Page last updated: 2024-12-09

flavin mononucleotide

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Occurs in Manufacturing Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

Flavin Mononucleotide: 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. [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID643976
CHEMBL ID1201794
CHEBI ID17621
SCHEMBL ID41133
SCHEMBL ID21544837
MeSH IDM0008652
PubMed CID124202844
MeSH IDM0008652

Synonyms (74)

Synonym
einecs 205-664-7
e101a
CHEMBL1201794
riboflavin 5'-(dihydrogen phosphate)
1-deoxy-1-(7,8-dimethyl-2,4-dioxo-3,4-dihydrobenzo[g]pteridin-10(2h)-yl)-5-o-phosphono-d-ribitol
riboflavin monophosphate
riboflavin 5'-monophosphate
riboflavine dihydrogen phosphate
CHEBI:17621 ,
benzo[g]pteridine, riboflavin 5'-(dihydrogen phosphate) deriv.
riboflavin mononucleotide
riboflavine 5-phosphate (6ci)
flavol
riboflavin phosphate
riboflavine phosphate
d-ribitol, 1-deoxy-1-(3,4-dihydro-7,8-dimethyl-2,4-dioxobenzo[g]pteridin-10(2h)-yl)-, 5-(dihydrogen phosphate)
flavine mononucleotide
riboflavine 5'-phosphate
alloxazine mononucleotide
flanin
riboflavine monophosphate
riboflavine 5'-monophosphate
vitamin b2 phosphate
riboflavin 5'-(dihydrogen phosphate) (8ci,9ci)
FMN ,
riboflavin 5'-phosphate
C00061
146-17-8
riboflavin-5-phosphate
1CZK
1FLM
1AKR
1AKQ
DB03247
1CZL
1AZL
1C7F
1AKW
1AKT
vitamin b2 (riboflavin-5-phosphate)
1CZR
1NOX
{[(2r,3s,4s)-5-{7,8-dimethyl-2,4-dioxo-2h,3h,4h,10h-benzo[g]pteridin-10-yl}-2,3,4-trihydroxypentyl]oxy}phosphonic acid
gtpl5185
[(2r,3s,4s)-5-(7,8-dimethyl-2,4-dioxobenzo[g]pteridin-10-yl)-2,3,4-trihydroxypentyl] dihydrogen phosphate
unii-7n464ure7e
4-26-00-02554 (beilstein handbook reference)
7n464ure7e ,
riboflavin phosphate [vandf]
flavin mononucleotide [mi]
riboflavin phosphate [who-dd]
riboflavin 5''''-phosphate
bdbm50421345
riboflavin 5''-phosphate
SCHEMBL41133
FVTCRASFADXXNN-SCRDCRAPSA-N
DTXSID8023559
AKOS027326698
riboflavin-5'-phosphate na
flavinmononucleotid
Q376061
SCHEMBL21544837
CS-0013780
HY-B0964A
riboflavine phosphate (riboflavine 5'-phosphate)
riboflavin-5-phosphate-sodium
(2r,3s,4s)-5-(7,8-dimethyl-2,4-dioxo-3,4-dihydrobenzo[g]pteridin-10(2h)-yl)-2,3,4-trihydroxypentyl dihydrogen phosphate
riboflavin5'-(dihydrogenphosphate)
EN300-6477229
flavin mononucleotide
S5107
riboflavin 5'-monophosphate sodium salt, tested according to ph.eur.
riboflavin sodium phosphate, european pharmacopoeia (ep) reference standard
riboflavin sodium phosphate, british pharmacopoeia (bp) reference standard

Research Excerpts

Toxicity

ExcerptReferenceRelevance
" During the observation period, no patient had any serious adverse events or side effects associated with taking the drug."( [The result of prospective randomized study CITADEL - the efficacy and safety of drug cytoflavin in postcovid rehabilitation].
Bairova, KI; Petrikeeva, AE; Putilina, MV; Shabalina, NI; Teplova, NV, 2021
)
0.62
" Furthermore, if PG-FMN is to be proposed as a theranostic agent, such a study should include both healthy and tumoral cells and its outcome should reveal the nanomaterial as selectively toxic to the latter."( Cytotoxicity of Nucleotide-Stabilized Graphene Dispersions on Osteosarcoma and Healthy Cells: On the Way to Safe Theranostics Agents.
Ayán Varela, M; Cicuéndez, M; Coimbra, A; Oliveira, H; Paredes, JI; Santos, J; Silva, VS; Vila, M; Villar Rodil, S, 2021
)
0.62

Bioavailability

ExcerptReferenceRelevance
" Ethanol markedly diminished the bioavailability of [14C]FAD to a greater degree than that of [14C]riboflavin."( Mechanisms underlying the differential effects of ethanol on the bioavailability of riboflavin and flavin adenine dinucleotide.
Huang, YP; Pinto, J; Rivlin, RS, 1987
)
0.27
"A new solid dosage form was developed which can enhance the bioavailability of riboflavin."( Modified-release capsules containing sodium riboflavin 5'-phosphate.
Buchholcz, G; Kelemen, A; Pintye-Hódi, K, 2014
)
0.4

Dosage Studied

ExcerptRelevanceReference
" In addition to basic therapy, 16 patients of the main group were treated with the antioxidant power-normalizing drug cytoflavin used in dosage 20 ml/day intravenous in drops from the 1st to 10th day and 2 tablets twice a day from the 11th to 35th day."( [Effect of early correction of energy and free-radical homeostasis on the clinical-morphological presentation of cerebral infarction].
Bolevich, SB; Fedin, AI; Goluzova, IuN; Iliukhina, OA; Men'shova, NI; Rumiantseva, SA; Silina, EV; Vasil'ev, IuD, 2010
)
0.36
" In the main group (n=61), the complex treatment included cytoflavin in dosage 2 ml/kg/day, intravenously during 5 days."( [Clinical-encephalographic evaluation of preterm children treated with cytoflavin during the first year of life].
Asmolova, GA; Degtiareva, MG; Grebennikova, OV; Rogatkina, SO; Serova, ND; Sigova, IuA; Volodin, NN, 2011
)
0.37
"4%) patients treated with cytoflavin in dosage 20-40 ml daily intravenously in drops during 10 days in addition to standard treatment."( [Correction of energy homeostasis in the acute period of concomitant brain injury].
Beletskiĭ, AV; Nikonov, VV; Pavlenko, AIu, 2013
)
0.39
"A new solid dosage form was developed which can enhance the bioavailability of riboflavin."( Modified-release capsules containing sodium riboflavin 5'-phosphate.
Buchholcz, G; Kelemen, A; Pintye-Hódi, K, 2014
)
0.4
"The disturbance of lipid metabolism was induced by the introduction of exogenic cholesterol-in -oil emulsion in dosage 40 mg /kg of body mass during 20 days."( [The assessment of the effects of cytoflavin and cardioxipin on the emotional status of rats with dyslipidemia].
Antropova, NV; Kustikova, IN; Moiseeva, IIa; Rodina, OP; Vodop'ianova, OA, 2014
)
0.4
" Patients in the first group (experimental group), consisting of 32 patients, as part of combined therapy received ascorbic acid (5% solution twice a day in a recommended dosage of 20 ml/day for 20 days); the second group (37 patients) received 10 ml of cytoflavin intravenously by drop infusion twice a day for 10 days; the third group received cytoflavin for 20 days (from day 1 to day 10 - 20 ml a day, from day 11 to day 20 - 10 ml a day)."( [Performance evaluation of integrated cytoprotective therapy of different duration in patients with cerebral infarction].
Chichanovskaia, LV; Eliseev, EV; Kabaeva, EN; Kovalenko, AL; Lukin, DI; Nazarov, MV; Nedorostkova, TIu; Rumiantseva, SA; Silina, EV; Stupin, VA; Tsukurova, LA, 2015
)
0.42
" In addition to standard treatment, 36 patients received cytoflavin in the dosage of two tablets twice a day for 30 days."( [Pathogenetic aspects of the use of cytoflavine in the treatment of сhronic post-traumatic headache].
Iskra, DA,
)
0.13
" ME loaded with lipophilic TG-DHA provides convenient dosage in liquid aqueous form of administration of highly lipophilic TG-DHA, which is known as a protective molecule in dry eye syndrome."( Potentiality of microemulsion systems in treatment of ophthalmic disorders: Keratoconus and dry eye syndrome - In vivo study.
Aserin, A; Garti, N; Garti-Levy, S; Lidich, N, 2019
)
0.51
" The affinity of FMN, FAD and the precursor riboflavin (RF) to an unsaturated phospholipid bilayer model as well as the location of the probes within the lipid bilayer were assessed from united-atom molecular dynamics simulations carried out on an unsaturated phospholipid bilayer model system, and the theoretical and experimental characterization of the two probes within biomembranes was complemented with the light microscopy survey of the cell morphology of L929 fibroblast cells cultivated in the presence of various dosage of FAD/FMN."( Spectroscopic, molecular dynamics simulation and biological studies of Flavin MonoNucleotide and Flavin Adenine Dinucleotide in biomimetic systems.
Angelescu, DG; Craciunescu, O; Moldovan, L; Tatia, R; Voicescu, M, 2021
)
0.62
" In this work, flavin mononucleotide (FMN) was dosed as an electron shuttle to improve the removal of the typical toxic VOCs, toluene."( Flavin mononucleotide-stimulated microbial fuel cell for efficient gaseous toluene abatement.
Chen, J; Lang, Y; Ye, J; Yu, Y; Zhang, S; Zou, H, 2022
)
0.72
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Occurs in Manufacturing (18 Product(s))

Product Categories

Product CategoryProducts
Vitamins & Supplements16
Professional Supplements2

Products

ProductBrandCategoryCompounds Matched from IngredientsDate Retrieved
Bluebonnet Nutrition CellularActive® Coenzyme B-Complex -- 100 Vcaps®Bluebonnet NutritionVitamins & SupplementsPABA, Biotin, Choline, riboflavin 5' phosphate, inositol hexanicotinate, Inositol, Vitamin B3, niacinamide, PABA, Pantothenic Acid, pyridoxal 5' phosphate, pyridoxine HCl, Vitamin B6, Vitamin B2, cocarboxylase, Vitamin B1, Vitamin B12, Vitamin B62024-11-29 10:47:42
Bluebonnet Nutrition Maxi ONE® Whole Food-Based Multiple -- 90 Vegetable CapsulesBluebonnet NutritionVitamins & SupplementsVitamin C, Biotin, Boron, Vitamin D3, Choline, Chromium, Vitamin E, riboflavin 5' phosphate, Folate, Vitamin E, Iodine, Manganese, Molybdenum, Vitamin B3, Pantothenic Acid, pyridoxine 5' phosphate, pyridoxine HCl, Vitamin B6, Vitamin A, Vitamin B2, Selenium, citrate, citrate, Vitamin B1, Vitamin B12, Vitamin B6, Vitamin K2024-11-29 10:47:42
Country Life Chewable Adult Multi -- 60 WafersCountry LifeVitamins & SupplementsPABA, Vitamin C, Biotin, calcium ascorbate, calcium citrate, Choline, Chromium, Vitamin E, riboflavin 5' phosphate, Folic Acid, Vitamin E, Inositol, Manganese, Niacin, niacinamide, PABA, Pantothenic Acid, pyridoxal 5' phosphate, pyridoxine hydrochloride, Vitamin B6, Vitamin A, Riboflavin, Selenium, Thiamin, Vitamin B12, Vitamin B62024-11-29 10:47:42
Country Life Coenzyme B-Complex -- 120 Vegan CapsulesCountry LifeVitamins & SupplementsPABA, Biotin, d-calcium pantothenate, Choline, dibencozide, riboflavin 5' phosphate, Folate, Inositol, Niacin, PABA, pantethine, Pantothenic Acid, pyridoxal 5' phosphate, pyridoxine hydrochloride, Vitamin B6, Riboflavin, thiamine hydrochloride, Thiamin, alpha-Lipoic Acid, Vitamin B12, Vitamin B62024-11-29 10:47:42
Country Life Coenzyme B-Complex -- 60 Vegan CapsulesCountry LifeVitamins & SupplementsPABA, Biotin, Choline, dibencozide, riboflavin 5' phosphate, Folate, Inositol, Niacin, PABA, pantethine, Pantothenic Acid, pyridoxal 5' phosphate, pyridoxine hydrochloride, Vitamin B6, Riboflavin, thiamine hydrochloride, Thiamin, Alpha-Lipoic Acid, Vitamin B12, Vitamin B62024-11-29 10:47:42
Country Life Core Daily-1 for Men 50 + -- 60 TabletsCountry LifeVitamins & SupplementsLipase, Vitamin C, beta carotene, Betaine, Biotin, Calcium fructoborate, d-calcium pantothenate, Cellulase, Choline, Chromium, Vitamin E, riboflavin 5' phosphate, Folic Acid, Vitamin E, inositol hexanicotinate, Inositol, Lactose, Manganese, Molybdenum, Niacin, pantethine, Pantothenic Acid, Phosphorus, pyridoxal 5' phosphate, pyridoxine hydrochloride, Vitamin B6, Vitamin A, Riboflavin, Selenium, citrate, citrate, thiamine hydrochloride, Thiamin, cyanocobalamin, Vitamin B6, Vitamin K2024-11-29 10:47:42
Country Life Core Daily™ 1 for Women 50 Plus -- 60 TabletsCountry LifeVitamins & SupplementsLipase, Vitamin C, beta carotene, Betaine, Biotin, Calcium fructoborate, d-calcium pantothenate, Cellulase, Choline, Chromium, Vitamin E, riboflavin 5' phosphate, Folic Acid, Vitamin E, inositol hexanicotinate, Inositol, Lactose, Manganese, Molybdenum, Niacin, pantethine, Pantothenic Acid, Phosphorus, pyridoxal 5' phosphate, pyridoxine hydrochloride, Vitamin B6, Vitamin A, Riboflavin, Selenium, citrate, citrate, thiamine hydrochloride, Thiamin, cyanocobalamin, Vitamin B6, Vitamin K2024-11-29 10:47:42
Country Life Daily Total One™ Iron Free -- 60 Vegetarian CapsulesCountry LifeVitamins & Supplements ascorbyl palmitate, Vitamin C, beta carotene, Betaine, Biotin, Boron, calcium ascorbate, calcium citrate, d-calcium pantothenate, di-calcium phosphate, Chromium, Vitamin E, riboflavin 5' phosphate, Folate, Vitamin E, inositol hexanicotinate, Inositol, magnesium citrate, Manganese, Molybdenum, Niacin, niacinamide, pantethine, Pantothenic Acid, Phosphorus, pyridoxal 5' phosphate, pyridoxine hydrochloride, Vitamin B6, retinyl palmitate, Vitamin A, Riboflavin, Selenium, thiamine hydrochloride, Thiamin, Vitamin B12, Vitamin B6, Vitamin K2024-11-29 10:47:42
Life Extension Two-Per-Day Capsules -- 120 CapsulesLife ExtensionVitamins & SupplementsD-alpha tocopheryl succinate, Apigenin, Vitamin C, Biotin, Boron, dicalcium phosphate, Vitamin D3, Vitamin E, riboflavin 5'-phosphate, Folate, Vitamin E, gluconate, Inositol, Iodine, maltodextrin, Manganese, Molybdenum, Niacin, niacinamide, Pantothenic Acid, pyridoxal 5'-phosphate, pyridoxine HCl, Vitamin B6, Vitamin A, Riboflavin, Thiamine, Alpha-Lipoic Acid, beta, Vitamin B12, Vitamin B62024-11-29 10:47:42
Life Extension Two-Per-Day Tablets -- 120 TabletsLife ExtensionVitamins & SupplementsD-alpha tocopheryl succinate, Apigenin, Vitamin C, Biotin, Boron, dicalcium phosphate, Vitamin D3, Vitamin E, riboflavin 5'-phosphate, Folate, Vitamin E, gluconate, glycerin, Microcrystalline cellulose, Inositol, Iodine, maltodextrin, Manganese, Molybdenum, Niacin, niacinamide, Pantothenic Acid, pyridoxal 5'-phosphate, pyridoxine HCI, Vitamin B6, Vitamin A, Riboflavin, stearic acid, Thiamine, Alpha-Lipoic Acid, beta, Vitamin B12, Vitamin B62024-11-29 10:47:42
Liquid Health Complete Multiple Natural Berry -- 32 fl ozLiquid HealthVitamins & Supplementscitric acid, Vitamin C, Biotin, Boron, d-calcium pantothenate, Choline, Chromium, citric acid, Vitamin E, erythritol, Riboflavin 5 phosphate, Folate, Vitamin E, malic acid, Manganese, Molybdenum, Niacin Vitamin B3, Pantothenic Acid, allulose, pyridoxal 5 phosphate, Vitamin B6, Vitamin A, Vitamin B12, Vitamin B62024-11-29 10:47:42
Twinlab Daily One Caps For Women -- 60 CapsulesTwinlabVitamins & Supplements Agnuside, Vitamin C, Biotin, Vitamin D3, Choline, Chromium, Vitamin E, riboflavin-5'-phosphate, Folate, Vitamin E, Inositol, Iodine, Manganese, Vitamin K2, Vitamin K2, Molybdenum, Niacin, Pantothenic Acid, pyridoxal-5'-phosphate, pyridoxine HCI, Vitamin B6, Vitamin A, Vitamin B2, Selenium, Vitamin B1, Vitamin B12, Vitamin B62024-11-29 10:47:42
Vitacost B-50 Complex -- 100 CapsulesVitacost BrandVitamins & SupplementsBiotin, Choline, riboflavin 5'-phosphate, Folate, Inositol, Niacin, Pantothenic Acid, Vitamin B6, Riboflavin, Thiamin, Vitamin B12, Vitamin B62024-11-29 10:47:42
Vitacost-Synergy Optimized B-100 Complex Enhanced Absorption -- 60 CapsulesVitacost-SynergyVitamins & SupplementsBiotin, Choline, riboflavin 5'-phosphate, Folate, inositol hexanicotinate, Inositol, Niacin, niacinamide, Pantothenic Acid, pyridoxal 5-phosphate, Vitamin B6, Riboflavin, Thiamin, Vitamin B12, Vitamin B62024-11-29 10:47:42
Vital Nutrients B-Complex - Balanced High Potency B Vitamin Complex -- 120 CapsulesVital NutrientsProfessional Supplementsascorbyl palmitate, Biotin, Riboflavin-5-Phosphate, Folate, leucine, Niacinamide, Pantothenic Acid, Pyridoxal 5' Phosphate, Vitamin B6, Riboflavin, Thiamin, Vitamin B12, Vitamin B62024-11-29 10:47:42
Vital Nutrients Multi-Nutrients 3 Citrate-Malate Formula without Copper and Iron -- 180 CapsulesVital NutrientsProfessional SupplementsVitamin C, Biotin, Boron, Chromium, Vitamin E, Riboflavin 5' Phosphate, Folate, Vitamin E, Iodine, Manganese, Molybdenum, Niacinamide, Pantothenic Acid, Pyridoxal 5' Phosphate, Vitamin B6, Vitamin A, Riboflavin, Selenium, Thiamin, Vanadium, Vitamin B12, Vitamin B62024-11-29 10:47:42
Vitanica Maternal Symmetry™ OB Multivitamin -- 180 Vegetarian CapsulesVitanicaVitamins & SupplementsVitamin C, Biotin, Boron, calcium ascorbate, Chromium, Vitamin E, ferrous fumarate, ferrous succinate, riboflavin-5-phosphate, Folate, Vitamin E, Iodine, Manganese, Vitamin B3, Pantothenic Acid, Vitamin B6, Vitamin A, vitamin B2, Selenium, Thiamin, vitamin B1, Vitamin B12, Vitamin B6, Vitamin D2, Vitamin K2024-11-29 10:47:42
Zahler Prenatal + DHA 300 Optimal Formula -- 180 SoftgelsZahlerVitamins & SupplementsVitamin C, Biotin, Vitamin D3, Choline, Chromium, Vitamin E, Docosahexaenoic Acid, Riboflavin 5-Phosphate, Folate, Vitamin E, Iodine, Manganese, Vitamin K2, Vitamin K2, Molybdenum, Niacin, Pantothenic Acid, Vitamin B6, Vitamin A, Riboflavin, Selenium, Thiamin, Vitamin B12, Vitamin B6, Vitamin K12024-11-29 10:47:42

Roles (5)

RoleDescription
coenzymeA low-molecular-weight, non-protein organic compound participating in enzymatic reactions as dissociable acceptor or donor of chemical groups or electrons.
bacterial metaboliteAny prokaryotic metabolite produced during a metabolic reaction in bacteria.
human metaboliteAny mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
mouse metaboliteAny mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
cofactorAn 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).
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Drug Classes (2)

ClassDescription
flavin mononucleotide
vitamin B2Any member of a group of vitamers that belong to the chemical structural class called flavins that exhibit biological activity against vitamin B2 deficiency. Symptoms associated with vitamin B2 deficiency include glossitis, seborrhea, angular stomaitis, cheilosis and photophobia. The vitamers include riboflavin and its phosphate derivatives (and includes their salt, ionised and hydrate forms).
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Pathways (22)

PathwayProteinsCompounds
eNOS activation and regulation1326
Riboflavin Metabolism515
Sulfur Metabolism2833
Sulfur Metabolism (Butanesulfonate)2834
Sulfur Metabolism (Propanesulfonate)2834
Sulfur Metabolism (Ethanesulfonate)2834
Sulfur Metabolism (Isethionate)2834
Sulfur Metabolism (Methanesulfonate)2834
Flavin Biosynthesis1024
Uracil Degradation III616
Mevalonate Pathway1126
Bloch Pathway (Cholesterol Biosynthesis)929
Kandutsch-Russell Pathway (Cholesterol Biosynthesis)930
Juvenile Hormone Synthesis522
Riboflavin and CoQ disorders1627
Mycobacterium tuberculosis biological processes3962
Chorismate via Shikimate Pathway721
Cytosolic iron-sulfur cluster assembly (yeast)129
Selenium micronutrient network095
Folate metabolism156
Vitamin B12 disorders1313
De novo synthesis of UMP221

