5'-Phosphoribosyl-N-formylglycinamide (BioDeep_00000005498)
human metabolite Endogenous
代谢物信息卡片
化学式: C8H15N2O9P (314.0515)
中文名称: [(2R,3S,4R,5R)-5-[(2-甲酰氨基乙酰基)氨基]-3,4-二羟基四氢呋喃-2-基]磷酸二氢甲酯
谱图信息:
最多检出来源 Homo sapiens(blood) 6.77%
分子结构信息
SMILES: C(C(=O)NC1[C@@H]([C@@H]([C@@H](COP(=O)(O)O)O1)O)O)NC=O
InChI: InChI=1S/C8H15N2O9P/c11-3-9-1-5(12)10-8-7(14)6(13)4(19-8)2-18-20(15,16)17/h3-4,6-8,13-14H,1-2H2,(H,9,11)(H,10,12)(H2,15,16,17)/t4-,6+,7+,8+/m1/s1
描述信息
5-phosphoribosyl-n-formylglycinamide, also known as N-formyl-gar or N-formylglycinamide ribonucleotide, is a member of the class of compounds known as glycinamide ribonucleotides. Glycinamide ribonucleotides are compounds in which the amide N atom of glycineamide is linked to the C-1 of a ribosyl (or deoxyribosyl) moiety. Nucleotides have a phosphate group linked to the C5 carbon of the ribose (or deoxyribose) moiety. 5-phosphoribosyl-n-formylglycinamide is slightly soluble (in water) and a moderately acidic compound (based on its pKa). 5-phosphoribosyl-n-formylglycinamide can be found in a number of food items such as rosemary, mexican groundcherry, common wheat, and bitter gourd, which makes 5-phosphoribosyl-n-formylglycinamide a potential biomarker for the consumption of these food products. 5-phosphoribosyl-n-formylglycinamide exists in all living species, ranging from bacteria to humans. In humans, 5-phosphoribosyl-n-formylglycinamide is involved in few metabolic pathways, which include azathioprine action pathway, mercaptopurine action pathway, purine metabolism, and thioguanine action pathway. 5-phosphoribosyl-n-formylglycinamide is also involved in several metabolic disorders, some of which include mitochondrial DNA depletion syndrome, aICA-Ribosiduria, molybdenum cofactor deficiency, and xanthinuria type I.
5-Phosphoribosyl-N-formylglycinamide, also known as FGAR or N-formyl-GAR, belongs to the class of organic compounds known as glycinamide ribonucleotides. Glycinamide ribonucleotides are compounds in which the amide N atom of glycineamide is linked to the C-1 of a ribosyl (or deoxyribosyl) moiety. FGAR is an extremely weak basic (essentially neutral) compound (based on its pKa). FGAR is a substrate for phosphoribosylformylglycinamidine synthase. It is involved in aminoimidazole ribonucleotide biosynthesis and plays a vital role in purine metabolism as well as in the conversion of glutamine to glutamate.
同义名列表
25 个代谢物同义名
{[(2R,3S,4R,5R)-3,4-dihydroxy-5-(2-formamidoacetamido)oxolan-2-yl]methoxy}phosphonic acid; [(2R,3S,4R,5R)-3,4-dihydroxy-5-(2-formamidoacetamido)oxolan-2-yl]methoxyphosphonic acid; 2-Formamido-N-beta-D-ribofuranosyl-5-(dihydrogen phosphate)acetamide; 2-(Formylamino)-N-(5-O-phosphono-beta-D-ribofuranosyl)acetamide; 2-(Formylamino)-N-(5-O-phosphono-β-D-ribofuranosyl)acetamide; N(2)-Formyl-N(1)-(5-phospho-D-ribosyl)glycinamide; N2-Formyl-N1-(5-phospho-D-ribosyl)glycinamide; 5-Phosphoribosyl-N-formylglycinamide (FGAR); alpha-N-Formylglycinamide ribonucleotide; 5-Phosphoribosyl-N-formylglycineamide; 5’-Phosphoribosyl-N-formylglycinamide; 5-Phosphoribosyl-N-formalglycineamide; α-N-Formylglycinamide ribonucleotide; 5-Phosphoribosyl-N-formylglycinamide; phosphoribosyl-N-formylglycineamide; 5-Phosphoribosyl-formylglycinamide; N-Formylglycinamide ribonucleotide; Formylglycinamide ribonucleotide; 5-p-Ribosyl-N-formylglycineamide; Phosphoribosylformylglycinamide; Formylglycineamideribotide; Formylglycinamide Ribotide; N-Formyl-gar; FGAR; 5'-Phosphoribosyl-N-formylglycinamide
数据库引用编号
19 个数据库交叉引用编号
