Details of Metabolite

General Information of MET (ID: META00210)
Name NADP
Synonyms   Click to Show/Hide Synonyms of This Metabolite
Adenine-nicotinamide dinucleotide phosphate; Codehydrase II; Codehydrogenase II; Coenzyme II; Dinucleotide phosphate, nicotinamide-adenine; NAD phosphate; NAD phosphoric acid; NADP; NADP nicotinamide-adenine-dinucleotide phosphATE; NADP nicotinamide-adenine-dinucleotide phosphoric acid; NADP+; NADPH; Nicotinamide adenine dinucleotide phosphate; Nicotinamide-adenine dinucleotide phosphate; Nucleotide, triphosphopyridine; Phosphate, nicotinamide-adenine dinucleotide; TPN; Triphosphopyridine nucleotide; beta-NADP; beta-Nicotinamide adenine dinucleotide phosphate
Source Endogenous;Escherichia Coli Metabolite;Yeast Metabolite;Food;Microbial
Structure Type   (5'->5')-dinucleotides  (Click to Show/Hide the Complete Structure Type Hierarchy)
Nucleosides, nucleotides, and analogues
(5'->5')-dinucleotides
PubChem CID
5885
HMDB ID
HMDB0000217
Formula
C21H28N7O17P3
Structure
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3D MOL 2D MOL
  Click to Show/Hide the Molecular/Functional Data (External Links/Property/Function) of This Metabolite
KEGG ID
C00006
DrugBank ID
DB03461
ChEBI ID
44409
FooDB ID
FDB021908
ChemSpider ID
5674
Physicochemical Properties Molecular Weight 743.4 Topological Polar Surface Area 368
XlogP -7.1 Complexity 1290
Heavy Atom Count 48 Rotatable Bond Count 13
Hydrogen Bond Donor Count 8 Hydrogen Bond Acceptor Count 21
Function
Nicotinamide adenine dinucleotide phosphate (NADP) is a coenzyme composed of ribosylnicotinamide 5'-phosphate (NMN) coupled with a pyrophosphate linkage to 5'-phosphate adenosine 2',5'-bisphosphate. NADP serves as an electron carrier in a number of reactions, being alternately oxidized (NADP+) and reduced (NADPH). NADP is formed through the addition of a phosphate group to the 2' position of the adenosyl nucleotide through an ester linkage (Dorland, 27th ed). This extra phosphate is added by the enzyme NAD+ kinase and removed via NADP+ phosphatase. NADP is also known as TPN (triphosphopyridine nucleotide) and it is an important cofactor used in anabolic reactions in all forms of cellular life. Examples include the Calvin cycle, cholesterol synthesis, fatty acid elongation, and nucleic acid synthesis.
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 NADP 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 NADP levels compared with control group.
      Oxidoreductases (EC 1)
            Alcohol dehydrogenase iron 1 (ADHFE1) 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 ADHFE1
                      Induced Change NADP concentration: increase
                      Summary Introduced Variation         Induced Change 
                      Disease Status Breast cancer [ICD-11: 2C60]
                      Details It is reported that overexpression of ADHFE1 leads to the increase of NADP levels compared with control group.
            Glucose-6-phosphate dehydrogenase (G6PD) 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 [3]
                      Introduced Variation Knockdown (siRNA) of G6PD
                      Induced Change NADP concentration: decrease
                      Summary Introduced Variation         Induced Change 
                      Disease Status Healthy individual
                      Details It is reported that knockdown of G6PD leads to the decrease of NADP levels compared with control group.
      Pore-forming PNC peptide (PNC)
            Cellular tumor antigen p53 (TP53) 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 [4]
                      Introduced Variation Knockout of TP53
                      Induced Change NADP concentration: decrease (Log2 FC=0.99)
                      Summary Introduced Variation         Induced Change 
                      Disease Status Colon cancer [ICD-11: 2B90]
                      Details It is reported that knockout of TP53 leads to the decrease of NADP levels compared with control group.
      Transcriptional coactivator (TC)
            PPAR-gamma coactivator 1-alpha (PPARGC1A) 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 [5]
                      Introduced Variation Knockout of Ppargc1a
                      Induced Change NADP concentration: decrease
                      Summary Introduced Variation         Induced Change 
                      Disease Status Congestive heart failure [ICD-11: BD10]
                      Details It is reported that knockout of Ppargc1a leads to the decrease of NADP levels compared with control group.
      Transferases (EC 2)
            6-phosphofructo-2-kinase/fructose-2,6-bisphosphatase 4 (PFKFB4) Click to Show/Hide the Full List of Regulating Pair(s):   3 Pair(s)
               Detailed Information Protein   Info click to show the details of this protein
               Regulating Pair (1) Experim Info click to show the details of experiment for validating this pair [6]
                      Introduced Variation Knockdown (shRNA) of PFKFB4
                      Induced Change NADP concentration: increase
                      Summary Introduced Variation         Induced Change 
                      Disease Status Breast cancer [ICD-11: 2C60] ...
                      Details It is reported that knockdown of PFKFB4 leads to the increase of NADP levels compared with control group.
               Regulating Pair (2) Experim Info click to show the details of experiment for validating this pair [6]
                      Introduced Variation Overexpression of PFKFB4
                      Induced Change NADP concentration: decrease
                      Summary Introduced Variation         Induced Change 
                      Disease Status Breast cancer [ICD-11: 2C60] ...
                      Details It is reported that overexpression of PFKFB4 leads to the decrease of NADP levels compared with control group.
               Regulating Pair (3) Experim Info click to show the details of experiment for validating this pair [6]
                      Introduced Variation Knockdown (shRNA) of Pfkfb4
                      Induced Change NADP concentration: increase
                      Summary Introduced Variation         Induced Change 
                      Disease Status Lung cancer [ICD-11: 2C25]
                      Details It is reported that knockdown of Pfkfb4 leads to the increase of NADP levels compared with control group.
            Pyridoxal kinase (PDXK) 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 [7]
                      Introduced Variation Knockout (CRISPR/Cas9 sgRNA) of Pdxk
                      Induced Change NADP concentration: decrease
                      Summary Introduced Variation         Induced Change 
                      Disease Status Acute myeloid leukaemia [ICD-11: 2A60]
                      Details It is reported that knockout of Pdxk leads to the decrease of NADP 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 ADHFE1 is a breast cancer oncogene and induces metabolic reprogramming. J Clin Invest. 2018 Jan 2;128(1):323-340.
3 Glucose metabolism during in vitro maturation of mouse oocytes: An study using RNA interference. J Cell Physiol. 2018 Sep;233(9):6952-6964.
4 Integrative omics analysis of p53-dependent regulation of metabolism. FEBS Lett. 2018 Feb;592(3):380-393.
5 Heart specific PGC-1 deletion identifies metabolome of cardiac restricted metabolic heart failure. Cardiovasc Res. 2019 Jan 1;115(1):107-118.
6 Fructose-2,6-bisphosphate synthesis by 6-phosphofructo-2-kinase/fructose-2,6-bisphosphatase 4 (PFKFB4) is required for the glycolytic response to hypoxia and tumor growth. Oncotarget. 2014 Aug 30;5(16):6670-86.
7 Vitamin B6 Addiction in Acute Myeloid Leukemia. Cancer Cell. 2020 Jan 13;37(1):71-84.e7.

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