CHEBI:139323 - coelenterazine 2-hydroperoxide

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ChEBI Name coelenterazine 2-hydroperoxide
ChEBI ID CHEBI:139323
Definition A member of the class of oxidized luciferins that is obtained via formal hydroperoxidation at position 2 of Oplophorus luciferin.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Kristian Axelsen
Supplier Information
Download Molfile XML SDF
Formula C26H21N3O5
Net Charge 0
Average Mass 455.463
Monoisotopic Mass 455.14812
InChI InChI=1S/C26H21N3O5/c30-20-10-6-18(7-11-20)15-26(34-33)25(32)29-16-23(19-8-12-21(31)13-9-19)27-22(24(29)28-26)14-17-4-2-1-3-5-17/h1-13,16,30-31,33H,14-15H2
InChIKey HOSWCJDTHOAORT-UHFFFAOYSA-N
SMILES C1(=CC=C(C=C1)O)C2=CN3C(C(N=C3C(=N2)CC=4C=CC=CC4)(CC5=CC=C(C=C5)O)OO)=O
Metabolite of Species Details
Obelia longissima (NCBI:txid32570) See: PubMed
Roles Classification
Chemical Role(s): oxidized luciferins

Biological Role(s): oxidized luciferins

marine metabolite
Any metabolite produced during a metabolic reaction in marine macro- and microorganisms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing coelenterazine 2-hydroperoxide (CHEBI:139323) has functional parent Oplophorus luciferin (CHEBI:2311)
coelenterazine 2-hydroperoxide (CHEBI:139323) has role marine metabolite (CHEBI:76507)
coelenterazine 2-hydroperoxide (CHEBI:139323) has role oxidized luciferins (CHEBI:25747)
coelenterazine 2-hydroperoxide (CHEBI:139323) is a imidazopyrazine (CHEBI:37847)
coelenterazine 2-hydroperoxide (CHEBI:139323) is a peroxol (CHEBI:35924)
coelenterazine 2-hydroperoxide (CHEBI:139323) is a polyphenol (CHEBI:26195)
IUPAC Name
8-benzyl-2-hydroperoxy-6-(4-hydroxyphenyl)-2-[(4-hydroxyphenyl)methyl]imidazo[1,2-a]pyrazin-3(2H)-one
Synonyms Sources
2-hydroperoxycoelenterazine ChEBI
coelenterazine-2-hydroperoxide UniProt
Manual Xref Database
CPD-20222 MetaCyc
View more database links
Registry Number Type Source
867464 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
10830969 PubMed citation SUBMITTER
15689515 PubMed citation SUBMITTER
16813160 PubMed citation Europe PMC
18175778 PubMed citation Europe PMC
18385886 PubMed citation Europe PMC
19795783 PubMed citation Europe PMC
20678944 PubMed citation Europe PMC
23494831 PubMed citation Europe PMC
23525241 PubMed citation Europe PMC
23891746 PubMed citation Europe PMC
24041851 PubMed citation Europe PMC
24418253 PubMed citation Europe PMC
24598741 PubMed citation Europe PMC
Last Modified
12 February 2018