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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:52:47 UTC

Update Date

2023-02-21 17:22:49 UTC

HMDB ID

HMDB0032938

Secondary Accession Numbers

HMDB32938

Metabolite Identification

Common Name

Chromone

Description

Chromone, also known as 1,4-benzopyrone or benzo-γ-pyrone, belongs to the class of organic compounds known as chromones. Chromones are compounds containing a benzopyran-4-one moiety. Chromone has been detected, but not quantified in, fats and oils and herbs and spices. This could make chromone a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Chromone.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
1,4-Benzopyrone	ChEBI
1-Benzopyran-4-one	ChEBI
4-Chromone	ChEBI
4-oxo-4H-1-Benzopyran	ChEBI
Benzo-gamma-pyrone	ChEBI
Benzo-g-pyrone	Generator
Benzo-γ-pyrone	Generator
4H-benzo(b)Pyran-4-one	HMDB
4H-Chromen-4-one	HMDB
Benz-g-pyrone	HMDB
Benzopyrone	HMDB

Chemical Formula

C₉H₆O₂

Average Molecular Weight

146.1427

Monoisotopic Molecular Weight

146.036779436

IUPAC Name

4H-chromen-4-one

Traditional Name

4H-1-benzopyran-4-one

CAS Registry Number

491-38-3

SMILES

O=C1C=COC2=CC=CC=C12

InChI Identifier

InChI=1S/C9H6O2/c10-8-5-6-11-9-4-2-1-3-7(8)9/h1-6H

InChI Key

OTAFHZMPRISVEM-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as chromones. Chromones are compounds containing a benzopyran-4-one moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

Chromones

Alternative Parents

Substituents

Chromone
Pyranone
Benzenoid
Pyran
Heteroaromatic compound
Oxacycle
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

enone (CHEBI:72013 )
chromones (CHEBI:72013 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0032938)
Cytoplasm (HMDB: HMDB0032938)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0032938)

Source

Exogenous

Food

Food (HMDB: HMDB0032938)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Fat and oil

Fats and oils (FooDB: FOOD00864)

Endogenous

Plant

Plant (HMDB: HMDB0032938)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0032938)

Industrial application

Pharmaceutical industry

Anti-allergic (HMDB: HMDB0032938)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	59 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	5228 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	1.78 g/L	ALOGPS
logP	1.65	ALOGPS
logP	1.67	ChemAxon
logS	-1.9	ALOGPS
pKa (Strongest Acidic)	15.5	ChemAxon
pKa (Strongest Basic)	-5.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.3 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	41.29 m³·mol⁻¹	ChemAxon
Polarizability	14.29 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	128.879	31661259
DarkChem	[M-H]-	127.38	31661259
DeepCCS	[M-2H]-	164.929	30932474
DeepCCS	[M+Na]+	140.21	30932474
AllCCS	[M+H]+	127.5	32859911
AllCCS	[M+H-H2O]+	122.6	32859911
AllCCS	[M+NH4]+	132.1	32859911
AllCCS	[M+Na]+	133.4	32859911
AllCCS	[M-H]-	124.9	32859911
AllCCS	[M+Na-2H]-	125.6	32859911
AllCCS	[M+HCOO]-	126.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Chromone	O=C1C=COC2=CC=CC=C12	2132.0	Standard polar	33892256
Chromone	O=C1C=COC2=CC=CC=C12	1300.8	Standard non polar	33892256
Chromone	O=C1C=COC2=CC=CC=C12	1409.9	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Chromone GC-MS (Non-derivatized) - 70eV, Positive	splash10-00kb-2900000000-b904f1f87b1400835335	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Chromone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chromone 10V, Positive-QTOF	splash10-0002-0900000000-5c00fbb2120f421d0299	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chromone 20V, Positive-QTOF	splash10-0002-0900000000-6320dfe13f8240ae4951	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chromone 40V, Positive-QTOF	splash10-0fkd-9600000000-6532ff0c44e91093a00e	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chromone 10V, Negative-QTOF	splash10-0002-0900000000-f7061e9a45a396aee361	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chromone 20V, Negative-QTOF	splash10-0002-0900000000-0485ef6d5974716954d9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chromone 40V, Negative-QTOF	splash10-0gb9-9500000000-d972a59a60686d651f36	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chromone 10V, Negative-QTOF	splash10-0002-0900000000-1d0db45cb6de82902a08	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chromone 20V, Negative-QTOF	splash10-0002-0900000000-974ed475816b8c2f970d	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chromone 40V, Negative-QTOF	splash10-014i-4900000000-097d1a45f6c841b42aa6	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chromone 10V, Positive-QTOF	splash10-0002-0900000000-0ee6e9287680acdb4e46	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chromone 20V, Positive-QTOF	splash10-0002-0900000000-c6a2ba21107210eddc4e	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chromone 40V, Positive-QTOF	splash10-016r-9300000000-61360032771ed7d30950	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-04	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB010923

KNApSAcK ID

C00054121

Chemspider ID

9866

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Chromone

METLIN ID

Not Available

PubChem Compound

10286

PDB ID

Not Available

ChEBI ID

72013

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1229741

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Di Braccio M, Roma G, Leoncini G, Poggi M: Pyran derivatives XIX. (Dialkylamino) substituted 1-benzopyranones and naphthopyranones with platelet antiaggregating activity. Farmaco. 1995 Oct;50(10):703-11. [PubMed:8590578 ]
Curtain C, Looney FD, Smelstorius JA: Glycosphingolipid clustering and mast cell degranulation. Int Arch Allergy Appl Immunol. 1981;65(1):34-41. [PubMed:6260692 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Chromone (HMDB0032938)

MOL for HMDB0032938 (Chromone)

3D MOL for HMDB0032938 (Chromone)

3D SDF for HMDB0032938 (Chromone)

3D-SDF for HMDB0032938 (Chromone)

PDB for HMDB0032938 (Chromone)

3D PDB for HMDB0032938 (Chromone)

SMILES for HMDB0032938 (Chromone)

INCHI for HMDB0032938 (Chromone)

Structure for HMDB0032938 (Chromone)

3D Structure for HMDB0032938 (Chromone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra