Showing Compound Yangonin (FDB012419)

Record Information

Version

1.0

Creation date

2010-04-08 22:10:09 UTC

Update date

2019-11-26 03:06:44 UTC

Primary ID

FDB012419

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Yangonin

Description

Yangonin 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. Yangonin has been detected, but not quantified in, beverages. This could make yangonin a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Yangonin.

CAS Number

500-62-9

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Synonym	Source
4-Methoxy-6-[2-(4-methoxyphenyl)ethenyl]-2H-pyran-2-one	Kegg
4-Methoxy-6-(p-methoxystyryl)-2H-pyran-2-one	MeSH
4-Methoxy-6-(4-methoxystyryl)-a-pyrone	HMDB
4-Methoxy-6-(beta-(P-anisyl)vinyl)-alpha-pyrone	HMDB
4-Methoxy-6-[(e)-2-(4-methoxyphenyl)vinyl]-2H-pyran-2-one	HMDB
4-Methoxy-6-[2-(4-methoxyphenyl)ethenyl]-2H-pyran-2-one, 9ci	HMDB
2H-Pyran-2-one, 4-methoxy-6-(p-methoxystyryl)-	biospider
4-Methoxy-6-(beta-(p-anisyl)vinyl)-alpha-pyrone	biospider
4-methoxy-6-[(E)-2-(4-methoxyphenyl)vinyl]-2H-pyran-2-one	biospider
4-Methoxy-6-[2-(4-methoxyphenyl)ethenyl]-2H-pyran-2-one, 9CI	db_source

Predicted Properties

Property	Value	Source
Water Solubility	0.013 g/L	ALOGPS
logP	3	ALOGPS
logP	2.48	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Basic)	-4.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	44.76 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	75.2 m³·mol⁻¹	ChemAxon
Polarizability	27.58 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C15H14O4

IUPAC name

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

InChI Identifier

InChI=1S/C15H14O4/c1-17-12-6-3-11(4-7-12)5-8-13-9-14(18-2)10-15(16)19-13/h3-10H,1-2H3/b8-5+

InChI Key

XLHIYUYCSMZCCC-VMPITWQZSA-N

Isomeric SMILES

COC1=CC=C(\C=C\C2=CC(OC)=CC(=O)O2)C=C1

Average Molecular Weight

258.2693

Monoisotopic Molecular Weight

258.089208936

Classification

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
Anisole
Phenoxy compound
Phenol ether
Styrene
Methoxybenzene
Pyranone
Alkyl aryl ether
Benzenoid
Monocyclic benzene moiety
Pyran
Vinylogous ester
Heteroaromatic compound
Lactone
Ether
Organoheterocyclic compound
Oxacycle
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

aromatic ether (CHEBI:10089 )
2-pyranones (CHEBI:10089 )
alpha-Pyrones (C09980 )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Biological location:

Subcellular:

Source:

Food

Role

Biological role:

Nutrient

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Not Available
Physical Description	Not Available
Mass Composition	C 69.76%; H 5.46%; O 24.78%	DFC
Melting Point	Mp 153-154°	DFC
Boiling Point	Not Available
Experimental Water Solubility	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	Not Available
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	Yangonin, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-052f-1390000000-b5bbf1f136609500165b	Spectrum
Predicted GC-MS	Yangonin, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-0090000000-0064fe61f04f340cfc41	2016-06-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4i-0390000000-02f5c4ac24041bff5138	2016-06-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4i-2950000000-c356024333a2fa73d48f	2016-06-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-0090000000-c80037a5499d4ee96e80	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0006-8190000000-25a283ee23eb1eaea784	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-052f-9810000000-a91c0a22e3459308740c	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-0090000000-3565cef92b3fab56cc27	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-053r-0950000000-41905c71b0906a928933	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-066u-5920000000-2a14c40b8398bc1421b2	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-0090000000-1b6066ae6cfd0e8e6c60	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4i-0590000000-b66b397b084847302e29	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-004r-8920000000-b4d4c5a43694ac95910a	2021-09-24	View Spectrum