Allantoic acid (BioDeep_00000003093)

 

Secondary id: BioDeep_00000405426

human metabolite PANOMIX_OTCML-2023 Endogenous natural product


代谢物信息卡片


Bis[(aminocarbonyl)amino]acetic acid

化学式: C4H8N4O4 (176.0546)
中文名称: 尿囊酸, 尿囊素酸
谱图信息: 最多检出来源 Homo sapiens(plant) 19.31%

Reviewed

Last reviewed on 2024-09-13.

Cite this Page

Allantoic acid. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/allantoic_acid (retrieved 2024-12-22) (BioDeep RN: BioDeep_00000003093). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

分子结构信息

SMILES: C(C(=O)O)(NC(=O)N)NC(=O)N
InChI: InChI=1S/C4H8N4O4/c5-3(11)7-1(2(9)10)8-4(6)12/h1H,(H,9,10)(H3,5,7,11)(H3,6,8,12)

描述信息

Allantoic acid is the end product of Allantoicase [EC:3.5.3.4], an enzyme involved in uric acid degradation (Purine metabolism). Although it is commonly accepted that allantoicase is lost in mammals, it has been identified in mice and humans. (PMID 11852104). A crystalline, transparent, colorless substance found in the allantoic liquid of the fetal calf. It was formerly called allantoic acid and amniotic acid.
Isolated from coffee beans and leaves
KEIO_ID A139
Allantoic acid is a degradative product of uric acid and associated with purine metabolism[1][2][3].

同义名列表

11 个代谢物同义名

Bis[(aminocarbonyl)amino]acetic acid; 2,2-bis(carbamoylamino)acetic acid; Bis[(aminocarbonyl)amino]acetate; Allantoic acid, monosodium salt; Diureidoacetic acid; Diureidoacetate; Allantoic acid; Allantoate; Allantoic acid; Allantoate; Allantoic acid



数据库引用编号

27 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(0)

PlantCyc(0)

代谢反应

320 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(313)

INOH(1)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(6)

PharmGKB(0)

35 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 11 CAT, CYP1A1, CYP2U1, EMP2, GLUL, GYS1, HPGDS, MTMR1, NDRG4, NT5C2, XDH
Peripheral membrane protein 4 ALAS2, CYP1A1, HSD17B6, MTMR1
Endoplasmic reticulum membrane 4 CYP1A1, CYP2U1, HSP90B1, NDRG4
Nucleus 3 EMP2, GLUL, HSP90B1
cytosol 12 CAT, GCLC, GDA, GLUL, GYS1, HPGDS, HSD17B13, HSP90B1, MTMR1, NDRG4, NT5C2, XDH
nucleoplasm 1 HPGDS
Cell membrane 3 EMP2, GLUL, MTMR1
Lipid-anchor 1 GLUL
Cytoplasmic side 1 MTMR1
Early endosome membrane 1 HSD17B6
Multi-pass membrane protein 3 CYP2U1, EMP2, GDA
Golgi apparatus membrane 1 EMP2
cell surface 1 EMP2
Golgi apparatus 1 EMP2
Golgi membrane 2 EMP2, INS
mitochondrial inner membrane 4 ALAS2, CYP1A1, CYP2U1, GDA
smooth endoplasmic reticulum 1 HSP90B1
Cytoplasm, cytosol 3 GLUL, NDRG4, NT5C2
plasma membrane 4 EMP2, GLUL, MTMR1, NDRG4
Membrane 7 CAT, CYP2U1, EMP2, GYS1, HSP90B1, MTMR1, NDRG4
apical plasma membrane 1 EMP2
basolateral plasma membrane 1 NDRG4
extracellular exosome 3 CAT, GLUL, HSP90B1
Lumenal side 1 HSD17B6
endoplasmic reticulum 4 GLUL, HSD17B13, HSD17B6, HSP90B1
extracellular space 2 INS, XDH
perinuclear region of cytoplasm 2 EMP2, HSP90B1
mitochondrion 6 ALAS2, CAT, CYP1A1, GCLC, GDA, GLUL
protein-containing complex 2 CAT, HSP90B1
intracellular membrane-bounded organelle 5 CAT, CYP1A1, CYP2U1, HPGDS, HSD17B6
Microsome membrane 3 CYP1A1, CYP2U1, HSD17B6
Secreted 1 INS
extracellular region 3 CAT, HSP90B1, INS
mitochondrial matrix 2 ALAS2, CAT
cytoplasmic vesicle 1 EMP2
midbody 1 HSP90B1
apical part of cell 1 EMP2
Apical cell membrane 1 EMP2
Cytoplasm, perinuclear region 1 EMP2
Mitochondrion inner membrane 4 ALAS2, CYP1A1, CYP2U1, GDA
Membrane raft 1 EMP2
focal adhesion 2 CAT, HSP90B1
Peroxisome 2 CAT, XDH
sarcoplasmic reticulum 1 XDH
Peroxisome matrix 1 CAT
peroxisomal matrix 1 CAT
peroxisomal membrane 1 CAT
collagen-containing extracellular matrix 1 HSP90B1
Endomembrane system 1 MTMR1
endosome lumen 1 INS
Lipid droplet 1 HSD17B13
Melanosome 1 HSP90B1
cell body 1 GLUL
sperm plasma membrane 1 HSP90B1
[Isoform 1]: Cytoplasm 1 HSD17B13
Microsome 1 GLUL
ficolin-1-rich granule lumen 1 CAT
secretory granule lumen 2 CAT, INS
Golgi lumen 1 INS
endoplasmic reticulum lumen 2 HSP90B1, INS
transport vesicle 1 INS
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
Sarcoplasmic reticulum lumen 1 HSP90B1
glial cell projection 1 GLUL
endocytic vesicle lumen 1 HSP90B1
catalase complex 1 CAT
inclusion body 1 GYS1
endoplasmic reticulum chaperone complex 1 HSP90B1
cell projection membrane 1 NDRG4
[Isoform 4]: Mitochondrion inner membrane 1 ALAS2
glutamate-cysteine ligase complex 1 GCLC
[Isoform 2]: Lipid droplet 1 HSD17B13


