CHEBI:490095 - esculetin

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ChEBI Name esculetin
ChEBI ID CHEBI:490095
Definition A hydroxycoumarin that is umbelliferone in which the hydrogen at position 6 is substituted by a hydroxy group. It is used in filters for absorption of ultraviolet light.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:4852, CHEBI:605090
Supplier Information
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Formula C9H6O4
Net Charge 0
Average Mass 178.14150
Monoisotopic Mass 178.027
InChI InChI=1S/C9H6O4/c10-6-3-5-1-2-9(12)13-8(5)4-7(6)11/h1-4,10-11H
InChIKey ILEDWLMCKZNDJK-UHFFFAOYSA-N
SMILES Oc1cc2ccc(=O)oc2cc1O
Roles Classification
Chemical Role(s): ultraviolet filter
A photochemical role realized in the absorption of ultraviolet light, for example to protect skin cells from damage.
antioxidant
A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing esculetin (CHEBI:490095) has role antioxidant (CHEBI:22586)
esculetin (CHEBI:490095) has role plant metabolite (CHEBI:76924)
esculetin (CHEBI:490095) has role ultraviolet filter (CHEBI:73335)
esculetin (CHEBI:490095) is a hydroxycoumarin (CHEBI:37912)
Incoming 2-(4-hydroxy-3,5-dimethoxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-7H-pyrano[2,3-g][1,4]benzodioxin-7-one (CHEBI:91204) has functional parent esculetin (CHEBI:490095)
2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-7H-pyrano[2,3-g][1,4]benzodioxin-7-one (CHEBI:91203) has functional parent esculetin (CHEBI:490095)
esculin (CHEBI:4853) has functional parent esculetin (CHEBI:490095)
IUPAC Name
6,7-dihydroxy-2H-chromen-2-one
Synonyms Sources
6,7-dihydroxy-2H-1-benzopyran-2-one ChemIDplus
6,7-dihydroxycoumarin ChemIDplus
Aesculetin KEGG COMPOUND
aesculetin ChEBI
cichorigenin ChEBI
cichoriin aglucon ChemIDplus
cichoriin aglycon ChemIDplus
esculetin ChEMBL
Esculetin KEGG COMPOUND
esculin aglucon ChemIDplus
esculin aglycon ChemIDplus
Database Links Databases
C00002471 KNApSAcK
C09263 KEGG COMPOUND
LSM-6624 LINCS
View more database links
Registry Numbers Types Sources
152788 Reaxys Registry Number Reaxys
305-01-1 CAS Registry Number KEGG COMPOUND
305-01-1 CAS Registry Number NIST Chemistry WebBook
305-01-1 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
15387675 PubMed citation ChEMBL
17316915 PubMed citation ChEMBL
18060791 PubMed citation ChEMBL
19786087 PubMed citation CiteXplore
20380826 PubMed citation CiteXplore
20933534 PubMed citation CiteXplore
Last Modified
14 July 2016