ContaminantDB: Desmethoxyyangonin

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-05-22 04:17:35 UTC

Update Date

2016-11-09 01:15:35 UTC

Accession Number

CHEM017385

Identification

Common Name

Desmethoxyyangonin

Class

Small 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 Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
56-Dehydrokawain	ChEMBL, HMDB
56-Dehydrokawin	ChEMBL, HMDB
(e)-4-Methoxy-6-(2-phenylethenyl)-2H-pyran-2-one	HMDB
2H-Pyran-2-one, 4-methoxy-6-(2-phenylethenyl)-, (e)- (9ci)	HMDB
4-Methoxy-6-(2-phenylethenyl)-(e)-2H-pyran-2-one	HMDB
4-Methoxy-6-(2-phenylethenyl)-2H-pyran-2-one	HMDB
4-Methoxy-6-styryl-(e)-2H-pyran-2-one	HMDB
4-Methoxy-6-styryl-2H-pyran-2-one	HMDB
4-Methoxy-6-[(e)-2-phenylethenyl]-2H-pyran-2-one	HMDB
4-Methoxy-6-[(e)-2-phenylvinyl]-2H-pyran-2-one	HMDB
5,6-Dehydrokawain	HMDB
Demethoxyyangonin	HMDB
Desmethoxyyangonin	HMDB
DMY	HMDB
5,6-Dehydrokawain, (e)-isomer	MeSH, HMDB

Chemical Formula

C₁₄H₁₂O₃

Average Molecular Mass

228.243 g/mol

Monoisotopic Mass

228.079 g/mol

CAS Registry Number

15345-89-8

IUPAC Name

4-methoxy-6-[(E)-2-phenylethenyl]-2H-pyran-2-one

Traditional Name

desmethoxyyangonin

SMILES

COC1=CC(=O)OC(\C=C\C2=CC=CC=C2)=C1

InChI Identifier

InChI=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 Key

DKKJNZYHGRUXBS-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.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Kavalactones

Sub Class

Not Available

Direct Parent

Kavalactones

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 Framework

Aromatic heteromonocyclic compounds

External Descriptors

aromatic ether (CHEBI:1995 )
2-pyranones (CHEBI:1995 )
alpha-Pyrones (C09925 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.04 g/L	ALOGPS
logP	3.2	ALOGPS
logP	2.64	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	35.53 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	68.74 m³·mol⁻¹	ChemAxon
Polarizability	24.42 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-01tc-4970000000-5313253d81990e8f899d	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - , positive	splash10-0ufu-0930000000-c45b0f14494494198c6c	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-004i-0190000000-69ef56e66ed3e2d76e85	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-004i-1790000000-646967bbc7e9bc2ac6fd	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0fb9-3910000000-b624986462c7f4bc3a12	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-0490000000-c2f830d977ce499b03bc	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-002f-9340000000-ee86bc62eed6a5fd4577	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-002f-8900000000-92e15b6d1ede62fa6571	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-0090000000-f0e0fc28215258fdeb31	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-0690000000-317865019d785558fd79	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9100000000-818ce39c4616027934e5	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-004i-0290000000-c05a8d84225eb8226a2f	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-004i-3970000000-057a25d403e514d8d120	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-004i-6900000000-8178f04b27a5dbcbba65	Spectrum

Toxicity Profile

Route of Exposure

Not Available

Mechanism of Toxicity

Not Available

Metabolism

Not Available

Toxicity Values

Not Available

Lethal Dose

Not Available

Carcinogenicity (IARC Classification)

Not Available

Uses/Sources

Not Available

Minimum Risk Level

Not Available

Health Effects

Not Available

Symptoms

Not Available

Treatment

Not Available

Concentrations

Not Available

External Links

DrugBank ID

Not Available

HMDB ID

HMDB0034270

FooDB ID

FDB012602

Phenol Explorer ID

Not Available

KNApSAcK ID

C00002987

BiGG ID

Not Available

BioCyc ID

Not Available

METLIN ID

Not Available

PDB ID

Not Available

Wikipedia Link

Not Available

Chemspider ID

4438012

ChEBI ID

Not Available

PubChem Compound ID

5273621

Kegg Compound ID

C09925

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

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.

Desmethoxyyangonin (CHEM017385)

Structure for CHEM017385: Desmethoxyyangonin