Triethylenephosphoramide (BioDeep_00000012912)

 

Secondary id: BioDeep_00001868164

human metabolite blood metabolite Volatile Flavor Compounds


代谢物信息卡片


1-[bis(aziridin-1-yl)phosphoroso]aziridine

化学式: C6H12N3OP (173.07179519999997)
中文名称: 三吖啶基氧化磷
谱图信息: 最多检出来源 Homo sapiens(blood) 50%

分子结构信息

SMILES: C1CN1P(=O)(N2CC2)N3CC3
InChI: InChI=1S/C6H12N3OP/c10-11(7-1-2-7,8-3-4-8)9-5-6-9/h1-6H2

描述信息

D009676 - Noxae > D000477 - Alkylating Agents
D000970 - Antineoplastic Agents

同义名列表

6 个代谢物同义名

1-[bis(aziridin-1-yl)phosphoroso]aziridine; Tris(1-aziridinyl)phosphine oxide; Triethylenephosphoramide; TEPA; APO; Tris(1-aziridinyl)phosphine oxide



数据库引用编号

13 个数据库交叉引用编号

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

  • Tianpei Cai, Xiaoyu Sun, Jia Chen, Hongdeng Qiu. Tetraethylenepentamine-derived carbon dots and tetraethylenepentamine co-immobilized silica stationary phase for hydrophilic interaction chromatography. Journal of chromatography. A. 2023 Aug; 1707(?):464325. doi: 10.1016/j.chroma.2023.464325. [PMID: 37639850]
  • Anneleen Blykers, Steve Schoonooghe, Catarina Xavier, Kevin D'hoe, Damya Laoui, Matthias D'Huyvetter, Ilse Vaneycken, Frederik Cleeren, Guy Bormans, Johannes Heemskerk, Geert Raes, Patrick De Baetselier, Tony Lahoutte, Nick Devoogdt, Jo A Van Ginderachter, Vicky Caveliers. PET Imaging of Macrophage Mannose Receptor-Expressing Macrophages in Tumor Stroma Using 18F-Radiolabeled Camelid Single-Domain Antibody Fragments. Journal of nuclear medicine : official publication, Society of Nuclear Medicine. 2015 Aug; 56(8):1265-71. doi: 10.2967/jnumed.115.156828. [PMID: 26069306]
  • Corine Ekhart, Valerie D Doodeman, Sjoerd Rodenhuis, Paul H M Smits, Jos H Beijnen, Alwin D R Huitema. Polymorphisms of drug-metabolizing enzymes (GST, CYP2B6 and CYP3A) affect the pharmacokinetics of thiotepa and tepa. British journal of clinical pharmacology. 2009 Jan; 67(1):50-60. doi: 10.1111/j.1365-2125.2008.03321.x. [PMID: 19076156]
  • Milly E de Jonge, Alwin D R Huitema, Selma M van Dam, Sjoerd Rodenhuis, Jos H Beijnen. Population pharmacokinetics of cyclophosphamide and its metabolites 4-hydroxycyclophosphamide, 2-dechloroethylcyclophosphamide, and phosphoramide mustard in a high-dose combination with Thiotepa and Carboplatin. Therapeutic drug monitoring. 2005 Dec; 27(6):756-65. doi: 10.1097/01.ftd.0000177224.19294.92. [PMID: 16306851]
  • Milly E de Jonge, Selma M van Dam, Michel J X Hillebrand, Hilde Rosing, Alwin D R Huitema, Sjoerd Rodenhuis, Jos H Beijnen. Simultaneous quantification of cyclophosphamide, 4-hydroxycyclophosphamide, N,N',N"-triethylenethiophosphoramide (thiotepa) and N,N',N"-triethylenephosphoramide (tepa) in human plasma by high-performance liquid chromatography coupled with electrospray ionization tandem mass spectrometry. Journal of mass spectrometry : JMS. 2004 Mar; 39(3):262-71. doi: 10.1002/jms.570. [PMID: 15039933]
  • 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]
  • 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, 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]
