Page last updated: 2024-10-15

coelenterazine

Description

coelenterazine: active group in AEQUORIN, a coelenterate luciferin [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Oplophorus luciferin : An imidazopyrazine that is imidazo[1,2-a]pyrazin-3(7H)-one in which positions 2, 6, and 8 are substituted by 4-hydroxybenzyl, 4-hydroxyphenyl, and benzyl groups, respectively. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Cross-References

ID SourceID
PubMed CID135445694
CHEMBL ID276558
CHEMBL ID4570841
CHEBI ID2311
SCHEMBL ID64690
MeSH IDM0067659

Synonyms (45)

Synonym
CHEMBL276558
CHEBI:2311
8-benzyl-2-(4-hydroxybenzyl)-6-(4-hydroxyphenyl)imidazo-[1,2a]pyrazin-3(7h)-one
55779-48-1
coelenterate luciferin
oplophorus luciferin
coelenterazine
8-benzyl-2-(4-hydroxybenzyl)-6-(4-hydroxyphenyl)imidazo[1,2-a]pyrazin-3(7h)-one
coelenterazine, native, solid
C-7000
8-benzyl-6-(4-hydroxyphenyl)-2-[(4-hydroxyphenyl)methyl]-7h-imidazo[1,2-a]pyrazin-3-one
A830805
3o1cb88rrd ,
2-(4-hydroxybenzyl)-6-(4-hydroxyphenyl)-8-benzyl-3,7-dihydroimidazo(1,2-a)pyrazin-3-one
imidazo(1,2-a)pyrazin-3(7h)-one, 6-(4-hydroxyphenyl)-2-((4-hydroxyphenyl)methyl)-8-(phenylmethyl)-
unii-3o1cb88rrd
bdbm50420188
coelenterazine, native
FT-0624018
AKOS015905710
preluciferin (watasenia)
6-(4-hydroxyphenyl)-2-((4-hydroxyphenyl)methyl)-8-(phenylmethyl)-7h-imidazo(3,2-a)pyrazin-3-one
6-(4-hydroxyphenyl)-2-((4-hydroxyphenyl)methyl)-8-(phenylmethyl)imidazo(1,2-a)pyrazin-3(7h)-one
coelenterazine luciferin
luciferin (oplophorus)
S7777
SCHEMBL64690
LNCOEGVEEQDKGX-UHFFFAOYSA-N
C-7001
coelenterazine, native, dried
C-7002
CS-7680
AC-33264
mfcd00467176
DTXSID80204342
EX-A596
8-benzyl-6-(4-hydroxyphenyl)-2-[(4-hydroxyphenyl)methyl]-3h,7h-imidazo[1,2-a]pyrazin-3-one
AS-74202
HY-18743
BCP15542
Q418878
YHIPILPTUVMWQT-UHFFFAOYSA-N
CCG-268922
CHEMBL4570841
8-benzyl-6-(4-hydroxyphenyl)-2-[(4-hydroxyphenyl)methyl]imidazo[1,2-a]pyrazin-3-ol
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (1)

Activation Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
ATP-dependent translocase ABCB1Homo sapiens (human)EC50 (µMol)0.14700.01600.67863.1000AID680885
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (17)

Processvia Protein(s)Taxonomy
G2/M transition of mitotic cell cycleATP-dependent translocase ABCB1Homo sapiens (human)
xenobiotic metabolic processATP-dependent translocase ABCB1Homo sapiens (human)
response to xenobiotic stimulusATP-dependent translocase ABCB1Homo sapiens (human)
phospholipid translocationATP-dependent translocase ABCB1Homo sapiens (human)
terpenoid transportATP-dependent translocase ABCB1Homo sapiens (human)
regulation of response to osmotic stressATP-dependent translocase ABCB1Homo sapiens (human)
transmembrane transportATP-dependent translocase ABCB1Homo sapiens (human)
transepithelial transportATP-dependent translocase ABCB1Homo sapiens (human)
stem cell proliferationATP-dependent translocase ABCB1Homo sapiens (human)
ceramide translocationATP-dependent translocase ABCB1Homo sapiens (human)
export across plasma membraneATP-dependent translocase ABCB1Homo sapiens (human)
transport across blood-brain barrierATP-dependent translocase ABCB1Homo sapiens (human)
positive regulation of anion channel activityATP-dependent translocase ABCB1Homo sapiens (human)
carboxylic acid transmembrane transportATP-dependent translocase ABCB1Homo sapiens (human)
xenobiotic detoxification by transmembrane export across the plasma membraneATP-dependent translocase ABCB1Homo sapiens (human)
xenobiotic transport across blood-brain barrierATP-dependent translocase ABCB1Homo sapiens (human)
regulation of chloride transportATP-dependent translocase ABCB1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (14)

