3-fluoropyruvate profile

3-Fluoropyruvate (3FP) is a synthetic analog of pyruvate, a key intermediate in cellular metabolism. It is generated through fluorination of pyruvate. 3FP is a potent inhibitor of various metabolic enzymes, including pyruvate kinase and lactate dehydrogenase, disrupting glycolysis and cellular energy production. Its inhibitory effects on these enzymes make it a promising target for cancer therapy, as cancer cells often rely heavily on glycolysis for their survival. Furthermore, 3FP has been shown to induce apoptosis and inhibit tumor growth in preclinical models. It is also being studied as a potential therapeutic agent for other conditions, such as diabetes and neurodegenerative diseases. Research into 3FP focuses on its therapeutic potential, its mechanisms of action, and its effects on different cell types and tissues. '

3-fluoropyruvate: a substrate for E coli pyruvate dehydrogenase; structure; RN given refers to parent cpd [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

3-fluoropyruvic acid : A pyruvic acid derivative having a 3-fluoro substituent. [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]

3-fluoropyruvate : The anion of 3-fluoropyruvic acid. [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]

ID Source	ID
PubMed CID	67946
CHEMBL ID	1162543
CHEBI ID	55521
SCHEMBL ID	61445
MeSH ID	M0068007

Synonym
chebi:55521 ,
3-fluoropyruvic acid
pyruvic acid, 3-fluoro-
nsc 21734
brn 1746780
3-fluoro-2-oxopropanoic acid
3-fluoropyruvate
propanoic acid, 3-fluoro-2-oxo-
433-48-7
nsc21734
fluoropyruvic acid
pyruvic acid, 3-fluoro
nsc-21734
wln: qnu1v1f
fluoropyruvate
.omega.-fluoropyruvic acid
pyruvic acid, fluoro-
beta-fluoropyruvic acid
AKOS006377022
CHEMBL1162543
040om3qf5r ,
unii-040om3qf5r
BRD-K01779529-236-01-5
SCHEMBL61445
mfcd01686785
65S ,
Q27124338
DTXSID30962985

Class	Description
2-oxo monocarboxylic acid	Any monocarboxylic acid having a 2-oxo substituent.
organofluorine compound	An organofluorine compound is a compound containing at least one carbon-fluorine bond.
[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]

Protein	Taxonomy	Measurement	Average	Min (ref.)	Avg (ref.)	Max (ref.)	Bioassay(s)
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Process	via Protein(s)	Taxonomy
diaminopimelate biosynthetic process	4-hydroxy-tetrahydrodipicolinate synthase	Escherichia coli K-12
lysine biosynthetic process	4-hydroxy-tetrahydrodipicolinate synthase	Escherichia coli K-12
lysine biosynthetic process via diaminopimelate	4-hydroxy-tetrahydrodipicolinate synthase	Escherichia coli K-12
diaminopimelate biosynthetic process	4-hydroxy-tetrahydrodipicolinate synthase	Escherichia coli K-12
small molecule metabolic process	4-hydroxy-tetrahydrodipicolinate synthase	Escherichia coli K-12
[Information is prepared from geneontology information from the June-17-2024 release]

Process	via Protein(s)	Taxonomy
4-hydroxy-tetrahydrodipicolinate synthase activity	4-hydroxy-tetrahydrodipicolinate synthase	Escherichia coli K-12
lyase activity	4-hydroxy-tetrahydrodipicolinate synthase	Escherichia coli K-12
identical protein binding	4-hydroxy-tetrahydrodipicolinate synthase	Escherichia coli K-12
[Information is prepared from geneontology information from the June-17-2024 release]

Process	via Protein(s)	Taxonomy
cytoplasm	4-hydroxy-tetrahydrodipicolinate synthase	Escherichia coli K-12
cytosol	4-hydroxy-tetrahydrodipicolinate synthase	Escherichia coli K-12
cytosol	4-hydroxy-tetrahydrodipicolinate synthase	Escherichia coli K-12
[Information is prepared from geneontology information from the June-17-2024 release]

