Ureidosuccinic acid (BioDeep_00000003364)

 

Secondary id: BioDeep_00000400471, BioDeep_00000593355, BioDeep_00001868335

natural product human metabolite PANOMIX_OTCML-2023 Endogenous


代谢物信息卡片


Ureidosuccinic acid, cobalt (+2), (1:1) salt,(L)-isomer

化学式: C5H8N2O5 (176.0433)
中文名称: N-氨基甲酰基-DL-天冬氨酸, 脲基琥珀酸
谱图信息: 最多检出来源 Homo sapiens(plant) 10.62%

分子结构信息

SMILES: C(C(C(=O)O)NC(=O)N)C(=O)O
InChI: InChI=1S/C5H8N2O5/c6-5(12)7-2(4(10)11)1-3(8)9/h2H,1H2,(H,8,9)(H,10,11)(H3,6,7,12)

描述信息

N-carbamoyl-l-aspartate, also known as N-carbamoylaspartic acid or L-ureidosuccinic acid, belongs to aspartic acid and derivatives class of compounds. Those are compounds containing an aspartic acid or a derivative thereof resulting from reaction of aspartic acid at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. N-carbamoyl-l-aspartate is soluble (in water) and a weakly acidic compound (based on its pKa). N-carbamoyl-l-aspartate can be found in a number of food items such as mustard spinach, black huckleberry, towel gourd, and chinese cabbage, which makes N-carbamoyl-l-aspartate a potential biomarker for the consumption of these food products. N-carbamoyl-l-aspartate can be found primarily in prostate Tissue and saliva, as well as in human prostate tissue. In humans, N-carbamoyl-l-aspartate is involved in a couple of metabolic pathways, which include aspartate metabolism and pyrimidine metabolism. N-carbamoyl-l-aspartate is also involved in several metabolic disorders, some of which include beta ureidopropionase deficiency, dihydropyrimidinase deficiency, canavan disease, and UMP synthase deficiency (orotic aciduria). Moreover, N-carbamoyl-l-aspartate is found to be associated with prostate cancer.
Ureidosuccinic acid, also known as L-ureidosuccinate or carbamyl-L-aspartate, belongs to the class of organic compounds known as aspartic acids and derivatives. Aspartic acids and derivatives are compounds containing an aspartic acid or a derivative thereof resulting from reaction of aspartic acid at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. Ureidosuccinic acid is also classified as a carbamate derivative. It is a solid that is soluble in water. Ureidosuccinic acid exists in all living species, ranging from bacteria to plants to humans. Ureidosuccinic acid can be biosynthesized from carbamoyl phosphate and L-aspartic acid through the action of the enzyme known as aspartate carbamoyltransferase (ACTase) and serves as an intermediate in pyrimidine biosynthesis. In humans, a drop in the level of urinary ureidosuccinic acid is associated with bladder cancer (PMID: 25562196). It is also involved in the metabolic disorder called Canavan disease.
Acquisition and generation of the data is financially supported in part by CREST/JST.
D018377 - Neurotransmitter Agents > D018846 - Excitatory Amino Acids
KEIO_ID C025
N-?Carbamoyl-?DL-?aspartic acid (Ureidosuccinic acid) is a precursor of nucleic acid pyrimidines[1].

同义名列表

34 个代谢物同义名

Ureidosuccinic acid, cobalt (+2), (1:1) salt,(L)-isomer; Ureidosuccinic acid, zinc (1:1) salt, (L)-isomer; Ureidosuccinic acid, maganeese (+2), (1:1) salt; (2S)-2-(carbamoylamino)butanedioic acid; N-(Aminocarbonyl)-L-aspartic acid; Ureidosuccinic acid, (D)-isomer; Ureidosuccinic acid, (L)-isomer; N-​Carbamoyl-​DL-​aspartic acid; N-(Aminocarbonyl)-L-aspartate; N-Carbamoyl-S-aspartic acid; N-Carbamoyl-D-aspartic acid; N-Carbamoyl-L-aspartic acid; L-N-Carbamoylaspartic acid; Carbamoyl-DL-aspartic acid; Carbamyl-L-aspartic acid; 2-Ureidobutanedioic acid; N-Carbamoylaspartic acid; N-Carbamoyl-S-aspartate; N-Carbamoyl-L-aspartate; Carbamoylaspartic acid; Carbamyl-DL-aspartate; L-Ureidosuccinic acid; Carbamylaspartic acid; Carbamyl-L-aspartate; N-Carbamoylaspartate; 2-Ureidobutanedioate; Ureidosuccinic acid; Carbamoylaspartate; L-Ureidosuccinate; Ureidosuccinate; NCD; Ureidosuccinic acid; N-?Carbamoyl-?DL-?aspartic acid; Ureidosuccinic acid



