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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:53:42 UTC
Update Date2022-03-07 02:53:35 UTC
HMDB IDHMDB0033096
Secondary Accession Numbers
  • HMDB33096
Metabolite Identification
Common NameApional
DescriptionApional belongs to the class of organic compounds known as benzodioxoles. These are organic compounds containing a benzene ring fused to either isomers of dioxole. Dioxole is a five-membered unsaturated ring of two oxygen atoms and three carbon atoms. Apional has been detected, but not quantified in, herbs and spices. This could make apional a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Apional.
Structure
Data?1563862352
Synonyms
ValueSource
2,5-Dimethoxy-3,4-methylenedioxycinnamaldehydeHMDB
3-(2,5-Dimethoxy-3,4-methylenedioxyphenyl)-2-propenalHMDB
Chemical FormulaC12H12O5
Average Molecular Weight236.2207
Monoisotopic Molecular Weight236.068473494
IUPAC Name(2E)-3-(4,7-dimethoxy-2H-1,3-benzodioxol-5-yl)prop-2-enal
Traditional Name(2E)-3-(4,7-dimethoxy-2H-1,3-benzodioxol-5-yl)prop-2-enal
CAS Registry NumberNot Available
SMILES
COC1=C2OCOC2=C(OC)C(\C=C\C=O)=C1
InChI Identifier
InChI=1S/C12H12O5/c1-14-9-6-8(4-3-5-13)10(15-2)12-11(9)16-7-17-12/h3-6H,7H2,1-2H3/b4-3+
InChI KeyWTHYSOXPCHPBOG-ONEGZZNKSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as benzodioxoles. These are organic compounds containing a benzene ring fused to either isomers of dioxole. Dioxole is a five-membered unsaturated ring of two oxygen atoms and three carbon atoms.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassBenzodioxoles
Sub ClassNot Available
Direct ParentBenzodioxoles
Alternative Parents
Substituents
  • Benzodioxole
  • Anisole
  • Styrene
  • Alkyl aryl ether
  • Benzenoid
  • Enal
  • Alpha,beta-unsaturated aldehyde
  • Oxacycle
  • Ether
  • Acetal
  • Organooxygen compound
  • Carbonyl group
  • Hydrocarbon derivative
  • Organic oxide
  • Organic oxygen compound
  • Aldehyde
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
Role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point99 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.49 g/LALOGPS
logP1.69ALOGPS
logP1.29ChemAxon
logS-2.7ALOGPS
pKa (Strongest Basic)-4.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area53.99 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity60.83 m³·mol⁻¹ChemAxon
Polarizability23.57 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+156.97731661259
DarkChem[M-H]-155.54531661259
DeepCCS[M+H]+153.95130932474
DeepCCS[M-H]-151.59330932474
DeepCCS[M-2H]-184.48530932474
DeepCCS[M+Na]+160.04430932474
AllCCS[M+H]+151.432859911
AllCCS[M+H-H2O]+147.532859911
AllCCS[M+NH4]+155.132859911
AllCCS[M+Na]+156.232859911
AllCCS[M-H]-153.032859911
AllCCS[M+Na-2H]-152.932859911
AllCCS[M+HCOO]-152.932859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
ApionalCOC1=C2OCOC2=C(OC)C(\C=C\C=O)=C13321.3Standard polar33892256
ApionalCOC1=C2OCOC2=C(OC)C(\C=C\C=O)=C11889.2Standard non polar33892256
ApionalCOC1=C2OCOC2=C(OC)C(\C=C\C=O)=C12115.3Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Apional GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a4l-1790000000-e62cd033e8bcc0cda7642017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Apional GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Apional 10V, Positive-QTOFsplash10-000i-0090000000-3ddbd8bfada8ed64fe1c2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Apional 20V, Positive-QTOFsplash10-052r-1190000000-41882ddbd874d84483222016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Apional 40V, Positive-QTOFsplash10-06vi-2900000000-359af706523331e8ee2f2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Apional 10V, Negative-QTOFsplash10-000i-0090000000-d0220216d0185d6f5d3d2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Apional 20V, Negative-QTOFsplash10-000i-0390000000-9eadd279a082e06a10ec2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Apional 40V, Negative-QTOFsplash10-0bu0-1900000000-9cf03eb0070ee0cfea022016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Apional 10V, Positive-QTOFsplash10-000i-0090000000-94c44165e722b5c2ac942021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Apional 20V, Positive-QTOFsplash10-000i-0190000000-ca4ac42810eac133f7112021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Apional 40V, Positive-QTOFsplash10-0ap3-6980000000-287a2333d54a48aa53772021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Apional 10V, Negative-QTOFsplash10-052r-0090000000-14ff836eb46beeaee4d62021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Apional 20V, Negative-QTOFsplash10-0a70-0690000000-aad8b2e3e71ca7d833e72021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Apional 40V, Negative-QTOFsplash10-00fr-6920000000-e7ecd53c8d4a65ec83332021-09-23Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB011091
KNApSAcK IDNot Available
Chemspider ID8118382
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound9942770
PDB IDNot Available
ChEBI ID174212
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .