FMN

FLAVIN MONONUCLEOTIDE

Created:	1999-07-08
Last modified:	2024-09-27

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1,746 entries where FMN is found as a standalone ligand76 entries where FMN is covalently linked to polymer or other heterogen groups

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Chemical Details
Formal Charge	0
Atom Count	52
Chiral Atom Count	3
Bond Count	54
Aromatic Bond Count	6

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Chemical Component Summary
Name	FLAVIN MONONUCLEOTIDE
Synonyms	RIBOFLAVIN MONOPHOSPHATE
Systematic Name (OpenEye OEToolkits)	[(2R,3S,4S)-5-[7,8-dimethyl-2,4-bis(oxidanylidene)benzo[g]pteridin-10-yl]-2,3,4-tris(oxidanyl)pentyl] dihydrogen phosphate
Formula	C₁₇ H₂₁ N₄ O₉ P
Molecular Weight	456.344
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	12.01	N=2C(=O)NC(=O)C3=Nc1cc(C)c(C)cc1N(C=23)CC(O)C(O)C(O)COP(=O)(O)O
SMILES	CACTVS	3.385	Cc1cc2N=C3C(=O)NC(=O)N=C3N(C[CH](O)[CH](O)[CH](O)CO[P](O)(O)=O)c2cc1C
SMILES	OpenEye OEToolkits	1.7.6	Cc1cc2c(cc1C)N(C3=NC(=O)NC(=O)C3=N2)CC(C(C(COP(=O)(O)O)O)O)O
Canonical SMILES	CACTVS	3.385	Cc1cc2N=C3C(=O)NC(=O)N=C3N(C[C@H](O)[C@H](O)[C@H](O)CO[P](O)(O)=O)c2cc1C
Canonical SMILES	OpenEye OEToolkits	1.7.6	Cc1cc2c(cc1C)N(C3=NC(=O)NC(=O)C3=N2)C[C@@H]([C@@H]([C@@H](COP(=O)(O)O)O)O)O
InChI	InChI	1.03	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
InChIKey	InChI	1.03	FVTCRASFADXXNN-SCRDCRAPSA-N

Drug Info: DrugBank

DrugBank ID	DB03247
Name	Flavin mononucleotide
Groups	approved investigational
Description	A coenzyme for a number of oxidative enzymes including NADH DEHYDROGENASE. It is the principal form in which RIBOFLAVIN is found in cells and tissues.
Synonyms	Riboflavin-5'-phosphate sodium salt dihydrate Riboflavin phosphate Flavin mononucleotide riboflavine dihydrogen phosphate riboflavin 5'-phosphate Riboflavin sodium phosphate Vitamin B2 (riboflavin-5-phosphate) FMN Riboflavin-5-phosphate Vitamin B2 phosphate Riboflavin 5'-phosphate sodium anhydrous riboflavin 5'-(dihydrogen phosphate) Riboflavin monophosphate riboflavin 5'-monophosphate
Brand Names	Kenwood Liquid Supplement Kanga-kid Multi-vitamin & Mineral MultiVitamin, Iron and Fluoride Drops Mvc 9+4 Inj Floriva Plus Poly-Vite Pediatric Oral Solution Multivitamin Drops with Fluoride Fortaplex Inj Paramettes Syrup Multi Vitamin Drops with Fluoride with Iron Tini-cal Ampoules Vitamin B Complex 100 Mvc 9 Plus 3 Inj Somarexin and C 1000 Revitex Ampoules Et Comprimes Hemarexin Amp Multi-Vitamin Drops with Fluoride and Iron Multi Vitamin and Fluoride Nrg Plus Liq Multi Vitamin, Iron and Fluoride M.V.I. Paediatric M.V.I.-12 Hemarexin Liquid and Drinkable Ampoules Alsimine W Vitamins A D MultiVitamin with Fluoride Drops Supravite 10ml Ampoule Vitamin and Mineral Supplement - Liq Kanga-B Vitamin B Group + C B Virol Gtf Support Caplet Infa Drops Multivitamins Adult Infuvite Multiple Vitamins M.V.I. 12 Multivit Et Fer Ampoules Et Comprimes Poly-Vite/Iron Oral Solution Multi-Vit with Fluoride and Iron Neo-bex Injectable Photrexa Dynam Ampoule Et Tablet Neo Bex Elixir BumP DHA Pediatric Infuvite Multiple Vitamins for Infusion Ultra Enerforce Pediatric Infuvite Multiple Vitamins M.V.I. Pediatric Vitamin B Complex Photrexa Viscous Riboflavin Inj 50mg/ml Vitamine 110 Liq Tonicol Et A-D-C Ampoules/comprimes Multisol Beminal With C Fortis Pws Maxi 6 Liq Toni Com Liq Kanga Sport Vitamins B & C Plus Minerals Infuvite Adult Multiple Vitamins Dr. AVi MULTIVITAMIN with Zinc, Real Ginger, Lemon and Lemongrass M.V.I. Adult Photrexa Cross-linking Kit B-plex 100 Vitamin B-Complex Supravite C 1000 Beminal Fortis Elx Multi-Vitamin with Fluoride Multi-Vit with Fluoride Multi Vitamin Drops with Fluoride Multi-Vitamin Fluoride Multi Vitamin Drops with Fluoride and Iron Super Vitalex Ampoule Buvable MultiVitamin Drops with Fluoride and Iron B Complex W C and B12 Inj Soluvit N
Categories	Biological Factors Coenzymes Enzymes and Coenzymes Flavins Heterocyclic Compounds, Fused-Ring Micronutrients Nucleic Acids, Nucleotides, and Nucleosides Nucleotides Photoenhancer Pigments, Biological Pteridines Ribonucleotides Vitamin B Complex Vitamins
CAS number	146-17-8

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
Flavin reductase (NADPH)	MAVKKIAIFGATGQTGLTTLAQAVQAGYEVTVLVRDSSRLPSEGPRPAHV...	unknown
Hydroxyacid oxidase 1	MLPRLICINDYEQHAKSVLPKSIYDYYRSGANDEETLADNIAAFSRWKLY...	unknown
Pyridoxine-5'-phosphate oxidase	MTCWLRGVTATFGRPAEWPGYLSHLCGRSAAMDLGPMRKSYRGDREAFEE...	unknown
Major NAD(P)H-flavin oxidoreductase	MTHPIIHDLENRYTSKKYDPSKKVSQEDLAVLLEALRLSASSINSQPWKF...	unknown
Riboflavin kinase	MRHLPYFCRGQVVRGFGRGSKQLGIPTANFPEQVVDNLPADISTGIYYGW...	unknown
Oxygen-insensitive NADPH nitroreductase	MTPTIELICGHRSIRHFTDEPISEAQREAIINSARATSSSSFLQCSSIIR...	unknown
Nitric oxide synthase, brain	MEDHMFGVQQIQPNVISVRLFKRKVGGLGFLVKERVSKPPVIISDLIRGG...	unknown
Dihydroorotate dehydrogenase (quinone)	MYYPFVRKALFQLDPERAHEFTFQQLRRITGTPFEALVRQKVPAKPVNCM...	unknown
Dihydropyrimidine dehydrogenase [NADP(+)]	MAPVLSKDSADIESILALNPRTQTHATLCSTSAKKLDKKHWKRNPDKNCF...	unknown
Dihydroorotate dehydrogenase (quinone), mitochondrial	MAWRHLKKRAQDAVIILGGGGLLFASYLMATGDERFYAEHLMPTLQGLLD...	unknown
Flavodoxin	MKIVYWSGTGNTEKMAELIAKGIIESGKDVNTINVSDVNIDELLNEDILI...	unknown
Oxygen-insensitive NAD(P)H nitroreductase	MDIISVALKRHSTKAFDASKKLTPEQAEQIKTLLQYSPSSTNSQPWHFIV...	unknown
Chorismate synthase	MRYLTAGESHGPRLTAIIEGIPAGLPLTAEDINEDLRRRQGGYGRGGRMK...	unknown
2,4-dienoyl-CoA reductase [NADPH]	MSYPSLFAPLDLGFTTLKNRVLMGSMHTGLEEYPDGAERLAAFYAERARH...	unknown
Dihydroorotate dehydrogenase A (fumarate)	MLNTTFANAKFANPFMNASGVHCMTIEDLEELKASQAGAYITKSSTLEKR...	unknown
Pyridoxine/pyridoxamine 5'-phosphate oxidase	MSDNDELQQIAHLRREYTKGGLRRRDLPADPLTLFERWLSQACEAKLADP...	unknown
Pentaerythritol tetranitrate reductase	MSAEKLFTPLKVGAVTAPNRVFMAPLTRLRSIEPGDIPTPLMGEYYRQRA...	unknown
FMN-dependent NADH-azoreductase	MSKVLVLKSSILAGYSQSGQLTDYFIEQWREKHVADEITVRDLAANPVPV...	unknown
Epidermin decarboxylase	MYGKLLICATASINVININHYIVELKQHFDEVNILFSPSSKNFINTDVLK...	unknown
FMN-dependent NADH-azoreductase	MSKVLVLKSSILAGYSQSNQLSDYFVEQWREKHSADEITVRDLAANPIPV...	unknown
Chorismate synthase	MNTLGRFLRLTTFGESHGDVIGGVLDGMPSGIKIDYALLENEMKRRQGGR...	unknown
Flavodoxin	MSKKIGLFYGTQTGKTESVAEIIRDEFGNDVVTLHDVSQAEVTDLNDYQY...	unknown
Flavodoxin	MPKALIVYGSTTGNTEYTAETIARELADAGYEVDSRDAASVEAGGLFEGF...	unknown
Flavodoxin	MAKIGLFYGTQTGVTQTIAESIQQEFGGESIVDLNDIANADASDLNAYDY...	unknown
Putative uncharacterized protein	MSNFLDLQKQRRSIYALGKTVDLSKAELVALIQNAIKQAPSAFNSQTSRA...	unknown
Putative monooxygenase MoxC	MTRADFIQFGAMIHGVGGTTDGWRHPDVDPSASTNIEFYMKKAQTAEKGL...	unknown
tRNA-dihydrouridine synthase	MEVKVGLAPMAGYTDSAFRTLAFEWGADFAFSEMVSAKGFLMNSQKTEEL...	unknown
Protein NrdI	MVQIIFDSKTGNVQRFVNKTGFQQIRKVDEMDHVDTPFVLVTYTTNFGQV...	unknown