  • M J van Maanen, K D Smits, J H Beijnen. Simultaneous determination of thioTEPA, TEPA and a novel, recently identified thioTEPA metabolite, monochloroTEPA, in urine using capillary gas chromatography. 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]
  • 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]
  • J R Masters, B J McDermott, S Harland, M C Bibby, P M Loadman. ThioTEPA pharmacokinetics during intravesical chemotherapy: the influence of dose and volume of instillate on systemic uptake and dose rate to the tumour. Cancer chemotherapy and pharmacology. 1996; 38(1):59-64. doi: 10.1007/s002800050448. [PMID: 8603453]
  • P J O'Dwyer, F LaCreta, P F Engstrom, R Peter, L Tartaglia, D Cole, S Litwin, J DeVito, D Poplack, R J DeLap. Phase I/pharmacokinetic reevaluation of thioTEPA. Cancer research. 1991 Jun; 51(12):3171-6. doi: NULL. [PMID: 1710167]
  • J R Masters, B J McDermott, W E Jenkins, E Fenwick, P J Shah, A R Mundy, P M Loadman, M C Bibby. ThioTEPA pharmacokinetics during intravesical chemotherapy and the influence of Tween 80. Cancer chemotherapy and pharmacology. 1990; 25(4):267-73. doi: 10.1007/bf00684884. [PMID: 1688515]
  • B Hagen, G Neverdal, R A Walstad, O G Nilsen. Long-term pharmacokinetics of thio-TEPA, TEPA and total alkylating activity following i.v. bolus administration of thio-TEPA in ovarian cancer patients. Cancer chemotherapy and pharmacology. 1990; 25(4):257-62. doi: 10.1007/bf00684882. [PMID: 1688514]
  • A Sano, S Matsutani, S Takitani. High-performance liquid chromatography of the anti-tumour agent triethylenethiophosphoramide and its metabolite triethylenephosphoramide with sodium sulphide, taurine and o-phthalaldehyde as pre-column fluorescent derivatization reagents. Journal of chromatography. 1988 Dec; 458(?):295-301. doi: 10.1016/s0021-9673(00)90573-9. [PMID: 2466866]
  • M C Bibby, B J McDermott, J A Double, R M Phillips, P M Loadman, L Burgess. Influence of the tissue distribution of ThioTEPA and its metabolite, TEPA, on the response of murine colon tumours. Cancer chemotherapy and pharmacology. 1987; 20(3):203-6. doi: 10.1007/bf00570485. [PMID: 2445497]
  • B E Cohen, M J Egorin, E A Kohlhepp, J Aisner, P L Gutierrez. Human plasma pharmacokinetics and urinary excretion of thiotepa and its metabolites. Cancer treatment reports. 1986 Jul; 70(7):859-64. doi: NULL. [PMID: 2424593]
  • B J McDermott, J A Double, M C Bibby, D E Wilman, P M Loadman, R L Turner. Gas chromatographic analysis of triethylenethiophosphoramide and triethylenephosphoramide in biological specimens. Journal of chromatography. 1985 Mar; 338(2):335-45. doi: 10.1016/0378-4347(85)80104-3. [PMID: 2581984]
  • P K Mittal, C Sheikher, V Nath. Cytochemical changes induced by apholate, tepa and hempa during vitellogenesis in Locusta migratoria. Cytobios. 1980; 28(111-112):161-4. doi: ". [PMID: 6163593]
  • R TRUHAUT, G DEYSSON. [Radiomimetic action of NN'N' triethylene-phosphoramide on the mitoses of plant cells; trials of protection by beta-mercaptoethylamine]. Comptes rendus hebdomadaires des seances de l'Academie des sciences. 1955 Apr; 240(14):1568-70. doi: ". [PMID: 14379517]