数据库引用编号

34 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(1)

BioCyc(1)

PlantCyc(0)

代谢反应

47 个相关的代谢反应过程信息。

Reactome(9)

BioCyc(5)

WikiPathways(0)

Plant Reactome(0)

INOH(3)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(30)

PharmGKB(0)

5 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 8 AIFM2, ASS1, ATF4, ELANE, G6PD, MKS1, PGR, SREBF1
Peripheral membrane protein 1 G6PD
Endoplasmic reticulum membrane 1 SREBF1
Mitochondrion membrane 1 AIFM2
Nucleus 5 AIFM2, ATF4, GPX4, PGR, SREBF1
cytosol 11 AIFM2, ASPG, ASS1, ATF4, DHODH, ELANE, G6PD, GPX4, MKS1, PGR, SREBF1
phagocytic vesicle 1 ELANE
centrosome 2 ATF4, MKS1
nucleoplasm 5 ASS1, ATF4, DHODH, PGR, SREBF1
RNA polymerase II transcription regulator complex 1 ATF4
Cell membrane 2 AIFM2, ATF4
Lipid-anchor 1 AIFM2
Multi-pass membrane protein 2 SREBF1, UCP1
Golgi apparatus membrane 1 SREBF1
cell surface 1 ELANE
Golgi membrane 2 INS, SREBF1
mitochondrial inner membrane 3 DHODH, OTC, UCP1
Cytoplasm, cytosol 2 ASS1, G6PD
plasma membrane 3 AIFM2, PGR, SLC10A2
Membrane 3 DHODH, G6PD, MKS1
apical plasma membrane 1 SLC10A2
extracellular exosome 5 ASS1, ELANE, G6PD, GPX4, LYZ
endoplasmic reticulum 1 SREBF1
extracellular space 4 AIFM2, ELANE, INS, LYZ
mitochondrion 6 AIFM2, CLPP, DHODH, GPX4, OTC, UCP1
protein-containing complex 3 ATF4, GPX4, SREBF1
intracellular membrane-bounded organelle 1 G6PD
Secreted 1 INS
extracellular region 3 ELANE, INS, LYZ
cytoplasmic side of plasma membrane 1 G6PD
Single-pass membrane protein 1 DHODH
mitochondrial outer membrane 3 AIFM2, ASS1, PGR
Mitochondrion matrix 2 CLPP, OTC
mitochondrial matrix 2 CLPP, OTC
centriolar satellite 1 G6PD
Cytoplasm, cytoskeleton, microtubule organizing center, centrosome 1 ATF4
perikaryon 1 ASS1
Mitochondrion inner membrane 2 DHODH, UCP1
collagen-containing extracellular matrix 1 ELANE
secretory granule 1 ELANE
nuclear speck 1 ATF4
neuron projection 1 ATF4
ciliary basal body 1 MKS1
chromatin 3 ATF4, PGR, SREBF1
cytoskeleton 1 MKS1
Cytoplasm, cytoskeleton, cilium basal body 1 MKS1
centriole 1 MKS1
nuclear envelope 2 GPX4, SREBF1
endosome lumen 1 INS
microvillus 1 SLC10A2
Lipid droplet 1 AIFM2
Cytoplasmic vesicle membrane 1 SREBF1
cell body fiber 1 ASS1
Nucleus speckle 1 ATF4
secretory granule lumen 1 INS
Golgi lumen 1 INS
endoplasmic reticulum lumen 1 INS
transcription repressor complex 1 ELANE
specific granule lumen 2 ELANE, LYZ
tertiary granule lumen 1 LYZ
transport vesicle 1 INS
azurophil granule lumen 2 ELANE, LYZ
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
ER to Golgi transport vesicle membrane 1 SREBF1
MKS complex 1 MKS1
dendrite membrane 1 ATF4
Cytoplasmic vesicle, phagosome 1 ELANE
Cytoplasmic vesicle, COPII-coated vesicle membrane 1 SREBF1
nuclear periphery 1 ATF4
endopeptidase Clp complex 1 CLPP
[Isoform 4]: Mitochondrion outer membrane 1 PGR
[Isoform Mitochondrial]: Mitochondrion 1 GPX4
ATF4-CREB1 transcription factor complex 1 ATF4
ATF1-ATF4 transcription factor complex 1 ATF4
CHOP-ATF4 complex 1 ATF4
Lewy body core 1 ATF4
[Sterol regulatory element-binding protein 1]: Endoplasmic reticulum membrane 1 SREBF1
[Processed sterol regulatory element-binding protein 1]: Nucleus 1 SREBF1
[Isoform SREBP-1aDelta]: Nucleus 1 SREBF1
[Isoform SREBP-1cDelta]: Nucleus 1 SREBF1
[Isoform Cytoplasmic]: Cytoplasm 1 GPX4


