Treosulfan (BioDeep_00000012919)
Secondary id: BioDeep_00001868239
human metabolite
代谢物信息卡片
2,3-Dihydroxy-4-(methanesulphonyloxy)butyl methanesulphonic acid
化学式: C6H14O8S2 (278.013)
中文名称: 曲奥舒凡
谱图信息:
最多检出来源 Homo sapiens(not specific) 7.2%
分子结构信息
SMILES: CS(=O)(=O)OCC(C(COS(=O)(=O)C)O)O
InChI: InChI=1S/C6H14O8S2/c1-15(9,10)13-3-5(7)6(8)4-14-16(2,11)12/h5-8H,3-4H2,1-2H3
描述信息
Treosulfan belongs to the family of Methanesulfonates. These are compounds containing a methanesulfonate moiety, which consists of a methane linked to the sulfur atom of a sulfonate group.
L - Antineoplastic and immunomodulating agents > L01 - Antineoplastic agents > L01A - Alkylating agents > L01AB - Alkyl sulfonates
C274 - Antineoplastic Agent > C186664 - Cytotoxic Chemotherapeutic Agent > C2842 - DNA Binding Agent
D009676 - Noxae > D000477 - Alkylating Agents
D000970 - Antineoplastic Agents
同义名列表
26 个代谢物同义名
2,3-Dihydroxy-4-(methanesulphonyloxy)butyl methanesulphonic acid; 2,3-Dihydroxy-4-(methanesulfonyloxy)butyl methanesulfonic acid; 2,3-Dihydroxy-4-(methanesulphonyloxy)butyl methanesulphonate; 2,3-dihydroxy-4-(methanesulfonyloxy)butyl methanesulfonate; (2S,3S)-Threitol 1,4-bismethanesulfonate; 1,4-Dimethanesulfonate(2S,3S)-threitol; L-Threitol, 1, 4-bis(methanesulfonate); 1,4-Dimethanesulfonatel-(+ )-threitol; L-Threitol-1, 4-bis(methanesulfonate); L-Threitol-1,4-bis(methanesulfonate); L-Threitol-1,4-bismethanesulfonate; L-Threitol 1,4-dimethanesulfonate; Treosulfan, ((r*,r*)-(+-))-isomer; 1,4-Dimethanesulfonatel-threitol; Treosulfan, (R-(r*,r*))-isomer; Treosulfan, (r*,s*)-isomer; Treosulfan, (r*,r*)-isomer; L-Threityl dimesylate; L-Dihydroxybusulfan; Dihydroxybusulfan; Dihydroxymyleran; Treosulphan; Treosulfan; Tresulfan; DHB; Treosulfan
数据库引用编号
18 个数据库交叉引用编号
- ChEBI: CHEBI:82557
- KEGG: C19557
- KEGGdrug: D07253
- PubChem: 9882105
- PubChem: 9296
- HMDB: HMDB0042046
- Metlin: METLIN589
- DrugBank: DB11678
- ChEMBL: CHEMBL2358556
- ChEMBL: CHEMBL455186
- Wikipedia: Treosulfan
- chemspider: 8937
- CAS: 21106-06-9
- CAS: 299-75-2
- PMhub: MS000027255
- PubChem: 124490229
- RefMet: Treosulfan
- KNApSAcK: 82557
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。
| 亚细胞结构定位 | 关联基因列表 |
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文献列表
- Stephan Schaller, Frederico S Martins, Pavel Balazki, Sonja Böhm, Joachim Baumgart, Ralf A Hilger, Dietrich W Beelen, Claudia Hemmelmann, Arne Ring. Evaluation of the drug-drug interaction potential of treosulfan using a physiologically-based pharmacokinetic modelling approach.
British journal of clinical pharmacology.
2022 02; 88(4):1722-1734. doi:
10.1111/bcp.15081. [PMID: 34519068] - Dorota Danielak, Michał Romański, Anna Kasprzyk, Artur Teżyk, Franciszek Główka. Population pharmacokinetic approach for evaluation of treosulfan and its active monoepoxide disposition in plasma and brain on the basis of a rat model.
Pharmacological reports : PR.
2020 Oct; 72(5):1297-1309. doi:
10.1007/s43440-020-00115-0. [PMID: 32474888] - Alison Leiper, Maite Houwing, E Graham Davies, Kanchan Rao, Siobhan Burns, Emma Morris, Joop Laven, Anne-Lotte van der Kooi, Marry van den Heuvel Eibrink, Stephen Nussey. Anti-Müllerian hormone and Inhibin B after stem cell transplant in childhood: a comparison of myeloablative, reduced intensity and treosulfan-based chemotherapy regimens.
Bone marrow transplantation.
2020 10; 55(10):1985-1995. doi:
10.1038/s41409-020-0866-9. [PMID: 32231250] - Aleksandar Radujkovic, Ute Hegenbart, Carsten Müller-Tidow, Klaus Herfarth, Peter Dreger, Thomas Luft. High leukemia-free survival after TBI-based conditioning and mycophenolate mofetil-containing immunosuppression in patients allografted for chronic myelomonocytic leukemia: a single-center experience.
Annals of hematology.
2020 Apr; 99(4):855-866. doi:
10.1007/s00277-020-03952-4. [PMID: 32036420] - Adrian Martuszewski, Patrycja Paluszkiewicz, Katarzyna Sierżęga-Staykov, Elżbieta Wawrzyniak-Dzierżek, Małgorzata Salamonowicz-Bodzioch, Jowita Frączkiewicz, Małgorzata Janeczko-Czarnecka, Monika Mielcarek-Siedziuk, Mateusz Nowak, Nel Dąbrowska-Leonik, Beata Wolska-Kuśnierz, Katarzyna Gul, Katarzyna Bąbol-Pokora, Wojciech Młynarski, Krzysztof Kałwak, Marek Ussowicz. Successful Allogeneic Stem Cell Transplantation in Nuclear Factor-Kappa B Essential Modulator Deficiency Syndrome After Treosulfan-Based Conditioning: A Case Report.
Transplantation proceedings.
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Pediatric transplantation.
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Molecular pharmacology.
2019 11; 96(5):629-640. doi:
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Pharmaceutical development and technology.
2019 Jun; 24(5):639-648. doi:
10.1080/10837450.2018.1551903. [PMID: 30474459] - Michał Romański, Anna Zacharzewska, Artur Teżyk, Franciszek K Główka. In Vivo Red Blood Cells/Plasma Partition Coefficient of Treosulfan and Its Active Monoepoxide in Rats.
European journal of drug metabolism and pharmacokinetics.
2018 Oct; 43(5):565-571. doi:
10.1007/s13318-018-0469-7. [PMID: 29542019] - Divya Devadasan, Chiao-Wang Sun, Erik R Westin, Li-Chen Wu, Kevin M Pawlik, Tim M Townes, Frederick D Goldman. Bone Marrow Transplantation after Nonmyeloablative Treosulfan Conditioning Is Curative in a Murine Model of Sickle Cell Disease.
Biology of blood and marrow transplantation : journal of the American Society for Blood and Marrow Transplantation.
2018 08; 24(8):1554-1562. doi:
10.1016/j.bbmt.2018.04.011. [PMID: 29684562] - Michał Romański, Franciszek Główka. Clinical bioanalysis of treosulfan and its epoxides: The importance of collected blood processing for valid pharmacokinetic results.
Journal of pharmaceutical and biomedical analysis.
2018 May; 153(?):199-203. doi:
10.1016/j.jpba.2018.02.049. [PMID: 29501039] - Michał Romański, Anna Kasprzyk, Mateusz Walczak, Agnieszka Ziółkowska, Franciszek Główka. Disposition of treosulfan and its active monoepoxide in a bone marrow, liver, lungs, brain, and muscle: Studies in a rat model with clinical relevance.
European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences.
2017 Nov; 109(?):616-623. doi:
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Journal of pharmaceutical and biomedical analysis.
2017 Jun; 140(?):122-129. doi:
10.1016/j.jpba.2017.03.023. [PMID: 28346882] - Michał Romański, Anna Kasprzyk, Agnieszka Karbownik, Franciszek K Główka. Ocular disposition of treosulfan and its active epoxy-transformers following intravenous administration in rabbits.
Drug metabolism and pharmacokinetics.
2016 Oct; 31(5):356-362. doi:
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Journal of pharmaceutical sciences.
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Journal of chromatographic science.
2016 Mar; 54(3):326-33. doi:
10.1093/chromsci/bmv145. [PMID: 26433392] - Michał Romański, Joachim Baumgart, Sonja Böhm, Franciszek K Główka. Penetration of Treosulfan and its Active Monoepoxide Transformation Product into Central Nervous System of Juvenile and Young Adult Rats.
Drug metabolism and disposition: the biological fate of chemicals.
2015 Dec; 43(12):1946-54. doi:
10.1124/dmd.115.066050. [PMID: 26428246] - Michał Romański, Bartosz Urbaniak, Zenon Kokot, Franciszek K Główka. Activation of Prodrug Treosulfan at pH 7.4 and 37°C Accompanied by Hydrolysis of Its Active Epoxides: Kinetic Studies with Clinical Relevance.
Journal of pharmaceutical sciences.
2015 Dec; 104(12):4433-4442. doi:
10.1002/jps.24662. [PMID: 26422826] - Franciszek Główka, Anna Kasprzyk, Michał Romański, Tomasz Wróbel, Jacek Wachowiak, Dawid Szpecht, Krzysztof Kałwak, Anna Wiela-Hojeńska, Paulina Dziatkiewicz, Artur Teżyk, Czesław Żaba. Pharmacokinetics of treosulfan and its active monoepoxide in pediatric patients after intravenous infusion of high-dose treosulfan prior to HSCT.
