Showing Compound 5,7-Dimethoxycoumarin (FDB010938)

Record Information

Version

1.0

Creation date

2010-04-08 22:09:22 UTC

Update date

2019-11-26 03:04:20 UTC

Primary ID

FDB010938

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

5,7-Dimethoxycoumarin

Description

Citropten belongs to the class of organic compounds known as coumarins and derivatives. These are polycyclic aromatic compounds containing a 1-benzopyran moiety with a ketone group at the C2 carbon atom (1-benzopyran-2-one). Citropten has been detected, but not quantified in, a few different foods, such as citrus, lemons (Citrus limon), and limes (Citrus aurantiifolia). This could make citropten a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Citropten.

CAS Number

487-06-9

Structure

MOL SDF PDB SMILES InChI

Synonyms

Show entries

Search:

Synonym	Source
5, 7-Dimethoxycoumarin	HMDB
5,7-Dimethoxy-2-benzopyrone	HMDB
5,7-Dimethoxy-2H-1-benzo-pyran-2-one	HMDB
5,7-Dimethoxy-2H-1-benzopyran-2-one	HMDB
5,7-Dimethoxy-2H-chromen-2-one	HMDB
5,7-Dimethoxy-coumarin	HMDB
5,7-Dimethoxycoumarin	HMDB
5,7-Dimethyloxy-2H-1-benzopyran-2-one	HMDB
57-Dimethoxycoumarin	ChEMBL, HMDB
Citraptene	HMDB

Showing 1 to 10 of 15 entries

Predicted Properties

Property	Value	Source
Water Solubility	0.42 g/L	ALOGPS
logP	1.79	ALOGPS
logP	1.47	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Basic)	-4.6	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	2	ChemAxon
Refractivity	54.48 m³·mol⁻¹	ChemAxon
Polarizability	20.36 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

C11H10O4

IUPAC name

5,7-dimethoxy-2H-chromen-2-one

InChI Identifier

InChI=1S/C11H10O4/c1-13-7-5-9(14-2)8-3-4-11(12)15-10(8)6-7/h3-6H,1-2H3

InChI Key

NXJCRELRQHZBQA-UHFFFAOYSA-N

Isomeric SMILES

COC1=CC(OC)=C2C=CC(=O)OC2=C1

Average Molecular Weight

206.1947

Monoisotopic Molecular Weight

206.057908808

Classification

Description

Belongs to the class of organic compounds known as coumarins and derivatives. These are polycyclic aromatic compounds containing a 1-benzopyran moiety with a ketone group at the C2 carbon atom (1-benzopyran-2-one).

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Not Available

Direct Parent

Coumarins and derivatives

Alternative Parents

Substituents

Coumarin
Benzopyran
1-benzopyran
Anisole
Alkyl aryl ether
Pyranone
Pyran
Benzenoid
Heteroaromatic compound
Lactone
Oxacycle
Ether
Organoheterocyclic compound
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Food

Biological:

Plant

Biological location:

Subcellular:

Cytoplasm

Cell and elements:

Extracellular

Role

Biological role:

Nutrient

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

Show entries

Search:

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 64.07%; H 4.89%; O 31.04%	DFC
Melting Point	Mp 147°	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	5,7-Dimethoxycoumarin, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-004i-1910000000-c835aeb89534cb54cc3e	Spectrum
Predicted GC-MS	5,7-Dimethoxycoumarin, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - LC-ESI-qTof , Positive	splash10-01ot-0900000000-2dcf0452621780fddfa1	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - , positive	splash10-01ot-0900000000-2dcf0452621780fddfa1	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - 90V, Positive	splash10-01ow-6900000000-80039ad9cbf6fe601dc9	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 45V, Positive	splash10-0a4i-0790000000-0809e8c80bf4720a79f1	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-0a4i-0090000000-edeb0682b6bd14a0cb38	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 60V, Positive	splash10-06xx-1910000000-7a196af151e0b2edcb7b	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 75V, Positive	splash10-03kd-2900000000-342d0e90014fcf4fe22b	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 15V, Positive	splash10-0a4i-0090000000-8376dd6be91911fa85a2	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-0002-0900000000-9179167a94bd4e49b49f	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-0190000000-9d2c3a95cabf01743b14	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-0a4i-0940000000-e026fa3296c7bc198a37	2021-09-20	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-0190000000-1994a17fe4b5a2038f44	2015-04-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-0490000000-86ce0884f21d1559ccc4	2015-04-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-06si-1900000000-1f5b2f110cebe709cef2	2015-04-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-0090000000-99c859898d8c3407680e	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-0190000000-b08bc5f7c3a63eada390	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0092-0900000000-6148648e8dd05417fcb9	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-0090000000-c860a23bde585864175d	2015-04-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4i-0190000000-a2abe886f1f1a2fdac28	2015-04-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0bw9-1900000000-2d825b207f5010070736	2015-04-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-0090000000-d59b09fd60f8eef41793	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4i-0090000000-300b5239d4467b999037	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-06r2-2900000000-fd0319bb3609e0d6657d	2021-09-24	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

2673

ChEMBL ID

CHEMBL481049

KEGG Compound ID

Not Available

Pubchem Compound ID

2775

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB32952

CRC / DFC (Dictionary of Food Compounds) ID

GZJ39-P:FWN01-M

EAFUS ID

Not Available

Dr. Duke ID

CITROPTEN|LIMETTIN

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

Show entries

Search:

Food	Content Range	Average	Reference

Lemon	Expected but not quantified	Not Available	DUKE
Lime	Expected but not quantified	Not Available	DUKE

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

— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).

Showing Compound 5,7-Dimethoxycoumarin (FDB010938)

Structure for FDB010938 (5,7-Dimethoxycoumarin)