Levomefolic acid (BioDeep_00001868257)
Main id: BioDeep_00000001267
PANOMIX_OTCML-2023
代谢物信息卡片
Levomefolic acid
化学式: C20H25N7O6 (459.186623)
中文名称: L-5-甲基四氢叶酸-13C,d3
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CN1C(CNC2=C1C(=O)NC(=N2)N)CNC3=CC=C(C=C3)C(=O)NC(CCC(=O)O)C(=O)O
InChI: InChI=1S/C20H25N7O6/c1-27-12(9-23-16-15(27)18(31)26-20(21)25-16)8-22-11-4-2-10(3-5-11)17(30)24-13(19(32)33)6-7-14(28)29/h2-5,12-13,22H,6-9H2,1H3,(H,24,30)(H,28,29)(H,32,33)(H4,21,23,25,26,31)/t12-,13-/m0/s1
描述信息
5-Methyltetrahydrofolic acid (5-Methyl THF) is a biologically active form of folic acid. 5-Methyltetrahydrofolic acid is a methylated derivate of tetrahydrofolate. 5-Methyltetrahydrofolic acid is the predominant natural dietary folate and the principal form of folate in plasma and cerebrospinal fluid[1].
Levomefolic acid (5-MTHF) is an orally active, brain-penetrant natural active form of folic acid and is one of the most widely used folic acid food supplements[1][2].
同义名列表
4 个代谢物同义名
Levomefolic acid; 5-Methyl THF; 5-Methyltetrahydrofolic acid; 5-MTHF
数据库引用编号
17 个数据库交叉引用编号
- ChEBI: CHEBI:136009
- ChEBI: CHEBI:15641
- KEGG: C00440
- KEGGdrug: D09353
- PubChem: 135398561
- DrugBank: DB11256
- ChEMBL: CHEMBL1231574
- CAS: 31690-09-2
- PubChem: 3729
- KNApSAcK: C00007252
- CAS: 134-35-0
- PDB-CCD: C2F
- PDB-CCD: THH
- 3DMET: B04681
- NIKKAJI: J356.349I
- medchemexpress: HY-113046
- medchemexpress: HY-14781
分类词条
相关代谢途径
Reactome(0)
BioCyc(6)
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。
文献列表
- Han Yang, Jinning Yang, Cheng Liu, Xueqin Lv, Long Liu, Jianghua Li, Guocheng Du, Jian Chen, Yanfeng Liu. High-Level 5-Methyltetrahydrofolate Bioproduction in Bacillus subtilis by Combining Modular Engineering and Transcriptomics-Guided Global Metabolic Regulation.
Journal of agricultural and food chemistry.
2022 May; 70(19):5849-5859. doi:
10.1021/acs.jafc.2c01252. [PMID: 35521920] - Yu Cheng, Shuai Liu, Duo Chen, Yiman Yang, Qiongyue Liang, Ya Huo, Ziyi Zhou, Nan Zhang, Zhuo Wang, Lishun Liu, Yun Song, Xiangyi Liu, Yong Duan, Xiuwen Liang, Bingjie Hou, Binyan Wang, Genfu Tang, Xianhui Qin, Fangrong Yan. Association between serum 5-methyltetrahydrofolate and homocysteine in Chinese hypertensive participants with different MTHFR C677T polymorphisms: a cross-sectional study.
Nutrition journal.
2022 05; 21(1):29. doi:
10.1186/s12937-022-00786-w. [PMID: 35562805] - Ajana Pathikkal, Bijesh Puthusseri, Peethambaran Divya, Sudha Rudrappa, Vikas Singh Chauhan. Folate derivatives, 5-methyltetrahydrofolate and 10-formyltetrahydrofolate, protect BEAS-2B cells from high glucose-induced oxidative stress and inflammation.
In vitro cellular & developmental biology. Animal.
2022 May; 58(5):419-428. doi:
10.1007/s11626-022-00691-w. [PMID: 35678985] - Hong Wu, Zhengduo Zhang, Yuxin Wang, Tianran Zhang, Shaojun Qi, Yanjin Tang, Xibao Gao. Investigation into the Properties of L-5-Methyltetrahydrofolate and Seal Oil as a Potential Atherosclerosis Intervention in Rats.
Journal of nutritional science and vitaminology.
2022; 68(2):87-96. doi:
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Food chemistry.
2021 Nov; 362(?):130206. doi:
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Molecules (Basel, Switzerland).
2021 Oct; 26(19):. doi:
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Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2021 Aug; 1179(?):122725. doi:
10.1016/j.jchromb.2021.122725. [PMID: 34311437] - Xuanye Cao, Annika Wolf, Sung-Eun Kim, Robert M Cabrera, Bogdan J Wlodarczyk, Huiping Zhu, Margaret Parker, Ying Lin, John W Steele, Xiao Han, Vincent Th Ramaekers, Robert Steinfeld, Richard H Finnell, Yunping Lei. CIC de novo loss of function variants contribute to cerebral folate deficiency by downregulating FOLR1 expression.
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Biotechnology and bioengineering.
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Neurobiology of disease.
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The Journal of pharmacy and pharmacology.
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PloS one.
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The Journal of nutrition.
2015 Mar; 145(3):520-31. doi:
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Asian Pacific journal of cancer prevention : APJCP.
2015; 16(10):4383-6. doi:
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Food & function.
2015 Jan; 6(1):242-8. doi:
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Journal of nutritional science and vitaminology.
2015; 61(6):455-9. doi:
10.3177/jnsv.61.455. [PMID: 26875486] - Ryan S Funk, Leon van Haandel, J Steven Leeder, Mara L Becker. Folate depletion and increased glutamation in juvenile idiopathic arthritis patients treated with methotrexate.
