Adenylsuccinic acid (BioDeep_00000003347)
human metabolite Endogenous
代谢物信息卡片
化学式: C14H18N5O11P (463.0740408)
中文名称: 腺苷酸基琥珀酸
谱图信息:
最多检出来源 Homo sapiens(natural_products) 0.54%
分子结构信息
SMILES: C([C@@H](C(=O)O)Nc1c2c(ncn1)n(cn2)[C@H]1[C@@H]([C@@H]([C@@H](COP(=O)(O)O)O1)O)O)C(=O)O
InChI: InChI=1S/C14H18N5O11P/c20-7(21)1-5(14(24)25)18-11-8-12(16-3-15-11)19(4-17-8)13-10(23)9(22)6(30-13)2-29-31(26,27)28/h3-6,9-10,13,22-23H,1-2H2,(H,20,21)(H,24,25)(H,15,16,18)(H2,26,27,28)/t5-,6+,9+,10+,13+/m0/s1
描述信息
Adenylsuccinic acid, also known as adenylosuccinate, succinyladenosine or aspartyl adenylate, belongs to the class of organic compounds known as purine ribonucleoside monophosphates. These are nucleotides consisting of a purine base linked to a ribose to which one monophosphate group is attached. Adenylsuccinic acid is found in all living organisms, ranging from bacteria to plants to animals. Adenylsuccinic acid is an important intermediate in the de novo purine biosynthesis pathway. Specifically, adenylsuccinic acid is an intermediate in the interconversion of purine nucleotides inosine monophosphate (IMP) and adenosine monophosphate (AMP). The enzyme adenylosuccinate synthase carries out the reaction by the addition of aspartate to IMP. This reaction requires the input of energy from a phosphoanhydride bond in the form of guanosine triphosphate (GTP). Adenylsuccinic acid is a substrate least one other important metabolic reaction in purine biosynthesis. In particular, adenylsuccinic acid can be converted into fumaric acid through its interaction with the enzyme known as adenylosuccinate lyase (or adenylosuccinase). Adenylosuccinate lyase deficiency, is a rare autosomal recessive metabolic disorder characterized by the appearance of succinylaminoimidazolecarboxamide riboside (SAICA riboside) and adenylsuccinic acid in cerebrospinal fluid and urine (PMID: 8412002). Adenylosuccinate lyase deficiency presents with varying degrees of psychomotor retardation, autism, muscle wasting, and epilepsy. The exact cause of the symptoms is unknown, but possibilities include not enough purine nucleotide synthesis for cell replication, malfunctioning of the purine nucleotide cycle, and a buildup of substrates to toxic levels.
Adenylsuccinic acid is a substrate of the enzyme adenylosuccinase [EC 4.3.2.2] in purine metabolism pathway. The accumulation of adenylsuccinic acid in body fluids occurs due to a deficiency of adenylosuccinase. (KEGG; PMID 8412002) [HMDB]
D018377 - Neurotransmitter Agents > D018846 - Excitatory Amino Acids
KEIO_ID A037; [MS2] KO008839
KEIO_ID A037; [MS3] KO008840
KEIO_ID A037
同义名列表
16 个代谢物同义名
(2S)-2-({9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]-9H-purin-6-yl}amino)butanedioic acid; N-[9-(5-O-Phosphono-beta-D-ribofuranosyl)-9H-purin-6-yl]-L-aspartic acid; N-[9-(5-O-Phosphono-β-D-ribofuranosyl)-9H-purin-6-yl]-L-aspartic acid; N-[9-(5-O-Phosphono-beta-D-ribofuranosyl)-9H-purin-6-yl]aspartic acid; N-[9-(5-O-Phosphono-β-D-ribofuranosyl)-9H-purin-6-yl]aspartic acid; Succinyladenosine monophosphoric acid; Succinyladenosine 5’-monophosphate; Succinyladenosine 5-monophosphate; 6-Succino-5’-adenylic acid; N6-(1,2-Dicarboxyethyl)AMP; 6-Succino-5-adenylic acid; Adenylosuccinic acid; Adenylsuccinic acid; Aspartyl adenylate; Adenylosuccinate; Succinyl AMP
