Foscan (BioDeep_00000008834)
Secondary id: BioDeep_00001871399
human metabolite blood metabolite Volatile Flavor Compounds
代谢物信息卡片
3-[7,12,17-tris(3-hydroxyphenyl)-21,22,23,24-tetraazapentacyclo[16.2.1.1³,⁶.1⁸,¹¹.1¹³,¹⁶]tetracosa-1,3,5,7,11(23),12,14,16,18(21),19-decaen-2-yl]phenol
化学式: C44H32N4O4 (680.2423431999999)
中文名称: 替莫卟吩
谱图信息:
最多检出来源 Homo sapiens(blood) 92.31%
分子结构信息
SMILES: C1CC2=NC1=C(C3=CC=C(N3)C(=C4C=CC(=N4)C(=C5C=CC(=C2C6=CC(=CC=C6)O)N5)C7=CC(=CC=C7)O)C8=CC(=CC=C8)O)C9=CC(=CC=C9)O
InChI: InChI=1S/C44H32N4O4/c49-29-9-1-5-25(21-29)41-33-13-15-35(45-33)42(26-6-2-10-30(50)22-26)37-17-19-39(47-37)44(28-8-4-12-32(52)24-28)40-20-18-38(48-40)43(36-16-14-34(41)46-36)27-7-3-11-31(51)23-27/h1-17,19,21-24,46-47,49-52H,18,20H2
描述信息
L - Antineoplastic and immunomodulating agents > L01 - Antineoplastic agents > L01X - Other antineoplastic agents > L01XD - Sensitizers used in photodynamic/radiation therapy
D011838 - Radiation-Sensitizing Agents > D017319 - Photosensitizing Agents
D000970 - Antineoplastic Agents
C1420 - Photosensitizing Agent
D003879 - Dermatologic Agents
Same as: D06066
同义名列表
9 个代谢物同义名
3-[7,12,17-tris(3-hydroxyphenyl)-21,22,23,24-tetraazapentacyclo[16.2.1.1³,⁶.1⁸,¹¹.1¹³,¹⁶]tetracosa-1,3,5,7,11(23),12,14,16,18(21),19-decaen-2-yl]phenol; 3,3,3,3-(7,8-dihydro-21H,23H-porphine-5,10,15,20-tetrayl)tetrakisphenol; 3,3,3,3-(7,8-dihydroporphyrin-5,10,15,20-tetrayl)tetraphenol; 2,3-Dihydro-5,10,15,20-tetra(m-hydroxyphenyl)porphyrin; Meso-tetrahydroxyphenylchlorin; TEMOPORFIN; Foscan; m-THPC; Temoporfin
数据库引用编号
15 个数据库交叉引用编号
- ChEBI: CHEBI:9437
- KEGG: C11730
- PubChem: 60751
- HMDB: HMDB0258804
- Metlin: METLIN69182
- DrugBank: DB11630
- ChEMBL: CHEMBL2067974
- ChEMBL: CHEMBL2067976
- ChEMBL: CHEMBL500576
- Wikipedia: Temoporfin
- CAS: 122341-38-2
- PMhub: MS000022536
- PubChem: 13895
- NIKKAJI: J609.499F
- KNApSAcK: 9437
分类词条
相关代谢途径
Reactome(0)
BioCyc(0)
PlantCyc(0)
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)
1 个相关的物种来源信息
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
- Zeting Yuan, Guohua Fan, Honglei Wu, Chaolian Liu, Yueping Zhan, Yanyan Qiu, Chenting Shou, Feng Gao, Jun Zhang, Peihao Yin, Ke Xu. Photodynamic therapy synergizes with PD-L1 checkpoint blockade for immunotherapy of CRC by multifunctional nanoparticles.
Molecular therapy : the journal of the American Society of Gene Therapy.
2021 10; 29(10):2931-2948. doi:
10.1016/j.ymthe.2021.05.017. [PMID: 34023507] - Ilya Yakavets, Aurelie Francois, Laureline Lamy, Max Piffoux, Florence Gazeau, Claire Wilhelm, Vladimir Zorin, Amanda K A Silva, Lina Bezdetnaya. Effect of stroma on the behavior of temoporfin-loaded lipid nanovesicles inside the stroma-rich head and neck carcinoma spheroids.
Journal of nanobiotechnology.
2021 Jan; 19(1):3. doi:
10.1186/s12951-020-00743-x. [PMID: 33407564] - Sajid Ali, Muhammad Umair Amin, Imran Tariq, Muhammad Farhan Sohail, Muhammad Yasir Ali, Eduard Preis, Ghazala Ambreen, Shashank Reddy Pinnapireddy, Jarmila Jedelská, Jens Schäfer, Udo Bakowsky. Lipoparticles for Synergistic Chemo-Photodynamic Therapy to Ovarian Carcinoma Cells: In vitro and in vivo Assessments.
International journal of nanomedicine.
2021; 16(?):951-976. doi:
10.2147/ijn.s285950. [PMID: 33603362] - Busenur Aslanoglu, Ilya Yakavets, Vladimir Zorin, Henri-Pierre Lassalle, Francesca Ingrosso, Antonio Monari, Saron Catak. Optical properties of photodynamic therapy drugs in different environments: the paradigmatic case of temoporfin.
Physical chemistry chemical physics : PCCP.
2020 Aug; 22(29):16956-16964. doi:
10.1039/d0cp02055a. [PMID: 32672774] - Nora C Stein, Dennis Mulac, Jörg Fabian, Fabian C Herrmann, Klaus Langer. Nanoparticle albumin-bound mTHPC for photodynamic therapy: Preparation and comprehensive characterization of a promising drug delivery system.
International journal of pharmaceutics.
2020 May; 582(?):119347. doi:
10.1016/j.ijpharm.2020.119347. [PMID: 32315751] - Laura Jablonka, Mukul Ashtikar, Ge Fiona Gao, Manuela Thurn, Harshvardhan Modh, Jiong-Wei Wang, Annegret Preuß, Dietrich Scheglmann, Volker Albrecht, Beate Röder, Matthias G Wacker. Predicting human pharmacokinetics of liposomal temoporfin using a hybrid in silico model.
European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V.
2020 Apr; 149(?):121-134. doi:
10.1016/j.ejpb.2020.02.001. [PMID: 32035970] - Chantal M Wallenwein, Mônica Villa Nova, Christine Janas, Laura Jablonka, Ge F Gao, Manuela Thurn, Volker Albrecht, Arno Wiehe, Matthias G Wacker. A dialysis-based in vitro drug release assay to study dynamics of the drug-protein transfer of temoporfin liposomes.
European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V.
2019 Oct; 143(?):44-50. doi:
10.1016/j.ejpb.2019.08.010. [PMID: 31421208] - Marline N'Diaye, Juliette Vergnaud-Gauduchon, Valérie Nicolas, Victor Faure, Stéphanie Denis, Sonia Abreu, Pierre Chaminade, Véronique Rosilio. Hybrid Lipid Polymer Nanoparticles for Combined Chemo- and Photodynamic Therapy.
Molecular pharmaceutics.
2019 09; 16(9):4045-4058. doi:
10.1021/acs.molpharmaceut.9b00797. [PMID: 31361499] - Laura Jablonka, Mukul Ashtikar, Ge Gao, Fabian Jung, Manuela Thurn, Annegret Preuß, Dietrich Scheglmann, Volker Albrecht, Beate Röder, Matthias G Wacker. Advanced in silico modeling explains pharmacokinetics and biodistribution of temoporfin nanocrystals in humans.
Journal of controlled release : official journal of the Controlled Release Society.
2019 08; 308(?):57-70. doi:
10.1016/j.jconrel.2019.06.029. [PMID: 31247282] - Ilya Yakavets, Marie Millard, Vladimir Zorin, Henri-Pierre Lassalle, Lina Bezdetnaya. Current state of the nanoscale delivery systems for temoporfin-based photodynamic therapy: Advanced delivery strategies.
Journal of controlled release : official journal of the Controlled Release Society.
2019 06; 304(?):268-287. doi:
10.1016/j.jconrel.2019.05.035. [PMID: 31136810] - Armin Tahmasbi Rad, Ching-Wen Chen, Wafa Aresh, Yan Xia, Ping-Shan Lai, Mu-Ping Nieh. Combinational Effects of Active Targeting, Shape, and Enhanced Permeability and Retention for Cancer Theranostic Nanocarriers.
ACS applied materials & interfaces.
