CHEBI:17621 - FMN

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Definition A flavin mononucleotide that is riboflavin (vitamin B2) in which the primary hydroxy group has been converted to its dihydrogen phosphate ester.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:42587, CHEBI:4960, CHEBI:13317, CHEBI:21127
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Formula C17H21N4O9P
Net Charge 0
Average Mass 456.344
Monoisotopic Mass 456.10462
InChI InChI=1S/C17H21N4O9P/c1-7-3-9-10(4-8(7)2)21(15-13(18-9)16(25)20-17(26)19-15)5-11(22)14(24)12(23)6-30-31(27,28)29/h3-4,11-12,14,22-24H,5-6H2,1-2H3,(H,20,25,26)(H2,27,28,29)/t11-,12+,14-/m0/s1
SMILES C12=NC(NC(C1=NC=3C(N2C[C@@H]([C@@H]([C@@H](COP(=O)(O)O)O)O)O)=CC(=C(C3)C)C)=O)=O
Metabolite of Species Details
Mus musculus (NCBI:txid10090) Source: BioModels - MODEL1507180067 See: PubMed
Escherichia coli (NCBI:txid562) See: PubMed
Homo sapiens (NCBI:txid9606) See: PubMed
Roles Classification
Biological Role(s): coenzyme
A low-molecular-weight, non-protein organic compound participating in enzymatic reactions as dissociable acceptor or donor of chemical groups or electrons.
mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
An organic molecule or ion (usually a metal ion) that is required by an enzyme for its activity. It may be attached either loosely (coenzyme) or tightly (prosthetic group).
(via flavin mononucleotide )
bacterial metabolite
Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
water-soluble vitamin (role)
Any vitamin that dissolves in water and readily absorbed into tissues for immediate use. Unlike the fat-soluble vitamins, they are not stored in the body and need to be replenished regularly in the diet and will rarely accumulate to toxic levels since they are quickly excreted from the body via urine.
(via B vitamin )
Application(s): nutraceutical
A product in capsule, tablet or liquid form that provide essential nutrients, such as a vitamin, an essential mineral, a protein, an herb, or similar nutritional substance.
(via B vitamin )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing FMN (CHEBI:17621) has role bacterial metabolite (CHEBI:76969)
FMN (CHEBI:17621) has role coenzyme (CHEBI:23354)
FMN (CHEBI:17621) has role cofactor (CHEBI:23357)
FMN (CHEBI:17621) has role human metabolite (CHEBI:77746)
FMN (CHEBI:17621) has role mouse metabolite (CHEBI:75771)
FMN (CHEBI:17621) is a flavin mononucleotide (CHEBI:24041)
FMN (CHEBI:17621) is a vitamin B2 (CHEBI:176838)
FMN (CHEBI:17621) is conjugate acid of FMN(3−) (CHEBI:58210)
Incoming 8-carboxy-8-demethylriboflavin 5'-phosphate (CHEBI:140157) has functional parent FMN (CHEBI:17621)
8-formyl-8-demethylriboflavin 5'-phosphate (CHEBI:140156) has functional parent FMN (CHEBI:17621)
FMN-N5-peroxide(2−) (CHEBI:176498) has functional parent FMN (CHEBI:17621)
FMN-L-threonine (CHEBI:74347) has functional parent FMN (CHEBI:17621)
prenyl-FMN (CHEBI:87749) has functional parent FMN (CHEBI:17621)
FMN(3−) (CHEBI:58210) is conjugate base of FMN (CHEBI:17621)
Synonyms Sources
Flavin mononucleotide KEGG COMPOUND
riboflavin 5'-(dihydrogen phosphate) ChemIDplus
riboflavin 5'-monophosphate ChemIDplus
riboflavin 5'-phosphate ChemIDplus
riboflavin monophosphate ChemIDplus
Riboflavin-5-phosphate KEGG COMPOUND
riboflavine dihydrogen phosphate ChemIDplus
Manual Xrefs Databases
2374 DrugCentral
C00019686 KNApSAcK
DB03247 DrugBank
Flavin_mononucleotide Wikipedia
HMDB0001520 HMDB
MOL000043 COMe
US2535385 Patent
US2610179 Patent
US2740775 Patent
US3118876 Patent
View more database links
Registry Numbers Types Sources
146-17-8 CAS Registry Number KEGG COMPOUND
146-17-8 CAS Registry Number ChemIDplus
477717 Gmelin Registry Number Gmelin
68086 Reaxys Registry Number Reaxys
68086 Beilstein Registry Number Beilstein
Citations Waiting for Citations Types Sources
13973054 PubMed citation Europe PMC
23500531 PubMed citation Europe PMC
23570607 PubMed citation Europe PMC
24643482 PubMed citation Europe PMC
25108762 PubMed citation Europe PMC
Last Modified
20 July 2021
General Comment
2011-03-18 A coenzyme for a number of oxidative enzymes including NADH dehydrogenase, FMN is the principal form in which riboflavin is found in cells and tissues.