数据库引用编号
39 个数据库交叉引用编号
- KEGG: C03794
- PubChem: 447145
- PubChem: 6543
- PubChem: 195
- HMDB: HMDB0000536
- Metlin: METLIN3551
- DrugBank: DB04418
- Wikipedia: Adenylosuccinate
- MetaCyc: ADENYLOSUCC
- KNApSAcK: C00007229
- foodb: FDB022101
- chemspider: 394323
- CAS: 19046-78-7
- MoNA: KO002103
- MoNA: KO000066
- MoNA: KO008843
- MoNA: KO000071
- MoNA: KO008839
- MoNA: KO000068
- MoNA: KO000065
- MoNA: KO000069
- MoNA: KO002104
- MoNA: KO000070
- MoNA: KO008842
- MoNA: KO000063
- MoNA: KO008841
- MoNA: KO002107
- MoNA: KO008840
- MoNA: KO000064
- MoNA: KO002105
- MoNA: KO000067
- MoNA: KO000062
- MoNA: KO002106
- PMhub: MS000009526
- ChEBI: CHEBI:15919
- PDB-CCD: 2SA
- 3DMET: B04914
- NIKKAJI: J37.503I
- RefMet: Adenylsuccinic acid
分类词条
相关代谢途径
Reactome(0)
BioCyc(5)
PlantCyc(0)
代谢反应
14 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(6)
- purine nucleotide metabolism (phosphotransfer and nucleotide modification):
AMP + ATP ⟶ ADP + H+
- purine nucleotides de novo biosynthesis I:
adenylo-succinate ⟶ AMP + fumarate
- superpathway of histidine, purine, and pyrimidine biosynthesis:
glt + imidazole acetol-phosphate ⟶ 2-oxoglutarate + L-histidinol-phosphate
- adenosine nucleotides de novo biosynthesis:
adenylo-succinate ⟶ AMP + fumarate
- purine nucleotides de novo biosynthesis II:
adenylo-succinate ⟶ AMP + fumarate
- salvage pathways of purine nucleosides I:
adenosine + phosphate ⟶ α-D-ribose-1-phosphate + adenine
WikiPathways(0)
Plant Reactome(0)
INOH(3)
- Alanine,Aspartic acid and Asparagine metabolism ( Alanine,Aspartic acid and Asparagine metabolism ):
H2O + N-Acetyl-L-aspartic acid ⟶ Acetic acid + L-Aspartic acid
- Purine nucleotides and Nucleosides metabolism ( Purine nucleotides and Nucleosides metabolism ):
H2O + XTP ⟶ Pyrophosphate + XMP
- Adenylo-succinic acid = AMP + Fumaric acid ( Purine nucleotides and Nucleosides metabolism ):
Adenylo-succinic acid ⟶ AMP + Fumaric acid
PlantCyc(0)
COVID-19 Disease Map(0)
PathBank(5)
- Purine Nucleotides De Novo Biosynthesis:
N(6)-(1,2-dicarboxyethyl)AMP ⟶ Adenosine monophosphate + Fumaric acid
- Purine Nucleotides De Novo Biosynthesis 2:
N(6)-(1,2-dicarboxyethyl)AMP ⟶ Adenosine monophosphate + Fumaric acid
- Purine Nucleotides De Novo Biosynthesis:
N(6)-(1,2-dicarboxyethyl)AMP ⟶ Adenosine monophosphate + Fumaric acid
- Purine Nucleotides De Novo Biosynthesis:
N(6)-(1,2-dicarboxyethyl)AMP ⟶ Adenosine monophosphate + Fumaric acid
- Purine Nucleotides De Novo Biosynthesis 2:
N(6)-(1,2-dicarboxyethyl)AMP ⟶ Adenosine monophosphate + Fumaric acid
PharmGKB(0)
3 个相关的物种来源信息
- 5076 Penicillium chrysogenum: 10.1038/179154A0
- 5076 Penicillium chrysogenum: 10.1038/179154A0
- 9606 Homo sapiens: -
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。
文献列表
- Cara A Timpani, Craig A Goodman, Christos G Stathis, Jason D White, Kamel Mamchaoui, Gillian Butler-Browne, Nuri Gueven, Alan Hayes, Emma Rybalka. Adenylosuccinic acid therapy ameliorates murine Duchenne Muscular Dystrophy.
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