CHEBI:90313 - γ-hydroxyorcein

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ChEBI Name γ-hydroxyorcein
ChEBI ID CHEBI:90313
ChEBI ASCII Name gamma-hydroxyorcein
Definition A member of the class of phenoxazines that is 1,9-dimethyl-3H-phenoxazin-3-one carrying an additional hydroxy substituent at position 7 as well as two 2,4-dihydroxy-6-methylphenyl substituents at positions 2 and 8. The isomer in which the hydroxy groups at positions 2' and 2'' on the phenyl rings are situated on opposite sides of the plane of the phenoxazine ring system. A component of orcein, a mixture of dyes isolated from lichens.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information ChemicalBook:CB21387988, ZINC000006090922
Download Molfile XML SDF
Formula C28H23NO7
Net Charge 0
Average Mass 485.486
Monoisotopic Mass 485.14745
InChI InChI=1S/C28H23NO7/c1-11-5-15(30)7-17(32)23(11)25-13(3)27-21(9-19(25)34)36-22-10-20(35)26(14(4)28(22)29-27)24-12(2)6-16(31)8-18(24)33/h5-10,30-34H,1-4H3
InChIKey VFUZPBURTIYOPG-UHFFFAOYSA-N
SMILES C=12C=C(C(=C(C1N=C3C(O2)=CC(C(=C3C)C4=C(C=C(C=C4O)O)C)=O)C)C=5C(=CC(=CC5C)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 γ-hydroxyorcein (CHEBI:90313) has role food colouring (CHEBI:77182)
γ-hydroxyorcein (CHEBI:90313) has role histological dye (CHEBI:77178)
γ-hydroxyorcein (CHEBI:90313) has role plant metabolite (CHEBI:76924)
γ-hydroxyorcein (CHEBI:90313) is a cyclic ketone (CHEBI:3992)
γ-hydroxyorcein (CHEBI:90313) is a phenoxazine (CHEBI:25970)
γ-hydroxyorcein (CHEBI:90313) is a polyphenol (CHEBI:26195)
γ-hydroxyorcein (CHEBI:90313) is a resorcinols (CHEBI:33572)
Incoming orcein (CHEBI:90299) has part γ-hydroxyorcein (CHEBI:90313)
IUPAC Name
trans-2,8-bis(2,4-dihydroxy-6-methylphenyl)-7-hydroxy-1,9-dimethyl-3H-phenoxazin-3-one
Last Modified
12 July 2016