Structure via PubChem · Public domain (PubChem)
coelenteramide
Sign in to saveCoelenteramide 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. Under basic conditions, the compound will break down further into coelenteramine and 4-hydroxyphenylacetic acid.
Chemical data
- Formula
- C25H21N3O3
- Molecular weight
- 411.5 g/mol
- IUPAC name
- N-[3-benzyl-5-(4-hydroxyphenyl)pyrazin-2-yl]-2-(4-hydroxyphenyl)acetamide
- SMILES
- C1=CC=C(C=C1)CC2=NC(=CN=C2NC(=O)CC3=CC=C(C=C3)O)C4=CC=C(C=C4)O
- InChIKey
- CJIIERPDFZUYPI-UHFFFAOYSA-N
- XLogP
- 3.8
- Polar surface area
- 95.3 Ų
- H-bond donors
- 3
- H-bond acceptors
- 5
- Formal charge
- 0
via PubChem
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 411.158292
Show 4 more facts
- canonical SMILES
- C1=CC=C(C=C1)CC2=NC(=CN=C2NC(=O)CC3=CC=C(C=C3)O)C4=CC=C(C=C4)O
- Commons category
- Coelenteramide
- has characteristic
- natural product
- chemical formula
- C₂₅H₂₁N₃O₃
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
4 sectionsContents
- Biosynthesis
- Bioluminescence
- References
- External links
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. Under basic conditions, the compound will break down further into coelenteramine and 4-hydroxyphenylacetic acid.
It is an aminopyrazine.
Excerpted from Wikipedia’s “coelenteramide” article, available under the CC BY-SA 4.0 licence.