Thiotepa (BioDeep_00000006560)
Secondary id: BioDeep_00001867808
human metabolite blood metabolite
代谢物信息卡片
tris(aziridin-1-yl)-λ⁵-phosphanethione
化学式: C6H12N3PS (189.049)
中文名称: 塞替派, 噻替帕
谱图信息:
最多检出来源 Homo sapiens(blood) 88.54%
分子结构信息
SMILES: C1CN1P(=S)(N1CC1)N1CC1
InChI: InChI=1S/C6H12N3PS/c11-10(7-1-2-7,8-3-4-8)9-5-6-9/h1-6H2
描述信息
N,NN-triethylenethiophosphoramide (ThioTEPA) is a cancer chemotherapeutic member of the alkylating agent group, now in use for over 50 years. It is a stable derivative of N,N,N- triethylenephosphoramide (TEPA). It is mostly used to treat breast cancer, ovarian cancer and bladder cancer. It is also used as conditioning for Bone marrow transplantation. Its main toxicity is myelosuppression.
L - Antineoplastic and immunomodulating agents > L01 - Antineoplastic agents > L01A - Alkylating agents > L01AC - Ethylene imines
C274 - Antineoplastic Agent > C186664 - Cytotoxic Chemotherapeutic Agent > C2842 - DNA Binding Agent
D000970 - Antineoplastic Agents > D019653 - Myeloablative Agonists
D007155 - Immunologic Factors > D007166 - Immunosuppressive Agents
D009676 - Noxae > D000477 - Alkylating Agents
同义名列表
数据库引用编号
18 个数据库交叉引用编号
- ChEBI: CHEBI:9570
- KEGG: C07641
- KEGGdrug: D00583
- PubChem: 5453
- HMDB: HMDB0015576
- Metlin: METLIN43348
- DrugBank: DB04572
- ChEMBL: CHEMBL671
- Wikipedia: ThioTEPA
- MeSH: Thiotepa
- chemspider: 5254
- CAS: 1631739-26-8
- CAS: 52-24-4
- PMhub: MS000019622
- PubChem: 9843
- NIKKAJI: J2.307H
- RefMet: Thiotepa
- KNApSAcK: 9570
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
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Archives of gynecology and obstetrics.
2021 01; 303(1):217-230. doi:
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Biochemical pharmacology.
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Organic & biomolecular chemistry.
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Chinese journal of cancer.
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International journal of gynecological cancer : official journal of the International Gynecological Cancer Society.
2009 May; 19(4):677-81. doi:
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Therapeutic drug monitoring.
2009 Feb; 31(1):95-103. doi:
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Cancer chemotherapy and pharmacology.
2009 Jan; 63(2):375-9. doi:
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British journal of clinical pharmacology.
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2006 Oct; 17(9):1025-30. doi:
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2005 May; 55(5):507-10. doi:
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2002 Dec; 30(12):805-12. doi:
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Bone marrow transplantation.
2002 Dec; 30(12):893-8. doi:
10.1038/sj.bmt.1703771. [PMID: 12476282] - M E de Jonge, R A A Mathôt, O Dalesio, A D R Huitema, S Rodenhuis, J H Beijnen. Relationship between irreversible alopecia and exposure to cyclophosphamide, thiotepa and carboplatin (CTC) in high-dose chemotherapy.
Bone marrow transplantation.
2002 Nov; 30(9):593-7. doi:
10.1038/sj.bmt.1703695. [PMID: 12407434] - Milly E De Jonge, Ron A A Mathôt, Selma M Van Dam, Jos H Beijnen, Sjoerd Rodenhuis. Extremely high exposures in an obese patient receiving high-dose cyclophosphamide, thiotepa and carboplatin.
Cancer chemotherapy and pharmacology.
2002 Sep; 50(3):251-5. doi:
10.1007/s00280-002-0494-7. [PMID: 12203108] - Charlotte Kloft, Wolfgang Siegert, Joerg Beyer, Ulrich Jaehde. Toxicity of high-dose carboplatin: ultrafiltered and not total plasma pharmacokinetics is of clinical relevance.
Journal of clinical pharmacology.