- KEGG: C04376
- PubChem: 130805
- PubChem: 151
- HMDB: HMDB0001308
- Metlin: METLIN3443
- MetaCyc: 5-P-RIBOSYL-N-FORMYLGLYCINEAMIDE
- KNApSAcK: C00019642
- foodb: FDB030552
- chemspider: 115687
- CAS: 349-34-8
- PMhub: MS000018317
- ChEBI: CHEBI:18272
- PubChem: 7017
- PDB-CCD: FGR
- 3DMET: B04939
- NIKKAJI: J40.075K
- RefMet: FGAR
- PubChem: 16048611
- KNApSAcK: 18272
分类词条
相关代谢途径
Reactome(0)
BioCyc(3)
PlantCyc(0)
代谢反应
64 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(5)
- purine nucleotides de novo biosynthesis II:
adenylo-succinate ⟶ AMP + fumarate
- 5-aminoimidazole ribonucleotide biosynthesis I:
5-phospho-β-D-ribosyl-amine + ATP + gly ⟶ 5-phospho-ribosyl-glycineamide + ADP + H+ + phosphate
- 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
- 5-aminoimidazole ribonucleotide biosynthesis II:
5-phospho-β-D-ribosyl-amine + ATP + gly ⟶ 5-phospho-ribosyl-glycineamide + ADP + H+ + phosphate
WikiPathways(0)
Plant Reactome(0)
INOH(2)
- Folate metabolism ( Folate metabolism ):
6-Pyruvoyl-5,6,7,8-tetrahydro-pterin + NADPH ⟶ 5,6,7,8-Tetrahydro-biopterin + NADP+
- Purine nucleotides and Nucleosides metabolism ( Purine nucleotides and Nucleosides metabolism ):
H2O + XTP ⟶ Pyrophosphate + XMP
PlantCyc(0)
COVID-19 Disease Map(0)
PathBank(57)
- Purine Metabolism:
Deoxyadenosine + Phosphate ⟶ Adenine + Deoxyribose 1-phosphate
- Adenosine Deaminase Deficiency:
Deoxyadenosine + Phosphate ⟶ Adenine + Deoxyribose 1-phosphate
- Adenylosuccinate Lyase Deficiency:
Deoxyadenosine + Phosphate ⟶ Adenine + Deoxyribose 1-phosphate
- Gout or Kelley-Seegmiller Syndrome:
Deoxyadenosine + Phosphate ⟶ Adenine + Deoxyribose 1-phosphate
- Lesch-Nyhan Syndrome (LNS):
Deoxyadenosine + Phosphate ⟶ Adenine + Deoxyribose 1-phosphate
- Molybdenum Cofactor Deficiency:
Deoxyadenosine + Phosphate ⟶ Adenine + Deoxyribose 1-phosphate
- Xanthine Dehydrogenase Deficiency (Xanthinuria):
Deoxyadenosine + Phosphate ⟶ Adenine + Deoxyribose 1-phosphate
- Purine Nucleoside Phosphorylase Deficiency:
Deoxyadenosine + Phosphate ⟶ Adenine + Deoxyribose 1-phosphate
- AICA-Ribosiduria:
Deoxyadenosine + Phosphate ⟶ Adenine + Deoxyribose 1-phosphate
- Azathioprine Action Pathway:
Deoxyadenosine + Phosphate ⟶ Adenine + Deoxyribose 1-phosphate
- Mercaptopurine Action Pathway:
Deoxyadenosine + Phosphate ⟶ Adenine + Deoxyribose 1-phosphate
- Thioguanine Action Pathway:
Deoxyadenosine + Phosphate ⟶ Adenine + Deoxyribose 1-phosphate
- Xanthinuria Type I:
Deoxyadenosine + Phosphate ⟶ Adenine + Deoxyribose 1-phosphate
- Xanthinuria Type II:
Deoxyadenosine + Phosphate ⟶ Adenine + Deoxyribose 1-phosphate
- Adenine Phosphoribosyltransferase Deficiency (APRT):
Deoxyadenosine + Phosphate ⟶ Adenine + Deoxyribose 1-phosphate
- Mitochondrial DNA Depletion Syndrome-3:
Deoxyadenosine + Phosphate ⟶ Adenine + Deoxyribose 1-phosphate
- Myoadenylate Deaminase Deficiency:
Deoxyadenosine + Phosphate ⟶ Adenine + Deoxyribose 1-phosphate
- One Carbon Pool by Folate:
S-Aminomethyldihydrolipoylprotein; + Tetrahydrofolic acid ⟶ 5,10-Methylene-THF + Ammonia + dihydrolipoylprotein
- Tetrahydrofolate Biosynthesis:
7,8-Dihydroneopterin ⟶ 6-hydroxymethyl-7,8-dihydropterin + Glycolaldehyde
- One Carbon Pool by Folate I:
S-Aminomethyldihydrolipoylprotein; + Tetrahydrofolic acid ⟶ 5,10-Methylene-THF + Ammonia + dihydrolipoylprotein
- Purine Metabolism:
Adenosine + Phosphate ⟶ Adenine + Ribose 1-phosphate
- Adenosine Deaminase Deficiency:
Adenosine + Phosphate ⟶ Adenine + Ribose 1-phosphate
- Adenylosuccinate Lyase Deficiency:
