Showing Compound Scoparone (FDB002774)

Record Information

Version

1.0

Creation date

2010-04-08 22:05:31 UTC

Update date

2019-11-26 02:57:57 UTC

Primary ID

FDB002774

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Scoparone

Description

Scoparone 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). Scoparone is found, on average, in the highest concentration within sweet oranges (Citrus sinensis) and tarragons (Artemisia dracunculus). Scoparone has also been detected, but not quantified in, several different foods, such as wild celeries (Apium graveolens), citrus, fennels (Foeniculum vulgare), anises (Pimpinella anisum), and mandarin orange (clementine, tangerine). This could make scoparone a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Scoparone.

CAS Number

120-08-1

Structure

MOL SDF PDB SMILES InChI

Synonyms

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Synonym	Source
2H-1-Benzopyran-2-one, 6,7-dimethoxy-	biospider
6,7-Dimethoxy-2-benzopyrone	HMDB
6,7-Dimethoxy-2H-1-benzopyran-2-one	HMDB
6,7-Dimethoxy-2H-chromen-2-one	HMDB
6,7-Dimethoxy-benzopyran-2-one	HMDB
6,7-Dimethoxy-coumarin	HMDB, MeSH
6,7-Dimethoxybenzopyran-2-one	HMDB
6,7-Dimethoxycoumarin	Kegg
6,7-Dimethylesculetin	HMDB, MeSH
Aesculetin dimethyl ether	HMDB

Showing 1 to 10 of 29 entries

Predicted Properties

Property	Value	Source
Water Solubility	0.41 g/L	ALOGPS
logP	1.8	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	20.38 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

6,7-dimethoxy-2H-chromen-2-one

InChI Identifier

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

InChI Key

GUAFOGOEJLSQBT-UHFFFAOYSA-N

Isomeric SMILES

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

Average Molecular Weight

206.197

Monoisotopic Molecular Weight

206.057908802

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

coumarins (CHEBI:9055 )
coumarins (C09311 )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Food

Biological:

Plant

Biological location:

Subcellular:

Cytoplasm

Cell and elements:

Extracellular

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 64.07%; H 4.89%; O 31.04%	DFC
Melting Point	Mp 144°	DFC
Optical Rotation	Not Available

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
GC-MS	Scoparone, non-derivatized, GC-MS Spectrum	splash10-0bvu-6930000000-ced173387f2077948312	Spectrum
GC-MS	Scoparone, non-derivatized, GC-MS Spectrum	splash10-0a4i-7980000000-bac19c33733285c01d2e	Spectrum
GC-MS	Scoparone, non-derivatized, GC-MS Spectrum	splash10-0bvu-6930000000-ced173387f2077948312	Spectrum
GC-MS	Scoparone, non-derivatized, GC-MS Spectrum	splash10-0a4i-7980000000-bac19c33733285c01d2e	Spectrum
Predicted GC-MS	Scoparone, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-01t9-1910000000-49576d749f9a27e74639	Spectrum
Predicted GC-MS	Scoparone, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Scoparone, 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	splash10-0a4i-1920000000-9bd0d132645d4ed6bc1c	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - 6V, Positive	splash10-0a4i-0490000000-6ba38bf256267dc79574	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 6V, Positive	splash10-0k96-0900000000-aa6111d1cffc77ac9e90	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 6V, Positive	splash10-0a4i-0490000000-eeed81a14383625d7bf3	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 6V, Positive	splash10-0f6x-0900000000-dfc6fbc2696bac03caa3	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-0490000000-b740c17de432f1e6a236	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-0f6x-0900000000-acf2d8ef9a78b346ec0a	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-0390000000-fe20d160d812860d12df	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-0pbc-0920000000-283a15c7999af7cccb15	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-0190000000-a354b13b55c501391e59	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-0a4i-0900000000-bb1cabccc184b742df3f	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-0090000000-6ff0954c5cfe49286580	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-0490000000-89ad655054326a39f101	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-0a6u-4900000000-ae0decb43930d6b0fbfd	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-0pbc-0930000000-7618d733b5a16befcbf4	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 6V, Positive	splash10-0a4i-0490000000-25b3b6e4b37d1caede53	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-0090000000-80d2cec4f0f08e37a84d	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-0490000000-ff9f81eadfea79cd2bc2	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 50V, Positive	splash10-0a4i-3900000000-3f388422d31ee01c11c8	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-0090000000-b6538eddc7c066beb1e3	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-0k96-0900000000-588c33c50e5869e07b88	2021-09-20	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-0190000000-5054bd554f5a32a27974	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-0490000000-5077dddb7176cefd49da	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a5a-3900000000-34600055b290259d617d	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-0090000000-99c859898d8c3407680e	2021-09-23	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

HMDB30818

CRC / DFC (Dictionary of Food Compounds) ID

CNP29-S:CNP27-Q

EAFUS ID

Not Available

Dr. Duke ID

6,7-DIMETHOXYCOUMARIN|SCOPARONE

BIGG ID

Not Available

KNApSAcK ID

C00002498

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

Anise	Expected but not quantified	Not Available	DUKE
Fennel	Expected but not quantified	Not Available	DUKE
Lemon	Expected but not quantified	Not Available	DUKE
Lime	Expected but not quantified	Not Available	DUKE
Mandarin orange (Clementine, Tangerine)	Expected but not quantified	Not Available	DUKE
Sweet orange	16.200 - 16.200 mg/100 g	16.200 mg/100 g	DUKE, KNAPSACK
Tarragon	0.80000 - 0.80000 mg/100 g	0.80000 mg/100 g	DUKE
Wild celery	Expected but not quantified	Not Available	DUKE

Showing 1 to 8 of 8 entries

Biological Effects and Interactions

Health Effects / Bioactivities

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Descriptor	ID	Definition	Reference
aldose reductase inhibitor	48550	An EC 1.1.1.* (oxidoreductase acting on donor CH-OH group, NAD(+) or NADP(+) acceptor) inhibitor that interferes with the action of aldehyde reductase (EC 1.1.1.21).	DUKE
analgesic	35480	An agent capable of relieving pain without the loss of consciousness or without producing anaesthesia. In addition, analgesic is a role played by a compound which is exhibited by a capability to cause a reduction of pain symptoms.	DUKE
anti atherogenic	38070	A drug used for the treatment or prevention of cardiac arrhythmias. Anti-arrhythmia drugs may affect the polarisation-repolarisation phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibres.	DUKE
anti hepatotoxic	62868	Any compound that is able to prevent damage to the liver.	DUKE
anti implantation			DUKE
anti inflammatory	35472	A substance that reduces or suppresses inflammation.	DUKE
anti ischemic	52217	Any substance introduced into a living organism with therapeutic or diagnostic purpose.	DUKE
anti proliferant			DUKE
anti radicular			DUKE
anti retinopathic	52217	Any substance introduced into a living organism with therapeutic or diagnostic purpose.	DUKE