Assay ID	Title	Year	Journal	Article
AID388791	Inhibition of Escherichia coli DHDPS	2008	Bioorganic & medicinal chemistry, Dec-01, Volume: 16, Issue:23	Irreversible inhibition of dihydrodipicolinate synthase by 4-oxo-heptenedioic acid analogues.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	8 (33.33)	18.7374
1990's	6 (25.00)	18.2507
2000's	2 (8.33)	29.6817
2010's	7 (29.17)	24.3611
2020's	1 (4.17)	2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Publication Type	This drug (%)	All Drugs (%)
Trials	0 (0.00%)	5.53%
Reviews	1 (4.17%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	23 (95.83%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Classes	Roles
alpha-ketobutyric acid alpha-ketobutyric acid: RN given refers to parent cpd; structure. 2-oxobutanoic acid : A 2-oxo monocarboxylic acid that is the 2-oxo derivative of butanoic acid.	2.04	1	2-oxo monocarboxylic acid; short-chain fatty acid
acetoacetic acid acetoacetic acid : A 3-oxo monocarboxylic acid that is butyric acid bearing a 3-oxo substituent.	1.98	1	3-oxo fatty acid; ketone body	metabolite
lactic acid Lactic Acid: A normal intermediate in the fermentation (oxidation, metabolism) of sugar. The concentrated form is used internally to prevent gastrointestinal fermentation. (From Stedman, 26th ed). 2-hydroxypropanoic acid : A 2-hydroxy monocarboxylic acid that is propanoic acid in which one of the alpha-hydrogens is replaced by a hydroxy group.	1.98	1	2-hydroxy monocarboxylic acid	algal metabolite; Daphnia magna metabolite
dihydrolipoamide [no description available]	7.37	2	dithiol; monocarboxylic acid amide	cofactor; human metabolite; mouse metabolite; Saccharomyces cerevisiae metabolite
glyceraldehyde Glyceraldehyde: An aldotriose containing the propionaldehyde structure with hydroxy groups at the 2- and 3-positions. It is involved in the formation of ADVANCED GLYCOSYLATION END PRODUCTS.. glyceraldehyde : An aldotriose comprising propanal having hydroxy groups at the 2- and 3-positions. It plays role in the formation of advanced glycation end-products (AGEs), a deleterious accompaniment to ageing.. aldose : Aldehydic parent sugars (polyhydroxy aldehydes H[CH(OH)]nC(=O)H, n >= 2) and their intramolecular hemiacetals.	2.01	1	aldotriose	fundamental metabolite
glyoxylic acid glyoxylic acid: RN given refers to parent cpd. glyoxylic acid : A 2-oxo monocarboxylic acid that is acetic acid bearing an oxo group at the alpha carbon atom.	2.04	1	2-oxo monocarboxylic acid; aldehydic acid	Escherichia coli metabolite; human metabolite; mouse metabolite; Saccharomyces cerevisiae metabolite
aspartic semialdehyde aspartic semialdehyde: RN given refers to cpd without isomeric designation	1.98	1
thioctic acid Thioctic Acid: An octanoic acid bridged with two sulfurs so that it is sometimes also called a pentanoic acid in some naming schemes. It is biosynthesized by cleavage of LINOLEIC ACID and is a coenzyme of oxoglutarate dehydrogenase (KETOGLUTARATE DEHYDROGENASE COMPLEX). It is used in DIETARY SUPPLEMENTS.	2.37	2	dithiolanes; heterocyclic fatty acid; thia fatty acid	fundamental metabolite; geroprotector
pyruvic acid Pyruvic Acid: An intermediate compound in the metabolism of carbohydrates, proteins, and fats. In thiamine deficiency, its oxidation is retarded and it accumulates in the tissues, especially in nervous structures. (From Stedman, 26th ed). pyruvic acid : A 2-oxo monocarboxylic acid that is the 2-keto derivative of propionic acid. It is a metabolite obtained during glycolysis.	2.7	3	2-oxo monocarboxylic acid	cofactor; fundamental metabolite