2002 Jul; 42(7):762-73. doi:
10.1177/009127002401102704. [PMID: 12092743] - James M Rae, Nadia V Soukhova, David A Flockhart, Zeruesenay Desta. Triethylenethiophosphoramide is a specific inhibitor of cytochrome P450 2B6: implications for cyclophosphamide metabolism.
Drug metabolism and disposition: the biological fate of chemicals.
2002 May; 30(5):525-30. doi:
10.1124/dmd.30.5.525. [PMID: 11950782] - Ugo De Giorgi, Giovanni Rosti, Giorgio Papiani, Maurizio Marangolo. The status of high-dose chemotherapy with hematopoietic stem cell transplantation in germ cell tumor patients.
Haematologica.
2002 Jan; 87(1):95-104. doi:
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Blood.
2001 Oct; 98(8):2332-8. doi:
10.1182/blood.v98.8.2332. [PMID: 11588027] - M Sanchez-Carbayo, M Urrutia, R Romani, M Herrero, J M Gonzalez de Buitrago, J A Navajo. Serial urinary IL-2, IL-6, IL-8, TNFalpha, UBC, CYFRA 21-1 and NMP22 during follow-up of patients with bladder cancer receiving intravesical BCG.
Anticancer research.
2001 Jul; 21(4B):3041-7. doi:
NULL. [PMID: 11712808] - M J van Maanen, A D Huitema, S Rodenhuis, J H Beijnen. Urinary excretion of thioTEPA and its metabolites in patients treated with high-dose cyclophosphamide, thioTEPA and carboplatin.
Anti-cancer drugs.
2001 Jul; 12(6):519-24. doi:
10.1097/00001813-200107000-00005. [PMID: 11459998] - A D Huitema, R A Mathôt, M M Tibben, S Rodenhuis, J H Beijnen. A mechanism-based pharmacokinetic model for the cytochrome P450 drug-drug interaction between cyclophosphamide and thioTEPA and the autoinduction of cyclophosphamide.
Journal of pharmacokinetics and pharmacodynamics.
2001 Jun; 28(3):211-30. doi:
10.1023/a:1011543508731. [PMID: 11468938] - A D Huitema, R A Mathôt, M M Tibben, J H Schellens, S Rodenhuis, J H Beijnen. Population pharmacokinetics of thioTEPA and its active metabolite TEPA in patients undergoing high-dose chemotherapy.
British journal of clinical pharmacology.
2001 Jan; 51(1):61-70. doi:
10.1046/j.1365-2125.2001.01301.x. [PMID: 11167666] - A Ruggiero, V Conter, M Milani, E Biagi, I Lazzareschi, P Sparano, R Riccardi. Intrathecal chemotherapy with antineoplastic agents in children.
Paediatric drugs.
2001; 3(4):237-46. doi:
10.2165/00128072-200103040-00001. [PMID: 11354696] - K P Papadopoulos, M J Egorin, M Huang, A B Troxel, E Kaufman, C M Balmaceda, L T Vahdat, C S Hesdorffer. The pharmacokinetics and pharmacodynamics of high-dose paclitaxel monotherapy (825 mg/m2 continuous infusion over 24 h) with hematopoietic support in women with metastatic breast cancer.
Cancer chemotherapy and pharmacology.
2001; 47(1):45-50. doi:
10.1007/s002800000193. [PMID: 11221961] - T Lamparelli, M T van Lint, F Gualandi, A M Raiola, M Barbanti, N Sacchi, G Ficai, C Ghinatti, S Bregante, G Berisso, A Dominietto, C Di Grazia, B Bruno, M Sessarego, L Casarino, S Verdiani, A Bacigalupo. Alternative donor transplants for patients with advanced hematologic malignancies, conditioned with thiotepa, cyclophosphamide and antithymocyte globulin.
Bone marrow transplantation.
2000 Dec; 26(12):1305-11. doi:
10.1038/sj.bmt.1702719. [PMID: 11223970] - V Papadakis, I J Dunkel, L D Cramer, E Kramer, E Papadopoulos, S Goldman, R J Packer, M Willoughby, D Baker, J Garvin, S Strandjord, P Coccia, A M Kaplan, M Klemperer, J L Finlay. High-dose carmustine, thiotepa and etoposide followed by autologous bone marrow rescue for the treatment of high risk central nervous system tumors.