2019 Mar; 11(11):10505-10519. doi:
10.1021/acsami.8b21609. [PMID: 30793580] - Marie Millard, Ilya Yakavets, Max Piffoux, Amanda Brun, Florence Gazeau, Jean-Michel Guigner, Jordane Jasniewski, Henri-Pierre Lassalle, Claire Wilhelm, Lina Bezdetnaya. mTHPC-loaded extracellular vesicles outperform liposomal and free mTHPC formulations by an increased stability, drug delivery efficiency and cytotoxic effect in tridimensional model of tumors.
Drug delivery.
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2018 Mar; 28(1):22-34. doi:
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European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences.
2017 Sep; 107(?):112-125. doi:
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Physical chemistry chemical physics : PCCP.
2017 May; 19(18):11460-11473. doi:
10.1039/c7cp00983f. [PMID: 28425533] - Ingrid Brezaniova, Martin Hruby, Jarmila Kralova, Vladimir Kral, Zulfiya Cernochova, Peter Cernoch, Miroslav Slouf, Jana Kredatusova, Petr Stepanek. Temoporfin-loaded 1-tetradecanol-based thermoresponsive solid lipid nanoparticles for photodynamic therapy.
Journal of controlled release : official journal of the Controlled Release Society.
2016 11; 241(?):34-44. doi:
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Journal of nanobiotechnology.
2016 Sep; 14(1):68. doi:
10.1186/s12951-016-0221-x. [PMID: 27604187] - Igor Yankovsky, Estelle Bastien, Ilya Yakavets, Ivan Khludeyev, Henri-Pierre Lassalle, Susanna Gräfe, Lina Bezdetnaya, Vladimir Zorin. Inclusion complexation with β-cyclodextrin derivatives alters photodynamic activity and biodistribution of meta-tetra(hydroxyphenyl)chlorin.
European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences.
2016 Aug; 91(?):172-82. doi:
10.1016/j.ejps.2016.06.012. [PMID: 27320407] - Stephan Holzschuh, Kathrin Kaeß, Alfred Fahr, Christiane Decker. Quantitative In Vitro Assessment of Liposome Stability and Drug Transfer Employing Asymmetrical Flow Field-Flow Fractionation (AF4).
Pharmaceutical research.
2016 Apr; 33(4):842-55. doi:
10.1007/s11095-015-1831-y. [PMID: 26597938] - Rudolf K Horlings, Jorrit B Terra, Max J H Witjes. mTHPC mediated, systemic photodynamic therapy (PDT) for nonmelanoma skin cancers: Case and literature review.
Lasers in surgery and medicine.
2015 Dec; 47(10):779-87. doi:
10.1002/lsm.22429. [PMID: 26462858] - Reut Timor, Hana Weitman, Nir Waiskopf, Uri Banin, Benjamin Ehrenberg. PEG-Phospholipids Coated Quantum Rods as Amplifiers of the Photosensitization Process by FRET.
ACS applied materials & interfaces.
2015 Sep; 7(38):21107-14. doi:
10.1021/acsami.5b04318. [PMID: 26334672] - Sara Haupt, Itay Lazar, Hana Weitman, Mathias O Senge, Benjamin Ehrenberg. Pdots, a new type of nanoparticle, bind to mTHPC via their lipid modified surface and exhibit very high FRET efficiency between the core and the sensitizer.
Physical chemistry chemical physics : PCCP.
2015 May; 17(17):11412-22. doi:
10.1039/c4cp05579a. [PMID: 25853434] - Riccardo Di Corato, Gaëlle Béalle, Jelena Kolosnjaj-Tabi, Ana Espinosa, Olivier Clément, Amanda K A Silva, Christine Ménager, Claire Wilhelm. Combining magnetic hyperthermia and photodynamic therapy for tumor ablation with photoresponsive magnetic liposomes.
ACS nano.
2015 Mar; 9(3):2904-16. doi:
10.1021/nn506949t. [PMID: 25695371] - Haiyan Xie, Pontus Svenmarker, Johan Axelsson, Susanna Gräfe, Maria Kyriazi, Niels Bendsoe, Stefan Andersson-Engels, Katarina Svanberg. Pharmacokinetic and biodistribution study following systemic administration of Fospeg®--a Pegylated liposomal mTHPC formulation in a murine model.
Journal of biophotonics.
2015 Jan; 8(1-2):142-52. doi:
10.1002/jbio.201300133. [PMID: 24375973] - Mohamed Dawoud, Fahima M Hashem. Comparative study on the suitability of two techniques for measuring the transfer of lipophilic drug models from lipid nanoparticles to lipophilic acceptors.
AAPS PharmSciTech.
