Record Information
Version1.0
Creation date2010-04-08 22:15:04 UTC
Update date2019-11-26 03:19:02 UTC
Primary IDFDB020507
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameAllixin
DescriptionAllixin belongs to the class of organic compounds known as pyranones and derivatives. Pyranones and derivatives are compounds containing a pyran ring which bears a ketone. Allixin is an extremely weak basic (essentially neutral) compound (based on its pKa). Allixin has been detected, but not quantified in, a few different foods, such as garlics, onion-family vegetables, and soft-necked garlics. This could make allixin a potential biomarker for the consumption of these foods.
CAS Number125263-70-9
Structure
Thumb
Synonyms
SynonymSource
3-Hydroxy-5-methoxy-6-methyl-2-pentyl-4H-pyran-4-oneHMDB
3-Hydroxy-5-methoxy-6-methyl-2-pentyl-4H-pyran-4-one, 9ciHMDB
AllixinMeSH
3-Hydroxy-5-methoxy-6-methyl-2-pentyl-4H-pyran-4-one, 9CIdb_source
4H-Pyran-4-one, 3-hydroxy-5-methoxy-6-methyl-2-pentyl-biospider
Predicted Properties
PropertyValueSource
Water Solubility1.37 g/LALOGPS
logP2.22ALOGPS
logP2.47ChemAxon
logS-2.2ALOGPS
pKa (Strongest Acidic)9ChemAxon
pKa (Strongest Basic)-3.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area55.76 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity64.59 m³·mol⁻¹ChemAxon
Polarizability24.86 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC12H18O4
IUPAC name3-hydroxy-5-methoxy-6-methyl-2-pentyl-4H-pyran-4-one
InChI IdentifierInChI=1S/C12H18O4/c1-4-5-6-7-9-10(13)11(14)12(15-3)8(2)16-9/h13H,4-7H2,1-3H3
InChI KeyOHRPDNHRQKOLGN-UHFFFAOYSA-N
Isomeric SMILESCCCCCC1=C(O)C(=O)C(OC)=C(C)O1
Average Molecular Weight226.2689
Monoisotopic Molecular Weight226.120509064
Classification
Description belongs to the class of organic compounds known as pyranones and derivatives. Pyranones and derivatives are compounds containing a pyran ring which bears a ketone.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassPyrans
Sub ClassPyranones and derivatives
Direct ParentPyranones and derivatives
Alternative Parents
Substituents
  • Pyranone
  • Alkyl aryl ether
  • Heteroaromatic compound
  • Cyclic ketone
  • Oxacycle
  • Ether
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Biological role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 63.70%; H 8.02%; O 28.28%DFC
Melting PointMp 80-81°DFC
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV Data[neutral] lmax 279 () (no solvent reported)DFC
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-00ou-9720000000-093c9049ee1179128c0cJSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-05c6-9080000000-fc78c321e9e21fe5b632JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-0090000000-cb6d70574c64c7c469aaJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0adi-9440000000-0e9f7173dde50f35d55dJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052f-9100000000-03be665ab039ebb0c079JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0190000000-fec9a9db5ebce3ccdee8JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0170-4930000000-d67259b2c56a9ece556fJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0aor-9300000000-b7237de65b34f63e47f4JSpectraViewer
ChemSpider ID77892
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID86374
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB40705
CRC / DFC (Dictionary of Food Compounds) IDMTB81-G:MTB81-G
EAFUS IDNot Available
Dr. Duke IDALLIXIN
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 / Bioactivities
DescriptorIDDefinitionReference
anti cancer35610 A substance that inhibits or prevents the proliferation of neoplasms.DUKE
anti mutagenicDUKE
antioxidant22586 A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides. In European countries, E-numbers for permitted antioxidant food additives are from E 300 to E 324.DUKE
anti promoterDUKE
antitumor35610 A substance that inhibits or prevents the proliferation of neoplasms.DUKE
chemopreventive35610 A substance that inhibits or prevents the proliferation of neoplasms.DUKE
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).