Details of Metabolite

General Information of MET (ID: META00233)
Name	Phosphoribosyl pyrophosphate
Synonyms	Click to Show/Hide Synonyms of This Metabolite 5-Phospho-a-D-ribose 1-diphosphate; 5-Phospho-a-D-ribose 1-diphosphoric acid; 5-Phospho-a-D-ribose-1-diphosphate; 5-Phospho-a-D-ribosyl pyrophosphate; 5-Phospho-alpha-D-ribose 1-diphosphate; 5-Phospho-alpha-D-ribose-1-diphosphate; 5-Phospho-alpha-D-ribosyl pyrophosphate; 5-Phosphoribose 1-pyrophosphate; 5-Phosphoribosyl 1-diphosphate; 5-Phosphoribosyl 1-pyrophosphate; 5-Phosphoribosyl 1-pyrophosphoric acid; 5-Phosphoribosyl a-1-pyrophosphate; 5-Phosphoribosyl alpha-1-pyrophosphate; 5-Phosphoribosyl diphosphate; 5-Phosphoribosyl diphosphoric acid; 5-Phosphoribosyl-1-pyrophosphate; 5-Phosphorylribose 1-a-diphosphate; 5-Phosphorylribose 1-alpha-diphosphate; 5-Phosphorylribose 1-pyrophosphate; 5-Phosphorylribosyl 1-pyrophosphate; PP-Ribose-P; PRPP; PRib-PP; Phosphoribosyl pyrophosphoric acid; Phosphoribosyl-1-pyrophosphate; Phosphoribosyl-pyrophosphate; Phosphoribosylpyrophosphate; Phosphoribosylpyrophosphorate; Phosphoribosylpyrophosphoric acid; a-D-5-(Dihydrogen phosphate) 1-(trihydrogen pyrophosphate) ribofuranose; a-D-5-Phosphoribosyl 1-pyrophosphate; a-D-Ribofuranose 5-(dihydrogen phosphate) 1-(trihydrogen diphosphate); a-D-Ribofuranose 5-(dihydrogen phosphoric acid) 1-(trihydrogen diphosphoric acid); a-D-Ribofuranose 5-phosphate 1-pyrophosphate; a-D-Ribofuranose, 5-(dihydrogen phosphate) 1-(trihydrogen diphosphate); a-Phosphoribosylpyrophosphate; a-Phosphoribosylpyrophosphoric acid; alpha-D-5-(Dihydrogen phosphate) 1-(trihydrogen pyrophosphate) ribofuranose; alpha-D-5-Phosphoribosyl 1-pyrophosphate; alpha-D-Ribofuranose 5-(dihydrogen phosphate) 1-(trihydrogen diphosphate); alpha-D-Ribofuranose 5-phosphate 1-pyrophosphate; alpha-D-Ribofuranose, 5-(dihydrogen phosphate) 1-(trihydrogen diphosphate); alpha-Phosphoribosylpyrophosphoric acid
Source	Endogenous;Escherichia Coli Metabolite;Yeast Metabolite;Food;Drug;Microbial
Structure Type	Carbohydrates and carbohydrate conjugates (Click to Show/Hide the Complete Structure Type Hierarchy) Organic oxygen compounds Organooxygen compounds Carbohydrates and carbohydrate conjugates
PubChem CID	7339
HMDB ID	HMDB0000280
Formula	C5H13O14P3
Structure	<iframe style="width: 300px; height: 300px;" frameborder="0" src="https://embed.molview.org/v1/?mode=balls&cid=7339"></iframe>
Structure	3D MOL		2D MOL
	*Click to Show/Hide the Molecular/Functional Data (External Links/Property/Function) of This Metabolite*
KEGG ID	C00119
DrugBank ID	DB01632
ChEBI ID	17111
FooDB ID	FDB021928
ChemSpider ID	7062
METLIN ID	5274
Physicochemical Properties	Molecular Weight	390.07	Topological Polar Surface Area	230
	XlogP	-5.8	Complexity	521
	Heavy Atom Count	22	Rotatable Bond Count	7
	Hydrogen Bond Donor Count	7	Hydrogen Bond Acceptor Count	14
Function	Phosphoribosyl pyrophosphate, also known as PRPP or PRib-PP, belongs to the class of organic compounds known as pentose phosphates. These are carbohydrate derivatives containing a pentose substituted by one or more phosphate groups. Phosphoribosyl pyrophosphate is an extremely weak basic (essentially neutral) compound (based on its pKa). Phosphoribosyl pyrophosphate exists in all living species, ranging from bacteria to humans. Within humans, phosphoribosyl pyrophosphate participates in a number of enzymatic reactions. In particular, guanine and phosphoribosyl pyrophosphate can be biosynthesized from guanosine monophosphate through its interaction with the enzyme adenine phosphoribosyltransferase. In addition, guanine and phosphoribosyl pyrophosphate can be biosynthesized from guanosine monophosphate; which is catalyzed by the enzyme hypoxanthine-guanine phosphoribosyltransferase. In humans, phosphoribosyl pyrophosphate is involved in adenosine deaminase deficiency. Phosphoribosyl pyrophosphate is a pentosephosphate and it is the key substance in the biosynthesis of histidine, tryptophan, and purine and pyrimidine nucleotides. It is formed from ribose 5-phosphate by the enzyme ribose-phosphate diphosphokinase. It plays a role in transferring phosphate groups in several reactions.
Regulatory Network
Regulatory Network

Full List of Protein(s) Regulating This Metabolite
Hydrolases (EC 3)
Leukotriene-C4 hydrolase (GGT1)		Click to Show/Hide the Full List of Regulating Pair(s): 1 Pair(s)
Detailed Information	Protein Info click to show the details of this protein
Regulating Pair	Experim Info click to show the details of experiment for validating this pair		[1]
Introduced Variation	Knockdown (siRNA) of GGT1
Induced Change	Phosphoribosyl pyrophosphate concentration: increase
Summary	Introduced Variation Induced Change
Disease Status	Renal cell carcinoma [ICD-11: 2C90]
Details	It is reported that knockdown of GGT1 leads to the increase of phosphoribosyl pyrophosphate levels compared with control group.
Transcription factor (TF)
Forkhead box protein O1 (FOXO1)		Click to Show/Hide the Full List of Regulating Pair(s): 1 Pair(s)
Detailed Information	Protein Info click to show the details of this protein
Regulating Pair	Experim Info click to show the details of experiment for validating this pair		[2]
Introduced Variation	Overexpression of Foxo1
Induced Change	Phosphoribosyl pyrophosphate concentration: increase (FC = 1.80)
Summary	Introduced Variation Induced Change
Disease Status	Healthy individual
Details	It is reported that overexpression of Foxo1 leads to the increase of phosphoribosyl pyrophosphate levels compared with control group.

References
1	Impairment of gamma-glutamyl transferase 1 activity in the metabolic pathogenesis of chromophobe renal cell carcinoma. Proc Natl Acad Sci U S A. 2018 Jul 3;115(27):E6274-E6282.
2	Metabolomic analysis of C2C12 myoblasts induced by the transcription factor FOXO1. FEBS Lett. 2019 Jun;593(12):1303-1312.

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