Coelenterazine (BioDeep_00000177613)

human metabolite blood metabolite

代谢物信息卡片

2-(4-Hydroxybenzyl)-6-(4-hydroxyphenyl)-8-benzyl-3,7-dihydroimidazo(1,2-a)pyrazin-3-one

化学式: C26H21N3O3 (423.1582836)
中文名称: 腔肠素
谱图信息: 最多检出来源 Homo sapiens(blood) 66.67%

分子结构信息

SMILES: C1=CC=C(C=C1)CC2=NC(=CN3C2=NC(=C3O)CC4=CC=C(C=C4)O)C5=CC=C(C=C5)O
InChI: 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/h1-13,16,30-32H,14-15H2

描述信息

D019995 - Laboratory Chemicals > D007202 - Indicators and Reagents > D049408 - Luminescent Agents

同义名列表

3 个代谢物同义名

2-(4-Hydroxybenzyl)-6-(4-hydroxyphenyl)-8-benzyl-3,7-dihydroimidazo(1,2-a)pyrazin-3-one; 8-benzyl-6-(4-hydroxyphenyl)-2-[(4-hydroxyphenyl)methyl]imidazo[1,2-a]pyrazin-3-ol; coelenterazine

数据库引用编号

8 个数据库交叉引用编号

ChEBI: CHEBI:2311
PubChem: 135445694
HMDB: HMDB0250397
ChEMBL: CHEMBL4570841
ChEMBL: CHEMBL276558
Wikipedia: Coelenterazine
chemspider: 23166192
CAS: 55779-48-1

分类词条

Imidazopyrazines

代谢反应

0 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

21 个相关的物种来源信息

30724 Clupea pallasii: 10.1016/0305-0491(87)90306-3
291074 Plesionika: 10.1016/0305-0491(87)90306-3
575620 Heptacarpus: 10.1016/0305-0491(87)90306-3
64469 Sicyonia ingentis: 10.1016/0305-0491(87)90306-3
476914 Ammodytes hexapterus: 10.1016/0305-0491(87)90306-3
1190602 Clathria prolifera: 10.1016/0305-0491(87)90306-3
7950 Clupea harengus: 10.1016/0305-0491(87)90306-3
397975 Pandalus danae: 10.1016/0305-0491(87)90306-3
587144 Crangon septemspinosa: 10.1016/0305-0491(87)90306-3
6703 Pandalus borealis: 10.1016/0305-0491(87)90306-3
30724 Clupea pallasii: 10.1016/0305-0491(87)90306-3
291074 Plesionika: 10.1016/0305-0491(87)90306-3
575620 Heptacarpus: 10.1016/0305-0491(87)90306-3
64469 Sicyonia ingentis: 10.1016/0305-0491(87)90306-3
476914 Ammodytes hexapterus: 10.1016/0305-0491(87)90306-3
1190602 Clathria prolifera: 10.1016/0305-0491(87)90306-3
7950 Clupea harengus: 10.1016/0305-0491(87)90306-3
397975 Pandalus danae: 10.1016/0305-0491(87)90306-3
587144 Crangon septemspinosa: 10.1016/0305-0491(87)90306-3
6703 Pandalus borealis: 10.1016/0305-0491(87)90306-3
9606 Homo sapiens: -