文献列表

  • Sandra Witz, Benjamin Jung, Sarah Fürst, Torsten Möhlmann. De novo pyrimidine nucleotide synthesis mainly occurs outside of plastids, but a previously undiscovered nucleobase importer provides substrates for the essential salvage pathway in Arabidopsis. The Plant cell. 2012 Apr; 24(4):1549-59. doi: 10.1105/tpc.112.096743. [PMID: 22474184]
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  • Shalaka Samant, Hyunwoo Lee, Mahmood Ghassemi, Juan Chen, James L Cook, Alexander S Mankin, Alexander A Neyfakh. Nucleotide biosynthesis is critical for growth of bacteria in human blood. PLoS pathogens. 2008 Feb; 4(2):e37. doi: 10.1371/journal.ppat.0040037. [PMID: 18282099]
  • Herman K Edskes, Benedetta M Naglieri, Reed B Wickner. Nitrogen source and the retrograde signalling pathway affect detection, not generation, of the [URE3] prion. Yeast (Chichester, England). 2006 Aug; 23(11):833-40. doi: 10.1002/yea.1398. [PMID: 16921555]
  • Reed B Wickner, Herman K Edskes, Frank Shewmaker. How to find a prion: [URE3], [PSI+] and [beta]. Methods (San Diego, Calif.). 2006 May; 39(1):3-8. doi: 10.1016/j.ymeth.2006.04.009. [PMID: 16793280]
  • A B P van Kuilenburg, B T van Maldegem, N G G M Abeling, F A Wijburg, M Duran. Analysis of pyrimidine synthesis de novo intermediates in urine during crisis of a patient with ornithine transcarbamylase deficiency. Nucleosides, nucleotides & nucleic acids. 2006; 25(9-11):1251-5. doi: 10.1080/15257770600894634. [PMID: 17065101]
  • André B P van Kuilenburg, Henk van Lenthe, Monika Löffler, Albert H van Gennip. Analysis of pyrimidine synthesis "de novo" intermediates in urine and dried urine filter- paper strips with HPLC-electrospray tandem mass spectrometry. Clinical chemistry. 2004 Nov; 50(11):2117-24. doi: 10.1373/clinchem.2004.038869. [PMID: 15375016]
  • 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 B Wickner. [URE3] as an altered URE2 protein: evidence for a prion analog in Saccharomyces cerevisiae. Science (New York, N.Y.). 1994 Apr; 264(5158):566-9. doi: 10.1126/science.7909170. [PMID: 7909170]
  • J Leonora, J M Tieche, R R Steinman. Further evidence for a hypothalamus-parotid gland endocrine axis in the rat. Archives of oral biology. 1993 Oct; 38(10):911-6. doi: 10.1016/0003-9969(93)90101-q. [PMID: 8279995]
  • Y Inoue, T Ohkura, I Matsumoto, P J Rudewicz. Fast atom bombardment tandem mass spectrometric analysis of N-carbamoylamino acids. Biological mass spectrometry. 1991 Oct; 20(10):593-601. doi: 10.1002/bms.1200201004. [PMID: 1793737]
  • S Vasudevan, E Laconi, S E Abanobi, P M Rao, S Rajalakshmi, D S Sarma. Effect of glycine on the induction of orotic aciduria and urinary bladder tumorigenesis in the rat. Toxicologic pathology. 1987; 15(2):194-7. doi: 10.1177/019262338701500211. [PMID: 3616403]
  • A W Mondorf. [Evidence of urinary tubular proteins in inflammatory and toxic kidney damage]. Wiener medizinische Wochenschrift. Supplement. 1975; 27(?):20-3. doi: NULL. [PMID: 5816]
  • R CROKAERT. [Carbamoyl derivatives of amino acids of biological importance. II. N-Carbamoylaspartic acid. Separation technics and determination in urine in rat and man]. Bulletin de la Societe de chimie biologique. 1961; 43(?):1331-8. doi: NULL. [PMID: 13882306]
  • G DELLA PIETRA, E ROGLIANI, S PROCACCINI, C ROGLIANI. [Synthesis of citrulline from carbamylaspartic acid and ornithine in the presence of beef liver and kidney acetonic powders]. Bollettino della Societa italiana di biologia sperimentale. 1957 Jun; 33(6):771-2. doi: . [PMID: 13499687]