pyridoxal (BioDeep_00000398746)

Main id: BioDeep_00000001417

 

natural product PANOMIX_OTCML-2023 BioNovoGene_Lab2019


代谢物信息卡片


Isopyridoxal

化学式: C8H9NO3 (167.0582)
中文名称: 吡哆醛, Pyridoxal盐酸盐
谱图信息: 最多检出来源 Homo sapiens(blood) 44.42%

分子结构信息

SMILES: CC1=C(O)C(C=O)=C(CO)C=N1
InChI: InChI=1S/C8H9NO3/c1-5-8(12)7(4-11)6(3-10)2-9-5/h2,4,10,12H,3H2,1H3

描述信息

A pyridinecarbaldehyde that is pyridine-4-carbaldehyde bearing methyl, hydroxy and hydroxymethyl substituents at positions 2, 3 and 5 respectively. The 4-carboxyaldehyde form of vitamin B6, it is converted into pyridoxal phosphate, a coenzyme for the synthesis of amino acids, neurotransmitters, sphingolipids and aminolevulinic acid.
D018977 - Micronutrients > D014815 - Vitamins
relative retention time with respect to 9-anthracene Carboxylic Acid is 0.055
relative retention time with respect to 9-anthracene Carboxylic Acid is 0.052
relative retention time with respect to 9-anthracene Carboxylic Acid is 0.053

同义名列表

4 个代谢物同义名

Isopyridoxal; pyridoxal; Pyridoxal; Pyridoxal



数据库引用编号

46 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(4)

BioCyc(5)

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)

41 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 ALB, CAT, CBS, NR3C1, PODXL, PTGS2, RBKS
Peripheral membrane protein 2 HSD17B6, PTGS2
Endosome membrane 1 TF
Endoplasmic reticulum membrane 1 PTGS2
Mitochondrion membrane 1 ALPL
Nucleus 6 ALB, ALDH7A1, CBS, NR3C1, PDXK, RBKS
cytosol 11 AGXT, ALB, ALDH7A1, CAT, CBS, GPT, NR3C1, PDXK, PNPO, RBKS, TDO2
mitochondrial membrane 1 ALPL
centrosome 2 ALB, NR3C1
nucleoplasm 2 NR3C1, PDXK
Cell membrane 1 ALPL
lamellipodium 1 PODXL
Early endosome membrane 1 HSD17B6
Synapse 1 NR3C1
cell surface 1 TF
Golgi apparatus 1 ALB
Golgi membrane 1 INS
Cytoplasm, cytosol 1 PDXK
plasma membrane 3 ALPL, PODXL, TF
Membrane 4 ALPL, CAT, NR3C1, PODXL
apical plasma membrane 2 PODXL, TF
caveola 1 PTGS2
extracellular exosome 8 ALB, ALDH7A1, ALPL, CAT, GPT, PDXK, PODXL, TF
Lumenal side 1 HSD17B6
endoplasmic reticulum 3 ALB, HSD17B6, PTGS2
extracellular space 6 ALB, CRP, INS, LOX, PODXL, TF
perinuclear region of cytoplasm 1 TF
mitochondrion 5 ABAT, ALDH7A1, CAT, NR3C1, PNPO
protein-containing complex 4 ALB, CAT, NR3C1, PTGS2
intracellular membrane-bounded organelle 4 AGXT, CAT, HSD17B6, PODXL
Microsome membrane 2 HSD17B6, PTGS2
filopodium 1 PODXL
Single-pass type I membrane protein 1 PODXL
Secreted 5 ALB, CRP, INS, LOX, TF
extracellular region 8 ALB, ALPL, CAT, CRP, INS, LOX, PDXK, TF
basal part of cell 1 TF
mitochondrial matrix 4 ABAT, ALDH7A1, CAT, NR3C1
anchoring junction 1 ALB
centriolar satellite 1 PODXL
Cytoplasm, cytoskeleton, microtubule organizing center, centrosome 1 NR3C1
slit diaphragm 1 PODXL
cytoplasmic vesicle 1 TF
nucleolus 1 PODXL
Early endosome 1 TF
clathrin-coated pit 1 TF
recycling endosome 1 TF
vesicle 1 TF
Apical cell membrane 1 PODXL
Cell projection, lamellipodium 1 PODXL
Membrane raft 1 PODXL
Cytoplasm, cytoskeleton, spindle 1 NR3C1
focal adhesion 1 CAT
spindle 1 NR3C1
extracellular matrix 2 ALPL, LOX
Peroxisome 2 AGXT, CAT
collagen trimer 1 LOX
Peroxisome matrix 1 CAT
peroxisomal matrix 2 AGXT, CAT
peroxisomal membrane 1 CAT
Mitochondrion intermembrane space 1 ALPL
mitochondrial intermembrane space 1 ALPL
collagen-containing extracellular matrix 1 LOX
nuclear speck 1 NR3C1
Nucleus inner membrane 1 PTGS2
Nucleus outer membrane 1 PTGS2
nuclear inner membrane 1 PTGS2
nuclear outer membrane 1 PTGS2
Cell projection, filopodium 1 PODXL
Cell projection, ruffle 1 PODXL
Late endosome 1 TF
ruffle 1 PODXL
neuron projection 1 PTGS2
ciliary basal body 1 ALB
chromatin 1 NR3C1
Chromosome 1 NR3C1
centriole 1 ALB
Secreted, extracellular space 1 LOX
[Isoform 1]: Mitochondrion 1 ALDH7A1
spindle pole 1 ALB
blood microparticle 2 ALB, TF
Lipid-anchor, GPI-anchor 1 ALPL
microvillus membrane 1 PODXL
endosome lumen 1 INS
microvillus 1 PODXL
Cell projection, microvillus 1 PODXL
Nucleus, nucleoplasm 1 NR3C1
[Isoform 2]: Cytoplasm, cytosol 1 ALDH7A1
side of membrane 1 ALPL
basal plasma membrane 1 TF
ficolin-1-rich granule lumen 1 CAT
secretory granule lumen 4 CAT, INS, PDXK, TF
HFE-transferrin receptor complex 1 TF
Golgi lumen 1 INS
endoplasmic reticulum lumen 4 ALB, INS, PTGS2, TF
platelet alpha granule lumen 1 ALB
specific granule lumen 1 PDXK
endocytic vesicle 1 TF
transport vesicle 1 INS
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
clathrin-coated endocytic vesicle membrane 1 TF
[Isoform Alpha]: Cytoplasm 1 NR3C1
vesicle coat 1 TF
catalase complex 1 CAT
[Isoform Beta]: Nucleus 1 NR3C1
[Isoform Alpha-B]: Nucleus 1 NR3C1
Extracellular vesicle membrane 1 ALPL
ciliary transition fiber 1 ALB
dense body 1 TF
4-aminobutyrate transaminase complex 1 ABAT


