Ferrioxamine B (BioDeep_00000014835)
Secondary id: BioDeep_00001878978
human metabolite
代谢物信息卡片
N-[5-[[4-[5-[acetyl(hydroxy)amino]pentylamino]-4-oxobutanoyl]-hydroxyamino]pentyl]-N-(5-aminopentyl)-N-hydroxybutanediamide;iron
化学式: C25H45FeN6O8 (613.2648)
中文名称:
谱图信息:
最多检出来源 Homo sapiens(not specific) 50%
分子结构信息
SMILES: CC(=O)N1CCCCCNC(=O)CCC(=O)N2CCCCCNC(=O)CCC(=O)N(CCCCCN)O[Fe](O1)O2
InChI: +3
描述信息
Ferrioxamine b belongs to the class of organic compounds known as n-acyl amines. N-acyl amines are compounds containing a fatty acid moiety linked to an amine group through an ester linkage. Ferrioxamine b is considered to be a practically insoluble (in water) and relatively neutral molecule. Ferrioxamine b exists in all living organisms, ranging from bacteria to humans.
同义名列表
9 个代谢物同义名
N-[5-[[4-[5-[acetyl(hydroxy)amino]pentylamino]-4-oxobutanoyl]-hydroxyamino]pentyl]-N-(5-aminopentyl)-N-hydroxybutanediamide;iron; Ferrioxamine b, monomethanesulfonate salt; Ferrioxamine b, 55fe-labeled; Ferrioxamine b mesylate; Desferal-iron(III); Ferrioxamine B; Ferrioxamine; Ferroxamine; Ferroxamine
数据库引用编号
13 个数据库交叉引用编号
- ChEBI: CHEBI:5044
- KEGG: C07597
- PubChem: 46173771
- PubChem: 123851
- HMDB: HMDB0240270
- Metlin: METLIN66694
- chemspider: 110391
- CAS: 14836-73-8
- PubChem: 9799
- LipidMAPS: LMFA08020175
- PDB-CCD: 0UE
- PDB-CCD: BJ5
- KNApSAcK: 5044
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
- Joanna Mucha, Elżbieta Gabała, Marcin Zadworny. The effects of structurally different siderophores on the organelles of Pinus sylvestris root cells.
Planta.
2019 Jun; 249(6):1747-1760. doi:
10.1007/s00425-019-03117-2. [PMID: 30820648] - Bushra Arshad, Tahira Iqbal, Sumia Akram, Muhammad Mushtaq. An expedient reverse-phase high-performance chromatography (RP-HPLC) based method for high-throughput analysis of deferoxamine and ferrioxamine in urine.
Biomedical chromatography : BMC.
2017 Feb; 31(2):. doi:
10.1002/bmc.3805. [PMID: 27503066] - Michał Złoch, Dominika Thiem, Renata Gadzała-Kopciuch, Katarzyna Hrynkiewicz. Synthesis of siderophores by plant-associated metallotolerant bacteria under exposure to Cd(2.).
Chemosphere.
2016 Aug; 156(?):312-325. doi:
10.1016/j.chemosphere.2016.04.130. [PMID: 27183333] - Yong-Sung Park, Ju-Yeon Kim, Cheol-Won Yun. Identification of ferrichrome- and ferrioxamine B-mediated iron uptake by Aspergillus fumigatus.
The Biochemical journal.
2016 05; 473(9):1203-13. doi:
10.1042/bcj20160066. [PMID: 26929401] - Chang-Min Kang, Suzie Kang, Yong-Sung Park, Cheol-Won Yun. Physical interaction between Sit1 and Aft1 upregulates FOB uptake activity by inhibiting protein degradation of Sit1 in Saccharomyces cerevisiae.
FEMS yeast research.
2015 Nov; 15(7):. doi:
10.1093/femsyr/fov080. [PMID: 26323600] - Ashley M Sidebottom, Jonathan A Karty, Erin E Carlson. Accurate mass MS/MS/MS analysis of siderophores ferrioxamine B and E1 by collision-induced dissociation electrospray mass spectrometry.
Journal of the American Society for Mass Spectrometry.
2015 Nov; 26(11):1899-902. doi:
10.1007/s13361-015-1242-7. [PMID: 26323615] - Chana Kranzler, Hagar Lis, Yeala Shaked, Nir Keren. The role of reduction in iron uptake processes in a unicellular, planktonic cyanobacterium.
Environmental microbiology.
2011 Nov; 13(11):2990-9. doi:
10.1111/j.1462-2920.2011.02572.x. [PMID: 21906223] - Neeraja Vajrala, Luis A Sayavedra-Soto, Peter J Bottomley, Daniel J Arp. Role of a Fur homolog in iron metabolism in Nitrosomonas europaea.
BMC microbiology.
2011 Feb; 11(?):37. doi:
10.1186/1471-2180-11-37. [PMID: 21338516] - Neeraja Vajrala, Luis A Sayavedra-Soto, Peter J Bottomley, Daniel J Arp. Role of Nitrosomonas europaea NitABC iron transporter in the uptake of Fe3+-siderophore complexes.
Archives of microbiology.
2010 Nov; 192(11):899-908. doi:
10.1007/s00203-010-0620-6. [PMID: 20737137] - Xueming Wei, Luis A Sayavedra-Soto, Daniel J Arp. Characterization of the ferrioxamine uptake system of Nitrosomonas europaea.
Microbiology (Reading, England).
2007 Dec; 153(Pt 12):3963-3972. doi:
10.1099/mic.0.2007/010603-0. [PMID: 18048911] - Marine Froissard, Naïma Belgareh-Touzé, Marylène Dias, Nicole Buisson, Jean-Michel Camadro, Rosine Haguenauer-Tsapis, Emmanuel Lesuisse. Trafficking of siderophore transporters in Saccharomyces cerevisiae and intracellular fate of ferrioxamine B conjugates.
Traffic (Copenhagen, Denmark).
2007 Nov; 8(11):1601-16. doi:
10.1111/j.1600-0854.2007.00627.x. [PMID: 17714436] - Hagar Siebner-Freibach, Yitzhak Hadar, Shmuel Yariv, Isaak Lapides, Yona Chen. Thermospectroscopic study of the adsorption mechanism of the hydroxamic siderophore ferrioxamine B by calcium montmorillonite.
Journal of agricultural and food chemistry.
2006 Feb; 54(4):1399-408. doi:
10.1021/jf051924e. [PMID: 16478266] - Angelo Tesoro, Jasmina Novakovic, Jake J Thiessen, Michael Spino. Validated HPLC assay for iron determination in biological matrices based on ferrioxamine formation.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2005 Sep; 823(2):177-83. doi:
10.1016/j.jchromb.2005.06.033. [PMID: 16023418] - C W Yun, M Bauler, R E Moore, P E Klebba, C C Philpott. The role of the FRE family of plasma membrane reductases in the uptake of siderophore-iron in Saccharomyces cerevisiae.
The Journal of biological chemistry.
2001 Mar; 276(13):10218-23. doi:
10.1074/jbc.m010065200. [PMID: 11120744] - J B Porter. Deferoxamine pharmacokinetics.
Seminars in hematology.
2001 Jan; 38(1 Suppl 1):63-8. doi:
10.1016/s0037-1963(01)90061-7. [PMID: 11206963] - A Canteros-Picotto, J L Fernández-Martín, J B Cannata-Andía. Use of ultrafiltration and chromatography to assess aluminum speciation in serum after deferoxamine administration.
American journal of kidney diseases : the official journal of the National Kidney Foundation.
2000 Nov; 36(5):969-75. doi:
10.1053/ajkd.2000.19098. [PMID: 11054353] - S Bergamini, C Rota, M Staffieri, A Tomasi, A Iannone. Prooxidant activity of ferrioxamine in isolated rat hepatocytes and linoleic acid micelles.
Chemical research in toxicology.
1999 Apr; 12(4):365-70. doi:
10.1021/tx980149c. [PMID: 10207126] - H J Kraemer, H Breithaupt. Quantification of desferrioxamine, ferrioxamine and aluminoxamine by post-column derivatization high-performance liquid chromatography. Non-linear calibration resulting from second-order reaction kinetics.
Journal of chromatography. B, Biomedical sciences and applications.
1998 Jun; 710(1-2):191-204. doi:
10.1016/s0378-4347(98)00093-0. [PMID: 9686887] - P Menéndez-Fraga, J L Fernández-Martín, E Blanco-González, J B Cannata-Andía. Low percentage of aluminoxamine and ferrioxamine in uremic serum after desferrioxamine administration.
Clinical chemistry.
1998 Jun; 44(6 Pt 1):1262-8. doi:
10.1093/clinchem/44.6.1262. [PMID: 9625051] - T V Pedchenko, S M LeVine. Desferrioxamine suppresses experimental allergic encephalomyelitis induced by MBP in SJL mice.
Journal of neuroimmunology.
1998 Apr; 84(2):188-97. doi:
10.1016/s0165-5728(97)00256-7. [PMID: 9628462] - O Ardon, R Nudelman, C Caris, J Libman, A Shanzer, Y Chen, Y Hadar. Iron uptake in Ustilago maydis: tracking the iron path.
Journal of bacteriology.
1998 Apr; 180(8):2021-6. doi:
10.1128/jb.180.8.2021-2026.1998. [PMID: 9555881] - M Andriani, M Nordio, E Saporiti. Estimation of statistical moments for desferrioxamine and its iron and aluminum chelates: contribution to optimisation of therapy in uremic patients.
Nephron.
1996; 72(2):218-24. doi:
10.1159/000188845. [PMID: 8684530] - M S Paller, B E Hedlund. Extracellular iron chelators protect kidney cells from hypoxia/reoxygenation.
Free radical biology & medicine.
1994 Dec; 17(6):597-603. doi:
10.1016/0891-5849(94)90099-x. [PMID: 7532608] - M de Locht, J R Boelaert, Y J Schneider. Iron uptake from ferrioxamine and from ferrirhizoferrin by germinating spores of Rhizopus microsporus.
Biochemical pharmacology.
1994 May; 47(10):1843-50. doi:
10.1016/0006-2952(94)90314-x. [PMID: 8204101] - P C D'Haese, L V Lamberts, G A Verpooten, W Vaneerdeweg, A Jurgens, S Arakelian, A Babloyan, P Digenis, W Tjalma, M E De Broe. Urinary and biliary excretion of aluminoxamine and ferrioxamine in dogs with various renal function.
Kidney international.
1994 Jan; 45(1):76-84. doi:
10.1038/ki.1994.9. [PMID: 8127024] - A K Verdonck, J R Boelaert, B Z Gordts, H W Van Landuyt. Effect of ferrioxamine on the growth of Rhizopus.
Mycoses.
1993 Jan; 36(1-2):9-12. doi:
10.1111/j.1439-0507.1993.tb00680.x. [PMID: 8316265] - D M Vasilakakis, P C D'Haese, L V Lamberts, E Lemoniatou, P N Digenis, M E De Broe. Removal of aluminoxamine and ferrioxamine by charcoal hemoperfusion and hemodialysis.
Kidney international.
1992 May; 41(5):1400-7. doi:
10.1038/ki.1992.205. [PMID: 1614055] - G A Verpooten, P C D'Haese, J R Boelaert, I Becaus, L V Lamberts, M E De Broe. Pharmacokinetics of aluminoxamine and ferrioxamine and dose finding of desferrioxamine in haemodialysis patients.
Nephrology, dialysis, transplantation : official publication of the European Dialysis and Transplant Association - European Renal Association.
1992; 7(9):931-8. doi:
10.1093/ndt/7.9.931. [PMID: 1328941] - S Duewell, R Wüthrich, G K von Schulthess, H B Jenny, R N Muller, T Moerker, W A Fuchs. Nonionic polyethylene glycol-ferrioxamine as a renal magnetic resonance contrast agent.
Investigative radiology.
1991 Jan; 26(1):50-7. doi:
10.1097/00004424-199101000-00010. [PMID: 2022453] - S C Curry, G R Bond, R Raschke, D Tellez, D Wiggins. An ovine model of maternal iron poisoning in pregnancy.
Annals of emergency medicine.
1990 Jun; 19(6):632-8. doi:
10.1016/s0196-0644(05)82466-7. [PMID: 2344079] - G Healing, J Gower, B Fuller, C Green. Intracellular iron redistribution. An important determinant of reperfusion damage to rabbit kidneys.
Biochemical pharmacology.
1990 Apr; 39(7):1239-45. doi:
10.1016/0006-2952(90)90269-q. [PMID: 2322308] - W D Lehmann, H C Heinrich. Ferrioxamine and its hexadentate iron-chelating metabolites in human post-desferal urine studied by high-performance liquid chromatography and fast atom bombardment mass spectrometry.
Analytical biochemistry.
1990 Feb; 184(2):219-27. doi:
10.1016/0003-2697(90)90672-v. [PMID: 2109548] - J Van Cutsem, J R Boelaert. Effects of deferoxamine, feroxamine and iron on experimental mucormycosis (zygomycosis).
Kidney international.
1989 Dec; 36(6):1061-8. doi:
10.1038/ki.1989.301. [PMID: 2601256] - J Stivelman, G Schulman, M Fosburg, J M Lazarus, R M Hakim. Kinetics and efficacy of deferoxamine in iron-overloaded hemodialysis patients.
Kidney international.
1989 Dec; 36(6):1125-32. doi:
10.1038/ki.1989.311. [PMID: 2601259] - E A Llados i Vallory, R Girot, G Lenoir, M Payet, P Houze, R Bourdon. Studies of variations of subcutaneously infused desferrioxamine and iron movements in thalassaemia children.
European journal of pediatrics.
1989 Apr; 148(6):503-6. doi:
10.1007/bf00441542. [PMID: 2744011] - A A Tzika, S Thurnher, H Hricak, D C Price, L Arrive, S Aboseif, B L Engelstad, F C Rector. Rapid, contrast-enhanced, diuretic magnetic resonance imaging of unilateral partial ureteral obstruction. An experimental study in micropigs.
Investigative radiology.
1989 Jan; 24(1):37-46. doi:
10.1097/00004424-198901000-00010. [PMID: 2917822] - W L Niedrach, F W Tonetti, R W Katzberg, T W Morris, J A Ventura, S Totterman, L R Cos. Effects of the magnetic resonance contrast medium ferrioxamine methanesulfonate on systemic and renal hemodynamics in the anesthetized dog.
Investigative radiology.
1988 Sep; 23(9):687-91. doi:
NULL. [PMID: 3182216] - L A Videla, T Cáceres, E A Lissi. Antioxidant capacity of desferrioxamine and ferrioxamine in the chemically-initiated lipid peroxidation of rat erythrocyte ghost membranes.
Biochemistry international.
1988 May; 16(5):799-807. doi:
". [PMID: 3421981] - P Allain, Y Mauras, D Chaleil, P Simon, K S Ang, G Cam, L Le Mignon, M Simon. Pharmacokinetics and renal elimination of desferrioxamine and ferrioxamine in healthy subjects and patients with haemochromatosis.
British journal of clinical pharmacology.
1987 Aug; 24(2):207-12. doi:
10.1111/j.1365-2125.1987.tb03163.x. [PMID: 3620295] - A van der Horst, P N de Goede, H J Willems, A C van Loenen. Determination of desferoxamine and ferrioxamine by high-performance liquid chromatography with direct serum injection and pre-column enrichment.
Journal of chromatography.
1986 Aug; 381(1):185-91. doi:
10.1016/s0378-4347(00)83580-x. [PMID: 3771718] - H Hughes, L E Hagen, E C Cameron, R A Sutton. Estimation of aluminoxamine and ferrioxamine in plasma by high performance liquid chromatography.
Clinica chimica acta; international journal of clinical chemistry.
1986 May; 157(1):115-20. doi:
10.1016/0009-8981(86)90325-6. [PMID: 3719992] - A T Proudfoot, D Simpson, E H Dyson. Management of acute iron poisoning.
Medical toxicology.
1986 Mar; 1(2):83-100. doi:
10.1007/bf03259830. [PMID: 3784842] - D Castignetti, J Smarrelli. Siderophore reduction catalyzed by higher plant NADH:nitrate reductase.
Biochemical and biophysical research communications.
1984 Nov; 125(1):52-8. doi:
10.1016/s0006-291x(84)80332-0. [PMID: 6239624] - J W Arts, J C Hafkenscheid. Determination of ferrioxamine-bound iron in urine.
Clinical chemistry.
1984 Jan; 30(1):155. doi:
10.1093/clinchem/30.1.155a. [PMID: 6690129] - D Rivier, N Page, H Isliker. Synergism between iron chelators and complement for bactericidal activity.
Annales d'immunologie.
1983 Jan; 134C(1):25-30. doi:
10.1016/s0769-2625(83)80150-0. [PMID: 6344748] - M R Summers, A Jacobs, D Tudway, P Perera, C Ricketts. Studies in desferrioxamine and ferrioxamine metabolism in normal and iron-loaded subjects.
British journal of haematology.
1979 Aug; 42(4):547-55. doi:
10.1111/j.1365-2141.1979.tb01167.x. [PMID: 476006] - J FIELDING. DIFFERENTIAL FERRIOXAMINE TEST FOR MEASURING CHELATABLE BODY IRON.
Journal of clinical pathology.
1965 Jan; 18(?):88-97. doi:
10.1136/jcp.18.1.88. [PMID: 14247711] - J FIELDING, M BRUNSTROEM. ESTIMATION OF FERRIOXAMINE AND DESFERRIOXAMINE IN URINE.
Journal of clinical pathology.
1964 Jul; 17(?):395-8. doi:
10.1136/jcp.17.4.395. [PMID: 14195624]
