Pyridoxine 5'-phosphate (BioDeep_00000004459)

 

Secondary id: BioDeep_00001868631, BioDeep_00001894087

human metabolite PANOMIX_OTCML-2023 Endogenous blood metabolite


代谢物信息卡片


5-Hydroxy-6-methyl-3,4-pyridinedimethanol alpha( 3)-(dihydrogen phosphate)

化学式: C8H12NO6P (249.0402)
中文名称: 吡rid醇5-磷酸盐
谱图信息: 最多检出来源 Homo sapiens(blood) 18.66%

Reviewed

Last reviewed on 2024-12-12.

Cite this Page

Pyridoxine 5'-phosphate. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/pyridoxine_5_-phosphate (retrieved 2024-12-22) (BioDeep RN: BioDeep_00000004459). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

分子结构信息

SMILES: CC1=NC=C(C(=C1O)CO)COP(=O)(O)O
InChI: InChI=1S/C8H12NO6P/c1-5-8(11)7(3-10)6(2-9-5)4-15-16(12,13)14/h2,10-11H,3-4H2,1H3,(H2,12,13,14)

描述信息

Pyridoxine phosphate, also known as pyridoxine 5-phosphoric acid or pyridoxine 5-(dihydrogen phosphate), is a member of the class of compounds known as pyridoxine-5-phosphates. Pyridoxine-5-phosphates are pyridoxines that carry a phosphate group at the 5-position. Pyridoxine phosphate is slightly soluble (in water) and a moderately acidic compound (based on its pKa). Pyridoxine phosphate can be found primarily in blood. Within the cell, pyridoxine phosphate is primarily located in the cytoplasm (predicted from logP). Pyridoxine phosphate exists in all living species, ranging from bacteria to humans. In humans, pyridoxine phosphate is involved in the vitamin B6 metabolism. Pyridoxine phosphate is also involved in hypophosphatasia, which is a metabolic disorder. Moreover, pyridoxine phosphate is found to be associated with obesity.
Pyridoxine 5-phosphate is a substrate for Pyridoxine-5-phosphate oxidase and Pyridoxal kinase.

同义名列表

22 个代谢物同义名

5-Hydroxy-6-methyl-3,4-pyridinedimethanol alpha( 3)-(dihydrogen phosphate); {[5-hydroxy-4-(hydroxymethyl)-6-methylpyridin-3-yl]methoxy}phosphonic acid; 5-Hydroxy-4-(hydroxymethyl)-6-methyl-3-pyridylmethyl dihydrogen phosphate; 3,4-Pyridinedimethanol,5-hydroxy-6-methyl-, 3-(dihydrogen phosphate); Pyridoxine 5-(dihydrogen phosphoric acid); Pyridoxine 5-phosphate hydrochloride; Pyridoxine 5-(dihydrogen phosphate); Pyridoxine 5-phosphoric acid; PYRIDOXINE-5-phosphoric acid; Pyridoxyl-5-phosphoric acid; Pyridoxol 5-phosphoric acid; Pyridoxine phosphoric acid; Pyridoxine 5-phosphate; PYRIDOXINE-5-phosphATE; Pyridoxyl-5-phosphate; Pyridoxol 5-phosphate; Pyridoxine-phosphate; Pyridoxine phosphate; 5-Phosphopyridoxine; Pyridoxine-5P; Pyridoxine-p; Pyridoxine phosphate



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(4)

BioCyc(1)

PlantCyc(0)

代谢反应

406 个相关的代谢反应过程信息。

Reactome(72)

BioCyc(5)

WikiPathways(1)

Plant Reactome(316)

INOH(1)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(11)

