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Coelenteramine

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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
CAS Number
3D model (JSmol)
ChemSpider
PubChem CID
UNII
CompTox Dashboard (EPA)
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
SMILES
  • C1=CC=C(C=C1)CC2=NC(=CN=C2N)C3=CC=C(C=C3)O
Properties
Chemical formula C17H15N3O
Molar mass 277.327 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). ☒N verify (what is  ?) Infobox references
Chemical compound

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.

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.

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