Adenosine + Phosphate ⟶ Adenine + Ribose 1-phosphate
- AICA-Ribosiduria:
Adenosine + Phosphate ⟶ Adenine + Ribose 1-phosphate
- Gout or Kelley-Seegmiller Syndrome:
Adenosine + Phosphate ⟶ Adenine + Ribose 1-phosphate
- Xanthine Dehydrogenase Deficiency (Xanthinuria):
Adenosine + Phosphate ⟶ Adenine + Ribose 1-phosphate
- Lesch-Nyhan Syndrome (LNS):
Adenosine + Phosphate ⟶ Adenine + Ribose 1-phosphate
- Molybdenum Cofactor Deficiency:
Adenosine + Phosphate ⟶ Adenine + Ribose 1-phosphate
- Purine Nucleoside Phosphorylase Deficiency:
Adenosine + Phosphate ⟶ Adenine + Ribose 1-phosphate
- Xanthinuria Type I:
Adenosine + Phosphate ⟶ Adenine + Ribose 1-phosphate
- Xanthinuria Type II:
Adenosine + Phosphate ⟶ Adenine + Ribose 1-phosphate
- Adenine Phosphoribosyltransferase Deficiency (APRT):
Adenosine + Phosphate ⟶ Adenine + Ribose 1-phosphate
- Mitochondrial DNA Depletion Syndrome:
Adenosine + Phosphate ⟶ Adenine + Ribose 1-phosphate
- Myoadenylate Deaminase Deficiency:
Adenosine + Phosphate ⟶ Adenine + Ribose 1-phosphate
- Purine Metabolism:
Adenosine + Phosphate ⟶ Adenine + Ribose 1-phosphate
- Purine Metabolism:
Adenosine + Phosphate ⟶ Adenine + Ribose 1-phosphate
- Adenosine Deaminase Deficiency:
Adenosine + Phosphate ⟶ Adenine + Ribose 1-phosphate
- Adenylosuccinate Lyase Deficiency:
Adenosine + Phosphate ⟶ Adenine + Ribose 1-phosphate
- AICA-Ribosiduria:
Adenosine + Phosphate ⟶ Adenine + Ribose 1-phosphate
- Gout or Kelley-Seegmiller Syndrome:
Adenosine + Phosphate ⟶ Adenine + Ribose 1-phosphate
- Xanthine Dehydrogenase Deficiency (Xanthinuria):
Adenosine + Phosphate ⟶ Adenine + Ribose 1-phosphate
- Lesch-Nyhan Syndrome (LNS):
Adenosine + Phosphate ⟶ Adenine + Ribose 1-phosphate
- Molybdenum Cofactor Deficiency:
Adenosine + Phosphate ⟶ Adenine + Ribose 1-phosphate
- Purine Nucleoside Phosphorylase Deficiency:
Adenosine + Phosphate ⟶ Adenine + Ribose 1-phosphate
- Xanthinuria Type I:
Adenosine + Phosphate ⟶ Adenine + Ribose 1-phosphate
- Xanthinuria Type II:
Adenosine + Phosphate ⟶ Adenine + Ribose 1-phosphate
- Adenine Phosphoribosyltransferase Deficiency (APRT):
Adenosine + Phosphate ⟶ Adenine + Ribose 1-phosphate
- Mitochondrial DNA Depletion Syndrome:
Adenosine + Phosphate ⟶ Adenine + Ribose 1-phosphate
- Myoadenylate Deaminase Deficiency:
Adenosine + Phosphate ⟶ Adenine + Ribose 1-phosphate
- One Carbon Pool by Folate:
S-Aminomethyldihydrolipoylprotein; + Tetrahydrofolic acid ⟶ 5,10-Methylene-THF + Ammonia + dihydrolipoylprotein
- Purine Nucleotides De Novo Biosynthesis:
N(6)-(1,2-dicarboxyethyl)AMP ⟶ Adenosine monophosphate + Fumaric acid
- Thiamin Diphosphate Biosynthesis:
L-Glutamine + Phosphoribosyl pyrophosphate + Water ⟶ 5-Phosphoribosylamine + L-Glutamic acid + Pyrophosphate
- 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
- Thiamin Diphosphate Biosynthesis:
L-Glutamine + Phosphoribosyl pyrophosphate + Water ⟶ 5-Phosphoribosylamine + L-Glutamic acid + Pyrophosphate
- Purine Nucleotides De Novo Biosynthesis 2:
N(6)-(1,2-dicarboxyethyl)AMP ⟶ Adenosine monophosphate + Fumaric acid
PharmGKB(0)
1 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。
文献列表
- Jesse Alt, Sadakatali S Gori, Kathryn M Lemberg, Arindom Pal, Vijayabhaskar Veeravalli, Ying Wu, Joanna M H Aguilar, Ranjeet P Dash, Lukáš Tenora, Pavel Majer, Qi Sun, Barbara S Slusher, Rana Rais. Glutamine Antagonist GA-607 Causes a Dramatic Accumulation of FGAR which can be used to Monitor Target Engagement.
Current drug metabolism.
2021; 22(9):735-745. doi:
10.2174/1389200222666210831125041
. [PMID: 34488583]