fluorouracil Fluorouracil: A pyrimidine analog that is an antineoplastic antimetabolite. It interferes with DNA synthesis by blocking the THYMIDYLATE SYNTHETASE conversion of deoxyuridylic acid to thymidylic acid.. 5-fluorouracil : A nucleobase analogue that is uracil in which the hydrogen at position 5 is replaced by fluorine. It is an antineoplastic agent which acts as an antimetabolite - following conversion to the active deoxynucleotide, it inhibits DNA synthesis (by blocking the conversion of deoxyuridylic acid to thymidylic acid by the cellular enzyme thymidylate synthetase) and so slows tumour growth.	3.23	1	nucleobase analogue; organofluorine compound	antimetabolite; antineoplastic agent; environmental contaminant; immunosuppressive agent; radiosensitizing agent; xenobiotic
oxonic acid Oxonic Acid: Antagonist of urate oxidase.	3.23	1	1,3,5-triazines; monocarboxylic acid
tegafur [no description available]	3.23	1	organohalogen compound; pyrimidines
aspartic acid Aspartic Acid: One of the non-essential amino acids commonly occurring in the L-form. It is found in animals and plants, especially in sugar cane and sugar beets. It may be a neurotransmitter.. aspartic acid : An alpha-amino acid that consists of succinic acid bearing a single alpha-amino substituent. L-aspartic acid : The L-enantiomer of aspartic acid.	1.98	1	aspartate family amino acid; aspartic acid; L-alpha-amino acid; proteinogenic amino acid	Escherichia coli metabolite; mouse metabolite; neurotransmitter
histidine Histidine: An essential amino acid that is required for the production of HISTAMINE.. L-histidine : The L-enantiomer of the amino acid histidine.. histidine : An alpha-amino acid that is propanoic acid bearing an amino substituent at position 2 and a 1H-imidazol-4-yl group at position 3.	1.98	1	amino acid zwitterion; histidine; L-alpha-amino acid; polar amino acid zwitterion; proteinogenic amino acid	algal metabolite; Escherichia coli metabolite; human metabolite; micronutrient; mouse metabolite; nutraceutical; Saccharomyces cerevisiae metabolite
tryptophan Tryptophan: An essential amino acid that is necessary for normal growth in infants and for NITROGEN balance in adults. It is a precursor of INDOLE ALKALOIDS in plants. It is a precursor of SEROTONIN (hence its use as an antidepressant and sleep aid). It can be a precursor to NIACIN, albeit inefficiently, in mammals.. tryptophan : An alpha-amino acid that is alanine bearing an indol-3-yl substituent at position 3.	2	1	erythrose 4-phosphate/phosphoenolpyruvate family amino acid; L-alpha-amino acid zwitterion; L-alpha-amino acid; proteinogenic amino acid; tryptophan zwitterion; tryptophan	antidepressant; Escherichia coli metabolite; human metabolite; micronutrient; mouse metabolite; nutraceutical; plant metabolite; Saccharomyces cerevisiae metabolite
arginine Arginine: An essential amino acid that is physiologically active in the L-form.. arginine : An alpha-amino acid that is glycine in which the alpha-is substituted by a 3-guanidinopropyl group.	1.98	1	arginine; glutamine family amino acid; L-alpha-amino acid; proteinogenic amino acid	biomarker; Escherichia coli metabolite; micronutrient; mouse metabolite; nutraceutical
3-hydroxybutanal [no description available]	2.13	1
thiamine pyrophosphate Thiamine Pyrophosphate: The coenzyme form of Vitamin B1 present in many animal tissues. It is a required intermediate in the PYRUVATE DEHYDROGENASE COMPLEX and the KETOGLUTARATE DEHYDROGENASE COMPLEX.. thiamine(1+) diphosphate chloride : An organic chloride salt of thiamine(1+) diphosphate.	2.67	3	organic chloride salt; vitamin B1
2-fluoropyridine [no description available]	2.07	1
fluorine Fluorine: A nonmetallic, diatomic gas that is a trace element and member of the halogen family. It is used in dentistry as fluoride (FLUORIDES) to prevent dental caries.	2.21	1	diatomic fluorine; gas molecular entity	NMR chemical shift reference compound
