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CHEBI:90308 - α-hydroxyorcein

Default Structure
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
Chemical Role:
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).
Biological Roles:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
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).
Applications:
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.
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).
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