Folinic acid (BioDeep_00000405826)

Main id: BioDeep_00000017460

 

PANOMIX_OTCML-2023


代谢物信息卡片


(6R)-Folinic acid

化学式: C20H23N7O7 (473.1659)
中文名称: 亚叶酸
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C1C(N(C2=C(N1)N=C(NC2=O)N)C=O)CNC3=CC=C(C=C3)C(=O)NC(CCC(=O)O)C(=O)O
InChI: InChI=1S/C20H23N7O7/c21-20-25-16-15(18(32)26-20)27(9-28)12(8-23-16)7-22-11-3-1-10(2-4-11)17(31)24-13(19(33)34)5-6-14(29)30/h1-4,9,12-13,22H,5-8H2,(H,24,31)(H,29,30)(H,33,34)(H4,21,23,25,26,32)

描述信息

Folinic acid (Leucovorin) is a biological folic acid and is generally administered along with Methotrexate (MTX) (HY-14519) as a rescue agent to decrease MTX-induced toxicity[1].
Folinic acid (Leucovorin) is a biological folic acid and is generally administered along with Methotrexate (MTX) (HY-14519) as a rescue agent to decrease MTX-induced toxicity[1].

同义名列表

4 个代谢物同义名

Folinic acid; (6R)-Folinic acid; leucovorin; Folinic acid



数据库引用编号

18 个数据库交叉引用编号

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)

