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Showing Compound 3,4-dihydroxyphenylglycolaldehyde (FDB030386)

Record Information
Version1.0
Creation date2015-05-07 19:09:26 UTC
Update date2019-11-26 03:21:43 UTC
Primary IDFDB030386
Secondary Accession Numbers
  • FDB023855
Chemical Information
FooDB Name3,4-dihydroxyphenylglycolaldehyde
Description3,4-dihydroxymandelaldehyde, also known as alpha,3,4-trihydroxybenzeneacetaldehyde or dhmal, is a member of the class of compounds known as phenylacetaldehydes. Phenylacetaldehydes are compounds containing a phenylacetaldehyde moiety, which consists of a phenyl group substituted at the second position by an acetalydehyde. 3,4-dihydroxymandelaldehyde is soluble (in water) and a very weakly acidic compound (based on its pKa). 3,4-dihydroxymandelaldehyde can be found in a number of food items such as canola, lentils, grass pea, and moth bean, which makes 3,4-dihydroxymandelaldehyde a potential biomarker for the consumption of these food products. In humans, 3,4-dihydroxymandelaldehyde is involved in a couple of metabolic pathways, which include disulfiram action pathway and tyrosine metabolism. 3,4-dihydroxymandelaldehyde is also involved in several metabolic disorders, some of which include dopamine beta-hydroxylase deficiency, alkaptonuria, hawkinsinuria, and tyrosinemia, transient, of the newborn.
CAS Number13023-73-9
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
3,4-Dihydroxymandelic aldehydeChEBI
3,4-DihydroxyphenylglycolaldehydeChEBI
3,4-Dihydroxyphenylglycolic aldehydeChEBI
alpha,3,4-TrihydroxybenzeneacetaldehydeChEBI
alpha,3,4-TrihydroxyphenylacetaldehydeChEBI
DHMALChEBI
DHPGALDChEBI
DOPEGALChEBI
a,3,4-TrihydroxybenzeneacetaldehydeGenerator
Α,3,4-trihydroxybenzeneacetaldehydeGenerator
a,3,4-TrihydroxyphenylacetaldehydeGenerator
Α,3,4-trihydroxyphenylacetaldehydeGenerator
a,3,4-Trihydroxy-benzeneacetaldehydeHMDB
alpha,3,4-Trihydroxy-benzeneacetaldehydeHMDB
Predicted Properties
PropertyValueSource
Water Solubility11 g/LALOGPS
logP0.2ALOGPS
logP0.13ChemAxon
logS-1.2ALOGPS
pKa (Strongest Acidic)9.2ChemAxon
pKa (Strongest Basic)-3.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area77.76 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity41.74 m³·mol⁻¹ChemAxon
Polarizability15.68 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC8H8O4
IUPAC name2-(3,4-dihydroxyphenyl)-2-hydroxyacetaldehyde
InChI IdentifierInChI=1S/C8H8O4/c9-4-8(12)5-1-2-6(10)7(11)3-5/h1-4,8,10-12H
InChI KeyYUGMCLJIWGEKCK-UHFFFAOYSA-N
Isomeric SMILESOC(C=O)C1=CC(O)=C(O)C=C1
Average Molecular Weight168.1467
Monoisotopic Molecular Weight168.042258744
Classification
Description Belongs to the class of organic compounds known as phenylacetaldehydes. Phenylacetaldehydes are compounds containing a phenylacetaldehyde moiety, which consists of a phenyl group substituted at the second position by an acetalydehyde.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassPhenylacetaldehydes
Direct ParentPhenylacetaldehydes
Alternative Parents
Substituents
  • Phenylacetaldehyde
  • Catechol
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • Alpha-hydroxyaldehyde
  • Secondary alcohol
  • Alcohol
  • Hydrocarbon derivative
  • Organic oxide
  • Organooxygen compound
  • Organic oxygen compound
  • Carbonyl group
  • Aldehyde
  • Aromatic alcohol
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Biological location:

Source:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
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
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MS3,4-Dihydroxymandelaldehyde, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-06ri-1900000000-d14339278a251a7d9df1Spectrum
Predicted GC-MS3,4-Dihydroxymandelaldehyde, 3 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-01b9-7079000000-441c5f66bee2b8f14be7Spectrum
Predicted GC-MS3,4-Dihydroxymandelaldehyde, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MS3,4-Dihydroxymandelaldehyde, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-0900000000-01c8f9ca75c86beb71182017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0gb9-0900000000-30165da526b8042721a92017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0kn9-9800000000-24ef8505a6b8f892128d2017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0900000000-2ce2cd9a3f1a5d4737b32017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0aor-0900000000-a9b6cf257bb2c852ffd92017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-6900000000-1f2d65b1c1a32c4ea1fd2017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014j-0900000000-876434025a3e5951556f2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-0900000000-667ec91845715350734f2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-052f-9200000000-1663e47bc16a5fa465e42021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0fki-0900000000-d67f635e503103dc887e2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0r7i-4900000000-0f535b7035498a1a63032021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0ue9-9200000000-344fc9120de4f34191d32021-09-22View Spectrum
NMRNot Available
ChemSpider IDNot Available
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound IDNot Available
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDNot Available
CRC / DFC (Dictionary of Food Compounds) IDNot Available
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