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CHEBI:90311 - β-aminoorcein

ChEBI IDCHEBI:90311
ChEBI Nameβ-aminoorcein
Stars
ASCII Namebeta-aminoorcein
DefinitionA member of the class of phenoxazines that is 1,9-dimethyl-3H-phenoxazin-3-one 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 both on the same side of the plane of the phenoxazine ring system. A component of orcein, a mixture of dyes isolated from lichens.
Last Modified12 July 2016
SubmitterSteve
DownloadsMolfile
FormulaC28H24N2O6
Net Charge0
Average Mass484.508
Monoisotopic Mass484.16344
SMILESCc1cc(O)cc(O)c1-c1c(N)cc2oc3cc(=O)c(-c4c(C)cc(O)cc4O)c(C)c-3nc2c1C
InChIInChI=1S/C28H24N2O6/c1-11-5-15(31)7-18(33)23(11)25-13(3)27-21(9-17(25)29)36-22-10-20(35)26(14(4)28(22)30-27)24-12(2)6-16(32)8-19(24)34/h5-10,31-34H,29H2,1-4H3
InChIKeyIMYQEAUQRXPUJS-UHFFFAOYSA-N
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
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)
β-aminoorcein (CHEBI:90311) has role food colouring (CHEBI:77182)
β-aminoorcein (CHEBI:90311) has role histological dye (CHEBI:77178)
β-aminoorcein (CHEBI:90311) has role plant metabolite (CHEBI:76924)
β-aminoorcein (CHEBI:90311) is a aromatic amine (CHEBI:33860)
β-aminoorcein (CHEBI:90311) is a cyclic ketone (CHEBI:3992)
β-aminoorcein (CHEBI:90311) is a phenoxazine (CHEBI:25970)
β-aminoorcein (CHEBI:90311) is a polyphenol (CHEBI:26195)
β-aminoorcein (CHEBI:90311) is a resorcinols (CHEBI:33572)
Incoming Relation(s)
orcein (CHEBI:90299) has part β-aminoorcein (CHEBI:90311)
IUPAC Name 
cis-7-amino-2,8-bis(2,4-dihydroxy-6-methylphenyl)-1,9-dimethyl-3H-phenoxazin-3-one
Registry NumbersSources
Reaxys:101346Reaxys
CAS:18193-30-1ChemIDplus