capecitabine Capecitabine: A deoxycytidine derivative and fluorouracil PRODRUG that is used as an ANTINEOPLASTIC ANTIMETABOLITE in the treatment of COLON CANCER; BREAST CANCER and GASTRIC CANCER.. capecitabine : A carbamate ester that is cytidine in which the hydrogen at position 5 is replaced by fluorine and in which the amino group attached to position 4 is converted into its N-(penyloxy)carbonyl derivative. Capecitabine is a antineoplastic agent used in the treatment of cancers.	3.23	1	carbamate ester; cytidines; organofluorine compound	antimetabolite; antineoplastic agent; prodrug
2-ketopentanoic acid 2-ketopentanoic acid: RN given refers to parent cpd. 2-oxopentanoic acid : An oxopentanoic acid carrying an oxo group at position 2.	2.04	1	2-oxo monocarboxylic acid; oxopentanoic acid	human metabolite
2-acetylthiamine pyrophosphate 2-acetylthiamine pyrophosphate: acetyl donor to dihydrolipoamide	2.37	2
thiamine thiothiazolone pyrophosphate thiamine thiothiazolone pyrophosphate: thiamin pyrophosphate with its thiazole ring altered to thiothiazolone	1.99	1
glyceraldehyde 3-phosphate Glyceraldehyde 3-Phosphate: An aldotriose which is an important intermediate in glycolysis and in tryptophan biosynthesis.. glyceraldehyde 3-phosphate : An aldotriose phosphate that is the 3-phospho derivative of glyceraldehyde. It is an important metabolic intermediate in several central metabolic pathways in all organisms.	2.01	1	glyceraldehyde 3-phosphate	mouse metabolite
acetyl coenzyme a Acetyl Coenzyme A: Acetyl CoA participates in the biosynthesis of fatty acids and sterols, in the oxidation of fatty acids and in the metabolism of many amino acids. It also acts as a biological acetylating agent.	1.99	1	acyl-CoA	acyl donor; coenzyme; effector; fundamental metabolite
cysteine Cysteine: A thiol-containing non-essential amino acid that is oxidized to form CYSTINE.. L-cysteinium : The L-enantiomer of cysteinium.. cysteine : A sulfur-containing amino acid that is propanoic acid with an amino group at position 2 and a sulfanyl group at position 3.	2.68	3	cysteinium	fundamental metabolite
bromopyruvate [no description available]	2.89	4	2-oxo monocarboxylic acid anion
nad NAD(1-) : An anionic form of nicotinamide adenine dinucleotide arising from deprotonation of the two OH groups of the diphosphate moiety.	2.38	2	organophosphate oxoanion	cofactor; human metabolite; hydrogen acceptor; Saccharomyces cerevisiae metabolite
s 1 (combination) S 1 (combination): consists of tegafur, 5-chloro-2,4-dihydroxyuridine & potassium oxonate; an inhibitor of fluorouracil(5-FU) degradation; prolongs the blood 5-FU level as well as increases selective toxicity to tumor; used for the treatment of colon cancer	3.23	1

Condition	Relationship Strength	Studies
Chromosomal Instability An increased tendency to acquire CHROMOSOME ABERRATIONS when various processes involved in chromosome replication, repair, or segregation are dysfunctional.	2.31	1
Microsatellite Instability The occurrence of highly polymorphic mono- and dinucleotide MICROSATELLITE REPEATS in somatic cells. It is a form of genome instability associated with defects in DNA MISMATCH REPAIR.	2.31	1
Cancer of Colon [description not available]	2.31	1
Colonic Neoplasms Tumors or cancer of the COLON.	2.31	1
Cancer of Stomach [description not available]	3.04	1
Stomach Neoplasms Tumors or cancer of the STOMACH.	3.04	1

3-fluoropyruvate

Description

Cross-References

Synonyms (28)

Drug Classes (2)

Protein Targets (1)

Inhibition Measurements

Biological Processes (4)

Molecular Functions (3)

Ceullar Components (2)

Bioassays (1)

Research

Studies (24)

Market Indicators

Research Demand Index: 11.71

Study Types