2014 Dec; 15(6):1551-61. doi:
10.1208/s12249-014-0179-7. [PMID: 25128298] - Giridharan Loghanathan Malarvizhi, Parwathy Chandran, Archana Payickattu Retnakumari, Ranjith Ramachandran, Neha Gupta, Shantikumar Nair, Manzoor Koyakutty. A rationally designed photo-chemo core-shell nanomedicine for inhibiting the migration of metastatic breast cancer cells followed by photodynamic killing.
Nanomedicine : nanotechnology, biology, and medicine.
2014 Apr; 10(3):579-87. doi:
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Journal of photochemistry and photobiology. B, Biology.
2014 Jan; 130(?):161-9. doi:
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Lasers in medical science.
2013 Nov; 28(6):1541-8. doi:
10.1007/s10103-012-1248-3. [PMID: 23377406] - Christiane Decker, Harald Schubert, Sylvio May, Alfred Fahr. Pharmacokinetics of temoporfin-loaded liposome formulations: correlation of liposome and temoporfin blood concentration.
Journal of controlled release : official journal of the Controlled Release Society.
2013 Mar; 166(3):277-85. doi:
10.1016/j.jconrel.2013.01.005. [PMID: 23313962] - Vadzim Reshetov, Vladimir Zorin, Agnieszka Siupa, Marie-Ange D'Hallewin, François Guillemin, Lina Bezdetnaya. Interaction of liposomal formulations of meta-tetra(hydroxyphenyl)chlorin (temoporfin) with serum proteins: protein binding and liposome destruction.
Photochemistry and photobiology.
2012 Sep; 88(5):1256-64. doi:
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Chemistry and physics of lipids.
2012 Jul; 165(5):520-9. doi:
10.1016/j.chemphyslip.2012.04.001. [PMID: 22534024] - Aspasia Petri, Eleni Alexandratou, Maria Kyriazi, Michail Rallis, Vassilios Roussis, Dido Yova. Combination of Fospeg-IPDT and a natural antioxidant compound prevents photosensitivity in a murine prostate cancer tumour model.
Photodiagnosis and photodynamic therapy.
2012 Jun; 9(2):100-8. doi:
10.1016/j.pdpdt.2011.11.002. [PMID: 22594979] - Kewei Yang, Joseph T Delaney, Ulrich S Schubert, Alfred Fahr. Fast high-throughput screening of temoporfin-loaded liposomal formulations prepared by ethanol injection method.
Journal of liposome research.
2012 Mar; 22(1):31-41. doi:
10.3109/08982104.2011.584319. [PMID: 21682653] - Melissa J Bovis, Josephine H Woodhams, Marilena Loizidou, Dietrich Scheglmann, Stephen G Bown, Alexander J Macrobert. Improved in vivo delivery of m-THPC via pegylated liposomes for use in photodynamic therapy.
Journal of controlled release : official journal of the Controlled Release Society.
2012 Jan; 157(2):196-205. doi:
10.1016/j.jconrel.2011.09.085. [PMID: 21982898] - Stephanie G C Kroeze, Mathijs C M Grimbergen, Holger Rehmann, J L H Ruud Bosch, Judith J M Jans. Photodynamic therapy as novel nephron sparing treatment option for small renal masses.
The Journal of urology.
2012 Jan; 187(1):289-95. doi:
10.1016/j.juro.2011.09.006. [PMID: 22099991] - Baris Karakullukcu, Jan Paul De Boer, Robert Van Veen, Jurgen Wegman, Bing Tan. Surgical debulking combined with photodynamic therapy to manage residual extramedullary plasmacytoma of the nasopharynx.
Photodiagnosis and photodynamic therapy.
2011 Sep; 8(3):264-6. doi:
10.1016/j.pdpdt.2011.03.340. [PMID: 21864800] - Vadzim Reshetov, Dzmitry Kachatkou, Tatiana Shmigol, Vladimir Zorin, Marie-Ange D'Hallewin, Francois Guillemin, Lina Bezdetnaya. Redistribution of meta-tetra(hydroxyphenyl)chlorin (m-THPC) from conventional and PEGylated liposomes to biological substrates.
Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology.
2011 Jun; 10(6):911-9. doi:
10.1039/c0pp00303d. [PMID: 21311777] - Ming Chen, Xiangli Liu, Alfred Fahr. Skin penetration and deposition of carboxyfluorescein and temoporfin from different lipid vesicular systems: In vitro study with finite and infinite dosage application.
