Coelenteramide

Coelenteramide
Names
	Preferred IUPAC name N-[3-Benzyl-5-(4-hydroxyphenyl)pyrazin-2-yl]-2-(4-hydroxyphenyl)acetamide
	Other names Coelenteramide
Identifiers
CAS Number	50611-86-4 ;
3D model (JSmol)	Interactive image;
ChemSpider	20120243 ;
PubChem CID	448487;
CompTox Dashboard (EPA)	DTXSID10416113 ;
	SMILES C1=CC=C(C=C1)CC2=NC(=CN=C2NC(=O)CC3=CC=C(C=C3)O)C4=CC=C(C=C4)O;
Properties
Chemical formula	C25H21N3O3
Molar mass	411.461 g·mol−1
Density	1.26 g/cm3
Absorbance	ε332.5 = 15000 M−1 cm−1 (methanol)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Coelenteramide is the oxidized product, or oxyluciferin, of the bioluminescent reactions in many marine organisms that use coelenterazine. It was first isolated as a blue fluorescent protein from Aequorea victoria after the animals were stimulated to emit light.^[2] Under basic conditions, the compound will break down further into coelenteramine and 4-hydroxyphenylacetic acid.

References

^ Shimomura, Osamu (2012). Bioluminescence : chemical principles and methods. Singapore Hackensack, NJ: World Scientific Publishing Co. Pte. Ltd. ISBN 978-981-4366-08-3. OCLC 794263013.
^ Shimomura O, Johnson FH (1975). "Chemical Nature of Bioluminescence Systems in Coelenterates". PNAS USA. 72 (4): 1546–1549. doi:10.1073/pnas.72.4.1546. PMC 432574. PMID 236561.
^ Discovery and Validation of a New Family of Antioxidants: The Aminopyrazine Derivatives. M. L. N. Dubuisson, J.-F. Rees and J. Marchand-Brynaert, Mini-Reviews in Medicinal Chemistry, 2004, 4, 159-165, doi:10.2174/1389557043403927

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