Protein Targets (18)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Dihydrofolate reductaseHomo sapiens (human)IC50 (µMol)325.00000.00060.87267.3000AID392163
Thymidylate synthaseHomo sapiens (human)IC50 (µMol)500.00000.00662.06379.5000AID392164
Bifunctional dihydrofolate reductase-thymidylate synthaseToxoplasma gondiiIC50 (µMol)500.00000.00061.042810.0000AID392165
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Activation Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Chain A, FLAVODOXINNitratidesulfovibrio vulgarisKd0.00080.00080.00080.0008AID977611
Chain A, FlavodoxinNitratidesulfovibrio vulgaris str. HildenboroughKd0.00230.00080.00230.0032AID977611
Chain A, FlavodoxinNitratidesulfovibrio vulgaris str. HildenboroughKd0.00230.00080.00230.0032AID977611
Chain A, FLAVODOXINNitratidesulfovibrio vulgarisKd0.00230.00080.00230.0032AID977611
Chain A, FLAVODOXINNitratidesulfovibrio vulgarisKd0.00230.00080.00230.0032AID977611
Chain A, FlavodoxinNitratidesulfovibrio vulgarisKd0.00030.00030.00030.0003AID977611
Chain A, FLAVODOXINNitratidesulfovibrio vulgarisKd0.00030.00030.00030.0003AID977611
Chain A, FLAVODOXINSynechococcus elongatus PCC 7942 = FACHB-805Kd0.00110.00070.00110.0015AID977611
Chain A, FLAVODOXINSynechococcus elongatus PCC 7942 = FACHB-805Kd0.00110.00070.00110.0015AID977611
Chain A, FLAVODOXINSynechococcus elongatus PCC 7942 = FACHB-805Kd0.00110.00070.00110.0015AID977611
Chain A, FLAVODOXINSynechococcus elongatus PCC 7942 = FACHB-805Kd0.00110.00070.00110.0015AID977611
Chain A, FLAVODOXINSynechococcus elongatus PCC 7942 = FACHB-805Kd0.00110.00070.00110.0015AID977611
Chain A, Protein (fmn-binding Protein)Nitratidesulfovibrio vulgaris str. 'Miyazaki F'Kd0.00040.00040.00040.0004AID977611
Chain B, Protein (fmn-binding Protein)Nitratidesulfovibrio vulgaris str. 'Miyazaki F'Kd0.00040.00040.00040.0004AID977611
Chain A, Nadh OxidaseThermus thermophilus HB8Kd0.09000.09000.09000.0900AID977611
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (31)

Processvia Protein(s)Taxonomy
tetrahydrobiopterin biosynthetic processDihydrofolate reductaseHomo sapiens (human)
one-carbon metabolic processDihydrofolate reductaseHomo sapiens (human)
negative regulation of translationDihydrofolate reductaseHomo sapiens (human)
axon regenerationDihydrofolate reductaseHomo sapiens (human)
response to methotrexateDihydrofolate reductaseHomo sapiens (human)
dihydrofolate metabolic processDihydrofolate reductaseHomo sapiens (human)
tetrahydrofolate metabolic processDihydrofolate reductaseHomo sapiens (human)
tetrahydrofolate biosynthetic processDihydrofolate reductaseHomo sapiens (human)
folic acid metabolic processDihydrofolate reductaseHomo sapiens (human)
positive regulation of nitric-oxide synthase activityDihydrofolate reductaseHomo sapiens (human)
regulation of removal of superoxide radicalsDihydrofolate reductaseHomo sapiens (human)
dTMP biosynthetic processThymidylate synthaseHomo sapiens (human)
dTTP biosynthetic processThymidylate synthaseHomo sapiens (human)
circadian rhythmThymidylate synthaseHomo sapiens (human)
response to xenobiotic stimulusThymidylate synthaseHomo sapiens (human)
response to toxic substanceThymidylate synthaseHomo sapiens (human)
negative regulation of translationThymidylate synthaseHomo sapiens (human)
uracil metabolic processThymidylate synthaseHomo sapiens (human)
methylationThymidylate synthaseHomo sapiens (human)
response to progesteroneThymidylate synthaseHomo sapiens (human)
response to vitamin AThymidylate synthaseHomo sapiens (human)
response to cytokineThymidylate synthaseHomo sapiens (human)
tetrahydrofolate interconversionThymidylate synthaseHomo sapiens (human)
response to ethanolThymidylate synthaseHomo sapiens (human)
response to organophosphorusThymidylate synthaseHomo sapiens (human)
developmental growthThymidylate synthaseHomo sapiens (human)
cartilage developmentThymidylate synthaseHomo sapiens (human)
response to glucocorticoidThymidylate synthaseHomo sapiens (human)
response to folic acidThymidylate synthaseHomo sapiens (human)
intestinal epithelial cell maturationThymidylate synthaseHomo sapiens (human)
DNA biosynthetic processThymidylate synthaseHomo sapiens (human)
liver regenerationThymidylate synthaseHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (9)

Processvia Protein(s)Taxonomy
mRNA regulatory element binding translation repressor activityDihydrofolate reductaseHomo sapiens (human)
mRNA bindingDihydrofolate reductaseHomo sapiens (human)
dihydrofolate reductase activityDihydrofolate reductaseHomo sapiens (human)
folic acid bindingDihydrofolate reductaseHomo sapiens (human)
NADPH bindingDihydrofolate reductaseHomo sapiens (human)
sequence-specific mRNA bindingDihydrofolate reductaseHomo sapiens (human)
NADP bindingDihydrofolate reductaseHomo sapiens (human)
mRNA regulatory element binding translation repressor activityThymidylate synthaseHomo sapiens (human)
thymidylate synthase activityThymidylate synthaseHomo sapiens (human)
folic acid bindingThymidylate synthaseHomo sapiens (human)
protein homodimerization activityThymidylate synthaseHomo sapiens (human)
sequence-specific mRNA bindingThymidylate synthaseHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (6)