International journal of pharmaceutics.
2011 Apr; 408(1-2):223-34. doi:
10.1016/j.ijpharm.2011.02.006. [PMID: 21316430] - Hossam Hefesha, Stephan Loew, Xiangli Liu, Sylvio May, Alfred Fahr. Transfer mechanism of temoporfin between liposomal membranes.
Journal of controlled release : official journal of the Controlled Release Society.
2011 Mar; 150(3):279-86. doi:
10.1016/j.jconrel.2010.09.021. [PMID: 20888878] - Annegret Preuss, Kuan Chen, Steffen Hackbarth, Matthias Wacker, Klaus Langer, Beate Röder. Photosensitizer loaded HSA nanoparticles II: in vitro investigations.
International journal of pharmaceutics.
2011 Feb; 404(1-2):308-16. doi:
10.1016/j.ijpharm.2010.11.023. [PMID: 21094228] - Kuan Chen, Matthias Wacker, Steffen Hackbarth, Carmen Ludwig, Klaus Langer, Beate Röder. Photophysical evaluation of mTHPC-loaded HSA nanoparticles as novel PDT delivery systems.
Journal of photochemistry and photobiology. B, Biology.
2010 Dec; 101(3):340-7. doi:
10.1016/j.jphotobiol.2010.08.006. [PMID: 20813540] - Annegret Preuss, Steffen Hackbarth, Matthias Wacker, Thomas Knobloch, Klaus Langer, Beate Röder. Comprehensive in vitro investigations on biodegradable photosensitizer-nanoparticle delivery systems.
Journal of controlled release : official journal of the Controlled Release Society.
2010 Nov; 148(1):e117-8. doi:
10.1016/j.jconrel.2010.07.089. [PMID: 21529588] - Julie Garrier, Aude Bressenot, Susanna Gräfe, Sophie Marchal, Soumya Mitra, Thomas H Foster, François Guillemin, Lina Bezdetnaya. Compartmental targeting for mTHPC-based photodynamic treatment in vivo: Correlation of efficiency, pharmacokinetics, and regional distribution of apoptosis.
International journal of radiation oncology, biology, physics.
2010 Oct; 78(2):563-71. doi:
10.1016/j.ijrobp.2010.04.009. [PMID: 20656417] - Matthias Wacker, Kuan Chen, Annegret Preuss, Karin Possemeyer, Beate Roeder, Klaus Langer. Photosensitizer loaded HSA nanoparticles. I: Preparation and photophysical properties.
International journal of pharmaceutics.
2010 Jun; 393(1-2):253-62. doi:
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Molecular pharmaceutics.
2010 Apr; 7(2):350-63. doi:
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Lasers in surgery and medicine.
2009 Nov; 41(9):643-52. doi:
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Nanotechnology.
2009 Aug; 20(34):345101. doi:
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Photochemistry and photobiology.
2009 May; 85(3):719-24. doi:
10.1111/j.1751-1097.2008.00466.x. [PMID: 19067951] - Henri-Pierre Lassalle, Dominique Dumas, Susanna Gräfe, Marie-Ange D'Hallewin, François Guillemin, Lina Bezdetnaya. Correlation between in vivo pharmacokinetics, intratumoral distribution and photodynamic efficiency of liposomal mTHPC.
Journal of controlled release : official journal of the Controlled Release Society.
2009 Mar; 134(2):118-24. doi:
10.1016/j.jconrel.2008.11.016. [PMID: 19100297] - Marie Ange D'Hallewin, Dmitri Kochetkov, Yan Viry-Babel, Agnes Leroux, Elisabeth Werkmeister, Dominique Dumas, Susanna Gräfe, Vladimir Zorin, François Guillemin, Lina Bezdetnaya. Photodynamic therapy with intratumoral administration of Lipid-Based mTHPC in a model of breast cancer recurrence.
Lasers in surgery and medicine.
2008 Oct; 40(8):543-9. doi:
10.1002/lsm.20662. [PMID: 18798287] - Henri-Pierre Lassalle, Michael Wagner, Lina Bezdetnaya, François Guillemin, Herbert Schneckenburger. Fluorescence imaging of Foscan and Foslip in the plasma membrane and in whole cells.
Journal of photochemistry and photobiology. B, Biology.
2008 Jul; 92(1):47-53. doi:
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Photochemistry and photobiology.
2007 Sep; 83(5):1211-9. doi:
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