在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：

PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。

点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。

文献列表

Ryo Nishihara, Ryoji Kurita. Mix-and-read bioluminescent copper detection platform using a caged coelenterazine analogue. The Analyst. 2021 Oct; 146(20):6139-6144. doi: 10.1039/d1an01292d. [PMID: 34486602]
Masahiro Abe, Ryo Nishihara, Sung-Bae Kim, Koji Suzuki. Near-Infrared Bioluminescence Imaging of Animal Cells with Through-Bond Energy Transfer Cassette. Methods in molecular biology (Clifton, N.J.). 2021; 2274(?):103-110. doi: 10.1007/978-1-0716-1258-3_10. [PMID: 34050466]
Ryo Nishihara, Kazuki Niwa, Tatsunosuke Tomita, Ryoji Kurita. Coelenterazine Analogue with Human Serum Albumin-Specific Bioluminescence. Bioconjugate chemistry. 2020 12; 31(12):2679-2684. doi: 10.1021/acs.bioconjchem.0c00536. [PMID: 33236887]
Hossein Rahmani, Fahimeh Ghavamipour, Reza H Sajedi. Bioluminescence Detection of Superoxide Anion Using Aequorin. Analytical chemistry. 2019 10; 91(20):12768-12774. doi: 10.1021/acs.analchem.9b02293. [PMID: 31500415]
Masahiro Abe, Ryo Nishihara, Yuma Ikeda, Takahiro Nakajima, Moritoshi Sato, Naoko Iwasawa, Shigeru Nishiyama, Ramasamy Paulmurugan, Daniel Citterio, Sung Bae Kim, Koji Suzuki. Near-Infrared Bioluminescence Imaging with a through-Bond Energy Transfer Cassette. Chembiochem : a European journal of chemical biology. 2019 08; 20(15):1919-1923. doi: 10.1002/cbic.201900149. [PMID: 30957352]
Jongchan Woo, Jason Hong, Savithramma P Dinesh-Kumar. Bioluminescence Resonance Energy Transfer (BRET)-Based Synthetic Sensor Platform for Drug Discovery. Current protocols in protein science. 2017 04; 88(?):19.30.1-19.30.12. doi: 10.1002/cpps.30. [PMID: 28369669]
Satoshi Inouye, Yuiko Sahara-Miura. A Novel Catalytic Function of Synthetic IgG-Binding Domain (Z Domain) from Staphylococcal Protein A: Light Emission with Coelenterazine. Photochemistry and photobiology. 2014 01; 90(1):137-44. doi: 10.1111/php.12192. [PMID: 24138575]
Jean M Feugang, Ramey C Youngblood, Jonathan M Greene, Abed S Fahad, William A Monroe, Scott T Willard, Peter L Ryan. Application of quantum dot nanoparticles for potential non-invasive bio-imaging of mammalian spermatozoa. Journal of nanobiotechnology. 2012 Dec; 10(?):45. doi: 10.1186/1477-3155-10-45. [PMID: 23241497]
Kathryn Luker, Mudit Gupta, Gary Luker. Bioluminescent CXCL12 fusion protein for cellular studies of CXCR4 and CXCR7. BioTechniques. 2009 Jul; 47(1):625-32. doi: 10.2144/000113126. [PMID: 19594447]
Tomoko Kagenishi, Ken Yokawa, Masaki Kuse, Minoru Isobe, François Bouteau, Tomonori Kawano. Prevention of copper-induced calcium influx and cell death by prion-derived peptide in suspension-cultured tobacco cells. Zeitschrift fur Naturforschung. C, Journal of biosciences. 2009 May; 64(5-6):411-7. doi: 10.1515/znc-2009-5-619. [PMID: 19678548]
Jutta Walstab, Sandra Combrink, Michael Brüss, Manfred Göthert, Beate Niesler, Heinz Bönisch. Aequorin luminescence-based assay for 5-hydroxytryptamine (serotonin) type 3 receptor characterization. Analytical biochemistry. 2007 Sep; 368(2):185-92. doi: 10.1016/j.ab.2007.06.007. [PMID: 17617370]
Maya Otto-Duessel, Vazgen Khankaldyyan, Ignacio Gonzalez-Gomez, Michael C Jensen, Walter E Laug, Michael Rosol. In vivo testing of Renilla luciferase substrate analogs in an orthotopic murine model of human glioblastoma. Molecular imaging. 2006 Apr; 5(2):57-64. doi: NULL. [PMID: 16954019]
M L N Dubuisson, J-F Rees, J Marchand-Brynaert. Coelenterazine (marine bioluminescent substrate): a source of inspiration for the discovery of novel antioxidants. Drug development and industrial pharmacy. 2005 Oct; 31(9):827-49. doi: 10.1080/03639040500271803. [PMID: 16305995]
