Coelenteramine

Coelenteramine

Names
IUPAC name 4-(5-amino-6-benzyl-1H-pyrazin-2-ylidene)cyclohexa-2,5-dien-1-one
Other names Coelenteramine, 2-Amino-3-benzyl-5-(p-hydroxyphenyl)pyrazine
Identifiers
3D model (Jmol)	Interactive image
ChemSpider	18979379 4526948
PubChem	5378034
InChI InChI=1S/C17H15N3O/c18-17-15(10-12-4-2-1-3-5-12)20-16(11-19-17)13-6-8-14(21)9-7-13/h1-9,11,21H,10H2,(H2,18,19) Key: BWNPYAKFDUFNND-UHFFFAOYSA-N InChI=1/C17H15N3O/c18-17-15(10-12-4-2-1-3-5-12)20-16(11-19-17)13-6-8-14(21)9-7-13/h1-9,11,21H,10H2,(H2,18,19) Key: BWNPYAKFDUFNND-UHFFFAOYAE
SMILES C1=CC=C(C=C1)CC2=C(N=CC(=C3C=CC(=O)C=C3)N2)N
Properties
Chemical formula	C17H15N3O
Molar mass	277.33 g·mol^−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Coelenteramine is a metabolic product of the bioluminescent reactions in organisms that utilize coelenterazine. It was first isolated from Aequorea victoria along with coelenteramide after coelenterates were stimulated to emit light.^[1]

References

1. 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.