General Information of MET (ID: META00392)
Name FAD
Synonyms   Click to Show/Hide Synonyms of This Metabolite
1H-Purin-6-amine flavine dinucleotide; Adenine-flavin dinucleotide; Adenine-flavine dinucleotide; Adenine-riboflavin dinuceotide; Adenine-riboflavin dinucleotide; Adenine-riboflavine dinucleotide; Adenosine 5'-(trihydrogen pyrophosphate), 5'-5'-ester with riboflavine, Adenosine 5'-[3-(riboflavin-5'-yl) dihydrogen diphosphate], 'Flavin adenine dinucleotide; Dinucleotide, flavin-adenine; FLAVIN-adenine dinucleotide', Riboflavin 5'-(trihydrogen diphosphate), 5'-5'-ester with adenosine, Riboflavin 5'-adenosine diphosphate, 'Adeflavin', Adenosine 5'-(trihydrogen pyrophosphoric acid), 5'-5'-ester with riboflavine, Adenosine 5'-[3-(riboflavin-5'-yl) dihydrogen diphosphoric acid], Riboflavin 5'-(trihydrogen diphosphoric acid), 5'-5'-ester with adenosine, Riboflavin 5'-adenosine diphosphoric acid, '1H-Purin-6-amine flavin dinucleotide; Flamitajin b; Flanin F; Flavin adenine dinucleotide oxidized; Flavine adenosine diphosphate; Flavine-adenine dinucleotide; Flavitan; Flaziren; Isoalloxazine-adenine dinucleotide; Riboflavin-adenine dinucleotide; Riboflavine-adenine dinucleotide
Source Endogenous;Escherichia Coli Metabolite;Yeast Metabolite;Food;Drug;Cosmetic;Microbial
Structure Type   Flavin nucleotides  (Click to Show/Hide the Complete Structure Type Hierarchy)
Nucleosides, nucleotides, and analogues
Flavin nucleotides
PubChem CID
643975
HMDB ID
HMDB0001248
Formula
C27H33N9O15P2
Structure
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3D MOL is unavailable 2D MOL
  Click to Show/Hide the Molecular/Functional Data (External Links/Property/Function) of This Metabolite
KEGG ID
C00016
DrugBank ID
DB03147
ChEBI ID
16238
FooDB ID
FDB022511
ChemSpider ID
559059
METLIN ID
6106
Physicochemical Properties Molecular Weight 785.5 Topological Polar Surface Area 356
XlogP -5 Complexity 1560
Heavy Atom Count 53 Rotatable Bond Count 13
Hydrogen Bond Donor Count 9 Hydrogen Bond Acceptor Count 20
Function
FAD is a condensation product of riboflavin and adenosine diphosphate. The coenzyme of various aerobic dehydrogenases, e.g., D-amino acid oxidase and L-amino acid oxidase. (Lehninger, Principles of Biochemistry, 1982, p972).
Regulatory Network
Full List of Protein(s) Regulating This Metabolite
      Hydrolases (EC 3)
            Sulfatase sulf-1 (SULF1) 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 (shRNA) of SULF1
                      Induced Change FAD concentration: increase (FC = 1.83 - 1.89)
                      Summary Introduced Variation         Induced Change 
                      Disease Status Ovarian cancer [ICD-11: 2C73]
                      Details It is reported that knockdown of SULF1 leads to the increase of FAD 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 [2]
                      Introduced Variation Knockout of TP53
                      Induced Change FAD concentration: decrease (Log2 FC=0.85)
                      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 FAD levels compared with control group.
      Transcription factor (TF)
            R2R3-MYB (AN2) 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 Overexpression of AN2
                      Induced Change FAD concentration: decrease (FC = 0.06)
                      Summary Introduced Variation         Induced Change 
                      Disease Status Healthy individual
                      Details It is reported that overexpression of AN2 leads to the decrease of FAD levels compared with control group.
      Transferases (EC 2)
            Succinate-hydroxymethylglutarate CoA-transferase (SUGCT) 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 Sugct
                      Induced Change FAD concentration: increase
                      Summary Introduced Variation         Induced Change 
                      Disease Status Diabetes mellitus [ICD-11: 5A14]
                      Details It is reported that knockout of Sugct leads to the increase of FAD levels compared with control group.
References
1 Erratum to: Loss of HSulf-1 promotes altered lipid metabolism in ovarian cancer. Cancer Metab. 2014 Nov 4;2:24.
2 Integrative omics analysis of p53-dependent regulation of metabolism. FEBS Lett. 2018 Feb;592(3):380-393.
3 Comprehensive Influences of Overexpression of a MYB Transcriptor Regulating Anthocyanin Biosynthesis on Transcriptome and Metabolome of Tobacco Leaves. Int J Mol Sci. 2019 Oct 16;20(20):5123.
4 Knockout of the non-essential gene SUGCT creates diet-linked, age-related microbiome disbalance with a diabetes-like metabolic syndrome phenotype. Cell Mol Life Sci. 2020 Sep;77(17):3423-3439.

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