FComEx: Scopoletin (PC001223)

Record Information

Version

1.0

Creation date

2018-05-02 12:55:59 UTC

Update date

2018-05-04 14:12:23 UTC

FoodComEx ID

PC001223

FoodDB Record

FDB012705

Chemical Information

Name

Scopoletin

Description

Scopoletin, also known as 6-methylesculetin or acid, gelseminic, belongs to the class of organic compounds known as 7-hydroxycoumarins. These are coumarins that contain one or more hydroxyl groups attached to the C7 position the coumarin skeleton. Scopoletin is an extremely weak basic (essentially neutral) compound (based on its pKa). Scopoletin exists in all living organisms, ranging from bacteria to humans. Outside of the human body, Scopoletin is found, on average, in the highest concentration within a few different foods, such as anises, oats, and sherries. Scopoletin has also been detected, but not quantified in, several different foods, such as barley, tarragons, mung beans, figs, and pepper (c. annuum). This could make scopoletin a potential biomarker for the consumption of these foods. A hydroxycoumarin that is umbelliferone bearing a methoxy substituent at position 6.

CAS Number

92-61-5

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
β-methylesculetin	biospider
2H-1-Benzopyran-2-one, 7-hydroxy-6-methoxy-	biospider
2H-1-Benzopyran-2-one, 7-hydroxy-6-methoxy- (9CI)	biospider
6-Methoxy-7-hydroxycoumarin	biospider
6-Methoxyumbelliferone	biospider
6-Methylesculetin	biospider
6-O-Methylesculetin	biospider
7-Hydroxy-5-methoxycoumarin	biospider
7-Hydroxy-6-methoxy-2H-1-benzopyran-2-one	ChEBI
7-Hydroxy-6-methoxy-2H-chromen-2-one	biospider
7-Hydroxy-6-methoxy-coumarin	HMDB
7-Hydroxy-6-methoxycoumarin	db_source
Acid, chrysotropic	biospider
Acid, gelseminic	biospider
Aesculetin 6-methyl ether	db_source
b-Methylaesculetin	db_source
Baogongteng B	db_source
beta -Methylesculetin	HMDB
Beta-methylesculetin	biospider
Buxuletin	db_source
Chrysatropic acid	db_source
Chrysotropic acid	biospider
Coumarin, 7-hydroxy-6-methoxy-	biospider
Escopoletin	db_source
Esculetin 6-methyl ether	biospider
Esculetin-6-methyl ether	biospider
Gelseminic acid	db_source
Methylesculetin	biospider
Murrayetin	biospider
Scopoletin	db_source
Scopoletine	biospider
Scopoletol	db_source

Chemical Formula

C10H8O4

IUPAC name

7-hydroxy-6-methoxy-2H-chromen-2-one

InChI Identifier

InChI=1S/C10H8O4/c1-13-9-4-6-2-3-10(12)14-8(6)5-7(9)11/h2-5,11H,1H3

InChI Key

RODXRVNMMDRFIK-UHFFFAOYSA-N

Isomeric SMILES

COC1=C(O)C=C2OC(=O)C=CC2=C1

Average Molecular Weight

192.17

Monoisotopic Molecular Weight

192.042258738

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 7-hydroxycoumarins. These are coumarins that contain one or more hydroxyl groups attached to the C7 position the coumarin skeleton.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Hydroxycoumarins

Direct Parent

7-hydroxycoumarins

Alternative Parents