European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences.
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Leukemia.
2015 Feb; 29(2):396-405. doi:
10.1038/leu.2014.180. [PMID: 24897508] - Thomas Peter, Rosi Bissinger, Sigrid Enkel, Kousi Alzoubi, Gergely Oswald, Florian Lang. Programmed erythrocyte death following in vitro Treosulfan treatment.
Cellular physiology and biochemistry : international journal of experimental cellular physiology, biochemistry, and pharmacology.
2015; 35(4):1372-80. doi:
10.1159/000373958. [PMID: 25720583] - Michał Romański, Artur Teżyk, Czesław Zaba, Franciszek K Główka. Rapid and sensitive liquid chromatography-tandem mass spectrometry method for determination of protein-free pro-drug treosulfan and its biologically active monoepoxy-transformer in plasma and brain tissue.
Talanta.
2014 Sep; 127(?):123-32. doi:
10.1016/j.talanta.2014.03.067. [PMID: 24913866] - Marloes H Ten Brink, Oliver Ackaert, Juliëtte Zwaveling, Robbert G M Bredius, Frans J Smiers, Jan den Hartigh, Arjan C Lankester, Henk-Jan Guchelaar. Pharmacokinetics of treosulfan in pediatric patients undergoing hematopoietic stem cell transplantation.
Therapeutic drug monitoring.
2014 Aug; 36(4):465-72. doi:
10.1097/ftd.0000000000000047. [PMID: 24487253] - Abdellatif Bouazzaoui, Sabine Dickhöfer, Marina Kreuz, Elisabeth Huber, Ernst Holler, Daniel Wolff. Cytostatic conditioning in experimental allogeneic bone marrow transplantation: Busulfan causes less early gastrointestinal toxicity but Treosulfan results in improved immune reconstitution.
Immunopharmacology and immunotoxicology.
2014 Apr; 36(2):158-64. doi:
10.3109/08923973.2014.895743. [PMID: 24588615] - Emilia Nitsch, Sormeh Mina, Ingo Brammer, Andrea Pace, Gunter Schuch, Carsten Bokemeyer, Axel Zander, Nicolaus Kröger, Francis Ayuk. Synergistic cytotoxic activity of treosulfan and gemcitabine in pancreatic cancer cell lines.
Anticancer research.
2014 Apr; 34(4):1779-84. doi:
NULL. [PMID: 24692710] - F Bauer, B Filipiak-Pittroff, A Wawer, I von Luettichau, S Burdach. Escalating topotecan in combination with treosulfan has acceptable toxicity in advanced pediatric sarcomas.
Pediatric hematology and oncology.
2013 May; 30(4):263-72. doi:
10.3109/08880018.2013.777948. [PMID: 23509879] - Franciszek K Główka, Michał Romański, Artur Teżyk, Czesław Zaba, Tomasz Wróbel. HPLC method for determination of biologically active epoxy-transformers of treosulfan in human plasma: pharmacokinetic application.
Journal of pharmaceutical and biomedical analysis.
2012 Mar; 62(?):105-13. doi:
10.1016/j.jpba.2011.12.021. [PMID: 22260969] - Birute Brasiuniene, V Sokolovas, V Brasiunas, A Barakauskiene, K Strupas. Combined treatment of uveal melanoma liver metastases.
European journal of medical research.
2011 Feb; 16(2):71-5. doi:
10.1186/2047-783x-16-2-71. [PMID: 21463985] - F K Główka, M Karaźniewicz-Łada, G Grund, T Wróbel, J Wachowiak. Pharmacokinetics of high-dose i.v. treosulfan in children undergoing treosulfan-based preparative regimen for allogeneic haematopoietic SCT.
Bone marrow transplantation.
2008 Oct; 42 Suppl 2(?):S67-70. doi:
10.1038/bmt.2008.287. [PMID: 18978748] - Donatella Baronciani, Alessandro Rambaldi, Anna Paola Iori, Paolo Di Bartolomeo, Federica Pilo, Martina Pettinau, Cristina Depau, Caterina Mico, Stella Santarone, Emanuele Angelucci. Treosulfan/fludarabine as an allogeneic hematopoietic stem cell transplant conditioning regimen for high-risk patients.
American journal of hematology.
2008 Sep; 83(9):717-20. doi:
10.1002/ajh.21240. [PMID: 18626885] - Georg Hempel, Joachim Boos. Comment on 'determination of treosulfan in plasma and urine by HPLC with refractometric detection; pharmacokinetic studies in children undergoing myeloablative treatment prior to haematopoietic stem cell transplantation' by F.K. Glowka et al. [J. Chromatogr. B 850 (2007) 569-574].
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2007 Jun; 853(1-2):369-70; discussion 371. doi:
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Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2007 May; 850(1-2):569-74. doi:
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Onkologie.
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Bone marrow transplantation.
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Experimental hematology.
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British journal of haematology.
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