文献列表

  • Jia-Jin Wu, Senlin Zhu, Yi-Fan Tang, Fengfei Gu, Jian-Xin Liu, Hui-Zeng Sun. Microbiota-host crosstalk in the newborn and adult rumen at single-cell resolution. BMC biology. 2022 12; 20(1):280. doi: 10.1186/s12915-022-01490-1. [PMID: 36514051]
  • Francisco Mainardi Martins, Josiéli Demetrio Siqueira, Bernardo Almeida Iglesias, Otávio Augusto Chaves, Davi Fernando Back. Pyridoxal water-soluble cobalt(II) helicates: Synthesis, structural analysis, and interactions with biomacromolecules. Journal of inorganic biochemistry. 2022 08; 233(?):111854. doi: 10.1016/j.jinorgbio.2022.111854. [PMID: 35636301]
  • Zhibin Cao, Huiwu Tang, Yaohui Cai, Bohong Zeng, Jialiang Zhao, Xiuying Tang, Ming Lu, Huimin Wang, Xuejing Zhu, Xiaofeng Wu, Linfeng Yuan, Jianlin Wan. Natural variation of HTH5 from wild rice, Oryza rufipogon Griff., is involved in conferring high-temperature tolerance at the heading stage. Plant biotechnology journal. 2022 08; 20(8):1591-1605. doi: 10.1111/pbi.13835. [PMID: 35514030]
  • Lei Xu, Yu-Jing Fang, Meng-Meng Che, Alinuer Abulimiti, Chu-Yi Huang, Cai-Xia Zhang. Association of Serum Pyridoxal-5'-Phosphate, Pyridoxal, and PAr with Colorectal Cancer Risk: A Large-Scale Case-Control Study. Nutrients. 2022 Jun; 14(12):. doi: 10.3390/nu14122389. [PMID: 35745119]
  • Yuying Yuan, Jinqiu Yu, Lingzelai Kong, Wenkai Zhang, Xiangyin Hou, Guowen Cui. Genome-wide investigation of the PLD gene family in alfalfa (Medicago sativa L.): identification, analysis and expression. BMC genomics. 2022 Mar; 23(1):243. doi: 10.1186/s12864-022-08424-9. [PMID: 35350974]
  • Yih-Jeng Tsai, Ming-Chieh Ma, Pi-Hui Wu, Wen-Bin Wu. Novel involvement of PLD-PKCδ-CREB axis in regulating FGF-2-mediated pentraxin 3 production in human nasal fibroblast cells. Journal of cellular physiology. 2022 03; 237(3):1871-1887. doi: 10.1002/jcp.30657. [PMID: 34897684]
  • Masashi Harada, Kazutaka Shimbo, Sachise Karakawa. Preparation of racemic α-amino acid standards for accurate mass spectrometric analysis via racemization catalyzed by a hydrophobic pyridoxal derivative. Talanta. 2021 Nov; 234(?):122661. doi: 10.1016/j.talanta.2021.122661. [PMID: 34364469]
  • Michael P Whyte, Jennifer D May, William H McAlister, Katherine Burgener, Samuel R Cortez, Raymond Kreienkamp, Olivia Castro, Rachel Verzola, Ana Solis Zavala, Christopher C McPherson, Gary S Gottesman, Karen L Ericson, Stephen P Coburn, Ana Maria Arbelaez. Vitamin B6 deficiency with normal plasma levels of pyridoxal 5'-phosphate in perinatal hypophosphatasia. Bone. 2021 09; 150(?):116007. doi: 10.1016/j.bone.2021.116007. [PMID: 34000433]
  • Mark J Henderson, Kathleen A Trychta, Shyh-Ming Yang, Susanne Bäck, Adam Yasgar, Emily S Wires, Carina Danchik, Xiaokang Yan, Hideaki Yano, Lei Shi, Kuo-Jen Wu, Amy Q Wang, Dingyin Tao, Gergely Zahoránszky-Kőhalmi, Xin Hu, Xin Xu, David Maloney, Alexey V Zakharov, Ganesha Rai, Fumihiko Urano, Mikko Airavaara, Oksana Gavrilova, Ajit Jadhav, Yun Wang, Anton Simeonov, Brandon K Harvey. A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome. Cell reports. 2021 04; 35(4):109040. doi: 10.1016/j.celrep.2021.109040. [PMID: 33910017]
  • Francisco Mainardi Martins, Otávio Augusto Chaves, Thiago V Acunha, Daiane Roman, Bernardo Almeida Iglesias, Davi Fernando Back. Helical water-soluble NiII complexes with pyridoxal ligand derivatives: Structural evaluation and interaction with biomacromolecules. Journal of inorganic biochemistry. 2021 02; 215(?):111307. doi: 10.1016/j.jinorgbio.2020.111307. [PMID: 33341589]
