4-Hydroxycyclophosphamide (BioDeep_00001868936)
Main id: BioDeep_00000006562
代谢物信息卡片
(R,S)-4-Hydroxy Cyclophosphamide
化学式: C7H15Cl2N2O3P (276.0197)
中文名称: (R,S)-4-羟基环磷酰胺
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: C1COP(=O)(NC1O)N(CCCl)CCCl
InChI: InChI=1S/C7H15Cl2N2O3P/c8-2-4-11(5-3-9)15(13)10-7(12)1-6-14-15/h7,12H,1-6H2,(H,10,13)
描述信息
A phosphorodiamide that consists of 2-amino-1,3,2-oxazaphosphinan-4-ol 2-oxide having two 2-chloroethyl groups attached to the exocyclic nitrogen.
D000970 - Antineoplastic Agents > D018906 - Antineoplastic Agents, Alkylating > D009588 - Nitrogen Mustard Compounds
D000970 - Antineoplastic Agents > D018906 - Antineoplastic Agents, Alkylating > D010752 - Phosphoramide Mustards
同义名列表
数据库引用编号
11 个数据库交叉引用编号
- ChEBI: CHEBI:1864
- KEGG: C07643
- PubChem: 99735
- ChEMBL: CHEMBL731
- CAS: 40277-05-2
- CAS: 61903-30-8
- MetaboLights: MTBLC1864
- PubChem: 9845
- NIKKAJI: J65.704B
- RefMet: 4-Hydroxycyclophosphamide
- KNApSAcK: 1864
分类词条
相关代谢途径
Reactome(5)
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)
0 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
- Veatriki N Iliopoulou, Georgia Charkoftaki, Jennifer C Cooper, Aristides Dokoumetzidis, Melanie S Joy. Population pharmacokinetics of cyclophosphamide and 4-hydroxycyclophosphamide metabolite in patients with autoimmune glomerulonephritis.
The Journal of pharmacy and pharmacology.
2021 Dec; 73(12):1683-1692. doi:
10.1093/jpp/rgab135. [PMID: 34480477] - Olivia Campagne, Bo Zhong, Sreenath Nair, Tong Lin, Jie Huang, Arzu Onar-Thomas, Giles Robinson, Amar Gajjar, Clinton F Stewart. Exposure-Toxicity Association of Cyclophosphamide and Its Metabolites in Infants and Young Children with Primary Brain Tumors: Implications for Dosing.
Clinical cancer research : an official journal of the American Association for Cancer Research.
2020 04; 26(7):1563-1573. doi:
10.1158/1078-0432.ccr-19-2685. [PMID: 31796512] - O Morgan Hall, Cody J Peer, Courtney D Fitzhugh, William D Figg. A sensitive and rapid ultra high-performance liquid chromatography with tandem mass spectrometric assay for the simultaneous quantitation of cyclophosphamide and the 4-hydroxycyclophosphamide metabolite in human plasma.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2018 Jun; 1086(?):56-62. doi:
10.1016/j.jchromb.2018.04.016. [PMID: 29656084] - Katherine A Stroda, Jacqueline D Murphy, Ryan J Hansen, Lisa Brownlee, Elizabeth A Atencio, Daniel L Gustafson, Susan E Lana. Pharmacokinetics of cyclophosphamide and 4-hydroxycyclophosphamide in cats after oral, intravenous, and intraperitoneal administration of cyclophosphamide.
American journal of veterinary research.
2017 Jul; 78(7):862-866. doi:
10.2460/ajvr.78.7.862. [PMID: 28650232] - Wenying Shu, Su Guan, Xiuyan Yang, Liuqin Liang, Jiali Li, Zhuojia Chen, Yu Zhang, Lingyan Chen, Xueding Wang, Min Huang. Genetic markers in CYP2C19 and CYP2B6 for prediction of cyclophosphamide's 4-hydroxylation, efficacy and side effects in Chinese patients with systemic lupus erythematosus.
British journal of clinical pharmacology.
2016 Feb; 81(2):327-40. doi:
10.1111/bcp.12800. [PMID: 26456622] - Francine Attié de Castro, Gabriel dos Santos Scatena, Otávio Pelegrino Rocha, Maria Paula Marques, Quézia Bezerra Cass, Belinda Pinto Simões, Vera Lucia Lanchote. Enantioselective analysis of 4-hydroxycyclophosphamide in human plasma with application to a clinical pharmacokinetic study.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2016 Feb; 1011(?):53-61. doi:
10.1016/j.jchromb.2015.12.049. [PMID: 26760223] - Kirsten C G Van Dycke, Romana M Nijman, Paul F K Wackers, Martijs J Jonker, Wendy Rodenburg, Conny T M van Oostrom, Daniela C F Salvatori, Timo M Breit, Harry van Steeg, Mirjam Luijten, Gijsbertus T J van der Horst. A day and night difference in the response of the hepatic transcriptome to cyclophosphamide treatment.
Archives of toxicology.
2015 Feb; 89(2):221-31. doi:
10.1007/s00204-014-1257-z. [PMID: 24819615] - Melanie S Joy, Mary La, Jinzhao Wang, Arlene S Bridges, Yichun Hu, Susan L Hogan, Reginald F Frye, Joyce Blaisdell, Joyce A Goldstein, Mary Anne Dooley, Kim L R Brouwer, Ronald J Falk. Cyclophosphamide and 4-hydroxycyclophosphamide pharmacokinetics in patients with glomerulonephritis secondary to lupus and small vessel vasculitis.
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2012 Sep; 74(3):445-55. doi:
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2009 Feb; 63(3):543-7. doi:
10.1007/s00280-008-0758-y. [PMID: 18437385] - Corine Ekhart, Sjoerd Rodenhuis, Jos H Beijnen, Alwin D R Huitema. Pharmacokinetics of cyclophosphamide and thiotepa in a conventional fractionated high-dose regimen compared with a novel simplified unfractionated regimen.
Therapeutic drug monitoring.
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Cancer chemotherapy and pharmacology.
2009 Jan; 63(2):375-9. doi:
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2007 Jul; 13(7):760-4. doi:
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2007 Jun; 17(6):431-45. doi:
10.1097/fpc.0b013e328045c4fb. [PMID: 17502835] - Jun Gu, Chong-Sheng Chen, Yuan Wei, Cheng Fang, Fang Xie, Kurunthachalam Kannan, Weizhu Yang, David J Waxman, Xinxin Ding. A mouse model with liver-specific deletion and global suppression of the NADPH-cytochrome P450 reductase gene: characterization and utility for in vivo studies of cyclophosphamide disposition.
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2007 Apr; 321(1):9-17. doi:
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2006 Oct; 58(4):532-9. doi:
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2006 Aug; 12(16):4888-98. doi:
10.1158/1078-0432.ccr-05-2079. [PMID: 16914577] - M E de Jonge, A D R Huitema, J H Beijnen, S Rodenhuis. High exposures to bioactivated cyclophosphamide are related to the occurrence of veno-occlusive disease of the liver following high-dose chemotherapy.
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2006 May; 94(9):1226-30. doi:
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European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences.
2006 Jan; 27(1):54-61. doi:
10.1016/j.ejps.2005.08.008. [PMID: 16183265] - 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, Alwin D R Huitema, Sjoerd Rodenhuis, Jos H Beijnen. Sparse sampling design for therapeutic drug monitoring of sequentially administered cyclophosphamide, thiotepa, and carboplatin (CTC).
Therapeutic drug monitoring.
2005 Jun; 27(3):393-402. doi:
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Cancer chemotherapy and pharmacology.
2005 May; 55(5):507-10. doi:
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Journal of medicinal chemistry.
2004 Jul; 47(15):3843-52. doi:
10.1021/jm0304764. [PMID: 15239662] - Milly E de Jonge, Alwin D R Huitema, Sjoerd Rodenhuis, Jos H Beijnen. Integrated Population Pharmacokinetic Model of both cyclophosphamide and thiotepa suggesting a mutual drug-drug interaction.
Journal of pharmacokinetics and pharmacodynamics.
2004 Apr; 31(2):135-56. doi:
10.1023/b:jopa.0000034405.03895.c2. [PMID: 15379382] - Ruolun Qiu, Thomas F Kalhorn, John T Slattery. ABCC2-mediated biliary transport of 4-glutathionylcyclophosphamide and its contribution to elimination of 4-hydroxycyclophosphamide in rat.
The Journal of pharmacology and experimental therapeutics.
2004 Mar; 308(3):1204-12. doi:
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2004 Mar; 39(3):262-71. doi:
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Bone marrow transplantation.
2002 Nov; 30(9):593-7. doi:
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1984 Oct; 68(10):1247-54. doi:
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1983 Mar; 43(3):1101-6. doi:
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1982 Nov; 66(11):1889-1900. doi:
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1981; 100(3):311-20. doi:
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