Bone marrow transplantation.
2000 Jul; 26(2):153-60. doi:
10.1038/sj.bmt.1702475. [PMID: 10918425] - X Zhang, H Yang, G Lu. [Establishment of MRP-overexpression subline of bladder carcinoma and its MDR phenotype].
Zhonghua zhong liu za zhi [Chinese journal of oncology].
2000 Jul; 22(4):273-5. doi:
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Journal of chromatography. B, Biomedical sciences and applications.
2000 Jun; 742(2):335-43. doi:
10.1016/s0378-4347(00)00181-x. [PMID: 10901138] - M J van Maanen, K Doesburg Smits, J M Damen, A J Heck, J H Beijnen. Stability of thioTEPA and its metabolites, TEPA, monochloroTEPA and thioTEPA-mercapturate, in plasma and urine.
International journal of pharmaceutics.
2000 May; 200(2):187-94. doi:
10.1016/s0378-5173(00)00370-7. [PMID: 10867248] - H A Hahm, D K Armstrong, T L Chen, L Grochow, J Passos-Coelho, S N Goodman, N E Davidson, M J Kennedy. Novobiocin in combination with high-dose chemotherapy for the treatment of advanced breast cancer: a phase 2 study.
Biology of blood and marrow transplantation : journal of the American Society for Blood and Marrow Transplantation.
2000; 6(3A):335-43. doi:
10.1016/s1083-8791(00)70059-0. [PMID: 10905771] - D G Izhogin, V K Boiarshinov, I S Dolgonolov, M Ia Iankelevich, E A Ptushkina, G L Mentkevich. [High-dose thiotepa chemotherapy in children].
Voprosy onkologii.
2000; 46(4):401-6. doi:
NULL. [PMID: 11147412] - M J van Maanen, I M Tijhof, J M Damen, C Versluis, J J van den Bosch, A J Heck, S Rodenhuis, J H Beijnen. A search for new metabolites of N,N',N''-triethylenethiophosphoramide.
Cancer research.
1999 Sep; 59(18):4720-4. doi:
NULL. [PMID: 10493531] - M J van Maanen, J H Beijnen. Liquid chromatographic-mass spectrometric determination of the novel, recently identified thioTEPA metabolite, thioTEPA-mercapturate, in urine.
Journal of chromatography. B, Biomedical sciences and applications.
1999 Sep; 732(1):73-9. doi:
10.1016/s0378-4347(99)00268-6. [PMID: 10517224] - L G Feun, K R Reddy, T Scagnelli, J M Yrizarry, J J Guerra, E Russell, M Schwartz, N Savaraj, A S Livingstone, J U Levi, L J Jeffers, B Ardalan, E R Schiff. A phase I study of chemoembolization with cisplatin, thiotepa, and lipiodol for primary and metastatic liver cancer.
American journal of clinical oncology.
1999 Aug; 22(4):375-80. doi:
10.1097/00000421-199908000-00010. [PMID: 10440193] - B Bolwell, B Pohlman, M Kalaycio, K Wise, M Goormastic, S Andresen. LDH elevation after autologous stem cell transplantation.
Bone marrow transplantation.
1999 Jul; 24(1):53-5. doi:
10.1038/sj.bmt.1701812. [PMID: 10435735] - V R Panday, L J van Warmerdam, M T Huizing, S Rodenhuis, J H Schellens, J H Beijnen. A single 24-hour plasma sample does not predict the carboplatin AUC from carboplatin-paclitaxel combinations or from a high-dose carboplatin-thiotepa-cyclophosphamide regimen.
Cancer chemotherapy and pharmacology.
1999; 43(5):435-8. doi:
10.1007/s002800050919. [PMID: 10100601] - R J van Maanen, R D van Ooijen, J W Zwikker, A D Huitema, S Rodenhuis, J H Beijnen. Determination of N,N',N'-triethylenethiophosphoramide and its active metabolite N,N',N'-triethylenephosphoramide in plasma and urine using capillary gas chromatography.
Journal of chromatography. B, Biomedical sciences and applications.