2 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


文献列表

  • Bijesh Puthusseri, Peethambaran Divya, Veeresh Lokesh, Bhagyalakshmi Neelwarne. Salicylic acid-induced elicitation of folates in coriander (Coriandrum sativum L.) improves bioaccessibility and reduces pro-oxidant status. Food chemistry. 2013 Jan; 136(2):569-75. doi: 10.1016/j.foodchem.2012.09.005. [PMID: 23122099]
  • Ayumu Hosokawa, Kohei Ogawa, Takayuki Ando, Nobuhiro Suzuki, Akira Ueda, Shinya Kajiura, Yuka Kobayashi, Yuji Tsukioka, Naoki Horikawa, Kazuhisa Yabushita, Junya Fukuoka, Toshiro Sugiyama. Preventive effect of traditional Japanese medicine on neurotoxicity of FOLFOX for metastatic colorectal cancer: a multicenter retrospective study. Anticancer research. 2012 Jul; 32(7):2545-50. doi: ". [PMID: 22753712]
  • Samudi Chandramathi, Kumar Suresh, Zarina Bustam Anita, Umah Rani Kuppusamy. Infections of Blastocystis hominis and microsporidia in cancer patients: are they opportunistic?. Transactions of the Royal Society of Tropical Medicine and Hygiene. 2012 Apr; 106(4):267-9. doi: 10.1016/j.trstmh.2011.12.008. [PMID: 22340948]
  • Scott J Lee, Thomas A Warnick, Sivakumar Pattathil, Jesús G Alvelo-Maurosa, Michelle J Serapiglia, Heather McCormick, Virginia Brown, Naomi F Young, Danny J Schnell, Lawrence B Smart, Michael G Hahn, Jeffrey F Pedersen, Susan B Leschine, Samuel P Hazen. Biological conversion assay using Clostridium phytofermentans to estimate plant feedstock quality. Biotechnology for biofuels. 2012 Feb; 5(?):5. doi: 10.1186/1754-6834-5-5. [PMID: 22316115]
  • Jeffrey C Waller, Kenneth W Ellens, Sophie Alvarez, Karen Loizeau, Stéphane Ravanel, Andrew D Hanson. Mitochondrial and plastidial COG0354 proteins have folate-dependent functions in iron-sulphur cluster metabolism. Journal of experimental botany. 2012 Jan; 63(1):403-11. doi: 10.1093/jxb/err286. [PMID: 21984653]
  • Hauke Rühs, Achim Becker, Anne Drescher, John C Panetta, Ching-Hon Pui, Mary V Relling, Ulrich Jaehde. Population PK/PD model of homocysteine concentrations after high-dose methotrexate treatment in patients with acute lymphoblastic leukemia. PloS one. 2012; 7(9):e46015. doi: 10.1371/journal.pone.0046015. [PMID: 23049924]
  • Hyagriv N Simhan, Katherine P Himes, Raman Venkataramanan, Lisa M Bodnar. Maternal serum folate species in early pregnancy and lower genital tract inflammatory milieu. American journal of obstetrics and gynecology. 2011 Jul; 205(1):61.e1-7. doi: 10.1016/j.ajog.2011.03.039. [PMID: 21600548]
  • F Loupakis, C Cremolini, A Fioravanti, P Orlandi, L Salvatore, G Masi, T Di Desidero, B Canu, M Schirripa, P Frumento, A Di Paolo, R Danesi, A Falcone, G Bocci. Pharmacodynamic and pharmacogenetic angiogenesis-related markers of first-line FOLFOXIRI plus bevacizumab schedule in metastatic colorectal cancer. British journal of cancer. 2011 Apr; 104(8):1262-9. doi: 10.1038/bjc.2011.85. [PMID: 21407216]
  • Veronica E Ohrvik, Cornelia M Witthoft. Human folate bioavailability. Nutrients. 2011 04; 3(4):475-90. doi: 10.3390/nu3040475. [PMID: 22254106]
  • Avinash C Srivastava, Perla A Ramos-Parra, Mohamed Bedair, Ana L Robledo-Hernández, Yuhong Tang, Lloyd W Sumner, Rocío I Díaz de la Garza, Elison B Blancaflor. The folylpolyglutamate synthetase plastidial isoform is required for postembryonic root development in Arabidopsis. Plant physiology. 2011 Mar; 155(3):1237-51. doi: 10.1104/pp.110.168278. [PMID: 21233333]
  • Barbara E Büttner, Veronica E Öhrvik, Cornelia M Witthöft, Michael Rychlik. Quantification of isotope-labelled and unlabelled folates in plasma, ileostomy and food samples. Analytical and bioanalytical chemistry. 2011 Jan; 399(1):429-39. doi: 10.1007/s00216-010-4313-4. [PMID: 21052651]
