Showing Compound Phlorisovalerophenone (FDB011960)

Record Information

Version

1.0

Creation date

2010-04-08 22:09:55 UTC

Update date

2019-11-26 03:05:50 UTC

Primary ID

FDB011960

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Phlorisovalerophenone

Description

3-Methyl-1-(2,4,6-trihydroxyphenyl)-1-butanone, also known as phlorisovalerophenone, belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group. 3-Methyl-1-(2,4,6-trihydroxyphenyl)-1-butanone has been detected, but not quantified in, several different foods, such as pepper (c. pubescens), ohelo berries (Vaccinium reticulatum), pepper (capsicum), allspices (Pimenta dioica), and chinese chestnuts (Castanea mollissima). This could make 3-methyl-1-(2,4,6-trihydroxyphenyl)-1-butanone a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 3-Methyl-1-(2,4,6-trihydroxyphenyl)-1-butanone.

CAS Number

26103-97-9

Structure

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

Synonyms

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Synonym	Source
2',4',6'-Trihydroxy-3-methylbutyrophenone, 8ci	HMDB
2',4',6'-Trihydroxy-3-methylbutyrophenone, 8CI	db_source
2,4,6-Trihydroxyisovalerophenone	HMDB
3-Methyl-1-(2,4,6-trihydroxyphenyl)-1-butanone	db_source
3-Methyl-1-(2,4,6-trihydroxyphenyl)butan-1-one	Kegg
Phlorisovalerophenone	ChEBI

Showing 1 to 6 of 6 entries

Predicted Properties

Property	Value	Source
Water Solubility	1.76 g/L	ALOGPS
logP	2.11	ALOGPS
logP	3.35	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	8.01	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	77.76 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	56.18 m³·mol⁻¹	ChemAxon
Polarizability	21.22 Å³	ChemAxon
Number of Rings	1	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

C11H14O4

IUPAC name

3-methyl-1-(2,4,6-trihydroxyphenyl)butan-1-one

InChI Identifier

InChI=1S/C11H14O4/c1-6(2)3-8(13)11-9(14)4-7(12)5-10(11)15/h4-6,12,14-15H,3H2,1-2H3

InChI Key

VSDWHZGJGWMIRN-UHFFFAOYSA-N

Isomeric SMILES

CC(C)CC(=O)C1=C(O)C=C(O)C=C1O

Average Molecular Weight

210.2265

Monoisotopic Molecular Weight

210.089208936

Classification

Description

Belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Alkyl-phenylketones

Alternative Parents

Substituents

Alkyl-phenylketone
Acylphloroglucinol derivative
Butyrophenone
Benzenetriol
Phloroglucinol derivative
Aryl alkyl ketone
Benzoyl
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Benzenoid
Vinylogous acid
Polyol
Hydrocarbon derivative
Organic oxide
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

butanone (CHEBI:15951 )
a secondary metabolite (3-METHYL-1-246-TRIHYDROXYPHENYLBUTAN )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Food

Biological:

Plant:

Animal

Biological location:

Subcellular:

Cytoplasm

Cell and elements:

Extracellular

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 62.85%; H 6.71%; O 30.44%	DFC
Melting Point	Mp 145° (anhyd.)	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	Phlorisovalerophenone, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0udi-3900000000-8782ceb83df64880ef9a	Spectrum
Predicted GC-MS	Phlorisovalerophenone, 3 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-044i-9326500000-656817b218826d7617ac	Spectrum
Predicted GC-MS	Phlorisovalerophenone, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - , positive	splash10-0pb9-0900000000-acb41314f33574533a12	2017-09-14	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03di-1590000000-e4fbd3649b03ee2e383a	2015-05-27	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0udi-3910000000-a840693f66d2858e9499	2015-05-27	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0udi-6900000000-a2865b99331b909bdc0f	2015-05-27	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-0390000000-e1c8ca9cc7f1f6c473ba	2015-05-27	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-056r-2930000000-097fce40bb9093ff6b8e	2015-05-27	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0059-7900000000-71672240b3fd39977ed9	2015-05-27	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-0190000000-e9d26e4f18bb8f0f2568	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-056r-1940000000-ff1d3754f5f342f97b60	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00kf-9200000000-aeb1c0891012deb61e1b	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03dl-9270000000-4cd0f738797008f2393c	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0006-9100000000-c8d68a00086c688e1f78	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0udi-6900000000-fca53d9c62f23df58689	2021-09-25	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

HMDB33798

CRC / DFC (Dictionary of Food Compounds) ID

HCC30-D:HCC30-D

EAFUS ID

Not Available

Dr. Duke ID

Not Available

BIGG ID

Not Available

KNApSAcK ID

Not Available

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

Abalone	Expected but not quantified	Not Available	Inferred by geno/metabolomic analysis
Abiyuch	Expected but not quantified	Not Available	Inferred by geno/metabolomic analysis
Acerola	Expected but not quantified	Not Available	Inferred by geno/metabolomic analysis
Acorn	Expected but not quantified	Not Available	Inferred by geno/metabolomic analysis
Adzuki bean	Expected but not quantified	Not Available	Inferred by geno/metabolomic analysis
Agar	Expected but not quantified	Not Available	Inferred by geno/metabolomic analysis
Agave	Expected but not quantified	Not Available	Inferred by geno/metabolomic analysis
Alaska blueberry	Expected but not quantified	Not Available	Inferred by geno/metabolomic analysis
Alaska wild rhubarb	Expected but not quantified	Not Available	Inferred by geno/metabolomic analysis
Alfalfa	Expected but not quantified	Not Available	Inferred by geno/metabolomic analysis