Processvia Protein(s)Taxonomy
protein bindingATP-dependent translocase ABCB1Homo sapiens (human)
ATP bindingATP-dependent translocase ABCB1Homo sapiens (human)
ABC-type xenobiotic transporter activityATP-dependent translocase ABCB1Homo sapiens (human)
efflux transmembrane transporter activityATP-dependent translocase ABCB1Homo sapiens (human)
ATP hydrolysis activityATP-dependent translocase ABCB1Homo sapiens (human)
transmembrane transporter activityATP-dependent translocase ABCB1Homo sapiens (human)
ubiquitin protein ligase bindingATP-dependent translocase ABCB1Homo sapiens (human)
ATPase-coupled transmembrane transporter activityATP-dependent translocase ABCB1Homo sapiens (human)
xenobiotic transmembrane transporter activityATP-dependent translocase ABCB1Homo sapiens (human)
carboxylic acid transmembrane transporter activityATP-dependent translocase ABCB1Homo sapiens (human)
phosphatidylcholine floppase activityATP-dependent translocase ABCB1Homo sapiens (human)
phosphatidylethanolamine flippase activityATP-dependent translocase ABCB1Homo sapiens (human)
ceramide floppase activityATP-dependent translocase ABCB1Homo sapiens (human)
floppase activityATP-dependent translocase ABCB1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (7)

Processvia Protein(s)Taxonomy
cytoplasmATP-dependent translocase ABCB1Homo sapiens (human)
plasma membraneATP-dependent translocase ABCB1Homo sapiens (human)
cell surfaceATP-dependent translocase ABCB1Homo sapiens (human)
membraneATP-dependent translocase ABCB1Homo sapiens (human)
apical plasma membraneATP-dependent translocase ABCB1Homo sapiens (human)
extracellular exosomeATP-dependent translocase ABCB1Homo sapiens (human)
external side of apical plasma membraneATP-dependent translocase ABCB1Homo sapiens (human)
plasma membraneATP-dependent translocase ABCB1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (8)

Assay IDTitleYearJournalArticle
AID1609742Cytotoxicity against human MCF7 cells assessed as reduction in cell viability at 0.1 to 100 uM incubated for 24 hrs by MTT assay2019European journal of medicinal chemistry, Dec-01, Volume: 183Single-molecule chemiluminescent photosensitizer for a self-activating and tumor-selective photodynamic therapy of cancer.
AID1609732Induction of singlet production in acetate buffer using chemiluminescent substrate by spectrofluorimetry2019European journal of medicinal chemistry, Dec-01, Volume: 183Single-molecule chemiluminescent photosensitizer for a self-activating and tumor-selective photodynamic therapy of cancer.
AID1609736Induction of singlet oxygen production in methanol assessed as ABDA florescence quenching by spectrofluorimetry2019European journal of medicinal chemistry, Dec-01, Volume: 183Single-molecule chemiluminescent photosensitizer for a self-activating and tumor-selective photodynamic therapy of cancer.
AID1609734Induction of singlet production in methanol in presence of potassium superoxide using chemiluminescent substrate incubated for 30 mins in N2-bubbling by spectrofluorimetry relative to control2019European journal of medicinal chemistry, Dec-01, Volume: 183Single-molecule chemiluminescent photosensitizer for a self-activating and tumor-selective photodynamic therapy of cancer.
AID1609741Cytotoxicity against human PC3 cells assessed as reduction in cell viability at 0.1 to 100 uM incubated for 24 hrs by MTT assay2019European journal of medicinal chemistry, Dec-01, Volume: 183Single-molecule chemiluminescent photosensitizer for a self-activating and tumor-selective photodynamic therapy of cancer.
AID228563Krel expressed as Ki with respect to Ktrolox2001Bioorganic & medicinal chemistry letters, Sep-03, Volume: 11, Issue:17
Imidazolopyrazinones as potential antioxidants.
AID228133Reaction rate constant of the compound2001Bioorganic & medicinal chemistry letters, Sep-03, Volume: 11, Issue:17
Imidazolopyrazinones as potential antioxidants.
AID680885TP_TRANSPORTER: efflux in KB 8-5-11 Rluc cells2004Proceedings of the National Academy of Sciences of the United States of America, Feb-10, Volume: 101, Issue:6
Imaging reversal of multidrug resistance in living mice with bioluminescence: MDR1 P-glycoprotein transports coelenterazine.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (202)

TimeframeStudies, This Drug (%)All Drugs %
pre-19903 (1.49)18.7374
1990's19 (9.41)18.2507
2000's62 (30.69)29.6817
2010's83 (41.09)24.3611
2020's35 (17.33)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews15 (7.21%)6.00%
Case Studies1 (0.48%)4.05%
Observational0 (0.00%)0.25%
Other192 (92.31%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]