1998 Nov; 719(1-2):103-12. doi:
10.1016/s0378-4347(98)00381-8. [PMID: 9869370] - A D Huitema, M M Tibben, T Kerbusch, J W Zwikker, S Rodenhuis, J H Beijnen. Simultaneous determination of N,N',N"-triethylenethiophosphoramide, cyclophosphamide and some of their metabolites in plasma using capillary gas chromatography.
Journal of chromatography. B, Biomedical sciences and applications.
1998 Sep; 716(1-2):177-86. doi:
10.1016/s0378-4347(98)00300-4. [PMID: 9824231] - A Mäkipernaa, P L Lähde. Elevated levels of serum CA-125 and NSE in a patient with desmoplastic tumor.
Pediatric hematology and oncology.
1998 Jan; 15(1):91-2. doi:
10.3109/08880019809009514. [PMID: 9509512] - M C Chamberlain, P A Kormanik, D Barba. Complications associated with intraventricular chemotherapy in patients with leptomeningeal metastases.
Journal of neurosurgery.
1997 Nov; 87(5):694-9. doi:
10.3171/jns.1997.87.5.0694. [PMID: 9347977] - B A Teicher, M Ikebe, G Ara, S R Keyes, R S Herbst. Transforming growth factor-beta 1 overexpression produces drug resistance in vivo: reversal by decorin.
In vivo (Athens, Greece).
1997 Nov; 11(6):463-72. doi:
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Journal of chromatography. B, Biomedical sciences and applications.
1997 Sep; 698(1-2):111-21. doi:
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Revista de medicina de la Universidad de Navarra.
1997 Jul; 41(3):143-51. doi:
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Drug metabolism and disposition: the biological fate of chemicals.
1997 May; 25(5):544-51. doi:
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Bone marrow transplantation.
1996 Apr; 17(4):503-7. doi:
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Bone marrow transplantation.
1996 Apr; 17(4):497-501. doi:
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British journal of cancer.
1996 Apr; 73(8):979-84. doi:
10.1038/bjc.1996.191. [PMID: 8611435] - S F Williams, W J Lee, J G Bender, T Zimmerman, P Swinney, M Blake, J Carreon, M Schilling, S Smith, D E Williams, F Oldham, D Van Epps. Selection and expansion of peripheral blood CD34+ cells in autologous stem cell transplantation for breast cancer.
Blood.
1996 Mar; 87(5):1687-91. doi:
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Cancer chemotherapy and pharmacology.
1996; 38(1):59-64. doi:
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Cancer.
1995 Dec; 76(11):2338-42. doi:
10.1002/1097-0142(19951201)76:11<2338::aid-cncr2820761123>3.0.co;2-p. [PMID: 8635040] - C L Shapiro, B J Dezube, O Tretyakov, J Wright, B Cap, I C Henderson, D F Hayes. Dose escalation of N,N',N'-triethylenethiophosphoramide combined with pentoxifylline for advanced breast cancer.
Clinical cancer research : an official journal of the American Association for Cancer Research.
1995 Aug; 1(8):791-6. doi:
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Journal of clinical oncology : official journal of the American Society of Clinical Oncology.
1995 May; 13(5):1136-43. doi:
10.1200/jco.1995.13.5.1136. [PMID: 7738619] - T L Chen, J L Passos-Coelho, D A Noe, M J Kennedy, K C Black, O M Colvin, L B Grochow. Nonlinear pharmacokinetics of cyclophosphamide in patients with metastatic breast cancer receiving high-dose chemotherapy followed by autologous bone marrow transplantation.
Cancer research.
1995 Feb; 55(4):810-6. doi:
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Cancer chemotherapy and pharmacology.
1995; 37(1-2):155-60. doi:
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Blood.
1994 Aug; 84(3):950-6. doi:
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Cancer research.
1994 Apr; 54(8):2228-33. doi:
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Cancer chemotherapy and pharmacology.
1994; 35(2):179-81. doi:
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Progres en urologie : journal de l'Association francaise d'urologie et de la Societe francaise d'urologie.
1993 Dec; 3(6):979-87. doi:
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The Journal of urology.
1993 Sep; 150(3):1034-7. doi:
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