5,6,7,8-Tetrahydrofolic acid (BioDeep_00001029021)
代谢物信息卡片
5,6,7,8-Tetrahydrofolic acid
化学式: C19H23N7O6 (445.1709738)
中文名称:
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: C1C(NC2=C(N1)N=C(NC2=O)N)CNC3=CC=C(C=C3)C(=O)NC(CCC(=O)O)C(=O)O
InChI: InChI=1S/C19H23N7O6/c20-19-25-15-14(17(30)26-19)23-11(8-22-15)7-21-10-3-1-9(2-4-10)16(29)24-12(18(31)32)5-6-13(27)28/h1-4,11-12,21,23H,5-8H2,(H,24,29)(H,27,28)(H,31,32)(H4,20,22,25,26,30)/t11-,12+/m1/s1
数据库引用编号
5 个数据库交叉引用编号
- ChEBI: CHEBI:20506
- ChEBI: CHEBI:166569
- PubChem: 135415876
- ChEMBL: CHEMBL2074655
- MetaboLights: MTBLC20506
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)
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
- Minmin Zhang, Guangfeng Liu, Yunlong Zhang, Ting Chen, Shanshan Feng, Rujie Cai, Changrui Lu. The Second Class of Tetrahydrofolate (THF-II) Riboswitches Recognizes the Tetrahydrofolic Acid Ligand via Local Conformation Changes.
International journal of molecular sciences.
2022 May; 23(11):. doi:
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Biomedical chromatography : BMC.
2022 Apr; 36(4):e5299. doi:
10.1002/bmc.5299. [PMID: 34913177] - Shaimaa M Sallam, Eman Shawky, Samah M El Sohafy. Determination of the effect of germination on the folate content of the seeds of some legumes using HPTLC-mass spectrometry-multivariate image analysis.
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2021 Nov; 362(?):130206. doi:
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Human genomics.
2020 11; 14(1):41. doi:
10.1186/s40246-020-00291-3. [PMID: 33168096] - Weimin Wang, Haibo Wang, Liangliang Xiang, Tengyang Ni, Feng Jin, Jianliang Deng, Yunlei Zhang, Ishikawa Shintaro, Yan Zhou, Yanqing Liu. DJ‑1 is a new prognostic marker and predicts chemotherapy efficacy in colorectal cancer.
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Proceedings of the National Academy of Sciences of the United States of America.
2009 Sep; 106(36):15424-9. doi:
10.1073/pnas.0902072106. [PMID: 19706381] - K Augustin, J Frank, S Augustin, P Langguth, V Ohrvik, C M Witthoft, G Rimbach, S Wolffram. Greeen tea extracts lower serum folates in rats at very high dietary concentrations only and do not affect plasma folates in a human pilot study.
Journal of physiology and pharmacology : an official journal of the Polish Physiological Society.
2009 Sep; 60(3):103-8. doi:
NULL. [PMID: 19826188] - Laurent Pons, Shyue-Fang Battaglia-Hsu, Carlos Enrique Orozco-Barrios, Sandrine Ortiou, Celine Chery, Jean-Marc Alberto, Martha Ligia Arango-Rodriguez, Dominique Dumas, Daniel Martinez-Fong, Jean-Noel Freund, Jean-Louis Gueant. Anchoring secreted proteins in endoplasmic reticulum by plant oleosin: the example of vitamin B12 cellular sequestration by transcobalamin.
PloS one.
2009 Jul; 4(7):e6325. doi:
10.1371/journal.pone.0006325. [PMID: 19623264] - Mizuki Mizukawa, Koji Ohmori, Ayumi Obayashi, Yasuhiro Ishihara, Junji Yoshida, Takahisa Noma, Kazushi Yukiiri, Hiroaki Kosaka, Masakazu Kohno. Effects of combined olmesartan and pravastatin on glucose intolerance and cardiovascular remodeling in a metabolic-syndrome model.
Hypertension research : official journal of the Japanese Society of Hypertension.
