General Information of MET (ID: META00815)
Name Flavin mononucleotide
Synonyms   Click to Show/Hide Synonyms of This Metabolite
FMN; Flanin; Flavin mononucleotide monosodium salt; Flavin mononucleotide monosodium salt, dihydrate; Flavine mononucleotide; Flavol; Mononucleotide, flavin', Riboflavin 5' monophosphate, 'Flavin mononucleotide disodium salt; Mononucleotide, riboflavin; Phosphate, sodium riboflavin', Riboflavin 5' phosphate, 'Riboflavin phosphate, sodium; Riboflavin; Riboflavin 5'-(dihydrogen phosphate), Riboflavin 5'-monophosphate, Riboflavin 5'-phosphate, 'Riboflavin monophosphate; Riboflavin mononucleotide; Riboflavin phosphate', Riboflavin-5'-phosphate na, Riboflavine 5'-monophosphate, Riboflavine 5'-phosphate, 'Riboflavine monophosphate; Riboflavin-5-phosphate; Riboflavin-5-phosphoric acid; Riboflavine dihydrogen phosphate', Riboflavin 5'-(dihydrogen phosphoric acid), Riboflavin 5'-monophosphoric acid, Riboflavin 5'-phosphoric acid, 'Riboflavin monophosphoric acid; Riboflavine dihydrogen phosphoric acid; Riboflavine phosphate', Riboflavine-5'-phosphate, 'Vitamin b2 phosphate', 5'-monoPhosphate, riboflavin, 5'-Phosphate, riboflavin, 'Flavin mononucleotide sodium salt; Sodium riboflavin phosphate
Source Endogenous;Escherichia Coli Metabolite;Yeast Metabolite;Food additives;Microbial
Structure Type   Flavin nucleotides  (Click to Show/Hide the Complete Structure Type Hierarchy)
Nucleosides, nucleotides, and analogues
Flavin nucleotides
PubChem CID
643976
HMDB ID
HMDB0001520
Formula
C17H21N4O9P
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
C00061
DrugBank ID
DB03247
ChEBI ID
17621
FooDB ID
FDB030862
ChemSpider ID
559060
METLIN ID
6295
Physicochemical Properties Molecular Weight 456.3 Topological Polar Surface Area 202
XlogP -2.6 Complexity 844
Heavy Atom Count 31 Rotatable Bond Count 7
Hydrogen Bond Donor Count 6 Hydrogen Bond Acceptor Count 10
Function
Flavin mononucleotide (FMN), or riboflavin-5.phosphate, is a biomolecule produced from riboflavin (vitamin B2) by the enzyme riboflavin kinase and functions as prosthetic group of various oxidoreductases including NADH dehydrogenase as well as cofactor in biological blue-light photo receptors. During the catalytic cycle, the reversible interconversion of oxidized (FMN), semiquinone (FMNH. and reduced (FMNH2) forms occurs in the various oxidoreductases. FMN is a stronger oxidizing agent than NAD and is particularly useful because it can take part in both one- and two-electron transfers. Flavin mononucleotide is also used as an orange-red food colour additive. It is the principal form in which riboflavin is found in cells and tissues.
Regulatory Network
Full List of Protein(s) Regulating This Metabolite
      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 [1]
                      Introduced Variation Knockout of TP53
                      Induced Change Flavin mononucleotide concentration: decrease (Log2 FC=0.73)
                      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 flavin mononucleotide 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 [2]
                      Introduced Variation Overexpression of AN2
                      Induced Change Flavin mononucleotide concentration: decrease (FC = 0.39)
                      Summary Introduced Variation         Induced Change 
                      Disease Status Healthy individual
                      Details It is reported that overexpression of AN2 leads to the decrease of flavin mononucleotide levels compared with control group.
References
1 Integrative omics analysis of p53-dependent regulation of metabolism. FEBS Lett. 2018 Feb;592(3):380-393.
2 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.

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