  • Hengli Zhang, Min Wen, Jiayu Chen, Chaojie Yao, Xiao Lin, Zhongxiao Lin, Junnan Ru, Qichuan Zhuge, Su Yang. Pyridoxal Isonicotinoyl Hydrazone Improves Neurological Recovery by Attenuating Ferroptosis and Inflammation in Cerebral Hemorrhagic Mice. BioMed research international. 2021; 2021(?):9916328. doi: 10.1155/2021/9916328. [PMID: 34541001]
  • Juliana A Donohue, Noel W Solomons, Daniela Hampel, Setareh Shahab-Ferdows, Mónica N Orozco, Lindsay H Allen. Micronutrient supplementation of lactating Guatemalan women acutely increases infants' intake of riboflavin, thiamin, pyridoxal, and cobalamin, but not niacin, in a randomized crossover trial. The American journal of clinical nutrition. 2020 09; 112(3):669-682. doi: 10.1093/ajcn/nqaa147. [PMID: 32649760]
  • Ghada Rashad Ibrahim, Iltaf Shah, Salah Gariballa, Javed Yasin, James Barker, Syed Salman Ashraf. Significantly Elevated Levels of Plasma Nicotinamide, Pyridoxal, and Pyridoxamine Phosphate Levels in Obese Emirati Population: A Cross-Sectional Study. Molecules (Basel, Switzerland). 2020 Aug; 25(17):. doi: 10.3390/molecules25173932. [PMID: 32872122]
  • Martina Šrajer Gajdošik, Uroš Andjelković, Dajana Gašo-Sokač, Hrvoje Pavlović, Olga Shevchuk, Tamara Martinović, James Clifton, Marija Begić, Djuro Josić. Proteomic analysis of pyridoxal oxime derivatives treated Listeria monocytogenes reveals down-regulation of the main virulence factor, Listeriolysin O. Food research international (Ottawa, Ont.). 2020 05; 131(?):108951. doi: 10.1016/j.foodres.2019.108951. [PMID: 32247447]
  • Akram A Da'dara, Manal Elzoheiry, Samar N El-Beshbishi, Patrick J Skelly. Vitamin B6 Acquisition and Metabolism in Schistosoma mansoni. Frontiers in immunology. 2020; 11(?):622162. doi: 10.3389/fimmu.2020.622162. [PMID: 33613557]
  • Tobie D Lee, Olivia W Lee, Kyle R Brimacombe, Lu Chen, Rajarshi Guha, Sabrina Lusvarghi, Bethilehem G Tebase, Carleen Klumpp-Thomas, Robert W Robey, Suresh V Ambudkar, Min Shen, Michael M Gottesman, Matthew D Hall. A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein. Molecular pharmacology. 2019 11; 96(5):629-640. doi: 10.1124/mol.119.115964. [PMID: 31515284]
  • Christopher Trent Brewer, Lei Yang, Anne Edwards, Yan Lu, Jonathan Low, Jing Wu, Richard E Lee, Taosheng Chen. The Isoniazid Metabolites Hydrazine and Pyridoxal Isonicotinoyl Hydrazone Modulate Heme Biosynthesis. Toxicological sciences : an official journal of the Society of Toxicology. 2019 03; 168(1):209-224. doi: 10.1093/toxsci/kfy294. [PMID: 30517741]
  • Tomoyuki Akiyama, Takuo Kubota, Keiichi Ozono, Toshimi Michigami, Daisuke Kobayashi, Shinji Takeyari, Yuichiro Sugiyama, Masahiro Noda, Daisuke Harada, Noriyuki Namba, Atsushi Suzuki, Maiko Utoyama, Sachiko Kitanaka, Mitsugu Uematsu, Yusuke Mitani, Kunihiro Matsunami, Shigeru Takishima, Erika Ogawa, Katsuhiro Kobayashi. Pyridoxal 5'-phosphate and related metabolites in hypophosphatasia: Effects of enzyme replacement therapy. Molecular genetics and metabolism. 2018 09; 125(1-2):174-180. doi: 10.1016/j.ymgme.2018.07.006. [PMID: 30049651]
  • Yukiko Tomioka, Shusuke Numata, Makoto Kinoshita, Hidehiro Umehara, Shin-Ya Watanabe, Masahito Nakataki, Yoshimi Iwayama, Tomoko Toyota, Masashi Ikeda, Hidenaga Yamamori, Shinji Shimodera, Atsushi Tajima, Ryota Hashimoto, Nakao Iwata, Takeo Yoshikawa, Tetsuro Ohmori. Decreased serum pyridoxal levels in schizophrenia: meta-analysis and Mendelian randomization analysis. Journal of psychiatry & neuroscience : JPN. 2018 05; 43(3):194-200. doi: . [PMID: 29688875]