文献列表

  • Ming-Zhu Lu, Amanda M Carter, Mechthild Tegeder. Altering ureide transport in nodulated soybean results in whole-plant adjustments of metabolism, assimilate partitioning, and sink strength. Journal of plant physiology. 2022 Feb; 269(?):153613. doi: 10.1016/j.jplph.2021.153613. [PMID: 35033961]
  • Laith Z Samarah, Tina H Tran, Gary Stacey, Akos Vertes. In Vivo Chemical Analysis of Plant Sap from the Xylem and Single Parenchymal Cells by Capillary Microsampling Electrospray Ionization Mass Spectrometry. Analytical chemistry. 2020 05; 92(10):7299-7306. doi: 10.1021/acs.analchem.0c00939. [PMID: 32343130]
  • Bikash Baral, Jaime A Teixeira da Silva, Maria Luisa Izaguirre-Mayoral. Early signaling, synthesis, transport and metabolism of ureides. Journal of plant physiology. 2016 Apr; 193(?):97-109. doi: 10.1016/j.jplph.2016.01.013. [PMID: 26967003]
  • Juan Luis Díaz-Leal, Fernando Torralbo, Francisco Antonio Quiles, Manuel Pineda, Josefa M Alamillo. Molecular and functional characterization of allantoate amidohydrolase from Phaseolus vulgaris. Physiologia plantarum. 2014 Sep; 152(1):43-58. doi: 10.1111/ppl.12157. [PMID: 24460648]
  • Ray Collier, Mechthild Tegeder. Soybean ureide transporters play a critical role in nodule development, function and nitrogen export. The Plant journal : for cell and molecular biology. 2012 Nov; 72(3):355-67. doi: 10.1111/j.1365-313x.2012.05086.x. [PMID: 22725647]
  • Juan Luis Díaz-Leal, Gregorio Gálvez-Valdivieso, Javier Fernández, Manuel Pineda, Josefa M Alamillo. Developmental effects on ureide levels are mediated by tissue-specific regulation of allantoinase in Phaseolus vulgaris L. Journal of experimental botany. 2012 Jun; 63(11):4095-106. doi: 10.1093/jxb/ers090. [PMID: 22442417]
  • Geoffrey E Hawkes, Helene de Wet, Jia Li. Polar compounds isolated from the leaves of Albertisia delagoensis (Menispermaceae). Molecules (Basel, Switzerland). 2011 Nov; 16(11):9153-60. doi: 10.3390/molecules16119153. [PMID: 22048698]
  • Takafumi Toyohara, Takehiro Suzuki, Yasutoshi Akiyama, Daisuke Yoshihara, Yoichi Takeuchi, Eikan Mishima, Koichi Kikuchi, Chitose Suzuki, Masayuki Tanemoto, Sadayoshi Ito, Shizuko Nagao, Tomoyoshi Soga, Takaaki Abe. Metabolomic profiling of the autosomal dominant polycystic kidney disease rat model. Clinical and experimental nephrology. 2011 Oct; 15(5):676-687. doi: 10.1007/s10157-011-0467-4. [PMID: 21695416]
  • Erik Lysøe, Kye-Yong Seong, H Corby Kistler. The transcriptome of Fusarium graminearum during the infection of wheat. Molecular plant-microbe interactions : MPMI. 2011 Sep; 24(9):995-1000. doi: 10.1094/mpmi-02-11-0038. [PMID: 21585270]
  • Heike Riegler, Claudia Geserick, Rita Zrenner. Arabidopsis thaliana nucleosidase mutants provide new insights into nucleoside degradation. The New phytologist. 2011 Jul; 191(2):349-359. doi: 10.1111/j.1469-8137.2011.03711.x. [PMID: 21599668]