Processvia Protein(s)Taxonomy
mitochondrionDihydrofolate reductaseHomo sapiens (human)
cytosolDihydrofolate reductaseHomo sapiens (human)
mitochondrionDihydrofolate reductaseHomo sapiens (human)
nucleusThymidylate synthaseHomo sapiens (human)
cytoplasmThymidylate synthaseHomo sapiens (human)
mitochondrionThymidylate synthaseHomo sapiens (human)
mitochondrial inner membraneThymidylate synthaseHomo sapiens (human)
mitochondrial matrixThymidylate synthaseHomo sapiens (human)
cytosolThymidylate synthaseHomo sapiens (human)
mitochondrionThymidylate synthaseHomo sapiens (human)
cytosolThymidylate synthaseHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (24)

Assay IDTitleYearJournalArticle
AID392164Inhibition of human thymidylate synthase2009Bioorganic & medicinal chemistry letters, Jan-15, Volume: 19, Issue:2
Novel non-active site inhibitor of Cryptosporidium hominis TS-DHFR identified by a virtual screen.
AID392156Inhibition of Cryptosporidium hominis TS-DHFR by spectroscopic assay2009Bioorganic & medicinal chemistry letters, Jan-15, Volume: 19, Issue:2
Novel non-active site inhibitor of Cryptosporidium hominis TS-DHFR identified by a virtual screen.
AID392159Activity at Cryptosporidium hominis DHFR at 200 uM using NADPH substrate by steady state competition assay2009Bioorganic & medicinal chemistry letters, Jan-15, Volume: 19, Issue:2
Novel non-active site inhibitor of Cryptosporidium hominis TS-DHFR identified by a virtual screen.
AID238114Dissociation constant of the compound2004Journal of medicinal chemistry, Aug-12, Volume: 47, Issue:17
Validation of automated docking programs for docking and database screening against RNA drug targets.
AID392157Inhibition of Cryptosporidium hominis 80 to 250 nM TS-DHFR by spectroscopic assay2009Bioorganic & medicinal chemistry letters, Jan-15, Volume: 19, Issue:2
Novel non-active site inhibitor of Cryptosporidium hominis TS-DHFR identified by a virtual screen.
AID392165Inhibition of Toxoplasma gondii TS-DHFR2009Bioorganic & medicinal chemistry letters, Jan-15, Volume: 19, Issue:2
Novel non-active site inhibitor of Cryptosporidium hominis TS-DHFR identified by a virtual screen.
AID392160Binding affinity to Cryptosporidium hominis TS-DHFR by burst amplitude assay2009Bioorganic & medicinal chemistry letters, Jan-15, Volume: 19, Issue:2
Novel non-active site inhibitor of Cryptosporidium hominis TS-DHFR identified by a virtual screen.
AID392161Inhibition of Cryptosporidium hominis DHFR R190G mutant2009Bioorganic & medicinal chemistry letters, Jan-15, Volume: 19, Issue:2
Novel non-active site inhibitor of Cryptosporidium hominis TS-DHFR identified by a virtual screen.
AID392162Inhibition of Cryptosporidium hominis DHFR D201A mutant2009Bioorganic & medicinal chemistry letters, Jan-15, Volume: 19, Issue:2
Novel non-active site inhibitor of Cryptosporidium hominis TS-DHFR identified by a virtual screen.
AID392158Activity at Cryptosporidium hominis DHFR at 200 uM using dihydrofolate substrate by steady state competition assay2009Bioorganic & medicinal chemistry letters, Jan-15, Volume: 19, Issue:2
Novel non-active site inhibitor of Cryptosporidium hominis TS-DHFR identified by a virtual screen.
AID588220Literature-mined public compounds from Kruhlak et al phospholipidosis modelling dataset2008Toxicology mechanisms and methods, , Volume: 18, Issue:2-3
Development of a phospholipidosis database and predictive quantitative structure-activity relationship (QSAR) models.
AID392163Inhibition of human DHFR2009Bioorganic & medicinal chemistry letters, Jan-15, Volume: 19, Issue:2
Novel non-active site inhibitor of Cryptosporidium hominis TS-DHFR identified by a virtual screen.
AID1811Experimentally measured binding affinity data derived from PDB1998Biochemistry, Jun-09, Volume: 37, Issue:23
Modulation of the redox potentials of FMN in Desulfovibrio vulgaris flavodoxin: thermodynamic properties and crystal structures of glycine-61 mutants.
AID977611Experimentally measured binding affinity data (Kd) for protein-ligand complexes derived from PDB1998Biochemistry, Jun-09, Volume: 37, Issue:23
Modulation of the redox potentials of FMN in Desulfovibrio vulgaris flavodoxin: thermodynamic properties and crystal structures of glycine-61 mutants.
AID1811Experimentally measured binding affinity data derived from PDB1999Journal of molecular biology, Dec-03, Volume: 294, Issue:3
Comparisons of wild-type and mutant flavodoxins from Anacystis nidulans. Structural determinants of the redox potentials.
AID977611Experimentally measured binding affinity data (Kd) for protein-ligand complexes derived from PDB1999Journal of molecular biology, Dec-03, Volume: 294, Issue:3
Comparisons of wild-type and mutant flavodoxins from Anacystis nidulans. Structural determinants of the redox potentials.
AID1811Experimentally measured binding affinity data derived from PDB2000Acta crystallographica. Section D, Biological crystallography, Mar, Volume: 56, Issue:Pt 3
How do the x-ray structure and the NMR structure of FMN-binding protein differ?
AID977611Experimentally measured binding affinity data (Kd) for protein-ligand complexes derived from PDB2000Acta crystallographica. Section D, Biological crystallography, Mar, Volume: 56, Issue:Pt 3
How do the x-ray structure and the NMR structure of FMN-binding protein differ?
AID1811Experimentally measured binding affinity data derived from PDB1995Nature structural biology, Dec, Volume: 2, Issue:12
Crystal structure of NADH oxidase from Thermus thermophilus.
AID977611Experimentally measured binding affinity data (Kd) for protein-ligand complexes derived from PDB1995Nature structural biology, Dec, Volume: 2, Issue:12
Crystal structure of NADH oxidase from Thermus thermophilus.
AID1811Experimentally measured binding affinity data derived from PDB1998European journal of biochemistry, Dec-01, Volume: 258, Issue:2
X-ray crystal structure of the Desulfovibrio vulgaris (Hildenborough) apoflavodoxin-riboflavin complex.
AID977611Experimentally measured binding affinity data (Kd) for protein-ligand complexes derived from PDB1998European journal of biochemistry, Dec-01, Volume: 258, Issue:2
X-ray crystal structure of the Desulfovibrio vulgaris (Hildenborough) apoflavodoxin-riboflavin complex.
AID1811Experimentally measured binding affinity data derived from PDB2002Biochemistry, Sep-10, Volume: 41, Issue:36
Crystallographic investigation of the role of aspartate 95 in the modulation of the redox potentials of Desulfovibrio vulgaris flavodoxin.
AID977611Experimentally measured binding affinity data (Kd) for protein-ligand complexes derived from PDB2002Biochemistry, Sep-10, Volume: 41, Issue:36
Crystallographic investigation of the role of aspartate 95 in the modulation of the redox potentials of Desulfovibrio vulgaris flavodoxin.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (2,884)