Probable aromatic acid decarboxylase	MKLIVGMTGATGAPLGVALLQALREMPNVETHLVMSKWAKTTIELETPYS...	unknown
(S)-mandelate dehydrogenase	MSQNLFNVEDYRKLRQKRLPKMVYDYLEGGAEDEYGVKHNRDVFQQWRFK...	unknown
FMN-dependent NADPH-azoreductase	MNMLVINGTPRKHGRTRIAASYIAALYHTDLIDLSEFVLPVFNGEAEQSE...	unknown
Flavodoxin	MGKIGIFFGTDSGNAEAIAEKISKAIGNAEVIDVAKASKEQFNGFTKVIL...	unknown
Serine/threonine-protein kinase Sgk1	MTVKTEAAKGTLTYSRMRGMVAILIAFMKQRRMGLNDFIQKIANNSYACK...	unknown
Oxygen-insensitive NAD(P)H nitroreductase	MDIISVALKRHSTKAFDASKKLTAEEAEKIKTLLQYSPSSTNSQPWHFIV...	unknown
Nitric oxide reductase	MSQPVAITDGIYWVGAVDWNIRYFHGPAFSTHRGTTYNAYLIVDDKTALV...	unknown
Isopentenyl-diphosphate delta-isomerase	MNIRERKRKHLEACLEGEVAYQKTTTGLEGFRLRYQALAGLALGEVDLTT...	unknown
Trimethylamine dehydrogenase	MARDPKHDILFEPIQIGPKTLRNRFYQVPHCIGAGSDKPGFQSAHRSVKA...	unknown
Rubredoxin-oxygen oxidoreductase	MQATKIIDGFHLVGAIDWNSRDFHGYTLSPMGTTYNAYLVEDEKTTLFDT...	unknown
Riboflavin biosynthesis protein RibF	MVVSIGVFDGVHIGHQKVLRTMKEIAFFRKDDSLIYTISYPPEYFLPDFP...	unknown
Morphinone reductase	MPDTSFSNPGLFTPLQLGSLSLPNRVIMAPLTRSRTPDSVPGRLQQIYYG...	unknown
NADPH-flavin oxidoreductase	MNNTIETILAHRSIRKFTAVPITDEQRQTIIQAGLAASSSSMLQVVSIVR...	unknown
Ribosomal protein S6 kinase alpha-4	MGDEDDDESCAVELRITEANLTGHEEKVSVENFELLKVLGTGAYGKVFLV...	unknown
Phenazine biosynthesis protein PhzG	MNGSIQGKPLLGKGMSESLTGTLDAPFPEYQTLPADPMSVLHNWLERARR...	unknown
Hydroxyacid oxidase 2	MSLVCLTDFQAHAREQLSKSTRDFIEGGADDSITRDDNIAAFKRIRLRPR...	unknown
NAD(P)H dehydrogenase (quinone)	MTAPVKLAIVFYSSTGTGYAMAQEAAEAGRAAGAEVRLLKVRETAPQDVI...	unknown
Flavodoxin-1	MAITGIFFGSDTGNTENIAKMIQKQLGKDVADVHDIAKSSKEDLEAYDIL...	unknown
Isopentenyl-diphosphate delta-isomerase	MTRAERKRQHINHALSIGQKRETGLDDITFVHVSLPDLALEQVDISTKIG...	unknown
NADH dehydrogenase	MEATLPVLDAKTAALKRRSIRRYRKDPVPEGLLREILEAALRAPSAWNLQ...	unknown
FMN-binding protein	MLPGTFFEVLKNEGVVAIATQGEDGPHLVNTWNSYLKVLDGNRIVVPVGG...	unknown
Nitroreductase family protein	MSATTTNLKEAIVNRRSIRKVTKNDAITKERIEEVLKTALHAPTSFNMQS...	unknown
NADPH--cytochrome P450 reductase	MGDSHVDTSSTVSEAVAEEVSLFSMTDMILFSLIVGLLTYWFLFRKKKEE...	unknown
Phosphopantothenoylcysteine decarboxylase	MEPKASCPAAAPLMERKFHVLVGVTGSVAALKLPLLVSKLLDIPGLEVAV...	unknown
PhzG	MGVNANISESLTGTIEAPFPEFEAPPANPMEVLRNWLERARRYGVREPRA...	unknown
Ferredoxin-dependent glutamate synthase 2	MSFQYPLLAPMTNSSVATNSNQPFLGQPWLVEERDACGVGFIANLRGKPD...	unknown
NADPH--cytochrome P450 reductase	MGDSHVDTSSTVSEAVAEEVSLFSMTDMILFSLIVGLLTYWFLFRKKKEE...	unknown	ligand
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Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682