  • Andrea K Werner, Claus-Peter Witte. The biochemistry of nitrogen mobilization: purine ring catabolism. Trends in plant science. 2011 Jul; 16(7):381-7. doi: 10.1016/j.tplants.2011.03.012. [PMID: 21482173]
  • Joe C Polacco, David L Hyten, Mônica Medeiros-Silva, David A Sleper, Kristin D Bilyeu. Mutational analysis of the major soybean UreF paralogue involved in urease activation. Journal of experimental botany. 2011 Jun; 62(10):3599-608. doi: 10.1093/jxb/err054. [PMID: 21430294]
  • Alfonso Muñoz, Gerard L Bannenberg, Olimpio Montero, Juan Miguel Cabello-Díaz, Pedro Piedras, Manuel Pineda. An alternative pathway for ureide usage in legumes: enzymatic formation of a ureidoglycolate adduct in Cicer arietinum and Phaseolus vulgaris. Journal of experimental botany. 2011 Jan; 62(1):307-18. doi: 10.1093/jxb/erq268. [PMID: 20813786]
  • Josefa M Alamillo, Juan Luís Díaz-Leal, Ma Victoria Sánchez-Moran, Manuel Pineda. Molecular analysis of ureide accumulation under drought stress in Phaseolus vulgaris L. Plant, cell & environment. 2010 Nov; 33(11):1828-37. doi: 10.1111/j.1365-3040.2010.02187.x. [PMID: 20545885]
  • Fabio Serventi, Ileana Ramazzina, Ilaria Lamberto, Vincenzo Puggioni, Rita Gatti, Riccardo Percudani. Chemical basis of nitrogen recovery through the ureide pathway: formation and hydrolysis of S-ureidoglycine in plants and bacteria. ACS chemical biology. 2010 Feb; 5(2):203-14. doi: 10.1021/cb900248n. [PMID: 20038185]
  • Francisco Antonio Quiles, María José Raso, Manuel Pineda, Pedro Piedras. Ureide metabolism during seedling development in French bean (Phaseolus vulgaris). Physiologia plantarum. 2009 Jan; 135(1):19-28. doi: 10.1111/j.1399-3054.2008.01173.x. [PMID: 19121096]
  • Dirk V Charlson, Kenneth L Korth, Larry C Purcell. Allantoate amidohydrolase transcript expression is independent of drought tolerance in soybean. Journal of experimental botany. 2009; 60(3):847-51. doi: 10.1093/jxb/ern332. [PMID: 19129162]
  • Haruhiro Muratsubaki, Keiichiro Enomoto, Akinori Soejima, Kaoru Satake. An enzyme cycling method for measurement of allantoin in human serum. Analytical biochemistry. 2008 Jul; 378(1):65-70. doi: 10.1016/j.ab.2008.04.013. [PMID: 18445470]
  • Galina Brychkova, Zerekbai Alikulov, Robert Fluhr, Moshe Sagi. A critical role for ureides in dark and senescence-induced purine remobilization is unmasked in the Atxdh1 Arabidopsis mutant. The Plant journal : for cell and molecular biology. 2008 May; 54(3):496-509. doi: 10.1111/j.1365-313x.2008.03440.x. [PMID: 18266920]
  • Andrea K Werner, Imogen A Sparkes, Tina Romeis, Claus-Peter Witte. Identification, biochemical characterization, and subcellular localization of allantoate amidohydrolases from Arabidopsis and soybean. Plant physiology. 2008 Feb; 146(2):418-30. doi: 10.1104/pp.107.110809. [PMID: 18065556]
