Syringaldehyde (YMDB01786)

Identification
YMDB IDYMDB01786
NameSyringaldehyde
SpeciesSaccharomyces cerevisiae
StrainBrewer's yeast
Description4-Hydroxy-3,5-dimethoxybenzaldehyde belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety. Based on a literature review a small amount of articles have been published on 4-Hydroxy-3,5-dimethoxybenzaldehyde.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
  • 3, 5-Dimethoxy-4-hydroxybenzene carbonal
  • 3,5-Dimethoxy-4-hydroxybenzaldehyde
  • 3,5-Dimethoxy-4-hydroxybenzene carbonal
  • 4-Hydroksy-3,5-dwumetoksybenzaldehyd
  • 4-Hydroxy-3, 5-dimethoxybenzaldehyde
  • 4-Hydroxy-3,5-dimethoxybenzaldehyde
  • 4-Hydroxy-3,5-dimethoxybenzaldehyde (syringaldehyde)
  • 4-hydroxy-3,5-methoxybenzaldehyde
  • Benzaldehyde, 3,5-dimethoxy-4-hydroxy-
  • Benzaldehyde, 4-hydroxy-3, 5-dimethoxy-
  • Cedar aldehyde
  • Gallaldehyde 3,5-dimethyl ether
  • Siringic aldehyde
  • Syringaaldehyde
  • Syringe aldehyde
  • Syringic aldehyde
  • Syringylaldehyde
  • Sinapaldehyde
  • SYAL
  • 2,6-Dimethoxy-4-formylphenol
  • 4-Formyl-2,6-dimethoxyphenol
  • 4-Formylsyringol
  • 3,5-Dimethoxy-4-hydroxy-benzaldehyde
CAS number134-96-3
WeightAverage: 182.1733
Monoisotopic: 182.057908808
InChI KeyKCDXJAYRVLXPFO-UHFFFAOYSA-N
InChIInChI=1S/C9H10O4/c1-12-7-3-6(5-10)4-8(13-2)9(7)11/h3-5,11H,1-2H3
IUPAC Name4-hydroxy-3,5-dimethoxybenzaldehyde
Traditional IUPAC Namesyringaldehyde
Chemical FormulaC9H10O4
SMILESCOC1=CC(C=O)=CC(OC)=C1O
Chemical Taxonomy
Description belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety.
KingdomOrganic compounds
Super ClassBenzenoids
ClassPhenols
Sub ClassMethoxyphenols
Direct ParentMethoxyphenols
Alternative Parents
Substituents
  • Methoxyphenol
  • Dimethoxybenzene
  • M-dimethoxybenzene
  • Hydroxybenzaldehyde
  • Anisole
  • Benzaldehyde
  • Benzoyl
  • Phenoxy compound
  • Phenol ether
  • Methoxybenzene
  • Alkyl aryl ether
  • Aryl-aldehyde
  • Monocyclic benzene moiety
  • Ether
  • Organooxygen compound
  • Aldehyde
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Physical Properties
StateSolid
Charge0
Melting point113 °C
Experimental Properties
PropertyValueReference
Water SolubilityNot AvailablePhysProp
LogPNot AvailablePhysProp
Predicted Properties
PropertyValueSource
Water Solubility3.68 g/LALOGPS
logP1.33ALOGPS
logP1.07ChemAxon
logS-1.7ALOGPS
pKa (Strongest Acidic)7.24ChemAxon
pKa (Strongest Basic)-4.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area55.76 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity47.55 m³·mol⁻¹ChemAxon
Polarizability17.76 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular LocationsNot Available
Organoleptic Properties
Flavour/OdourSource
MildFDB000822
PlasticFDB000822
SweetFDB000822
TonkaFDB000822
WoodyFDB000822
SMPDB PathwaysNot Available
KEGG PathwaysNot Available
SMPDB ReactionsNot Available
KEGG ReactionsNot Available
Concentrations
Intracellular ConcentrationsNot Available
Extracellular ConcentrationsNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0ue9-0900000000-ef96b9e519092161a3cbJSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableJSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_1_1) - 70eV, PositiveNot AvailableJSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TBDMS_1_1) - 70eV, PositiveNot AvailableJSpectraViewer
LC-MS/MSLC-MS/MS Spectrum - 35V, Positivesplash10-004i-9100000000-5b6ba3c42dcd3af29af0JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - 25V, Positivesplash10-002b-9500000000-59dc9fbf56278b4fa3d7JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - 45V, Positivesplash10-00or-9000000000-7fdf6c97fc44ba928757JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - 15V, Positivesplash10-05gi-0900000000-44ca2aac27277cc862f5JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - 25V, Positivesplash10-002b-9500000000-648b4cea88c99f600180JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - 15V, Positivesplash10-05gi-0900000000-ec8dfff58a288a3a2202JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - 35V, Positivesplash10-004i-9100000000-54826f5ed4bf4c650678JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - 45V, Positivesplash10-00or-9000000000-03822b23e64682ed8879JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001i-0900000000-888409d99d78544d7bdaJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001i-0900000000-9a08dd0b4c0aa032b821JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0hhi-3900000000-9de8232d167c5c3dc77eJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0900000000-9ff54d007d617002d730JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001i-0900000000-5756b0978ed9c9206dfcJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0671-5900000000-61166ea22e1f8c56bc12JSpectraViewer
MSMass Spectrum (Electron Ionization)splash10-001i-5900000000-6cbbbdbec8f6bba463d5JSpectraViewer | MoNA
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
References
References:
  • Loscos, N., Hernandez-Orte, P., Cacho, J., Ferreira, V. (2007). "Release and formation of varietal aroma compounds during alcoholic fermentation from nonfloral grape odorless flavor precursors fractions." J Agric Food Chem 55:6674-6684.17616208
Synthesis Reference:Not Available
External Links:
ResourceLink
CHEBI ID67380
HMDB IDHMDB0258653
Pubchem Compound ID8655
Kegg IDNot Available
ChemSpider ID8333
FOODB IDFDB000822
Wikipedia IDSyringaldehyde
BioCyc IDNot Available