2009 Jul; 32(7):617-24. doi:
10.1038/hr.2009.63. [PMID: 19461650] - Megan N Hall, Xinhua Liu, Vesna Slavkovich, Vesna Ilievski, J Richard Pilsner, Shafiul Alam, Pam Factor-Litvak, Joseph H Graziano, Mary V Gamble. Folate, Cobalamin, Cysteine, Homocysteine, and Arsenic Metabolism among Children in Bangladesh.
Environmental health perspectives.
2009 May; 117(5):825-31. doi:
10.1289/ehp.0800164. [PMID: 19479028] - Ana Patiño-García, Marta Zalacaín, Lucía Marrodán, Mikel San-Julián, Luis Sierrasesúmaga. Methotrexate in pediatric osteosarcoma: response and toxicity in relation to genetic polymorphisms and dihydrofolate reductase and reduced folate carrier 1 expression.
The Journal of pediatrics.
2009 May; 154(5):688-93. doi:
10.1016/j.jpeds.2008.11.030. [PMID: 19159907] - Ralf Lutterbuese, Tobias Raum, Roman Kischel, Petra Lutterbuese, Bernd Schlereth, Evelyne Schaller, Susanne Mangold, Doris Rau, Petra Meier, Peter A Kiener, Kathy Mulgrew, Michael D Oberst, Scott A Hammond, Patrick A Baeuerle, Peter Kufer. Potent control of tumor growth by CEA/CD3-bispecific single-chain antibody constructs that are not competitively inhibited by soluble CEA.
Journal of immunotherapy (Hagerstown, Md. : 1997).
2009 May; 32(4):341-52. doi:
10.1097/cji.0b013e31819b7c70. [PMID: 19342971] - Hala Mahfouz Badran, Mohamed Fahmy Elnoamany, Tarek Salah Khalil, Mostafa Mohamed Ezz Eldin. Age-related alteration of risk profile, inflammatory response, and angiographic findings in patients with acute coronary syndrome.
Clinical medicine. Cardiology.
2009 Feb; 3(?):15-28. doi:
10.4137/cmc.s2118. [PMID: 20508763] - Don J Durzan. Arginine, scurvy and Cartier's 'tree of life'.
Journal of ethnobiology and ethnomedicine.
2009 Feb; 5(?):5. doi:
10.1186/1746-4269-5-5. [PMID: 19187550] - Vipen Batra, Thomas Paul Asir Devasagayam. Interaction between cytotoxic effects of gamma-radiation and folate deficiency in relation to choline reserves.
Toxicology.
2009 Jan; 255(1-2):91-9. doi:
10.1016/j.tox.2008.10.008. [PMID: 19010378] - Cinzia Scambi, Lucia De Franceschi, Patrizia Guarini, Fabio Poli, Angela Siciliano, Patrizia Pattini, Andrea Biondani, Valentina La Verde, Oscar Bortolami, Francesco Turrini, Franco Carta, Ciro D'Orazio, Baroukh M Assael, Giovanni Faccini, Lisa M Bambara. Preliminary evidence for cell membrane amelioration in children with cystic fibrosis by 5-MTHF and vitamin B12 supplementation: a single arm trial.
PloS one.
2009; 4(3):e4782. doi:
10.1371/journal.pone.0004782. [PMID: 19277125] - Valérie Van Wilder, Veerle De Brouwer, Karen Loizeau, Bernadette Gambonnet, Catherine Albrieux, Dominique Van Der Straeten, Willy E Lambert, Roland Douce, Maryse A Block, Fabrice Rebeille, Stéphane Ravanel. C1 metabolism and chlorophyll synthesis: the Mg-protoporphyrin IX methyltransferase activity is dependent on the folate status.
The New phytologist.
2009; 182(1):137-145. doi:
10.1111/j.1469-8137.2008.02707.x. [PMID: 19076298] - Shinya Ohki, Koji Dohi, Atsushi Tamai, Makoto Takeuchi, Masashi Mori. Stable-isotope labeling using an inducible viral infection system in suspension-cultured plant cells.