  • Vitamin B6: 2-Oxo-3-hydroxy-4-phosphobutanoic acid + L-Glutamic acid ⟶ O-Phospho-4-hydroxy-L-threonine + Oxoglutaric acid
  • Vitamin B6 Metabolism: 4-Pyridoxic acid ⟶ 2-Methyl-3-hydroxy-5-formylpyridine-4-carboxylate
  • Hypophosphatasia: 4-Pyridoxic acid ⟶ 2-Methyl-3-hydroxy-5-formylpyridine-4-carboxylate
  • Vitamin B6 Metabolism: Oxygen + Pyridoxamine 5'-phosphate + Water ⟶ Ammonia + Hydrogen peroxide + Pyridoxal 5'-phosphate
  • Vitamin B6 Metabolism: 4-Pyridoxic acid ⟶ 2-Methyl-3-hydroxy-5-formylpyridine-4-carboxylate
  • Hypophosphatasia: 4-Pyridoxic acid ⟶ 2-Methyl-3-hydroxy-5-formylpyridine-4-carboxylate
  • Vitamin B6 Metabolism: 4-Pyridoxic acid ⟶ 2-Methyl-3-hydroxy-5-formylpyridine-4-carboxylate
  • Vitamin B6 Metabolism: 4-Pyridoxic acid ⟶ 2-Methyl-3-hydroxy-5-formylpyridine-4-carboxylate
  • Vitamin B6 Metabolism: 4-Pyridoxic acid ⟶ 2-Methyl-3-hydroxy-5-formylpyridine-4-carboxylate
  • Vitamin B6 Metabolism: 4-Pyridoxic acid ⟶ 2-Methyl-3-hydroxy-5-formylpyridine-4-carboxylate
  • Hypophosphatasia: 4-Pyridoxic acid ⟶ 2-Methyl-3-hydroxy-5-formylpyridine-4-carboxylate

PharmGKB(0)

4 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
Cytoplasm 7 G6PD, ODC1, PDXP, PLK1, PLK2, PLPBP, PODXL
Peripheral membrane protein 3 G6PD, HSD17B6, PDXP
Endoplasmic reticulum membrane 1 SPTSSA
Nucleus 3 PDXK, PLK1, PLK2
cytosol 11 G6PD, GPT, GSR, ODC1, PDXK, PDXP, PLK1, PLK2, PLPBP, PNPO, TAT
dendrite 1 PLK2
centrosome 2 PLK1, PLK2
nucleoplasm 2 PDXK, PLK1
Cell membrane 2 P2RX3, PDXP
Cytoplasmic side 1 PDXP
lamellipodium 1 PODXL
ruffle membrane 1 PDXP
Early endosome membrane 1 HSD17B6
Multi-pass membrane protein 2 P2RX3, SPTSSA
cell surface 1 ERP29
glutamatergic synapse 1 PDXP
postsynapse 2 P2RX3, PDXP
smooth endoplasmic reticulum 1 ERP29
Cytoplasm, cytosol 3 G6PD, PDXK, PDXP
Lysosome 1 SGSH
plasma membrane 2 P2RX3, PODXL
Membrane 4 ERP29, G6PD, P2RX3, PODXL
apical plasma membrane 1 PODXL
axon 1 P2RX3
extracellular exosome 9 G6PD, GPT, GSR, LYZ, ORM1, ORM2, PDXK, PODXL, SGSH
Lumenal side 1 HSD17B6
endoplasmic reticulum 3 ERP29, HSD17B6, SPTSSA
extracellular space 4 LYZ, ORM1, ORM2, PODXL
lysosomal lumen 1 SGSH
Schaffer collateral - CA1 synapse 1 P2RX3
mitochondrion 3 GSR, PLPBP, PNPO
intracellular membrane-bounded organelle 3 G6PD, HSD17B6, PODXL
Microsome membrane 1 HSD17B6
filopodium 1 PODXL
Single-pass type I membrane protein 1 PODXL
extracellular region 4 LYZ, ORM1, ORM2, PDXK
cytoplasmic side of plasma membrane 1 G6PD
hippocampal mossy fiber to CA3 synapse 1 P2RX3
mitochondrial matrix 1 GSR
centriolar satellite 3 G6PD, PLK1, PODXL
Cytoplasm, cytoskeleton, microtubule organizing center, centrosome 2 PLK1, PLK2
external side of plasma membrane 1 GSR
slit diaphragm 1 PODXL
microtubule cytoskeleton 1 PLK1
nucleolus 1 PODXL
midbody 1 PLK1
cell-cell junction 1 PDXP
spindle midzone 1 PLK1
Apical cell membrane 1 PODXL
Cell projection, lamellipodium 1 PODXL
Cell projection, ruffle membrane 1 PDXP
Membrane raft 1 PODXL
Cytoplasm, cytoskeleton 1 PDXP
Cytoplasm, cytoskeleton, spindle 1 PLK1
spindle 1 PLK1
collagen-containing extracellular matrix 2 ORM1, ORM2
Cell projection, filopodium 1 PODXL
Cell projection, ruffle 1 PODXL
ruffle 1 PODXL
receptor complex 1 P2RX3
chromatin 2 PLK1, PLK2
cytoskeleton 1 PDXP
Cytoplasm, cytoskeleton, microtubule organizing center, centrosome, centriole 1 PLK2
centriole 2 PLK1, PLK2
spindle pole 2 PLK1, PLK2
blood microparticle 2 ORM1, ORM2
microvillus membrane 1 PODXL
microvillus 1 PODXL
Cell projection, microvillus 1 PODXL
Cell projection, dendrite 1 PLK2
Melanosome 1 ERP29
secretory granule lumen 1 PDXK
endoplasmic reticulum lumen 1 ERP29
platelet alpha granule lumen 2 ORM1, ORM2
specific granule lumen 4 LYZ, ORM1, ORM2, PDXK
tertiary granule lumen 2 LYZ, ORM1
kinetochore 2 PLK1, PLK2
mitotic spindle pole 1 PLK1
transport vesicle 1 ERP29
azurophil granule lumen 2 LYZ, ORM2
outer kinetochore 1 PLK1
serine palmitoyltransferase complex 1 SPTSSA
synaptonemal complex 1 PLK1
lamellipodium membrane 1 PDXP
Cell projection, lamellipodium membrane 1 PDXP


