Details
Stereochemistry | ACHIRAL |
Molecular Formula | C26H21N3O3 |
Molecular Weight | 423.4632 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
OC1=CC=C(CC2=NC3=C(CC4=CC=CC=C4)NC(=CN3C2=O)C5=CC=C(O)C=C5)C=C1
InChI
InChIKey=YHIPILPTUVMWQT-UHFFFAOYSA-N
InChI=1S/C26H21N3O3/c30-20-10-6-18(7-11-20)15-23-26(32)29-16-24(19-8-12-21(31)13-9-19)27-22(25(29)28-23)14-17-4-2-1-3-5-17/h1-13,16,27,30-31H,14-15H2
Molecular Formula | C26H21N3O3 |
Molecular Weight | 423.4632 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
Coelenterazine is a cell-permeable aequorin luminophore that acts as a very sensitive and specific chemiluminescent probe for the superoxide anion. Coelenterazine can also be used for detecting changes in intracellular Ca2+ in cells that have been transfected with apoaequorin cDNA. Coelenterazine also acts as a powerful antioxidant. In vitro, coelenterazine enabled the dynamic monitoring of the RAW 264.7 cell oxidative burst. In vivo, there were early, preclinical, changes in the localization and magnitude of coelenterazine chemiluminescent foci. Coelenterazine offers a high-throughput method for assessing immune cell activation in culture and provides a means for the in vivo detection and localization of ROS during IBD disease progression.
CNS Activity
Sources: https://www.ncbi.nlm.nih.gov/pubmed/26413138
Curator's Comment: Coelenterazine cannot cross the blood–brain barrier
Originator
Sources: https://www.ncbi.nlm.nih.gov/pubmed/16592444 | https://www.ncbi.nlm.nih.gov/pubmed/236561
Curator's Comment: Coelenterazine was simultaneously isolated and characterized by two groups studying the luminescent organisms sea pansy (Renilla reniformis) and the coelenterate Aequorea victoria, respectively.
Approval Year
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/26420297
Mice: Coelenterazine (5 mg/kg, intravenous administration) was a potential reporter of cancer-associated superoxide anion in the 4T1 breast adenocarcinoma mouse model.
Route of Administration:
Intravenous
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/10874121
Coelenterazine (3-10 uM) concentration-dependently increased survival and decreased lipid peroxidation in rat hepatocytes treated for 6 hr with t-BHP (250 uM)
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 19:40:52 GMT 2023
by
admin
on
Fri Dec 15 19:40:52 GMT 2023
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Record UNII |
3O1CB88RRD
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Record Status |
Validated (UNII)
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Record Version |
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DTXSID80204342
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2830
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55779-48-1
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3O1CB88RRD
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COELENTERAZINE
Created by
admin on Fri Dec 15 19:40:52 GMT 2023 , Edited by admin on Fri Dec 15 19:40:52 GMT 2023
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