(R)-Mevalonic acid-5-pyrophosphate (BioDeep_00000027737)
Main id: BioDeep_00000004590
human metabolite Endogenous
代谢物信息卡片
化学式: C6H14O10P2 (308.0062204)
中文名称:
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CC(CCOP(=O)(O)OP(=O)(O)O)(CC(=O)O)O
InChI: InChI=1S/C6H14O10P2/c1-6(9,4-5(7)8)2-3-15-18(13,14)16-17(10,11)12/h9H,2-4H2,1H3,(H,7,8)(H,13,14)(H2,10,11,12)/t6-/m0/s1
描述信息
(R)-Mevalonic acid-5-pyrophosphate (mevalonate 5-diphosphate) is a directly synthesized product of mevalonate phosphate that is essential for cell proliferation. (PMID 2211719). It is a substrate for mevalonate-5-diphosphate decarboxylase, the third enzyme involved in the biosynthesis of cholesterol from mevalonic acid. This enzyme catalyzes the reaction of mevalonate 5-diphosphate (MVADP) with ATP to produce isopentenyl diphosphate, ADP, CO2, and inorganic phosphate. The overall reaction involves an anti elimination of the tertiary hydroxyl and carboxyl groups. This metabolite participates both in the biosynthesis of cholesterol and fatty acid mechanism, through which interpathway regulation could take place between the cholesterol and FA cascades. (PMID 8769113 ) [HMDB]
(R)-Mevalonic acid-5-pyrophosphate (mevalonate 5-diphosphate) is a directly synthesized product of mevalonate phosphate that is essential for cell proliferation. (PMID 2211719). It is a substrate for mevalonate-5-diphosphate decarboxylase, the third enzyme involved in the biosynthesis of cholesterol from mevalonic acid. This enzyme catalyzes the reaction of mevalonate 5-diphosphate (MVADP) with ATP to produce isopentenyl diphosphate, ADP, CO2, and inorganic phosphate. The overall reaction involves an anti elimination of the tertiary hydroxyl and carboxyl groups. This metabolite participates both in the biosynthesis of cholesterol and fatty acid mechanism, through which interpathway regulation could take place between the cholesterol and FA cascades. (PMID 8769113 ).
同义名列表
22 个代谢物同义名
1,1,3,7-Tetrahydroxy-7-methyl-2,4-dioxa-1,3-diphosphanonan-9-Oic acid 1,3-dioxide; (3S)-3-hydroxy-5-{[hydroxy(phosphonooxy)phosphoryl]oxy}-3-methylpentanoic acid; (3S)-3-Hydroxy-5-{[hydroxy(phosphonooxy)phosphoryl]oxy}-3-methylpentanoate; 1,1,3,7-Tetrahydroxy-7-methyl-2,4-dioxa-1,3-diphosphanonan-9-Oic acid; 1,1,3,7-Tetrahydroxy-7-methyl-2,4-dioxa-1,3-diphosphanonan-9-Oate; (R)-Mevalonic acid-5-pyrophosphoric acid; (R)-Mevalonic acid-5-pyrophosphate; R-Mevalonic acid-5-pyrophosphate; (R)-Mevalonate-5-pyrophosphate; Mevalonic acid 5-pyrophosphate; (R)-5-Diphosphomevalonic acid; Mevalonic acid pyrophosphate; Mevalonic acid 5-diphosphate; 5-Pyrophosphomevalonic acid; 5-Diphosphomevalonic acid; Mevalonic 5-pyrophosphate; Pyrophosphomevalonic acid; Mevalonate 5-diphosphate; Mevalonate pyrophosphate; 5-Pyrophosphomevalonate; Pyrophosphomevalonate; MVADP
数据库引用编号
10 个数据库交叉引用编号
- ChEBI: CHEBI:183930
- PubChem: 22833574
- HMDB: HMDB0001981
- foodb: FDB022779
- chemspider: 17216150
- CAS: 1492-08-6
- RefMet: 5-Diphosphomevalonic acid
- PubChem: 439418
- LOTUS: LTS0038830
- wikidata: Q27088509
分类词条
相关代谢途径
Reactome(0)
BioCyc(0)
PlantCyc(0)
代谢反应
3 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(0)
Plant Reactome(0)
INOH(0)
PlantCyc(0)
COVID-19 Disease Map(0)
PathBank(2)
- Mevalonate Pathway:
(S)-2,3-Epoxysqualene ⟶ Lanosterol
- Mevalonate Pathway:
3-Hydroxy-3-methylglutaryl-CoA + Hydrogen Ion + NADPH ⟶ (R)-mevalonate + Coenzyme A + NADP
PharmGKB(0)
1 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
- Shakeel J Abbassi, Rishi K Vishwakarma, Parth Patel, Uma Kumari, Bashir M Khan. Bacopa monniera recombinant mevalonate diphosphate decarboxylase: Biochemical characterization.
International journal of biological macromolecules.
2015 Aug; 79(?):661-8. doi:
10.1016/j.ijbiomac.2015.05.041
. [PMID: 26027607] - Andrew J Simkin, Grégory Guirimand, Nicolas Papon, Vincent Courdavault, Insaf Thabet, Olivia Ginis, Sadok Bouzid, Nathalie Giglioli-Guivarc'h, Marc Clastre. Peroxisomal localisation of the final steps of the mevalonic acid pathway in planta.
Planta.
2011 Nov; 234(5):903-14. doi:
10.1007/s00425-011-1444-6
. [PMID: 21655959] - L E Harrison, D C Wojciechowicz, M F Brennan, P B Paty. Phenylacetate inhibits isoprenoid biosynthesis and suppresses growth of human pancreatic carcinoma.
Surgery.
1998 Sep; 124(3):541-50. doi:
. [PMID: 9736908]
- J A Cuthbert, P E Lipsky. Inhibition by 6-fluoromevalonate demonstrates that mevalonate or one of the mevalonate phosphates is necessary for lymphocyte proliferation.
The Journal of biological chemistry.
1990 Oct; 265(30):18568-75. doi:
. [PMID: 2211719]