L-Dihydroorotic acid (BioDeep_00000399870)
Main id: BioDeep_00000001339
natural product PANOMIX_OTCML-2023 BioNovoGene_Lab2019
Metabolite Card
Formula: C5H6N2O4 (158.0328)
Chinese Names: L-氢化乳清酸, L-二氢乳清酸
Spectrum Hits:
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Molecular Structure
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
Description
The (S)-enantiomer of dihydroorotic acid that is an intermediate in the metabolism of pyridine.
L-Dihydroorotic acid can reversibly hydrolyze to yield the acyclic L-ureidosuccinic acid by dihydrowhey enzyme[1].
Synonyms
40 synonym names
(S)-dihydroorotic acid; L-Dihydroorotic acid; (S)-Dihydroorotate; L-Hydroorotic acid; Orotic acid, 4,5-dihydro-; (4S)-2,6-dioxo-1,3-diazinane-4-carboxylic acid; Orotic acid, dihydro-, l-; (S)-Dihydroorotate; UFIVEPVSAGBUSI-REOHCLBHSA-N; L-Dihydroorotic acid; UNII-4LPL64ZNA5; (4S)-2,6-DIOXOHEXAHYDROPYRIMIDINE-4-CARBOXYLIC ACID; (4S)-Hexahydro-2,6-dioxo-4-pyrimidinecarboxylic Acid; L-5,6-Dihydroorotic Acid; L-Dihydroorotate;; (S)-2,6-Dioxohexahydro-4-pyrimidinecarboxylic acid; (S)-2,6-Dioxohexahydropyrimidine-4-carboxylic acid; (S)-4,5-Dihydroorotate; (S)-4,5-dihydroorotic acid; 1xge; 2,6-Dioxohexahydro-4-pyrimidinecarboxylic acid; 2,6-Dioxohexahydro-4-pyrimidinecarboxylic acid- (L)-; 4-Pyrimidinecarboxylic acid, hexahydro-2,6-dioxo-, (4S)-; 4,5-dihydroorotic acid; 4,5-dihydroorotic acid, (D)-isomer; 4,5-dihydroorotic acid, (DL)-isomer; 4,5-dihydroorotic acid, (L)-isomer; 4LPL64ZNA5; 5,6-dihydroorotate; dihydro-L-orotate; Dihydro-L-orotic acid; dihydroorotate; DOR; hexahydro-2,6-dioxo-4-Pyrimidinecarboxylic acid; hydroorotic acid; HYDROOROTIC ACID L-FORM; Hydroorotic acid L-form [MI]; Hydroorotic acid, L-; L-4,5-dihydroorotic acid; L-5,6-dihydroorotic acid; L-dihydroorotate; L-Dihydroorotic acid, >=99%
Cross Reference
21 cross reference id
- ChEBI: CHEBI:17025
- KEGG: C00337
- PubChem: 439216
- DrugBank: DB02129
- CAS: 5988-19-2
- MoNA: CCMSLIB00005720328
- MoNA: HMDB0003349_ms_ms_2258
- MoNA: HMDB0003349_ms_ms_2256
- MoNA: HMDB0003349_ms_ms_2257
- MoNA: CCMSLIB00000578111
- MoNA: CCMSLIB00000577891
- MetaboLights: MTBLC17025
- PubChem: 3630
- KNApSAcK: C00007302
- PDB-CCD: DOR
- 3DMET: B01220
- NIKKAJI: J236.345C
- medchemexpress: HY-W015495
- BioNovoGene_Lab2019: BioNovoGene_Lab2019-33
- KNApSAcK: 17025
- MeSH: 4,5-dihydroorotic acid
Classification Terms
Related Pathways
BioCyc()
PlantCyc()
Biological Process
related biological process reactions.
Reactome()
BioCyc()
WikiPathways()
Plant Reactome()
INOH()
PlantCyc()
COVID-19 Disease Map()
PathBank()
PharmGKB()
4 organism taxonomy source information
- 3702 - Arabidopsis thaliana:
- 9606 - Homo sapiens: 10.1007/S11306-016-1051-4
- 5665 - Leishmania mexicana: 10.1016/J.IJPDDR.2019.05.003
- 5691 - Trypanosoma brucei: 10.1371/JOURNAL.PNTD.0001618
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。
Literature Reference
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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.
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