  • Hui Zuo, Grethe S Tell, Per M Ueland, Ottar Nygård, Stein E Vollset, Øivind Midttun, Klaus Meyer, Arve Ulvik. The PAr index, an indicator reflecting altered vitamin B-6 homeostasis, is associated with long-term risk of stroke in the general population: the Hordaland Health Study (HUSK). The American journal of clinical nutrition. 2018 01; 107(1):105-112. doi: 10.1093/ajcn/nqx012. [PMID: 29381795]
  • Tomoyuki Akiyama, Yumiko Hayashi, Yoshiyuki Hanaoka, Takashi Shibata, Mari Akiyama, Hiroki Tsuchiya, Tokito Yamaguchi, Katsuhiro Kobayashi. Pyridoxal 5'-phosphate, pyridoxal, and 4-pyridoxic acid in the paired serum and cerebrospinal fluid of children. Clinica chimica acta; international journal of clinical chemistry. 2017 Sep; 472(?):118-122. doi: 10.1016/j.cca.2017.07.032. [PMID: 28778380]
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  • Shilpa Bothra, Yachana Upadhyay, Rajender Kumar, S K Ashok Kumar, Suban K Sahoo. Chemically modified cellulose strips with pyridoxal conjugated red fluorescent gold nanoclusters for nanomolar detection of mercuric ions. Biosensors & bioelectronics. 2017 Apr; 90(?):329-335. doi: 10.1016/j.bios.2016.11.066. [PMID: 27940235]
  • Björn Gylling, Robin Myte, Jörn Schneede, Göran Hallmans, Jenny Häggström, Ingegerd Johansson, Arve Ulvik, Per M Ueland, Bethany Van Guelpen, Richard Palmqvist. Vitamin B-6 and colorectal cancer risk: a prospective population-based study using 3 distinct plasma markers of vitamin B-6 status. The American journal of clinical nutrition. 2017 04; 105(4):897-904. doi: 10.3945/ajcn.116.139337. [PMID: 28275126]
  • Joyce Y Huang, Lesley M Butler, Øivind Midttun, Woon-Puay Koh, Per M Ueland, Renwei Wang, Aizhen Jin, Yu-Tang Gao, Jian-Min Yuan. Serum B6 vitamers (pyridoxal 5'-phosphate, pyridoxal, and 4-pyridoxic acid) and pancreatic cancer risk: two nested case-control studies in Asian populations. Cancer causes & control : CCC. 2016 Dec; 27(12):1447-1456. doi: 10.1007/s10552-016-0822-6. [PMID: 27830400]
  • Valentina Bušić, Maja Katalinić, Goran Šinko, Zrinka Kovarik, Dajana Gašo-Sokač. Pyridoxal oxime derivative potency to reactivate cholinesterases inhibited by organophosphorus compounds. Toxicology letters. 2016 Nov; 262(?):114-122. doi: 10.1016/j.toxlet.2016.09.015. [PMID: 27693733]
  • Déborah Mathis, Lucia Abela, Monique Albersen, Céline Bürer, Lisa Crowther, Karin Beese, Hans Hartmann, Levinus A Bok, Eduard Struys, Sorina M Papuc, Anita Rauch, Martin Hersberger, Nanda M Verhoeven-Duif, Barbara Plecko. The value of plasma vitamin B6 profiles in early onset epileptic encephalopathies. Journal of inherited metabolic disease. 2016 09; 39(5):733-741. doi: 10.1007/s10545-016-9955-8. [PMID: 27342130]
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  • Vegard Lysne, Elin Strand, Gard F T Svingen, Bodil Bjørndal, Eva R Pedersen, Øivind Midttun, Thomas Olsen, Per M Ueland, Rolf K Berge, Ottar Nygård. Peroxisome Proliferator-Activated Receptor Activation is Associated with Altered Plasma One-Carbon Metabolites and B-Vitamin Status in Rats. Nutrients. 2016 Jan; 8(1):. doi: 10.3390/nu8010026. [PMID: 26742069]
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  • Monique Albersen, Marjolein Bosma, Judith J M Jans, Floris C Hofstede, Peter M van Hasselt, Monique G M de Sain-van der Velden, Gepke Visser, Nanda M Verhoeven-Duif. Vitamin B6 in plasma and cerebrospinal fluid of children. PloS one. 2015; 10(3):e0120972. doi: 10.1371/journal.pone.0120972. [PMID: 25760040]
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