  • Patricia Y Scaraffia, Guanhong Tan, Jun Isoe, Vicki H Wysocki, Michael A Wells, Roger L Miesfeld. Discovery of an alternate metabolic pathway for urea synthesis in adult Aedes aegypti mosquitoes. Proceedings of the National Academy of Sciences of the United States of America. 2008 Jan; 105(2):518-23. doi: 10.1073/pnas.0708098105. [PMID: 18182492]
  • María José Raso, Alfonso Muñoz, Manuel Pineda, Pedro Piedras. Biochemical characterisation of an allantoate-degrading enzyme from French bean (Phaseolus vulgaris): the requirement of phenylhydrazine. Planta. 2007 Oct; 226(5):1333-42. doi: 10.1007/s00425-007-0570-7. [PMID: 17594111]
  • Haruhiro Muratsubaki, Kaoru Satake, Keiichiro Enomoto. Enzymatic assay of allantoin in serum using allantoinase and allantoate amidohydrolase. Analytical biochemistry. 2006 Dec; 359(2):161-6. doi: 10.1016/j.ab.2006.09.024. [PMID: 17081493]
  • Christopher D Todd, Joe C Polacco. AtAAH encodes a protein with allantoate amidohydrolase activity from Arabidopsis thaliana. Planta. 2006 Apr; 223(5):1108-13. doi: 10.1007/s00425-006-0236-x. [PMID: 16496096]
  • Nancy J Ganson, Susan J Kelly, Edna Scarlett, John S Sundy, Michael S Hershfield. Control of hyperuricemia in subjects with refractory gout, and induction of antibody against poly(ethylene glycol) (PEG), in a phase I trial of subcutaneous PEGylated urate oxidase. Arthritis research & therapy. 2006; 8(1):R12. doi: 10.1186/ar1861. [PMID: 16356199]
  • C Andy King, Larry C Purcell. Inhibition of N2 fixation in soybean is associated with elevated ureides and amino acids. Plant physiology. 2005 Apr; 137(4):1389-96. doi: 10.1104/pp.104.056317. [PMID: 15778462]
  • Shigeyuki Tajima, Mika Nomura, Hiroshi Kouchi. Ureide biosynthesis in legume nodules. Frontiers in bioscience : a journal and virtual library. 2004 May; 9(?):1374-81. doi: 10.2741/1345. [PMID: 14977553]
  • Jürgen Stolz. Isolation and characterization of the plasma membrane biotin transporter from Schizosaccharomyces pombe. Yeast (Chichester, England). 2003 Feb; 20(3):221-31. doi: 10.1002/yea.959. [PMID: 12557275]
  • V Vadez, T R Sinclair. Leaf ureide degradation and N(2) fixation tolerance to water deficit in soybean. Journal of experimental botany. 2001 Jan; 52(354):153-9. doi: ". [PMID: 11181724]
  • B T Kuzhivelil, U V Mohamed. Allantoin and allantoic acid titre in the faeces and tissues of the developing larva of the moth, Orthaga exvinacea Hampson. Insect biochemistry and molecular biology. 1998 Dec; 28(12):979-86. doi: 10.1016/s0965-1748(98)00086-1. [PMID: 9887513]
  • D S Reddy, G Reddy, H Polasa. Biotoxic effects of copper on ureide metabolism of pigeon pea. Bulletin of environmental contamination and toxicology. 1995 Jun; 54(6):884-91. doi: 10.1007/bf00197974. [PMID: 7647505]
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