxyphenyl)but-3-en-2-one
InChI IdentifierInChI=1S/C11H12O3/c1-8(12)3-4-9-5-6-10(13)11(7-9)14-2/h3-7,13H,1-2H3/b4-3-
InChI KeyAFWKBSMFXWNGRE-ARJAWSKDSA-N
Isomeric SMILESCOC1=C(O)C=CC(\C=C/C(C)=O)=C1
Average Molecular Weight192.2112
Monoisotopic Molecular Weight192.07864425
Classification
Description belongs to the class of organic compounds known as hydroxycinnamic acids and derivatives. Hydroxycinnamic acids and derivatives are compounds containing an cinnamic acid (or a derivative thereof) where the benzene ring is hydroxylated.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassCinnamic acids and derivatives
Sub ClassHydroxycinnamic acids and derivatives
Direct ParentHydroxycinnamic acids and derivatives
Alternative Parents
Substituents
  • Hydroxycinnamic acid or derivatives
  • Methoxyphenol
  • Phenoxy compound
  • Phenol ether
  • Styrene
  • Methoxybenzene
  • Anisole
  • Phenol
  • 1-hydroxy-2-unsubstituted benzenoid
  • Alkyl aryl ether
  • Benzenoid
  • Monocyclic benzene moiety
  • Enone
  • Alpha,beta-unsaturated ketone
  • Acryloyl-group
  • Ketone
  • Ether
  • Organic oxygen compound
  • Carbonyl group
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Source:

Biological location:

Role

Industrial application:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 68.74%; H 6.29%; O 24.97%DFC
Melting PointMp 129-130°DFC
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-002e-1900000000-e01f45dfa4bcc8706ea0View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-00dm-3390000000-db76e9295977c10858daView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-002f-0900000000-325e7a918d5a6a14018eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-002o-1900000000-3cb7bcf210d80b950f38View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-05n0-8900000000-16af356cbeed6678316dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-0900000000-dcd820e6fb07f8fabab0View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-0900000000-c9c0e048b4d9e5807536View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00nb-2900000000-7191f343bff36489dc9bView in MoNA
ChemSpider ID30654931
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID59039607
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB32591
CRC / DFC (Dictionary of Food Compounds) IDFCC42-M:FCC47-R
EAFUS ID3839
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDrw1005791
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
Flavours
FlavorCitations
sweet
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
powdery
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
vanilla
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
creamy
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
balsam
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference