Cobamamide (BioDeep_00000003881)

   

PANOMIX_OTCML-2023


代谢物信息卡片


[(2R,3S,4R,5S)-5-(5,6-dimethylbenzimidazol-1-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]1-[3-[(9Z,14Z)-2,13,18-tris(2-amino-2-oxoethyl)-7,12,17-tris(3-amino-3-oxopropyl)-3,5,8,8,13,15,18,19-octamethyl-2,7,12,17-tetrahydro-1H-corrin-21-id-3-yl]propanoylamino]propan-2-yl phosphate

化学式: C72H100CoN18O17P (1578.658308)
中文名称: 腺苷钴胺
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC1=CC2=C(C=C1C)N(C=N2)C3C(C(C(O3)CO)OP(=O)([O-])OC(C)CNC(=O)CCC4(C(C5C6(C(C(C(=N6)C(=C7C(C(C(=N7)C=C8C(C(C(=N8)C(=C4[N-]5)C)CCC(=O)N)(C)C)CCC(=O)N)(C)CC(=O)N)C)CCC(=O)N)(C)CC(=O)N)C)CC(=O)N)C)O.[CH2-]C1C(C(C(O1)N2C=NC3=C(N=CN=C32)N)O)O.[Co+3]
InChI: -1

描述信息

A member of the class of cobalamins that is vitamin B12 in which the cyano group is replaced by a 5-deoxyadenos-5-yl moiety. It is one of the two metabolically active form of vitamin B12.
B - Blood and blood forming organs > B03 - Antianemic preparations > B03B - Vitamin b12 and folic acid > B03BA - Vitamin b12 (cyanocobalamin and analogues)
Adenosylcobalamin (Coenzyme B12;Cobamamide;AdoCbl) is an active form of Vitamin B12 which is a cofactor for methylmalonyl CoA mutase[1]
Adenosylcobalamin (Coenzyme B12;Cobamamide;AdoCbl) is an active form of Vitamin B12 which is a cofactor for methylmalonyl CoA mutase[1]

同义名列表

11 个代谢物同义名

Cobamamide; [(2R,3S,4R,5S)-5-(5,6-dimethylbenzimidazol-1-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]1-[3-[(9Z,14Z)-2,13,18-tris(2-amino-2-oxoethyl)-7,12,17-tris(3-amino-3-oxopropyl)-3,5,8,8,13,15,18,19-octamethyl-2,7,12,17-tetrahydro-1H-corrin-21-id-3-yl]propanoylamino]propan-2-yl phosphate; (2S,3R,4S,5R)-2-(6-aminopurin-9-yl)-5-methanidyloxolane-3,4-diol; 5-Deoxyadenosylcobalamine; Adenosyl cobalamine; DMBC Coenzyme; COENZYME B12; cobalt(3+); Funacomide; Adenosylcobalamin; AdoCbl



数据库引用编号

10 个数据库交叉引用编号

分类词条

相关代谢途径

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代谢反应

0 个相关的代谢反应过程信息。

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Plant Reactome(0)

INOH(0)

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COVID-19 Disease Map(0)

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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

  • Ping Li, Qing Gu, Yuejiao Wang, Yue Yu, Lanlan Yang, Jieyan V Chen. Novel vitamin B12-producing Enterococcus spp. and preliminary in vitro evaluation of probiotic potentials. Applied microbiology and biotechnology. 2017 Aug; 101(15):6155-6164. doi: 10.1007/s00253-017-8373-7. [PMID: 28634850]
  • Florian J Widner, Andrew D Lawrence, Evelyne Deery, Dana Heldt, Stefanie Frank, Karl Gruber, Klaus Wurst, Martin J Warren, Bernhard Kräutler. Total Synthesis, Structure, and Biological Activity of Adenosylrhodibalamin, the Non-Natural Rhodium Homologue of Coenzyme B12. Angewandte Chemie (International ed. in English). 2016 09; 55(37):11281-6. doi: 10.1002/anie.201603738. [PMID: 27355790]
  • Yeounjoo Ko, Somasundar Ashok, Satish Kumar Ainala, Mugesh Sankaranarayanan, Ah Yeong Chun, Gyoo Yeol Jung, Sunghoon Park. Coenzyme B12 can be produced by engineered Escherichia coli under both anaerobic and aerobic conditions. Biotechnology journal. 2014 Dec; 9(12):1526-35. doi: 10.1002/biot.201400221. [PMID: 25146562]
  • Jehona Jusufi, Terttu Suormala, Patricie Burda, Brian Fowler, D Sean Froese, Matthias R Baumgartner. Characterization of functional domains of the cblD (MMADHC) gene product. Journal of inherited metabolic disease. 2014 Sep; 37(5):841-9. doi: 10.1007/s10545-014-9709-4. [PMID: 24722857]
  • Bridget Wilcken. Leukoencephalopathies associated with disorders of cobalamin and folate metabolism. Seminars in neurology. 2012 Feb; 32(1):68-74. doi: 10.1055/s-0032-1306389. [PMID: 22422209]
  • David Watkins, David S Rosenblatt. Inborn errors of cobalamin absorption and metabolism. American journal of medical genetics. Part C, Seminars in medical genetics. 2011 Feb; 157C(1):33-44. doi: 10.1002/ajmg.c.30288. [PMID: 21312325]
  • D S Froese, S Healy, M McDonald, G Kochan, U Oppermann, F H Niesen, R A Gravel. Thermolability of mutant MMACHC protein in the vitamin B12-responsive cblC disorder. Molecular genetics and metabolism. 2010 May; 100(1):29-36. doi: 10.1016/j.ymgme.2010.02.005. [PMID: 20219402]
  • Dominique Padovani, Ruma Banerjee. A G-protein editor gates coenzyme B12 loading and is corrupted in methylmalonic aciduria. Proceedings of the National Academy of Sciences of the United States of America. 2009 Dec; 106(51):21567-72. doi: 10.1073/pnas.0908106106. [PMID: 19955418]
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  • Friederike Hörster, Matthias R Baumgartner, Caroline Viardot, Terttu Suormala, Peter Burgard, Brian Fowler, Georg F Hoffmann, Sven F Garbade, Stefan Kölker, E Regula Baumgartner. Long-term outcome in methylmalonic acidurias is influenced by the underlying defect (mut0, mut-, cblA, cblB). Pediatric research. 2007 Aug; 62(2):225-30. doi: 10.1203/pdr.0b013e3180a0325f. [PMID: 17597648]
  • R J Kelly, T M Gruner, J M Furlong, A R Sykes. Analysis of corrinoids in ovine tissues. Biomedical chromatography : BMC. 2006 Aug; 20(8):806-14. doi: 10.1002/bmc.604. [PMID: 16345011]
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  • Emmanuel Roze, David Gervais, Sophie Demeret, Hélène Ogier de Baulny, Jacqueline Zittoun, Jean-François Benoist, Gérard Said, Charles Pierrot-Deseilligny, Francis Bolgert. Neuropsychiatric disturbances in presumed late-onset cobalamin C disease. Archives of neurology. 2003 Oct; 60(10):1457-62. doi: 10.1001/archneur.60.10.1457. [PMID: 14568819]
  • Stephen Patterson, David O'Hagan. Biosynthetic studies on the tropane alkaloid hyoscyamine in Datura stramonium; hyoscyamine is stable to in vivo oxidation and is not derived from littorine via a vicinal interchange process. Phytochemistry. 2002 Oct; 61(3):323-9. doi: 10.1016/s0031-9422(02)00200-5. [PMID: 12359518]
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  • R Biancheri, R Cerone, M C Schiaffino, U Caruso, E Veneselli, M V Perrone, A Rossi, R Gatti. Cobalamin (Cbl) C/D deficiency: clinical, neurophysiological and neuroradiologic findings in 14 cases. Neuropediatrics. 2001 Feb; 32(1):14-22. doi: 10.1055/s-2001-12217. [PMID: 11315197]
  • R LoBrutto, V Bandarian, O T Magnusson, X Chen, V L Schramm, G H Reed. 5'-Deoxyadenosine contacts the substrate radical intermediate in the active site of ethanolamine ammonia-lyase: 2H and 13C electron nuclear double resonance studies. Biochemistry. 2001 Jan; 40(1):9-14. doi: 10.1021/bi001865s. [PMID: 11141051]
  • D A Collins, H P Hogenkamp, M K O'Connor, S Naylor, L M Benson, T J Hardyman, L M Thorson. Biodistribution of radiolabeled adenosylcobalamin in patients diagnosed with various malignancies. Mayo Clinic proceedings. 2000 Jun; 75(6):568-80. doi: 10.4065/75.6.568. [PMID: 10852417]
  • B Merinero, C Pérez-Cerdá, M J Garcia, B Chadefaux-Vekemans, P Kamoun, C Tonetti, J Zittoun, C Jakobs, M Ugarte. Reliability of biochemical parameters used in prenatal diagnosis of combined methylmalonic aciduria and homocystinuria. Prenatal diagnosis. 1998 Sep; 18(9):947-52. doi: 10.1002/(sici)1097-0223(199809)18:9<947::aid-pd363>3.0.co;2-l. [PMID: 9793978]
  • A Larnaout, M A Mongalgi, N Kaabachi, D Khiari, A Debbabi, A Mebazza, M Ben Hamida, F Hentati. Methylmalonic acidaemia with bilateral globus pallidus involvement: a neuropathological study. Journal of inherited metabolic disease. 1998 Aug; 21(6):639-44. doi: 10.1023/a:1005428432730. [PMID: 9762599]
  • N H Thomä, P F Leadlay. Homology modeling of human methylmalonyl-CoA mutase: a structural basis for point mutations causing methylmalonic aciduria. Protein science : a publication of the Protein Society. 1996 Sep; 5(9):1922-7. doi: 10.1002/pro.5560050919. [PMID: 8880917]
  • E R Baumgarter, C Viardot. Long-term follow-up of 77 patients with isolated methylmalonic acidaemia. Journal of inherited metabolic disease. 1995; 18(2):138-42. doi: 10.1007/bf00711749. [PMID: 7564229]
  • A A Qureshi, D S Rosenblatt, B A Cooper. Inherited disorders of cobalamin metabolism. Critical reviews in oncology/hematology. 1994 Oct; 17(2):133-51. doi: 10.1016/1040-8428(94)90022-1. [PMID: 7818787]
  • B Chadefaux-Vekemans, M O Rolland, S Lyonnet, D Rabier, P Divry, P Kamoun. Prenatal diagnosis of combined methylmalonic aciduria and homocystinuria (cobalamin CblC or CblD mutant). Prenatal diagnosis. 1994 May; 14(5):417-8. doi: 10.1002/pd.1970140517. [PMID: 7916155]
  • S Oishi. Prevention of di(2-ethylhexyl)phthalate-induced testicular atrophy in rats by co-administration of the vitamin B12 derivative adenosylcobalamin. Archives of environmental contamination and toxicology. 1994 May; 26(4):497-503. doi: 10.1007/bf00214153. [PMID: 8198428]
  • S D Beltz, P L Doering. Efficacy of nutritional supplements used by athletes. Clinical pharmacy. 1993 Dec; 12(12):900-8. doi: NULL. [PMID: 8137607]
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  • E S Tsukerman, T L Korsova, A A Poznanskaia. [Vitamin B 12 metabolism and the status of sulfhydryl groups in protein-choline deficiency in rats. Effects of methyl- and adenosylcobalamins]. Voprosy pitaniia. 1992 Jan; ?(1):40-4. doi: NULL. [PMID: 1621377]
  • D S Rosenblatt. Vitamin B12 (Cbl)-responsive disorders. Journal of nutritional science and vitaminology. 1992; Spec No(?):593-6. doi: 10.3177/jnsv.38.special_593. [PMID: 1297820]
  • R A Chalmers, M D Bain, J Mistry, B M Tracey, C Weaver. Enzymologic studies on patients with methylmalonic aciduria: basis for a clinical trial of deoxyadenosylcobalamin in a hydroxocobalamin-unresponsive patient. Pediatric research. 1991 Dec; 30(6):560-3. doi: 10.1203/00006450-199112000-00014. [PMID: 1687159]
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