文献列表

  • Maite Colinas, Marion Eisenhut, Takayuki Tohge, Marta Pesquera, Alisdair R Fernie, Andreas P M Weber, Teresa B Fitzpatrick. Balancing of B6 Vitamers Is Essential for Plant Development and Metabolism in Arabidopsis. The Plant cell. 2016 Feb; 28(2):439-53. doi: 10.1105/tpc.15.01033. [PMID: 26858304]
  • Emma J Footitt, Peter T Clayton, Kevin Mills, Simon J Heales, Viruna Neergheen, Marcus Oppenheim, Philippa B Mills. Measurement of plasma B6 vitamer profiles in children with inborn errors of vitamin B6 metabolism using an LC-MS/MS method. Journal of inherited metabolic disease. 2013 Jan; 36(1):139-45. doi: 10.1007/s10545-012-9493-y. [PMID: 22576361]
  • ShuoHao Huang, JianYun Zhang, YaPing Ma, Shu Wei, LongQuan Huang. Characterization of an acid phosphatase responsible for hydrolysis of pyridoxal 5'-phosphate in tobacco plants. Plant physiology and biochemistry : PPB. 2012 Aug; 57(?):114-9. doi: 10.1016/j.plaphy.2012.05.017. [PMID: 22698754]
  • Sohee Phark, So-Young Park, Seonyoung Choi, Zhi Zheng, Eunkyung Cho, Min Lee, Ji-youn Lim, Jong Bok Seo, Nam Hee Won, Woon-Won Jung, Donggeun Sul. Toxicological biomarkers of 2,3,4,7,8-pentachlorodibenzofuran in proteins secreted by HepG2 cells. Biochimica et biophysica acta. 2012 Apr; 1824(4):656-66. doi: 10.1016/j.bbapap.2012.01.013. [PMID: 22310479]
  • ShuoHao Huang, HaiBin Zeng, JianYun Zhang, Shu Wei, LongQuan Huang. Interconversions of different forms of vitamin B6 in tobacco plants. Phytochemistry. 2011 Dec; 72(17):2124-9. doi: 10.1016/j.phytochem.2011.07.019. [PMID: 21855952]
  • Yuying Sang, Robert D Locy, Leslie R Goertzen, Aaron M Rashotte, Ying Si, Kwonkyoo Kang, Narendra K Singh. Expression, in vivo localization and phylogenetic analysis of a pyridoxine 5'-phosphate oxidase in Arabidopsis thaliana. Plant physiology and biochemistry : PPB. 2011 Jan; 49(1):88-95. doi: 10.1016/j.plaphy.2010.10.003. [PMID: 21051239]
  • Maarten Vercruysse, Maarten Fauvart, Ann Jans, Serge Beullens, Kristien Braeken, Lore Cloots, Kristof Engelen, Kathleen Marchal, Jan Michiels. Stress response regulators identified through genome-wide transcriptome analysis of the (p)ppGpp-dependent response in Rhizobium etli. Genome biology. 2011; 12(2):R17. doi: 10.1186/gb-2011-12-2-r17. [PMID: 21324192]
  • Guo-feng Yang, Lu-ning Wang, Jian-guo Ji, Si-zhi He, Ming-wei Zhu, Qing-song Wang. [A preliminary proteomic analysis of tauopathies]. Zhonghua nei ke za zhi. 2005 May; 44(5):374-7. doi: NULL. [PMID: 16009011]
  • Helen V Worthington, Linda P Hunt, Rory F McCloy, Jop B Ubbink, Joan M Braganza. Dietary antioxidant lack, impaired hepatic glutathione reserve, and cholesterol gallstones. Clinica chimica acta; international journal of clinical chemistry. 2004 Nov; 349(1-2):157-65. doi: 10.1016/j.cccn.2004.06.022. [PMID: 15469869]
