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Coelenteramine

From Wikipedia, the free encyclopedia
Coelenteramine
Names
Preferred IUPAC name
3-Benzyl-5-(4-hydroxyphenyl)pyrazin-2-amine
Other names
Coelenteramine, 2-Amino-3-benzyl-5-(p-hydroxyphenyl)pyrazine
Identifiers
3D model (JSmol)
ChemSpider
UNII
  • 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) ☒N
    Key: BWNPYAKFDUFNND-UHFFFAOYSA-N ☒N
  • C1=CC=C(C=C1)CC2=NC(=CN=C2N)C3=CC=C(C=C3)O
Properties
C17H15N3O
Molar mass 277.327 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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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

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  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.
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