CHEBI:94057 - 10H-phenoxazine

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ChEBI Name 10H-phenoxazine
ChEBI ID CHEBI:94057
ChEBI ASCII Name 10H-phenoxazine
Definition A member of the class of phenoxazines that is morpholine which is ortho-fused to two benzene rings at positions 2-3 and 5-6.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information ChemicalBook:CB0259026, eMolecules:35875953, eMolecules:12800964, ZINC000031155604
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Phenoxazine is a heterocyclic compound. The structure of phenoxazine consists of an oxazine fused to two benzene rings. It occurs as the central core of a number of naturally occurring chemical compounds such as dactinomycin and litmus. The dyes Nile blue and Nile red are also based on a phenoxazine core. Phenoxazine dyes were once widely used for silk dyeing, but due to their lack of lightfastness they have disappeared over time from the market. However, since their light resistance is significantly better on acrylic fibers, these dyes have experienced a renaissance.
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Formula C12H9NO
Net Charge 0
Average Mass 183.210
Monoisotopic Mass 183.06841
InChI InChI=1S/C12H9NO/c1-3-7-11-9(5-1)13-10-6-2-4-8-12(10)14-11/h1-8,13H
InChIKey TZMSYXZUNZXBOL-UHFFFAOYSA-N
SMILES N1C2=CC=CC=C2OC2=CC=CC=C12
Roles Classification
Chemical Role(s): radical scavenger
A role played by a substance that can react readily with, and thereby eliminate, radicals.
Biological Role(s): ferroptosis inhibitor
Any substance that inhibits the process of ferroptosis (a type of programmed cell death dependent on iron and characterized by the accumulation of lipid peroxides) in organisms.
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ChEBI Ontology
Outgoing 10H-phenoxazine (CHEBI:94057) has role ferroptosis inhibitor (CHEBI:173084)
10H-phenoxazine (CHEBI:94057) has role radical scavenger (CHEBI:48578)
10H-phenoxazine (CHEBI:94057) is a phenoxazine (CHEBI:25970)
IUPAC Name
10H-phenoxazine
Synonyms Sources
phenazoxine ChemIDplus
phenoxazine ChemIDplus
Manual Xrefs Databases
60610 ChemSpider
LSM-4657 LINCS
Phenoxazine Wikipedia
WO0234732 Patent
View more database links
Registry Numbers Types Sources
135-67-1 CAS Registry Number NIST Chemistry WebBook
135-67-1 CAS Registry Number ChemIDplus
143234 Reaxys Registry Number Reaxys
Citations Types Sources
17236778 PubMed citation Europe PMC
21139335 PubMed citation Europe PMC
25584392 PubMed citation Europe PMC
28885854 PubMed citation Europe PMC
29675187 PubMed citation Europe PMC
31210382 PubMed citation Europe PMC
32907323 PubMed citation Europe PMC
33156606 PubMed citation Europe PMC
33629835 PubMed citation Europe PMC
Last Modified
27 May 2021