  • C O Michie, M Sakala, I Rivans, M W J Strachan, S Clive. The frequency and severity of capecitabine-induced hypertriglyceridaemia in routine clinical practice: a prospective study. British journal of cancer. 2010 Aug; 103(5):617-21. doi: 10.1038/sj.bjc.6605807. [PMID: 20664584]
  • Sabine Mönch, Michael Netzel, Gabriele Netzel, Michael Rychlik. Quantitation of folates and their catabolites in blood plasma, erythrocytes, and urine by stable isotope dilution assays. Analytical biochemistry. 2010 Mar; 398(2):150-60. doi: 10.1016/j.ab.2009.11.007. [PMID: 19903444]
  • Pasquale Comella, Rossana Casaretti, Raffaella Manzo, Claudia Sandomenico, Marina Licenziato, Antonio Avallone, Luca Franco. Baseline physical functioning status of metastatic colorectal cancer patients predicts the overall survival but not the activity of a front-line oxaliplatin-fluoropyrimidine doublet. Acta oncologica (Stockholm, Sweden). 2010; 49(1):50-6. doi: 10.3109/02841860903369540. [PMID: 20100144]
  • Judit Boda-Heggemann, Ralf-Dieter Hofheinz, Christel Weiss, Philipp Mennemeyer, Sabine K Mai, Petra Hermes, Hansjörg Wertz, Stefan Post, Bernd Massner, Udo Hieber, Andreas Hochhaus, Frederik Wenz, Frank Lohr. Combined adjuvant radiochemotherapy with IMRT/XELOX improves outcome with low renal toxicity in gastric cancer. International journal of radiation oncology, biology, physics. 2009 Nov; 75(4):1187-95. doi: 10.1016/j.ijrobp.2008.12.036. [PMID: 19409725]
  • Yasuhiro Nakai, Katsuhisa Inoue, Naoki Abe, Mai Hatakeyama, Kin-ya Ohta, Masaki Otagiri, Yayoi Hayashi, Hiroaki Yuasa. Functional characterization of human proton-coupled folate transporter/heme carrier protein 1 heterologously expressed in mammalian cells as a folate transporter. The Journal of pharmacology and experimental therapeutics. 2007 Aug; 322(2):469-76. doi: 10.1124/jpet.107.122606. [PMID: 17475902]
  • Daisuke Yamasaki, Masayuki Tsujimoto, Shigehiro Ohdo, Hisakazu Ohtani, Yasufumi Sawada. Possible mechanisms for the pharmacokinetic interaction between phenytoin and folinate in rats. Therapeutic drug monitoring. 2007 Aug; 29(4):404-11. doi: 10.1097/ftd.0b013e318074dcf3. [PMID: 17667793]
  • Zia Fazili, Christine M Pfeiffer, Mindy Zhang. Comparison of serum folate species analyzed by LC-MS/MS with total folate measured by microbiologic assay and Bio-Rad radioassay. Clinical chemistry. 2007 Apr; 53(4):781-4. doi: 10.1373/clinchem.2006.078451. [PMID: 17272488]
  • T Navrátil, M Petr, Z Senholdová, K Pristoupilová, T I Pristoupil, M Heyrovský, D Pelclová, E Kohlíková. Diagnostic significance of urinary thiodiglycolic acid as a possible tool for studying the role of vitamins B12 and folates in the metabolism of thiolic substances. Physiological research. 2007; 56(1):113-122. doi: 10.33549/physiolres.930902. [PMID: 16497089]
  • Susan J Thorpe, Alan Heath, Sheena Blackmore, Anne Lee, Malcolm Hamilton, Sean O'broin, Bryant C Nelson, Christine Pfeiffer. International Standard for serum vitamin B(12) and serum folate: international collaborative study to evaluate a batch of lyophilised serum for B(12) and folate content. Clinical chemistry and laboratory medicine. 2007; 45(3):380-6. doi: 10.1515/cclm.2007.072. [PMID: 17378737]
  • Thomas Rau, Birgit Erney, Ralf Göres, Thomas Eschenhagen, Jörn Beck, Thorsten Langer. High-dose methotrexate in pediatric acute lymphoblastic leukemia: impact of ABCC2 polymorphisms on plasma concentrations. Clinical pharmacology and therapeutics. 2006 Nov; 80(5):468-76. doi: 10.1016/j.clpt.2006.08.012. [PMID: 17112803]
