CHEBI:90308 - α-hydroxyorcein

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ChEBI Name α-hydroxyorcein
ChEBI ID CHEBI:90308
ChEBI ASCII Name alpha-hydroxyorcein
Definition A member of the class of phenoxazines that is 1,9-dimethyl-3H-phenoxazin-3-one carrying additional hydroxy and 2,4-dihydroxy-6-methylphenyl substituents at positions 7 and 8 respectively. A component of orcein, a mixture of dyes isolated from lichens.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C21H17NO5
Net Charge 0
Average Mass 363.364
Monoisotopic Mass 363.11067
InChI InChI=1S/C21H17NO5/c1-9-4-12(23)6-14(25)18(9)19-11(3)21-17(8-15(19)26)27-16-7-13(24)5-10(2)20(16)22-21/h4-8,23,25-26H,1-3H3
InChIKey RAUFRXOSBVUCEA-UHFFFAOYSA-N
SMILES C=12C=C(C(=C(C1N=C3C(O2)=CC(C=C3C)=O)C)C=4C(=CC(=CC4C)O)O)O
Roles Classification
Biological Role(s): food colouring
A food additive that imparts colour to food. In European countries, E-numbers for permitted food colours are from E 100 to E 199, divided into yellows (E 100-109), oranges (E 110-119), reds (E 120-129), blues and violets (E 130-139), greens (E 140-149), browns and blacks (E 150-159), and others (E 160-199).
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Application(s): food colouring
A food additive that imparts colour to food. In European countries, E-numbers for permitted food colours are from E 100 to E 199, divided into yellows (E 100-109), oranges (E 110-119), reds (E 120-129), blues and violets (E 130-139), greens (E 140-149), browns and blacks (E 150-159), and others (E 160-199).
histological dye
A dye used in microscopic or electron microscopic examination of cells and tissues to give contrast and to highlight particular features of interest, such as nuclei and cytoplasm.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing α-hydroxyorcein (CHEBI:90308) has role food colouring (CHEBI:77182)
α-hydroxyorcein (CHEBI:90308) has role histological dye (CHEBI:77178)
α-hydroxyorcein (CHEBI:90308) has role plant metabolite (CHEBI:76924)
α-hydroxyorcein (CHEBI:90308) is a cyclic ketone (CHEBI:3992)
α-hydroxyorcein (CHEBI:90308) is a phenoxazine (CHEBI:25970)
α-hydroxyorcein (CHEBI:90308) is a polyphenol (CHEBI:26195)
α-hydroxyorcein (CHEBI:90308) is a resorcinols (CHEBI:33572)
Incoming orcein (CHEBI:90299) has part α-hydroxyorcein (CHEBI:90308)
IUPAC Name
8-(2,4-dihydroxy-6-methylphenyl)-7-hydroxy-1,9-dimethyl-3H-phenoxazin-3-one
Registry Number Type Source
902160 Reaxys Registry Number Reaxys
Last Modified
12 July 2016