CHEBI:90316 - γ-aminoorceimine

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name γ-aminoorceimine
ChEBI ID CHEBI:90316
ChEBI ASCII Name gamma-aminoorceimine
Definition A member of the class of phenoxazines that is 3-imino-1,9-dimethyl-3H-phenoxazine carrying an additional amino 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
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Formula C28H25N3O5
Net Charge 0
Average Mass 483.524
Monoisotopic Mass 483.17942
InChI InChI=1S/C28H25N3O5/c1-11-5-15(32)7-19(34)23(11)25-13(3)27-21(9-17(25)29)36-22-10-18(30)26(14(4)28(22)31-27)24-12(2)6-16(33)8-20(24)35/h5-10,29,32-35H,30H2,1-4H3
InChIKey JAGGYJXPPMQTOZ-UHFFFAOYSA-N
SMILES C=12C=C(C(=C(C1N=C3C(O2)=CC(C(=C3C)C4=C(C=C(C=C4C)O)O)=N)C)C=5C(=CC(=CC5C)O)O)N
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
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-aminoorceimine (CHEBI:90316) has role food colouring (CHEBI:77182)
γ-aminoorceimine (CHEBI:90316) has role histological dye (CHEBI:77178)
γ-aminoorceimine (CHEBI:90316) has role plant metabolite (CHEBI:76924)
γ-aminoorceimine (CHEBI:90316) is a aromatic amine (CHEBI:33860)
γ-aminoorceimine (CHEBI:90316) is a ketimine (CHEBI:33272)
γ-aminoorceimine (CHEBI:90316) is a phenoxazine (CHEBI:25970)
γ-aminoorceimine (CHEBI:90316) is a polyphenol (CHEBI:26195)
γ-aminoorceimine (CHEBI:90316) is a resorcinols (CHEBI:33572)
Incoming orcein (CHEBI:90299) has part γ-aminoorceimine (CHEBI:90316)
IUPAC Name
trans-4,4'-(7-amino-3-imino-1,9-dimethyl-3H-phenoxazine-2,8-diyl)bis(5-methylbenzene-1,3-diol)
Registry Number Type Source
598830 Reaxys Registry Number Reaxys
Last Modified
14 January 2020