Showing Compound 3',4',5'-Trimethoxytricetin (FDB016820)

Record Information

Version

1.0

Creation date

2010-04-08 22:12:40 UTC

Update date

2019-11-26 03:13:50 UTC

Primary ID

FDB016820

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

3',4',5'-Trimethoxytricetin

Description

5,7-Dihydroxy-3',4',5'-trimethoxyflavone, also known as tricetin 3',4',5'-trimethyl ether, belongs to the class of organic compounds known as 4'-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C4' atom of the flavonoid backbone. Thus, 5,7-dihydroxy-3',4',5'-trimethoxyflavone is considered to be a flavonoid. 5,7-Dihydroxy-3',4',5'-trimethoxyflavone has been detected, but not quantified in, a few different foods, such as barleys (Hordeum vulgare), breakfast cereal, and cereals and cereal products. This could make 5,7-dihydroxy-3',4',5'-trimethoxyflavone a potential biomarker for the consumption of these foods. Based on a literature review a small amount of articles have been published on 5,7-Dihydroxy-3',4',5'-trimethoxyflavone.

CAS Number

18103-42-9

Structure

MOL SDF PDB SMILES InChI

Synonyms

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Synonym	Source
3',4',5'-Trimethoxytricetin	manual
5, 7-Dihydroxy-3',4',5'-trimethoxyflavone	HMDB
5,7-Dihydroxy-2-(3,4,5-trimethoxyphenyl)-4-benzopyrone	ChEBI
5,7-Dihydroxy-2-(3,4,5-trimethoxyphenyl)-4H-1-benzopyran-4-one	ChEBI
5,7-Dihydroxy-2-(3,4,5-trimethoxyphenyl)-4H-chromen-4-one	ChEBI
5,7-Dihydroxy-3',4',5'-trimethoxy flavone	HMDB
5,7-Dihydroxy-3',4',5'-trimethoxy-flavone	HMDB
5,7-Dihydroxy-3',4',5'-trimethoxyflavon	HMDB
5,7-Dihydroxy-3',4',5'-trimethoxyflavone	ChEBI
Dimethyl benzoylonate	HMDB

Showing 1 to 10 of 13 entries

Predicted Properties

Property	Value	Source
Water Solubility	0.05 g/L	ALOGPS
logP	2.92	ALOGPS
logP	2.54	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	6.64	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	94.45 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	90.32 m³·mol⁻¹	ChemAxon
Polarizability	34.81 Å³	ChemAxon
Number of Rings	3	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

C18H16O7

IUPAC name

5,7-dihydroxy-2-(3,4,5-trimethoxyphenyl)-4H-chromen-4-one

InChI Identifier

InChI=1S/C18H16O7/c1-22-15-4-9(5-16(23-2)18(15)24-3)13-8-12(21)17-11(20)6-10(19)7-14(17)25-13/h4-8,19-20H,1-3H3

InChI Key

CPCPHNWWTJLXKQ-UHFFFAOYSA-N

Isomeric SMILES

COC1=CC(=CC(OC)=C1OC)C1=CC(=O)C2=C(O)C=C(O)C=C2O1

Average Molecular Weight

344.3154

Monoisotopic Molecular Weight

344.089602866

Classification

Description

Belongs to the class of organic compounds known as 4'-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C4' atom of the flavonoid backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

O-methylated flavonoids

Direct Parent

4'-O-methylated flavonoids

Alternative Parents

Substituents

3p-methoxyflavonoid-skeleton
4p-methoxyflavonoid-skeleton
Hydroxyflavonoid
Flavone
5-hydroxyflavonoid
7-hydroxyflavonoid
Chromone
1-benzopyran
Benzopyran
Anisole
Phenol ether
Phenoxy compound
Methoxybenzene
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Pyranone
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
Pyran
Vinylogous acid
Heteroaromatic compound
Organoheterocyclic compound
Oxacycle
Ether
Organic oxide
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

dihydroxyflavone (CHEBI:543745 )
trimethoxyflavone (CHEBI:543745 )
Flavones and Flavonols (LMPK12110880 )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Biological location:

Subcellular:

Source:

Food

Biological:

Plant:

Poaceae

Role

Biological role:

Nutrient

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

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Property	Value	Reference
Boiling Point	Not Available
Charge	Not Available
Density	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Experimental Water Solubility	Not Available
Isoelectric point	Not Available
Mass Composition	C 62.79%; H 4.68%; O 32.53%	DFC
Melting Point	Mp 272-274°	DFC
Optical Rotation	Not Available

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	3',4',5'-Trimethoxytricetin, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-02dl-0319000000-413f0783d7bf8ae67af3	Spectrum
Predicted GC-MS	3',4',5'-Trimethoxytricetin, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-00di-2121900000-7068020543a761b59f0a	Spectrum
Predicted GC-MS	3',4',5'-Trimethoxytricetin, 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	splash10-0002-0009000000-7e87873917ca6249d882	2015-04-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0002-0009000000-f463b76bea1005855c11	2015-04-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-1001-4974000000-b062aed3c3227b8eb81c	2015-04-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0006-0009000000-0f7f4327e02f56f16e39	2015-04-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0006-0009000000-95297b0fe99d32ded6d8	2015-04-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0pb9-2391000000-3957b1caf39ec8c9b457	2015-04-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0002-0009000000-085a08c1146edef76865	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0002-0009000000-99c44188c0bacd136745	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0udi-0109000000-5c0db3eed1f5d7bb868c	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0006-0009000000-d20370bf9d7459f83bfc	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-0009000000-c6c30524871564d988c0	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-006x-0479000000-ecd489e362d3148688af	2021-09-24	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

ChEMBL ID

KEGG Compound ID

Pubchem Compound ID

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB37692

CRC / DFC (Dictionary of Food Compounds) ID

BHJ40-K:KTK93-I

EAFUS ID

Not Available

Dr. Duke ID

5,7-DIHYDROXY-3',4',5'-TRIMETHOXY-FLAVONE

BIGG ID

Not Available

KNApSAcK ID

C00003916

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

Not Available

SuperScent ID

Not Available

Wikipedia ID

Not Available

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

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Food	Content Range	Average	Reference

Breakfast cereal	Expected but not quantified	Not Available	DFC CODES
Barley	Expected but not quantified	Not Available	Inferred by geno/metabolomic analysis

Showing 1 to 2 of 2 entries

Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Not Available

Files

MSDS

Not Available

References

Synthesis Reference

Not Available

General Reference

Not Available

Content Reference

Showing Compound 3',4',5'-Trimethoxytricetin (FDB016820)

Structure for FDB016820 (3',4',5'-Trimethoxytricetin)