Amifostine (BioDeep_00000003434)
Secondary id: BioDeep_00001867785
human metabolite blood metabolite Chemicals and Drugs
代谢物信息卡片
Ethanethiol, 2-((3-aminopropyl)amino)-, dihydrogen phosphate (ester), trihydrate
化学式: C5H15N2O3PS (214.0541)
中文名称: 氨磷汀
谱图信息:
最多检出来源 Homo sapiens(blood) 65.93%
分子结构信息
SMILES: C(CN)CNCCSP(=O)(O)O
InChI: InChI=1S/C5H15N2O3PS/c6-2-1-3-7-4-5-12-11(8,9)10/h7H,1-6H2,(H2,8,9,10)
描述信息
Amifostine is only found in individuals that have used or taken this drug. It is a phosphorothioate proposed as a radiation-protective agent. It causes splenic vasodilation and may block autonomic ganglia. [PubChem]The thiol metabolite is responsible for most of the cytoprotective and radioprotective properties of amifostine. It is readily taken up by cells where it binds to and detoxifies reactive metabolites of platinum and alkylating agents as well as scavenges free radicals. Other possible effects include inhibition of apoptosis, alteration of gene expression and modification of enzyme activity.
V - Various > V03 - All other therapeutic products > V03A - All other therapeutic products > V03AF - Detoxifying agents for antineoplastic treatment
C26170 - Protective Agent > C2459 - Chemoprotective Agent > C2080 - Cytoprotective Agent
D020011 - Protective Agents > D011837 - Radiation-Protective Agents
KEIO_ID A170
Amifostine (WR2721) is a broad-spectrum cytoprotective agent and a radioprotector. Amifostine selectively protects normal tissues from damage caused by radiation and chemotherapy. Amifostine is potent hypoxia-inducible factor-α1 (HIF-α1) and p53 inducer. Amifostine protects cells from damage by scavenging oxygen-derived free radicals. Amifostine reduces renal toxicity and has antiangiogenic action[1][2][3][4].
同义名列表
42 个代谢物同义名
Ethanethiol, 2-((3-aminopropyl)amino)-, dihydrogen phosphate (ester), trihydrate; ({2-[(3-aminopropyl)amino]ethyl}sulfanyl)phosphonic acid; S-(N-(3-Aminopropyl)-2-aminoethyl)thiophosphoric acid; Acid, aminopropylaminoethylthiophosphoric; Aminopropylaminoethylthiophosphoric acid; Aminopropylaminoethyl thiophosphate; Aminopropyl aminoethylthiophosphate; Schering-plough brand OF amifostine; Schering plough brand OF amifostine; Aminopropylaminoethylthiophosphate; US bioscience brand OF amifostine; Amifostine schering-plough brand; Monohydrochloride, amifostine; Amifostine monohydrochloride; Essex brand OF amifostine; Lilly brand OF amifostine; Disodium salt, amifostine; Alza brand OF amifostine; Amifostine disodium salt; Monohydrate, amifostine; Trihydrate, amifostine; Amifostine lilly brand; Amifostine essex brand; Amifostine monohydrate; Anhydrous, amifostine; Amifostine trihydrate; Amifostine alza brand; Amifostine anhydrous; Amifostine ethiofos; Anhydrous, ethiofos; Ethiofos anhydrous; Amifostinum; amifostine; Amifostina; Gammaphos; Ethiofos; WR-1065; Apaetp; Ethyol; SAPEP; WR2721; Amifostine
数据库引用编号
22 个数据库交叉引用编号
- ChEBI: CHEBI:2636
- KEGG: C06819
- PubChem: 2141
- HMDB: HMDB0015274
- Metlin: METLIN3999
- DrugBank: DB01143
- ChEMBL: CHEMBL1006
- Wikipedia: Amifostine
- MeSH: Amifostine
- chemspider: 2056
- CAS: 20537-88-6
- MoNA: KO002352
- MoNA: KO002350
- MoNA: KO002351
- MoNA: KO002349
- MoNA: KO002348
- PMhub: MS000009675
- PubChem: 9037
- NIKKAJI: J23.675F
- RefMet: Amifostine
- medchemexpress: HY-B0639
- KNApSAcK: 2636
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
- Sunmin Park, Suhyun Kim, Soonil Koun, Hae-Chul Park, Won Sup Yoon, Chai Hong Rim. Radioprotective effect of mistletoe extract on intestinal toxicity: in vivo study using adult zebrafish.
International journal of radiation biology.
2022 Nov; ?(?):1-8. doi:
10.1080/09553002.2023.2142982. [PMID: 36318746] - Lu Wang, Yu Cao, Xiaoyi Zhang, Chang Liu, Jia Yin, Liangju Kuang, Weiwei He, Daoben Hua. Reactive oxygen species-responsive nanodrug of natural crocin-i with prolonged circulation for effective radioprotection.
Colloids and surfaces. B, Biointerfaces.
2022 May; 213(?):112441. doi:
10.1016/j.colsurfb.2022.112441. [PMID: 35272253] - Alexandra Crook, Aline De Lima Leite, Thomas Payne, Fatema Bhinderwala, Jade Woods, Vijay K Singh, Robert Powers. Radiation exposure induces cross-species temporal metabolic changes that are mitigated in mice by amifostine.
Scientific reports.
2021 07; 11(1):14004. doi:
10.1038/s41598-021-93401-7. [PMID: 34234212] - Mark J Henderson, Kathleen A Trychta, Shyh-Ming Yang, Susanne Bäck, Adam Yasgar, Emily S Wires, Carina Danchik, Xiaokang Yan, Hideaki Yano, Lei Shi, Kuo-Jen Wu, Amy Q Wang, Dingyin Tao, Gergely Zahoránszky-Kőhalmi, Xin Hu, Xin Xu, David Maloney, Alexey V Zakharov, Ganesha Rai, Fumihiko Urano, Mikko Airavaara, Oksana Gavrilova, Ajit Jadhav, Yun Wang, Anton Simeonov, Brandon K Harvey. A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome.
Cell reports.
2021 04; 35(4):109040. doi:
10.1016/j.celrep.2021.109040. [PMID: 33910017] - Junling Zhang, Kui Li, Qianru Zhang, Zhimei Zhu, Gongchao Huang, Hongqi Tian. Polycysteine as a new type of radio-protector ameliorated tissue injury through inhibiting ferroptosis in mice.
Cell death & disease.
2021 02; 12(2):195. doi:
10.1038/s41419-021-03479-0. [PMID: 33602915] - Saad A Alkahtani. Silver nanoparticles conjugated MnFe-based Prussian blue analogue for voltammetric and impedimetric bioaptasensing of amifostine (ethyol).
Mikrochimica acta.
2020 09; 187(10):576. doi:
10.1007/s00604-020-04557-4. [PMID: 32975672] - Ching-Bin Ke, Te-Ling Lu, Jian-Lian Chen. Fluorometric determination of amifostine and alkaline phosphatase on amphiprotic molecularly imprinted silica crosslinked with binary functional silanes and carbon dots.
Biosensors & bioelectronics.
2020 Mar; 151(?):111965. doi:
10.1016/j.bios.2019.111965. [PMID: 31868611] - Liang Zhang, Bo Huang, Haiyang Tang, Xingchen Ye, Yang Yao, Ping Gong, Hua Tang. Amifostine inhibited the differentiation of RAW264.7 cells into osteoclasts by reducing the production of ROS under 2 Gy radiation.
Journal of cellular biochemistry.
2020 01; 121(1):497-507. doi:
10.1002/jcb.29247. [PMID: 31267572] - Till Markowiak, Nadine Kerner, Reiner Neu, Tobias Potzger, Christian Großer, Florian Zeman, Hans-Stefan Hofmann, Michael Ried. Adequate nephroprotection reduces renal complications after hyperthermic intrathoracic chemotherapy.
Journal of surgical oncology.
2019 Dec; 120(7):1220-1226. doi:
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Molecular pharmacology.
2019 11; 96(5):629-640. doi:
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International journal of radiation biology.
2019 08; 95(8):1150-1159. doi:
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Biochimica et biophysica acta. Biomembranes.
2019 06; 1861(6):1240-1251. doi:
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Naunyn-Schmiedeberg's archives of pharmacology.
2018 09; 391(9):915-931. doi:
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International journal of molecular sciences.
2018 Aug; 19(8):. doi:
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Pharmaceutical research.
2018 Mar; 35(5):99. doi:
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Acta cirurgica brasileira.
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Indian journal of pharmacology.
2015 Mar; 47(2):185-9. doi:
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Luminescence : the journal of biological and chemical luminescence.
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Bone marrow transplantation.
2014 Dec; 49(12):1457-65. doi:
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Oncotarget.
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World journal of gastroenterology.
2014 Aug; 20(29):10158-65. doi:
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Genetics and molecular research : GMR.
2014 Jul; 13(3):5276-84. doi:
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Archives of gynecology and obstetrics.
2014 Jan; 289(1):193-200. doi:
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Journal of pediatric urology.
2013 Dec; 9(6 Pt B):1084-92. doi:
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Toxicology mechanisms and methods.
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Chemistry & biodiversity.
2013 Oct; 10(10):1791-803. doi:
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Vojnosanitetski pregled.
2013 Jan; 70(1):38-45. doi:
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Advances in experimental medicine and biology.
2013; 789(?):195-201. doi:
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Medical oncology (Northwood, London, England).
2012 Sep; 29(3):2220. doi:
10.1007/s12032-011-0052-4. [PMID: 21874566] - Rusen Cosar, Vuslat Yurut-Caloglu, Sevgi Eskiocak, Alaattin Ozen, Semsi Altaner, Kamuran Ibis, Nesrin Turan, Bengu Denizli, Cem Uzal, Mert Saynak, Sule Parlar, Murat Caloglu, Burcu Uregen, Zafer Kocak. Radiation-induced chronic oxidative renal damage can be reduced by amifostine.
Medical oncology (Northwood, London, England).
2012 Jun; 29(2):768-75. doi:
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Journal of nuclear medicine : official publication, Society of Nuclear Medicine.
2012 May; 53(5):749-53. doi:
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Archives of biochemistry and biophysics.
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Indian journal of pharmacology.
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Journal of clinical biochemistry and nutrition.
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International journal of nephrology.
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Phytotherapy research : PTR.
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Cancer biotherapy & radiopharmaceuticals.
2011 Dec; 26(6):737-43. doi:
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Medical oncology (Northwood, London, England).
2011 Dec; 28 Suppl 1(?):S690-6. doi:
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Dento maxillo facial radiology.
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Environmental and molecular mutagenesis.
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BMC cancer.
2011 Jun; 11(?):269. doi:
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American journal of clinical oncology.
2011 Jun; 34(3):281-5. doi:
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Analytical chemistry.
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International journal of toxicology.
2011 Mar; 30(2):181-9. doi:
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2011 Jan; 25(1):77-85. doi:
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Evidence-based complementary and alternative medicine : eCAM.
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Nephrology, dialysis, transplantation : official publication of the European Dialysis and Transplant Association - European Renal Association.
2010 Dec; 25(12):3845-51. doi:
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Toxins.
2010 11; 2(11):2490-518. doi:
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Oxidative medicine and cellular longevity.
2010 Nov; 3(6):404-13. doi:
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The Journal of pharmacy and pharmacology.
2010 07; 62(7):931-4. doi:
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European journal of nuclear medicine and molecular imaging.
2010 May; 37(5):1018-31. doi:
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Radiation oncology (London, England).
2010 Feb; 5(?):16. doi:
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Clinical cancer research : an official journal of the American Association for Cancer Research.
2010 Feb; 16(3):1049-57. doi:
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Oxidative medicine and cellular longevity.
2010 Jan; 3(1):44-52. doi:
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Cancer.
2009 Oct; 115(19):4514-23. doi:
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Journal of cardiothoracic surgery.
2009 Sep; 4(?):50. doi:
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Molecular cancer therapeutics.
2009 Sep; 8(9):2625-34. doi:
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Biosensors & bioelectronics.
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The Journal of thoracic and cardiovascular surgery.
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Journal of hematology & oncology.
2009 Jul; 2(?):32. doi:
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International journal of radiation biology.
2009 Jul; 85(7):539-73. doi:
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Shock (Augusta, Ga.).
2009 Jun; 31(6):607-14. doi:
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Clinical and experimental pharmacology & physiology.
2009 May; 36(5-6):523-30. doi:
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Journal of biomedicine & biotechnology.
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Environmental health perspectives.
2008 Dec; 116(12):1689-93. doi:
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Acta medica Okayama.
2008 Dec; 62(6):403-9. doi:
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Current gastroenterology reports.
2008 Oct; 10(5):507-13. doi:
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International journal of radiation oncology, biology, physics.
2008 Oct; 72(2):553-61. doi:
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Environmental toxicology and pharmacology.
2008 Jul; 26(1):80-5. doi:
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Strahlentherapie und Onkologie : Organ der Deutschen Rontgengesellschaft ... [et al].
2008 Jul; 184(7):370-5. doi:
10.1007/s00066-008-1777-7. [PMID: 19016036] - Zeinab Yaseen, Christian Michoudet, Gabriel Baverel, Laurence Dubourg. In vivo mesna and amifostine do not prevent chloroacetaldehyde nephrotoxicity in vitro.
Pediatric nephrology (Berlin, Germany).
2008 Apr; 23(4):611-8. doi:
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Journal of pediatric hematology/oncology.
2008 Mar; 30(3):204-9. doi:
10.1097/mph.0b013e318162bd0c. [PMID: 18376282] - Jinsong Zhang, Xufang Wang, Hongjuan Lu. Amifostine increases cure rate of cisplatin on ascites hepatoma 22 via selectively protecting renal thioredoxin reductase.
Cancer letters.
2008 Feb; 260(1-2):127-36. doi:
10.1016/j.canlet.2007.10.023. [PMID: 18039557] - Li Liu, Run Shi, Qiang Shi, Yiyu Cheng, Yang Huo. Protective effect of saponins from Panax notoginseng against doxorubicin-induced cardiotoxicity in mice.
Planta medica.
2008 Feb; 74(3):203-9. doi:
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BMC cancer.
2007 Dec; 7(?):237. doi:
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Experimental biology and medicine (Maywood, N.J.).
2007 Dec; 232(11):1414-24. doi:
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Drug discovery today.
2007 Oct; 12(19-20):794-805. doi:
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Pediatric hematology and oncology.
2007 Sep; 24(6):403-8. doi:
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European journal of nuclear medicine and molecular imaging.
2007 Jul; 34(7):1127-8. doi:
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Colloids and surfaces. B, Biointerfaces.
2007 Jul; 58(1):39-43. doi:
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International journal of toxicology.
2007 Jul; 26(4):315-23. doi:
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European journal of nuclear medicine and molecular imaging.
2007 May; 34(5):763-771. doi:
10.1007/s00259-006-0291-3. [PMID: 17146655] - James Springate, Mary Taub. Ifosfamide toxicity in cultured proximal renal tubule cells.
Pediatric nephrology (Berlin, Germany).
2007 Mar; 22(3):358-65. doi:
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Journal of medical toxicology : official journal of the American College of Medical Toxicology.
2007 Mar; 3(1):1-6. doi:
10.1007/bf03161031. [PMID: 18072151] - Seyed Jalal Hosseinimehr, Mohammad Azadbakht, Seyedeh Maryam Mousavi, Aziz Mahmoudzadeh, Shahram Akhlaghpoor. Radioprotective effects of hawthorn fruit extract against gamma irradiation in mouse bone marrow cells.
Journal of radiation research.
2007 Jan; 48(1):63-8. doi:
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Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association.
2006 Aug; 44(8):1173-83. doi:
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International journal of radiation biology.
2006 May; 82(5):323-9. doi:
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