  • T Goto, N Matsuo, T Takahashi. CSF glutamate/GABA concentrations in pyridoxine-dependent seizures: etiology of pyridoxine-dependent seizures and the mechanisms of pyridoxine action in seizure control. Brain & development. 2001 Mar; 23(1):24-9. doi: 10.1016/s0387-7604(00)00193-5. [PMID: 11226725]
  • H Nakano, J F Gregory. Pyridoxine and pyridoxine-5'-beta-D-glucoside exert different effects on tissue B-6 vitamers but similar effects on beta-glucosidase activity in rats. The Journal of nutrition. 1995 Nov; 125(11):2751-62. doi: 10.1093/jn/125.11.2751. [PMID: 7472654]
  • M L Fonda. Vitamin B6 metabolism and binding to proteins in the blood of alcoholic and nonalcoholic men. Alcoholism, clinical and experimental research. 1993 Dec; 17(6):1171-8. doi: 10.1111/j.1530-0277.1993.tb05223.x. [PMID: 8116826]
  • B M Chrisley, H M McNair, J A Driskell. Separation and quantification of the B6 vitamers in plasma and 4-pyridoxic acid in urine of adolescent girls by reversed-phase high-performance liquid chromatography. Journal of chromatography. 1991 Feb; 563(2):369-78. doi: 10.1016/0378-4347(91)80044-d. [PMID: 2056001]
  • R D Reynolds, D J Styer, C L Schlichting. Decreased vitamin B-6 status of submariners during prolonged patrol. The American journal of clinical nutrition. 1988 Mar; 47(3):463-9. doi: 10.1093/ajcn/47.3.463. [PMID: 3348157]
  • V Rudzite, J Jirgensons, E Jurika, G Sileniece, R Zirne, S Jirgensone. [Peculiarities of nicotinic acid formation in coronary heart disease with special reference to heart arrhythmias]. Zeitschrift fur die gesamte innere Medizin und ihre Grenzgebiete. 1988 Feb; 43(3):60-5. doi: NULL. [PMID: 3369217]
  • F DeVenuto, A Zegna. Preparation and evaluation of pyridoxalated-polymerized human hemoglobin. The Journal of surgical research. 1983 Mar; 34(3):205-12. doi: 10.1016/0022-4804(83)90061-6. [PMID: 6834807]
  • J T Vanderslice, C E Maire, G R Beecher. B6 vitamer analysis in human plasma by high performance liquid chromatography: a preliminary report. The American journal of clinical nutrition. 1981 May; 34(5):947-50. doi: 10.1093/ajcn/34.5.947. [PMID: 7234721]
  • H M Middleton. Effect of vitamin B6 deficiency on in vitro uptake and metabolism of pyridoxine x HCL by rat jejunum. The American journal of clinical nutrition. 1980 Oct; 33(10):2168-73. doi: 10.1093/ajcn/33.10.2168. [PMID: 7424810]
  • J F Gregory. Effects of epsilon-pyridoxyllysine bound to dietary protein on the vitamin B-6 status of rats. The Journal of nutrition. 1980 May; 110(5):995-1005. doi: 10.1093/jn/110.5.995. [PMID: 6768860]
  • J W Thanassi, J A Cidlowski. A radioimmunoassay for phosphorylated forms of vitamin B6. Journal of immunological methods. 1980; 33(3):261-6. doi: 10.1016/0022-1759(80)90213-6. [PMID: 7373061]