TimeframeStudies, This Drug (%)All Drugs %
pre-19901186 (41.12)18.7374
1990's389 (13.49)18.2507
2000's511 (17.72)29.6817
2010's640 (22.19)24.3611
2020's158 (5.48)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 61.18

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be very strong demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index61.18 (24.57)
Research Supply Index2.30 (2.92)
Research Growth Index4.32 (4.65)
Search Engine Demand Index95.54 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (61.18)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Trials82 (2.71%)5.53%
Reviews0 (0.00%)6.00%
Reviews98 (3.24%)6.00%
Case Studies0 (0.00%)4.05%
Case Studies6 (0.20%)4.05%
Observational0 (0.00%)0.25%
Observational1 (0.03%)0.25%
Other9 (100.00%)84.16%
Other2,836 (93.81%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Clinical Trials (5)

Trial Overview

TrialPhaseEnrollmentStudy TypeStart DateStatus
A Multicentre Double-blind Placebo-controlled Randomized Study of Efficacy and Safety of Cytoflavin®, Intravenous Administration and Enteric-coated Tablets, Used in Elderly Patients for Prevention of Cognitive Decline After Major Surgery [NCT03849664]Phase 3200 participants (Actual)Interventional2017-06-02Completed
Epithelium-On Corneal Collagen Crosslinking for Keratoconus [NCT03245853]Phase 420 participants (Actual)Interventional2017-07-18Completed
The Efficacy of Topically Applied Mesalazine Sustained-Release Tablets in Oral Lesions of Crohn's Disease [NCT02769494]Phase 30 participants (Actual)Interventional2016-03-31Withdrawn(stopped due to Lack of funds)
Treatment of Keratoconus Using Collagen Cross-Linking By Means of Topical Riboflavin and UV Light. [NCT00841386]Phase 2/Phase 3150 participants (Anticipated)Interventional2008-09-30Recruiting
A Randomized Clinical Trial of Ex Vivo Corneal Cross-Linking of Donor Keratoplasty Tissue for Keratoconus [NCT04584125]216 participants (Anticipated)Interventional2023-12-01Not yet recruiting
[information is prepared from clinicaltrials.gov, extracted Sep-2024]