Markus Fuhrmann, Amparo Hausherr, Lars Ferbitz, Thomas Schödl, Markus Heitzer, Peter Hegemann. Monitoring dynamic expression of nuclear genes in Chlamydomonas reinhardtii by using a synthetic luciferase reporter gene. Plant molecular biology. 2004 Aug; 55(6):869-81. doi: 10.1007/s11103-004-2150-6. [PMID: 15604722]
S Bhaumik, X Z Lewis, S S Gambhir. Optical imaging of Renilla luciferase, synthetic Renilla luciferase, and firefly luciferase reporter gene expression in living mice. Journal of biomedical optics. 2004 May; 9(3):578-86. doi: 10.1117/1.1647546. [PMID: 15189096]
Bertrand de Wergifosse, Marlène Dubuisson, Jacqueline Marchand-Brynaert, André Trouet, Jean-François Rees. Coelenterazine: a two-stage antioxidant in lipid micelles. Free radical biology & medicine. 2004 Feb; 36(3):278-87. doi: 10.1016/j.freeradbiomed.2003.11.008. [PMID: 15036347]
Hui Zhao, Timothy C Doyle, Ronald J Wong, Yuan Cao, David K Stevenson, David Piwnica-Worms, Christopher H Contag. Characterization of coelenterazine analogs for measurements of Renilla luciferase activity in live cells and living animals. Molecular imaging. 2004 Jan; 3(1):43-54. doi: 10.1162/15353500200403181. [PMID: 15142411]
Peter J K Knight, Thomas A Grigliatti. Chimeric G proteins extend the range of insect cell-based functional assays for human G protein-coupled receptors. Journal of receptor and signal transduction research. 2004; 24(4):241-56. doi: 10.1081/rrs-200035217. [PMID: 15648445]
Wei-Gen Li, Lynn L Stoll, James B Rice, Shao-Ping Xu, Francis J Miller, Papri Chatterjee, Ling Hu, Larry W Oberley, Arthur A Spector, Neal L Weintraub. Activation of NAD(P)H oxidase by lipid hydroperoxides: mechanism of oxidant-mediated smooth muscle cytotoxicity. Free radical biology & medicine. 2003 Apr; 34(7):937-46. doi: 10.1016/s0891-5849(03)00032-7. [PMID: 12654483]
Axelle Arrault, Marlène Dubuisson, Sonia Gharbi, Cécile Marchand, Tony Verbeuren, Alain Rupin, Alex Cordi, Eliete Bouskela, Jean-François Rees, Jacqueline Marchand-Brynaert. Protective effect of imidazolopyrazinone antioxidants on ischemia/reperfusion injury. Bioorganic & medicinal chemistry letters. 2003 Feb; 13(4):653-6. doi: 10.1016/s0960-894x(02)01049-1. [PMID: 12639551]
Maggi Burton, Catherine De Tollenaere, Jean-François Cavalier, Cécile Marchand, Frédérique Dussart, Jacqueline Marchand-Brynaert, Jean-François Rees. Synthesis, structure-activity relationship and in vitro evaluation of coelenterazine and coelenteramine derivatives as inhibitors of lipid peroxidation. Free radical research. 2003 Feb; 37(2):145-58. doi: 10.1080/1071576021000036443. [PMID: 12653203]
Bernadette J Janssens, Jacqueline Marchand-Brynaert, Jean-François Rees. Protection of peroxide-treated fish erythrocytes by coelenterazine and coelenteramine. Free radical research. 2002 Sep; 36(9):967-74. doi: 10.1080/107157621000006608. [PMID: 12448822]
Christoph Plieth, Anthony J Trewavas. Reorientation of seedlings in the earth's gravitational field induces cytosolic calcium transients. Plant physiology. 2002 Jun; 129(2):786-96. doi: 10.1104/pp.011007. [PMID: 12068119]
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M L Dubuisson, B de Wergifosse, A Trouet, F Baguet, J Marchand-Brynaert, J F Rees. Antioxidative properties of natural coelenterazine and synthetic methyl coelenterazine in rat hepatocytes subjected to tert-butyl hydroperoxide-induced oxidative stress. Biochemical pharmacology. 2000 Aug; 60(4):471-8. doi: 10.1016/s0006-2952(00)00359-2. [PMID: 10874121]
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