L-Dihydroorotic acid (BioDeep_00000027870)

 

Secondary id: BioDeep_00000001339, BioDeep_00000405293

human metabolite PANOMIX_OTCML-2023 Endogenous Chemicals and Drugs BioNovoGene_Lab2019


代谢物信息卡片


(4S)-2,6-dioxo-1,3-diazinane-4-carboxylic acid

化学式: C5H6N2O4 (158.0327556)
中文名称: L-氢化乳清酸, L-二氢乳清酸
谱图信息: 最多检出来源 Rattus norvegicus(plant) 21.61%

Reviewed

Last reviewed on 2024-09-13.

Cite this Page

L-Dihydroorotic acid. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/l-dihydroorotic_acid (retrieved 2024-12-04) (BioDeep RN: BioDeep_00000027870). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

分子结构信息

SMILES: C1C(NC(=O)NC1=O)C(=O)O
InChI: InChI=1S/C5H6N2O4/c8-3-1-2(4(9)10)6-5(11)7-3/h2H,1H2,(H,9,10)(H2,6,7,8,11)/t2-/m0/s1

描述信息

L-Dihydroorotic acid, also known as (S)-4,5-dihydroorotate or dihydro-L-orotate, belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof. 4,5-Dihydroorotic acid is a derivative of orotic acid which serves as an intermediate in pyrimidine biosynthesis. L-Dihydroorotic acid is a drug. L-Dihydroorotic acid exists in all living species, ranging from bacteria to humans. Within humans, L-dihydroorotic acid participates in a number of enzymatic reactions. In particular, L-dihydroorotic acid can be biosynthesized from ureidosuccinic acid; which is catalyzed by the enzyme cad protein. In addition, L-dihydroorotic acid and quinone can be converted into orotic acid through the action of the enzyme dihydroorotate dehydrogenase (quinone), mitochondrial. In humans, L-dihydroorotic acid is involved in the metabolic disorder called the beta-ureidopropionase deficiency pathway. Outside of the human body, L-dihydroorotic acid has been detected, but not quantified in several different foods, such as black chokeberries, vanilla, sweet basils, soy beans, and broad beans.
L-Dihydroorotic acid is an intermediate in the metabolism of Pyrimidine. It is a substrate for Dihydroorotate dehydrogenase (mitochondrial). [HMDB]. L-Dihydroorotic acid is found in many foods, some of which are lemon balm, eggplant, arrowhead, and european cranberry.
L-Dihydroorotic acid can reversibly hydrolyze to yield the acyclic L-ureidosuccinic acid by dihydrowhey enzyme[1].

同义名列表

17 个代谢物同义名

(4S)-2,6-dioxo-1,3-diazinane-4-carboxylic acid; 4,5-Dihydroorotic acid, (DL)-isomer; 4,5-Dihydroorotic acid, (D)-isomer; 4,5-Dihydroorotic acid, (L)-isomer; (S)-4,5-Dihydroorotic acid; (S)-4,5-Dihydroorotate; 4,5-Dihydroorotic acid; Dihydro-L-orotic acid; L-Dihydroorotic acid; (S)-Dihydroorotate; 5,6-Dihydroorotate; Dihydro-L-orotate; hydroorotic acid; L-Dihydroorotate; Dihydroorotate; (S)-Dihydroorotate; L-Dihydroorotic acid



数据库引用编号

20 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(1)

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)

5 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

  • Brian J Koos, Jeffrey A Gornbein. Early pregnancy metabolites predict gestational diabetes mellitus: implications for fetal programming. American journal of obstetrics and gynecology. 2021 02; 224(2):215.e1-215.e7. doi: 10.1016/j.ajog.2020.07.050. [PMID: 32739399]
  • John A Duley, Michael G Henman, Kevin H Carpenter, Michael J Bamshad, George A Marshall, Chee Y Ooi, Bridget Wilcken, Jason R Pinner. Elevated plasma dihydroorotate in Miller syndrome: Biochemical, diagnostic and clinical implications, and treatment with uridine. Molecular genetics and metabolism. 2016 09; 119(1-2):83-90. doi: 10.1016/j.ymgme.2016.06.008. [PMID: 27370710]
  • Joe Rainger, Hemant Bengani, Leigh Campbell, Eve Anderson, Kishan Sokhi, Wayne Lam, Angelika Riess, Morad Ansari, Sarah Smithson, Melissa Lees, Catherine Mercer, Kathryn McKenzie, Tobias Lengfeld, Blanca Gener Querol, Peter Branney, Stewart McKay, Harris Morrison, Bethan Medina, Morag Robertson, Jürgen Kohlhase, Colin Gordon, Jean Kirk, Dagmar Wieczorek, David R Fitzpatrick. Miller (Genee-Wiedemann) syndrome represents a clinically and biochemically distinct subgroup of postaxial acrofacial dysostosis associated with partial deficiency of DHODH. Human molecular genetics. 2012 Sep; 21(18):3969-83. doi: 10.1093/hmg/dds218. [PMID: 22692683]
  • Helio Tedesco Silva, Paula Pinheiro Machado, Claudia Rosso Felipe, Jose Osmar Medina Pestana. Immunotherapy for De Novo renal transplantation: what's in the pipeline?. Drugs. 2006; 66(13):1665-84. doi: 10.2165/00003495-200666130-00002. [PMID: 16978033]
  • E S Cleaveland, D W Zaharevitz, J A Kelley, K Paull, D A Cooney, H Ford. Identification of a novel inhibitor (NSC 665564) of dihydroorotate dehydrogenase with a potency equivalent to brequinar. Biochemical and biophysical research communications. 1996 Jun; 223(3):654-9. doi: 10.1006/bbrc.1996.0950. [PMID: 8687451]
  • R P Durschlag, J L Robinson. Orotic acid-induced metabolic changes in the rat. The Journal of nutrition. 1980 Apr; 110(4):816-21. doi: 10.1093/jn/110.4.816. [PMID: 7365548]
  • M Toro, C Gómez-Lojero, M Montal, S Estrada-O. Charge transfer mediated by nigericin in black lipid membranes. Journal of bioenergetics. 1976 Feb; 8(1):19-26. doi: 10.1007/bf01559387. [PMID: 8444]