  • Mary B Satterfield, Lorna T Sniegoski, Katherine E Sharpless, Michael J Welch, Adriana Hornikova, Nien-Fan Zhang, Christine M Pfeiffer, Zia Fazili, Mindy Zhang, Bryant C Nelson. Development of a new standard reference material: SRM 1955 (homocysteine and folate in human serum). Analytical and bioanalytical chemistry. 2006 Jun; 385(3):612-22. doi: 10.1007/s00216-006-0434-1. [PMID: 16715281]
  • U Merkel, K Farker, U Wedding, M Roskos, M Hippius, K Höffken, A Hoffmann. Pharmacokinetics of oxaliplatin and non-hematological toxicity in metastatic gastrointestinal cancer patients treated with chronomodulated oxaliplatin, 5-FU and sodium folinate in a pilot investigation. International journal of clinical pharmacology and therapeutics. 2006 Mar; 44(3):128-34. doi: 10.5414/cpp44128. [PMID: 16550735]
  • Sebastian M J Klaus, Edmund R S Kunji, Gale G Bozzo, Alexandre Noiriel, Rocío Díaz de la Garza, Gilles J C Basset, Stéphane Ravanel, Fabrice Rébeillé, Jesse F Gregory, Andrew D Hanson. Higher plant plastids and cyanobacteria have folate carriers related to those of trypanosomatids. The Journal of biological chemistry. 2005 Nov; 280(46):38457-63. doi: 10.1074/jbc.m507432200. [PMID: 16162503]
  • Martin Czejka, Johannes Schueller, Katharina Hauer, Eva Ostermann. Pharmacokinetics and metabolism of irinotecan combined with capecitabine in patients with advanced colorectal cancer. Anticancer research. 2005 Jul; 25(4):2985-90. doi: NULL. [PMID: 16080556]
  • Peter Benoehr, Patricia Krueth, Carsten Bokemeyer, Almut Grenz, Hartmut Osswald, Jorg T Hartmann. Nephroprotection by theophylline in patients with cisplatin chemotherapy: a randomized, single-blinded, placebo-controlled trial. Journal of the American Society of Nephrology : JASN. 2005 Feb; 16(2):452-8. doi: 10.1681/asn.2004030225. [PMID: 15590762]
  • Farida A Farid, Mohamed S Faheem, Nahla M Heshmat, Karim Y Shaheen, Sherine S Saad. Study of the homocysteine status in children with chronic renal failure. American journal of nephrology. 2004 May; 24(3):289-95. doi: 10.1159/000077855. [PMID: 15087588]
  • Ilhan Oztop, Murat Gencer, Taha Okan, Arzu Yaren, Emel Altekin, Sonay Turker, Ugur Yilmaz. Evaluation of cardiotoxicity of a combined bolus plus infusional 5-fluorouracil/folinic acid treatment by echocardiography, plasma troponin I level, QT interval and dispersion in patients with gastrointestinal system cancers. Japanese journal of clinical oncology. 2004 May; 34(5):262-8. doi: 10.1093/jjco/hyh047. [PMID: 15231861]
  • I Bleumer, A Knuth, E Oosterwijk, R Hofmann, Z Varga, C Lamers, W Kruit, S Melchior, C Mala, S Ullrich, P De Mulder, P F A Mulders, J Beck. A phase II trial of chimeric monoclonal antibody G250 for advanced renal cell carcinoma patients. British journal of cancer. 2004 Mar; 90(5):985-90. doi: 10.1038/sj.bjc.6601617. [PMID: 14997194]
  • Christine M Pfeiffer, Zia Fazili, Les McCoy, Ming Zhang, Elaine W Gunter. Determination of folate vitamers in human serum by stable-isotope-dilution tandem mass spectrometry and comparison with radioassay and microbiologic assay. Clinical chemistry. 2004 Feb; 50(2):423-32. doi: 10.1373/clinchem.2003.026955. [PMID: 14670827]
  • Shui-Jie Shen, Su Zeng. [Direct resolution of calcium folinate stereoisomers using a bovine serum albumin chiral HPLC column]. Zhejiang da xue xue bao. Yi xue ban = Journal of Zhejiang University. Medical sciences. 2004 01; 33(1):11-4. doi: 10.3785/j.issn.1008-9292.2004.01.003. [PMID: 14966932]
  • Aristides Polyzos, Nicholas Tsavaris, Christos Kosmas, Helen Gogas, George Koutinos, Nicholas I Nikiteas, Evangelos Felekouras, Gregory Kouraklis, Othon Papadopoulos, Antonios Papachristodoulou, Demetrios Stamatiadis, Michael Safioleas, George Nikou. Weekly Gemcitabine plus Fluorouracil-Folinic Acid Given Weekly for Two Days in Patients with Advanced Pancreatic Cancer : A Phase II Study. Clinical drug investigation. 2004; 24(11):661-70. doi: 10.2165/00044011-200424110-00005. [PMID: 17523729]