Arthritis & rheumatology (Hoboken, N.J.).
2014 Dec; 66(12):3476-85. doi:
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The Journal of nutrition.
2014 Nov; 144(11):1873-9. doi:
10.3945/jn.114.198358. [PMID: 25332487] - Jianhua Wang, Xiuwei Wang, Tao Guan, Qian Xiang, Mingsheng Wang, Zhi Zhang, Zhen Guan, Guoliang Wang, Zhiqiang Zhu, Qiu Xie, Guannan Li, Jin Guo, Fang Wang, Zhengguo Zhang, Bo Niu, Ting Zhang. Analyses of copy number variation reveal putative susceptibility loci in MTX-induced mouse neural tube defects.
Developmental neurobiology.
2014 Sep; 74(9):877-93. doi:
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The American journal of clinical nutrition.
2014 Aug; 100(2):593-9. doi:
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The Journal of clinical psychiatry.
2014 Aug; 75(8):855-63. doi:
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Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2014 Jul; 962(?):9-13. doi:
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European journal of nutrition.
2013 Oct; 52(7):1801-10. doi:
10.1007/s00394-012-0483-5. [PMID: 23271614] - Alina Andras, Gerard Stansby, Monica Hansrani. Homocysteine lowering interventions for peripheral arterial disease and bypass grafts.
The Cochrane database of systematic reviews.
2013 Jul; ?(7):CD003285. doi:
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The American journal of clinical nutrition.
2013 Jul; 98(1):42-8. doi:
10.3945/ajcn.112.057562. [PMID: 23676422] - Agnieszka Seremak-Mrozikiewicz. [Metafolin--alternative for folate deficiency supplementation in pregnant women].
Ginekologia polska.
2013 Jul; 84(7):641-6. doi:
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Food chemistry.
2013 Jun; 138(2-3):1982-91. doi:
10.1016/j.foodchem.2012.09.135. [PMID: 23411334] - Timothy J Green, Yazheng Liu, Samira Dadgar, Wangyang Li, Ruth Böhni, David D Kitts. Wheat rolls fortified with microencapsulated L-5-methyltetrahydrofolic acid or equimolar folic acid increase blood folate concentrations to a similar extent in healthy men and women.
The Journal of nutrition.
2013 Jun; 143(6):867-71. doi:
10.3945/jn.113.174268. [PMID: 23616513] - Zia Fazili, Ralph D Whitehead, Neelima Paladugula, Christine M Pfeiffer. A high-throughput LC-MS/MS method suitable for population biomonitoring measures five serum folate vitamers and one oxidation product.
Analytical and bioanalytical chemistry.
2013 May; 405(13):4549-60. doi:
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Journal of agricultural and food chemistry.
2013 Apr; 61(16):3949-56. doi:
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Molecular psychiatry.
2013 Mar; 18(3):369-81. doi:
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Journal of agricultural and food chemistry.
2013 Jan; 61(1):247-54. doi:
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Journal of Alzheimer's disease : JAD.
2013; 33(4):1097-104. doi:
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Nature communications.
2013; 4(?):2123. doi:
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PloS one.
2013; 8(10):e77923. doi:
10.1371/journal.pone.0077923. [PMID: 24205029] - Marta Czarnowska, Elzbieta Gujska. Effect of freezing technology and storage conditions on folate content in selected vegetables.
Plant foods for human nutrition (Dordrecht, Netherlands).
2012 Dec; 67(4):401-6. doi:
10.1007/s11130-012-0312-2. [PMID: 22983767] - Jamal Golbahar, Esmael Mostafavi. Association between low red blood cell 5-methyltetrahydrofolate and hyperhomocysteinaemia with hypertension : a cross-sectional study.
High blood pressure & cardiovascular prevention : the official journal of the Italian Society of Hypertension.
2012 Dec; 19(4):229-35. doi:
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Journal of chromatography. A.
2012 Oct; 1260(?):33-41. doi:
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The American journal of clinical nutrition.
2012 Oct; 96(4):789-800. doi:
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Journal of renal nutrition : the official journal of the Council on Renal Nutrition of the National Kidney Foundation.
2012 Sep; 22(5):507-514.e1. doi:
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Rapid communications in mass spectrometry : RCM.
2012 Jul; 26(14):1617-30. doi:
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BMJ (Clinical research ed.).
2012 Jun; 344(?):e3533. doi:
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Archives of neurology.
2012 Jun; 69(6):778-9. doi:
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The Journal of clinical psychiatry.
2012 Jun; 73(6):843-8. doi:
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Pharmacogenetics and genomics.
2012 Apr; 22(4):236-46. doi:
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Clinical chemistry and laboratory medicine.
2012 Mar; 50(9):1641-7. doi:
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The British journal of nutrition.
2012 Mar; 107(6):800-8. doi:
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Journal of child neurology.
2012 Mar; 27(3):304-9. doi:
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The Journal of nutrition.
2012 Feb; 142(2):389-95. doi:
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Nutrition journal.
2012 Jan; 11(?):6. doi:
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Nutrition journal.
2012 Jan; 11(?):1. doi:
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Obstetrics and gynecology international.
2012; 2012(?):485179. doi:
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Contraception.
2012 Jan; 85(1):42-50. doi:
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Journal of nutrigenetics and nutrigenomics.
2012; 5(3):132-57. doi:
10.1159/000339347. [PMID: 23052097] - Franca Fruzzetti. Beyaz®: an oral contraceptive fortified with folate.
Women's health (London, England).
2012 Jan; 8(1):13-9. doi:
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