Journal of biomolecular NMR.
2008 Dec; 42(4):271-7. doi:
10.1007/s10858-008-9283-x. [PMID: 18937031] - Jennifer M Anderson, Daniel E Sonenshine, Jesus G Valenzuela. Exploring the mialome of ticks: an annotated catalogue of midgut transcripts from the hard tick, Dermacentor variabilis (Acari: Ixodidae).
BMC genomics.
2008 Nov; 9(?):552. doi:
10.1186/1471-2164-9-552. [PMID: 19021911] - Robert Mauritz, Godefridus J Peters, Ietje Kathmann, Habte Teshale, Paul Noordhuis, Elizabeth M Comijn, Herbert M Pinedo, Gerrit Jansen. Dynamics of antifolate transport via the reduced folate carrier and the membrane folate receptor in murine leukaemia cells in vitro and in vivo.
Cancer chemotherapy and pharmacology.
2008 Nov; 62(6):937-48. doi:
10.1007/s00280-008-0683-0. [PMID: 18283461] - Jeeyeon Lee, Madhusudan Natarajan, Vishal C Nashine, Michael Socolich, Tina Vo, William P Russ, Stephen J Benkovic, Rama Ranganathan. Surface sites for engineering allosteric control in proteins.
Science (New York, N.Y.).
2008 Oct; 322(5900):438-42. doi:
10.1126/science.1159052. [PMID: 18927392] - Wieslawa I Mentzen, Eve Syrkin Wurtele. Regulon organization of Arabidopsis.
BMC plant biology.
2008 Sep; 8(?):99. doi:
10.1186/1471-2229-8-99. [PMID: 18826618] - Yuehua Huang, Stefanie Khartulyari, Megan E Morales, Anna Stanislawska-Sachadyn, Joan M Von Feldt, Alexander S Whitehead, Ian A Blair. Quantification of key red blood cell folates from subjects with defined MTHFR 677C>T genotypes using stable isotope dilution liquid chromatography/mass spectrometry.
Rapid communications in mass spectrometry : RCM.
2008 Aug; 22(16):2403-12. doi:
10.1002/rcm.3624. [PMID: 18634122] - A Jiménez Girón, I Durán-Merás, A Espinosa-Mansilla, A Muñoz de la Peña, F Cañada Cañada, A C Olivieri. On line photochemically induced excitation-emission-kinetic four-way data: analytical application for the determination of folic acid and its two main metabolites in serum by U-PLS and N-PLS/residual trilinearization (RTL) calibration.
Analytica chimica acta.
2008 Aug; 622(1-2):94-103. doi:
10.1016/j.aca.2008.05.079. [PMID: 18602539] - Naomi S C Hotte, Michael K Deyholos. A flax fibre proteome: identification of proteins enriched in bast fibres.
BMC plant biology.
2008 Apr; 8(?):52. doi:
10.1186/1471-2229-8-52. [PMID: 18447950] - Frances M Dupont. Metabolic pathways of the wheat (Triticum aestivum) endosperm amyloplast revealed by proteomics.
BMC plant biology.
2008 Apr; 8(?):39. doi:
10.1186/1471-2229-8-39. [PMID: 18419817] - Janee Gelineau-van Waes, Joyce R Maddox, Lynette M Smith, Michael van Waes, Justin Wilberding, James D Eudy, Linda K Bauer, Richard H Finnell. Microarray analysis of E9.5 reduced folate carrier (RFC1; Slc19a1) knockout embryos reveals altered expression of genes in the cubilin-megalin multiligand endocytic receptor complex.
BMC genomics.
2008 Apr; 9(?):156. doi:
10.1186/1471-2164-9-156. [PMID: 18400109] - Anna Stanisławska-Sachadyn, Karen S Brown, Laura E Mitchell, Jayne V Woodside, Ian S Young, John M Scott, Liam Murray, Colin A Boreham, Helene McNulty, J J Strain, Alexander S Whitehead. An insertion/deletion polymorphism of the dihydrofolate reductase (DHFR) gene is associated with serum and red blood cell folate concentrations in women.
