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CHEBI:90308 - α-hydroxyorcein

ChEBI IDCHEBI:90308
ChEBI Nameα-hydroxyorcein
Stars
ASCII Namealpha-hydroxyorcein
DefinitionA 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.
Last Modified12 July 2016
SubmitterSteve
DownloadsMolfile
FormulaC21H17NO5
Net Charge0
Average Mass363.369
Monoisotopic Mass363.11067
SMILESCc1cc(=O)cc2oc3cc(O)c(-c4c(C)cc(O)cc4O)c(C)c3nc1-2
InChIInChI=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
InChIKeyRAUFRXOSBVUCEA-UHFFFAOYSA-N
Roles Classification
Biological Roles:
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.
Applications:
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.
ChEBI Ontology
Outgoing Relation(s)
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 Relation(s)
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 NumbersSources
Reaxys:902160Reaxys