Renilla luciferin (CHEBI:16531)

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ChEBI Name	Renilla luciferin

ChEBI ID	CHEBI:16531

ChEBI ASCII Name	Renilla luciferin

Stars	This entity has been manually annotated by the ChEBI Team.

Secondary ChEBI IDs	CHEBI:8804, CHEBI:12732, CHEBI:22006

Supplier Information

Download	Molfile XML SDF

Formula

C26H21N3O2

Net Charge

Average Mass

407.46396

Monoisotopic Mass

407.16338

InChI

InChI=1S/C26H21N3O2/c30-21-13-11-20(12-14-21)24-17-29-25(22(27-24)15-18-7-3-1-4-8-18)28-23(26(29)31)16-19-9-5-2-6-10-19/h1-14,17,27,30H,15-16H2

InChIKey

KAEGGIFPLJZUOZ-UHFFFAOYSA-N

SMILES

Oc1ccc(cc1)-c1cn2c(nc(Cc3ccccc3)c2=O)c(Cc2ccccc2)[nH]1

Roles Classification
Chemical Role(s):	luciferin A low-molecular-mass compound present in bioluminescent organisms that emits light when oxidized in presence of enzyme luciferase.

Biological Role(s):	luciferin A low-molecular-mass compound present in bioluminescent organisms that emits light when oxidized in presence of enzyme luciferase.

ChEBI Ontology
Outgoing	Renilla luciferin (CHEBI:16531) has parent hydride imidazo[1,2-a]pyrazine (CHEBI:37846) Renilla luciferin (CHEBI:16531) has role luciferin (CHEBI:25078) Renilla luciferin (CHEBI:16531) is a imidazopyrazine (CHEBI:37847) Renilla luciferin (CHEBI:16531) is a phenols (CHEBI:33853)

Incoming	Renilla luciferyl sulfate (CHEBI:17706) has functional parent Renilla luciferin (CHEBI:16531) coelenterazine h dioxetanone (CHEBI:138063) has functional parent Renilla luciferin (CHEBI:16531) oxidized Renilla luciferin (CHEBI:17959) has functional parent Renilla luciferin (CHEBI:16531)

IUPAC Name

2,8-dibenzyl-6-(4-hydroxyphenyl)imidazo[1,2-a]pyrazin-3(7H)-one

Last Modified

22 September 2020

General Comment
2007-03-19	CHEBI:16531 is similar to, and as active as, luciferin from the coelenterate Renilla. The native luciferin has the benzyl group at C-8 replaced by an unidentified group of approximately 200 Da.