Human genetics.
2008 Apr; 123(3):289-95. doi:
10.1007/s00439-008-0475-y. [PMID: 18247058] - Li Li, Eva-Charlotte Ekström, Walter Goessler, Bo Lönnerdal, Barbro Nermell, Mohammad Yunus, Anisur Rahman, Shams El Arifeen, Lars Ake Persson, Marie Vahter. Nutritional status has marginal influence on the metabolism of inorganic arsenic in pregnant Bangladeshi women.
Environmental health perspectives.
2008 Mar; 116(3):315-21. doi:
10.1289/ehp.10639. [PMID: 18335097] - Yong Wang, Hong-Yang Zhang, Qiong-Lin Liang, Hui-Hua Yang, Yi-Ming Wang, Qing-Fei Liu, Ping Hu, Xiao-Ying Zheng, Xin-Ming Song, Gong Chen, Ting Zhang, Jian-Xin Wu, Guo-An Luo. Simultaneous quantification of 11 pivotal metabolites in neural tube defects by HPLC-electrospray tandem mass spectrometry.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2008 Feb; 863(1):94-100. doi:
10.1016/j.jchromb.2008.01.010. [PMID: 18243823] - Jacob Haaber, Niels Abildgaard, Lene Meldgaard Knudsen, Inger Marie Dahl, Marianne Lodahl, Mads Thomassen, Gitte Birk Kerndrup, Thomas Rasmussen. Myeloma cell expression of 10 candidate genes for osteolytic bone disease. Only overexpression of DKK1 correlates with clinical bone involvement at diagnosis.
British journal of haematology.
2008 Jan; 140(1):25-35. doi:
10.1111/j.1365-2141.2007.06871.x. [PMID: 18005268] - Yuyen Seujange, Somchit Eiam-Ong, Thaweesak Tirawatnapong, Somchai Eiam-Ong. Role of angiotensin II on dihydrofolate reductase, GTP-cyclohydrolase 1 and nitric oxide synthase expressions in renal ischemia-reperfusion.
American journal of nephrology.
2008; 28(4):692-700. doi:
10.1159/000126927. [PMID: 18408363] - Gilli Barel, Idit Ginzberg. Potato skin proteome is enriched with plant defence components.
Journal of experimental botany.
2008; 59(12):3347-57. doi:
10.1093/jxb/ern184. [PMID: 18653692] - M Righetti. [Folate metabolism dysfunction].
Giornale italiano di nefrologia : organo ufficiale della Societa italiana di nefrologia.
2008 Jan; 25(1):32-41. doi:
NULL. [PMID: 18264916] - Veerle De Brouwer, Guo-Fang Zhang, Sergei Storozhenko, Dominique Van Der Straeten, Willy E Lambert. pH stability of individual folates during critical sample preparation steps in prevision of the analysis of plant folates.
Phytochemical analysis : PCA.
2007 Nov; 18(6):496-508. doi:
10.1002/pca.1006. [PMID: 17624887] - Friedemann Gaube, Stefan Wolfl, Larissa Pusch, Torsten C Kroll, Matthias Hamburger. Gene expression profiling reveals effects of Cimicifuga racemosa (L.) NUTT. (black cohosh) on the estrogen receptor positive human breast cancer cell line MCF-7.
BMC pharmacology.
2007 Sep; 7(?):11. doi:
10.1186/1471-2210-7-11. [PMID: 17880733] - Valérie de Crécy-Lagard, Basma El Yacoubi, Rocío Díaz de la Garza, Alexandre Noiriel, Andrew D Hanson. Comparative genomics of bacterial and plant folate synthesis and salvage: predictions and validations.
BMC genomics.
2007 Jul; 8(?):245. doi:
10.1186/1471-2164-8-245. [PMID: 17645794]