Guanidinosuccinic acid (BioDeep_00000001349)

 

Secondary id: BioDeep_00000399984, BioDeep_00000412658

human metabolite PANOMIX_OTCML-2023 Endogenous blood metabolite Toxin BioNovoGene_Lab2019 natural product


代谢物信息卡片


(2S)-2-(diaminomethylideneamino)butanedioic acid

化学式: C5H9N3O4 (175.0593)
中文名称: 2-胍基琥珀酸
谱图信息: 最多检出来源 Homo sapiens(blood) 22.54%

Reviewed

Last reviewed on 2024-10-28.

Cite this Page

Guanidinosuccinic acid. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/guanidinosuccinic_acid (retrieved 2024-12-23) (BioDeep RN: BioDeep_00000001349). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

分子结构信息

SMILES: C(C(C(=O)O)N=C(N)N)C(=O)O
InChI: InChI=1S/C5H9N3O4/c6-5(7)8-2(4(11)12)1-3(9)10/h2H,1H2,(H,9,10)(H,11,12)(H4,6,7,8)/t2-/m0/s1

描述信息

Guanidinosuccinic acid (GSA) has been identified as a uremic toxin according to the European Uremic Toxin Working Group (PMID:22626821). It is one of the earliest uremic toxins isolated and its toxicity identified. Its metabolic origins show that it arose from the oxidation of argininosuccinic acid (ASA) by free radicals. The stimulus for this oxidation, occurring optimally in the presence of the failed kidney, is the rising level of urea which, through enzyme inhibition, results in a decline in hepatic levels of the semi-essential amino acid, arginine. It is further noted that concentrations of GSA in both serum and urine decline sharply in animals and humans exposed to the essential amino acid, methionine. Uremic patients suffer from a defective ability to generate methyl groups due to anorexia, dietary restrictions and renal protein leakage. This leads to the accumulation of homocysteine, a substance known to produce vascular damage. Even in healthy subjects intake of choline together with methionine is insufficient to satisfy total metabolic requirements for methyl groups. In end-stage renal disease, therefore, protein restriction contributes to the build-up of toxins in uremia. Replacement using specific amino acid mixtures should be directed toward identified deficiencies and adequacy monitored by following serum levels of the related toxins, in this case GSA and homocysteine. (PMID 12701806).
Guanidinosuccinic acid (GSA) is one of the earliest uremic toxins isolated and its toxicity identified. Its metabolic origins show that it arose from the oxidation of argininosuccinic acid (ASA) by free radicals. The stimulus for this oxidation, occurring optimally in the presence of the failed kidney, is the rising level of urea which, through enzyme inhibition, results in a decline in hepatic levels of the semi-essential amino acid, arginine. It is further noted that concentrations of GSA in both serum and urine decline sharply in animals and humans exposed to the essential amino acid, methionine. Uremic patients suffer from a defective ability to generate methyl groups due to anorexia, dietary restrictions and renal protein leakage. This leads to the accumulation of homocysteine, a substance known to produce vascular damage. Even in healthy subjects intake of choline together with methionine is insufficient to satisfy total metabolic requirements for methyl groups. In end-stage renal disease, therefore, protein restriction contributes to the build-up of toxins in uremia. Replacement using specific amino acid mixtures should be directed toward identified deficiencies and adequacy monitored by following serum levels of the related toxins, in this case GSA and homocysteine. (PMID 12701806) [HMDB]
Guanidinosuccinic acid is a nitrogenous metabolite.

同义名列表

14 个代谢物同义名

(2S)-2-(diaminomethylideneamino)butanedioic acid; (2S)-2-Carbamimidamidobutanedioic acid; N-(Aminoiminomethyl)-L-aspartic acid; Guanidinosuccinic acid, (DL)-isomer; (2S)-2-Carbamimidamidobutanedioate; N-(Aminoiminomethyl)-L-aspartate; N-Carbamimidoyl-L-aspartic acid; N-Amidino-L-aspartic acid; L-N-Amidinoaspartic acid; Guanidinosuccinic acid; N-Amidino-L-aspartate; L-N-Amidinoaspartate; Guanidinosuccinate; N-Amidino-L-aspartate



数据库引用编号

20 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

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)

33 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 AHSP, ARG1, ASL, ASS1, AXIN2, CA1, CAT, FH, NLN, PKM, XDH
Endoplasmic reticulum membrane 1 TKT
Nucleus 4 ARG1, AXIN2, FH, PKM
cytosol 12 ARG1, ASL, ASS1, AXIN2, CA1, CAT, FH, GPT, NLN, PKM, TKT, XDH
nuclear body 1 TKT
centrosome 1 AXIN2
nucleoplasm 2 ASS1, TKT
Cell membrane 2 ADGRE5, TKT
Cytoplasmic granule 1 ARG1
Multi-pass membrane protein 3 ABCC3, ADGRE5, SLCO4C1
Synapse 1 TAC1
mitochondrial inner membrane 1 GATM
neuronal cell body 1 TAC1
Cytoplasm, cytosol 2 ASS1, NLN
plasma membrane 7 ABCC3, ADGRE5, AXIN2, ICAM3, NLN, SLCO4C1, TKT
Membrane 4 ABCC3, ADGRE5, CAT, ICAM3
apical plasma membrane 1 TKT
axon 1 TAC1
basolateral plasma membrane 2 ABCC3, SLCO4C1
extracellular exosome 12 ADGRE5, ASL, ASS1, CA1, CAT, FH, GATM, GPT, ICAM3, PKM, SLCO4C1, TKT
extracellular space 4 ARG1, PTH, TAC1, XDH
mitochondrion 5 CAT, FH, GATM, NLN, PKM
protein-containing complex 1 CAT
intracellular membrane-bounded organelle 1 CAT
Single-pass type I membrane protein 2 ICAM3, TKT
extracellular region 6 ARG1, CAT, NLN, PKM, PTH, TAC1
mitochondrial outer membrane 1 ASS1
mitochondrial matrix 2 CAT, FH
Extracellular vesicle 1 PKM
actin cytoskeleton 1 TKT
perikaryon 1 ASS1
beta-catenin destruction complex 1 AXIN2
vesicle 2 PKM, TKT
Mitochondrion inner membrane 1 GATM
focal adhesion 3 ADGRE5, CAT, TKT
Peroxisome 3 CAT, TKT, XDH
sarcoplasmic reticulum 1 XDH
Peroxisome matrix 1 CAT
peroxisomal matrix 1 CAT
peroxisomal membrane 1 CAT
Mitochondrion intermembrane space 1 NLN
mitochondrial intermembrane space 2 GATM, NLN
collagen-containing extracellular matrix 1 PKM
receptor complex 1 TKT
cilium 1 PKM
Chromosome 1 FH
Basolateral cell membrane 2 ABCC3, SLCO4C1
site of double-strand break 1 FH
cell body fiber 1 ASS1
specific granule membrane 1 SLCO4C1
basal plasma membrane 1 ABCC3
ficolin-1-rich granule lumen 2 CAT, PKM
secretory granule lumen 2 CAT, PKM
secretory granule membrane 1 ADGRE5
specific granule lumen 1 ARG1
azurophil granule membrane 1 SLCO4C1
azurophil granule lumen 1 ARG1
Basal cell membrane 1 ABCC3
Rough endoplasmic reticulum 1 PKM
hemoglobin complex 1 AHSP
catalase complex 1 CAT
[Isoform Mitochondrial]: Mitochondrion 1 FH
[Isoform Cytoplasmic]: Cytoplasm, cytosol 1 FH
[Isoform M2]: Cytoplasm 1 PKM
[Isoform M1]: Cytoplasm 1 PKM
[Adhesion G protein-coupled receptor E5 subunit alpha]: Secreted, extracellular space 1 ADGRE5


文献列表

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