Desmethoxyyangonin (CHEM017385)

Record Information
Version1.0
Creation Date2016-05-22 04:17:35 UTC
Update Date2026-08-19 04:51:37 UTC
Accession NumberCHEM017385
Identification
Common NameDesmethoxyyangonin
ClassSmall Molecule
Description
5,6-Dihydro-5-hydroxy-6-methyl-2H-pyran-2-one is found in beverages. 5,6-Dihydro-5-hydroxy-6-methyl-2H-pyran-2-one is found in kava (Piper methysticum). FDA advises against use of kava in food due to potential risk of severe liver damag
Contaminant Sources
  • FooDB Chemicals
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
56-DehydrokawainChEMBL, HMDB
56-DehydrokawinChEMBL, HMDB
(e)-4-Methoxy-6-(2-phenylethenyl)-2H-pyran-2-oneHMDB
2H-Pyran-2-one, 4-methoxy-6-(2-phenylethenyl)-, (e)- (9ci)HMDB
4-Methoxy-6-(2-phenylethenyl)-(e)-2H-pyran-2-oneHMDB
4-Methoxy-6-(2-phenylethenyl)-2H-pyran-2-oneHMDB
4-Methoxy-6-styryl-(e)-2H-pyran-2-oneHMDB
4-Methoxy-6-styryl-2H-pyran-2-oneHMDB
4-Methoxy-6-[(e)-2-phenylethenyl]-2H-pyran-2-oneHMDB
4-Methoxy-6-[(e)-2-phenylvinyl]-2H-pyran-2-oneHMDB
5,6-DehydrokawainHMDB
DemethoxyyangoninHMDB
DesmethoxyyangoninHMDB
DMYHMDB
5,6-Dehydrokawain, (e)-isomerMeSH, HMDB
Chemical FormulaC14H12O3
Average Molecular Mass228.243 g/mol
Monoisotopic Mass228.079 g/mol
CAS Registry Number15345-89-8
IUPAC Name4-methoxy-6-[(E)-2-phenylethenyl]-2H-pyran-2-one
Traditional Namedesmethoxyyangonin
SMILESCOC1=CC(=O)OC(\C=C\C2=CC=CC=C2)=C1
InChI IdentifierInChI=1S/C14H12O3/c1-16-13-9-12(17-14(15)10-13)8-7-11-5-3-2-4-6-11/h2-10H,1H3/b8-7+
InChI KeyDKKJNZYHGRUXBS-BQYQJAHWSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as kavalactones. These are lactones, which is structurally characterized by a benzene ring and a pyranone moiety, linked to each other to form a 4-methoxy-6-(2-phenylethyl)-2H-pyran-2-one skeleton.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassKavalactones
Sub ClassNot Available
Direct ParentKavalactones
Alternative Parents
Substituents
  • Kavalactone
  • Styrene
  • Alkyl aryl ether
  • Pyranone
  • Benzenoid
  • Pyran
  • Monocyclic benzene moiety
  • Heteroaromatic compound
  • Vinylogous ester
  • Lactone
  • Oxacycle
  • Organoheterocyclic compound
  • Ether
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organic oxygen compound
  • Organic oxide
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.04 g/LALOGPS
logP3.2ALOGPS
logP2.64ChemAxon
logS-3.8ALOGPS
pKa (Strongest Basic)-4.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area35.53 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity68.74 m³·mol⁻¹ChemAxon
Polarizability24.42 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
External Links
DrugBank IDNot Available
HMDB IDHMDB0034270
FooDB IDFDB012602
Phenol Explorer IDNot Available
KNApSAcK IDC00002987
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider ID4438012
ChEBI IDNot Available
PubChem Compound ID5273621
Kegg Compound IDC09925
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.