  • A J A Wright, P M Finglas, J R Dainty, D J Hart, C A Wolfe, S Southon, J F Gregory. Single oral doses of 13C forms of pteroylmonoglutamic acid and 5-formyltetrahydrofolic acid elicit differences in short-term kinetics of labelled and unlabelled folates in plasma: potential problems in interpretation of folate bioavailability studies. The British journal of nutrition. 2003 Aug; 90(2):363-71. doi: 10.1079/bjn2003908. [PMID: 12908897]
  • Joyce M Gonin, Hien Nguyen, René Gonin, Avina Sarna, Anne Michels, Faye Masri-Imad, Geeta Bommareddy, Christophe Chassaing, Irving Wainer, Asif Loya, Douglas Cary, Lew F Barker, Ali Assefi, Robert Greenspan, David Mahoney, Christopher S Wilcox. Controlled trials of very high dose folic acid, vitamins B12 and B6, intravenous folinic acid and serine for treatment of hyperhomocysteinemia in ESRD. Journal of nephrology. 2003 Jul; 16(4):522-34. doi: NULL. [PMID: 14696754]
  • Achim Freisleben, Peter Schieberle, Michael Rychlik. Comparison of folate quantification in foods by high-performance liquid chromatography-fluorescence detection to that by stable isotope dilution assays using high-performance liquid chromatography-tandem mass spectrometry. Analytical biochemistry. 2003 Apr; 315(2):247-55. doi: 10.1016/s0003-2697(03)00029-0. [PMID: 12689834]
  • A F Harper, J W Knight, E Kokue, J L Usry. Plasma reduced folates, reproductive performance, and conceptus development in sows in response to supplementation with oxidized and reduced sources of folic acid. Journal of animal science. 2003 Mar; 81(3):735-44. doi: 10.2527/2003.813735x. [PMID: 12661654]
  • Takaaki Ishikawa, Chiyoko Machida, Yasushi Yoshioka, Hidemi Kitano, Yasunori Machida. The GLOBULAR ARREST1 gene, which is involved in the biosynthesis of folates, is essential for embryogenesis in Arabidopsis thaliana. The Plant journal : for cell and molecular biology. 2003 Jan; 33(2):235-44. doi: 10.1046/j.1365-313x.2003.01621.x. [PMID: 12535338]
  • Frank G A Jansman, Jules L L M Coenen, Jacques C De Graaf, Hilde Tobi, Dirk T Sleijfer, Jacobus R B J Brouwers. Relationship between pharmacokinetics of 5-FU in plasma and in saliva, and toxicity of 5-fluorouracil/folinic acid. Anticancer research. 2002 Nov; 22(6B):3449-55. doi: NULL. [PMID: 12552938]
  • T Seto, K Yoh, H Asoh, H Yamamoto, H Semba, Y Ichinose. A phase I study of combination chemotherapy with gemcitabine and oral UFT for advanced non-small cell lung cancer. British journal of cancer. 2002 Jun; 86(11):1701-4. doi: 10.1038/sj.bjc.6600337. [PMID: 12087453]
  • B C Nelson, J J Dalluge, S A Margolis. Preliminary application of liquid chromatography-electrospray-ionization mass spectrometry to the detection of 5-methyltetrahydrofolic acid monoglutamate in human plasma. Journal of chromatography. B, Biomedical sciences and applications. 2001 Dec; 765(2):141-50. doi: 10.1016/s0378-4347(01)00412-1. [PMID: 11767307]
  • B Melichar, J Dvorák, P Jandík, M Tousková, E Malírová, J Megancová, Z Voboril. Regional administration of irinotecan in combination with 5-fluorouracil and leucovorin in patients with colorectal cancer liver metastases--a pilot experience. Hepato-gastroenterology. 2001 Nov; 48(42):1721-6. doi: NULL. [PMID: 11813608]
  • A C Hauser, W Hagen, P H Rehak, H Buchmayer, M Födinger, M Papagiannopoulos, C Bieglmayer, R Apsner, E Köller, M Ignatescu, W H Hörl, G Sunder-Plassmann. Efficacy of folinic versus folic acid for the correction of hyperhomocysteinemia in hemodialysis patients. American journal of kidney diseases : the official journal of the National Kidney Foundation. 2001 Apr; 37(4):758-65. doi: 10.1016/s0272-6386(01)80125-6. [PMID: 11273876]