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Inhibitor Report for: Coelenteramide

Derives from an Oplophorus luciferin. The postcatalytic enzyme-product. The most common marine luciferin. Luciferase from Renilla reniformis (RLuc) catalyzes the degradation of coelenterazine in the presence of molecular oxygen, resulting in the product coelenteramide, carbon dioxide, and the desired photon of light (EC 1.13.12.5). This enzyme belongs to the Haloalkane dehalogenase family II with a different catalytic function (EC 3.8.1.5) Reconstruction of an ancestral enzyme shows it has both hydrolase and monooxygenase activities ( Chaloupkova et al.)


General
Type Natural, Luciferin
Chemical_Nomenclature N-[3-benzyl-5-(4-hydroxyphenyl)pyrazin-2-yl]-2-(4-hydroxyphenyl)acetamide
Canonical SMILES C1=CC=C(C=C1)CC2=NC(=CN=C2NC(=O)CC3=CC=C(C=C3)O)C4=CC=C(C=C4)O
InChI InChI=1S/C25H21N3O3/c29-20-10-6-18(7-11-20)15-24(31)28-25-22(14-17-4-2-1-3-5-17)27-23(16-26-25)19-8-12-21(30)13-9-19/h1-13,16,29-30H,14-15H2,(H,26,28,31)
InChIKey CJIIERPDFZUYPI-UHFFFAOYSA-N
Other name(s) DB04049 ; CEI ; Oxidized Oplophorus luciferin ; SCHEMBL134644 ; CHEBI:41487
________________________________________________________________________________________________
MW|411.5
Formula|C25H21N3O3
CAS_number|50611-86-4
PubChem|5326781, 448487
UniChem|CJIIERPDFZUYPI-UHFFFAOYSA-N
IUPHAR|
Wikipedia|

Target
Families | Coelenteramide ligand of proteins in family: Haloalkane_dehalogenase-HLD2
Stucture | 5 structures (e.g. : 6YN2, 7QXQ, 7OMR... more)
Protein | renre-luc

References:
Search PubMed for references concerning: Coelenteramide
    Title: Engineering Protein Dynamics of Ancestral Luciferase
    Schenkmayerova A, Pinto GP, Toul M, Marek M, Hernychova L, Planas-Iglesias J, Liskova V, Pluskal D, Vasina M and Damborsky J <7 more author(s)>
    Ref: Chemrxiv, :, 2020 : PubMed

            

    Title: Crystal structures of the luciferase and green fluorescent protein from Renilla reniformis
    Loening AM, Fenn TD, Gambhir SS
    Ref: Journal of Molecular Biology, 374:1017, 2007 : PubMed