Compounds > pyrrole-3-carboxylic acid
Page last updated: 2024-12-07

pyrrole-3-carboxylic acid

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

Pyrrole-3-carboxylic acid is a heterocyclic compound containing a pyrrole ring with a carboxylic acid substituent at the 3-position. It is a versatile building block for the synthesis of various pharmaceuticals and natural products. The compound has been investigated for its potential biological activities, including anti-inflammatory, anti-cancer, and antibacterial properties. The synthesis of pyrrole-3-carboxylic acid involves the reaction of pyrrole with carbon dioxide under high pressure and temperature conditions. Its importance lies in its ability to form a variety of derivatives with modified functional groups, allowing for the development of new drugs and biologically active molecules. Research on pyrrole-3-carboxylic acid focuses on understanding its chemical properties, synthesis, and biological activity, aiming to unlock its potential in drug discovery and development.'

Cross-References

ID SourceID
PubMed CID101030
CHEMBL ID79155
CHEBI ID68076
SCHEMBL ID153032
MeSH IDM0553421

Synonyms (37)

Synonym
AC-709
931-03-3
CHEMBL79155 ,
chebi:68076 ,
1h-pyrrole-3-carboxylic acid
AKOS005146214
1h-pyrrol-3-carbonsäure
pyrrole-3-carboxylic acid ,
1h-pyrrole-3-carboxylicacid
EN300-73588
P1899
FT-0649423
AM20120340
SCHEMBL153032
MB01464
FG-0412
mfcd00800594
SY004601
3-pyrrolecarboxylic acid
3-pyrrole-carboxylic acid
DOYOPBSXEIZLRE-UHFFFAOYSA-N
pyrrole 3-carboxylic acid
Q-101890
931-03-3 336100-46-0(hydrate)
pyrrole-3-carboxylic acid, >=96%
CS-W002692
STL554792
BCP08157
Q27136569
4-hydroxy-6-oxo-1-[3-(trifluoromethyl)phenyl]-1,6-dihydro-3-pyridazinecarboxylicacid
BBL100998
DTXSID90900989
noname_35
1h-pyrrole-3-carboxylic acid anhydrous
bdbm50543165
PKN ,
Z1154253207

Research Excerpts

Bioavailability

ExcerptReferenceRelevance
" In silico studies of the most potent derivatives qualified their significant pharmacokinetic properties with good predicted oral bioavailability and their adherence to Lipinski's rule of five for druglikeness."( Synthesis, biological evaluation, and in silico study of pyrazoline-conjugated 2,4-dimethyl-1H-pyrrole-3-carboxylic acid derivatives.
Jagtap, SV; Rasal, NK; Sonawane, RB, 2021)		0.84
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (2)

RoleDescription
metaboliteAny intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Penicillium metaboliteAny fungal metabolite produced during a metabolic reaction in Penicillium.
[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 (1)

ClassDescription
pyrrolecarboxylic acidAny pyrrole carrying a single carboxylic acid group.
[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 Targets (1)

Inhibition Measurements

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

Biological Processes (6)

Processvia Protein(s)Taxonomy
regulation of bone mineralizationPalmitoleoyl-protein carboxylesterase NOTUMHomo sapiens (human)
bone developmentPalmitoleoyl-protein carboxylesterase NOTUMHomo sapiens (human)
Wnt signaling pathwayPalmitoleoyl-protein carboxylesterase NOTUMHomo sapiens (human)
negative regulation of Wnt signaling pathwayPalmitoleoyl-protein carboxylesterase NOTUMHomo sapiens (human)
protein depalmitoleylationPalmitoleoyl-protein carboxylesterase NOTUMHomo sapiens (human)
negative regulation of canonical Wnt signaling pathwayPalmitoleoyl-protein carboxylesterase NOTUMHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (3)

Processvia Protein(s)Taxonomy
phospholipase C activityPalmitoleoyl-protein carboxylesterase NOTUMHomo sapiens (human)
protein bindingPalmitoleoyl-protein carboxylesterase NOTUMHomo sapiens (human)
palmitoleyl hydrolase activityPalmitoleoyl-protein carboxylesterase NOTUMHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (2)

Processvia Protein(s)Taxonomy
extracellular regionPalmitoleoyl-protein carboxylesterase NOTUMHomo sapiens (human)
endoplasmic reticulum lumenPalmitoleoyl-protein carboxylesterase NOTUMHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (3)

Assay IDTitleYearJournalArticle
AID143468Ability to displace [3H]strychnine-sensitive glycine receptor binding to rat spinal cord membranes; at 100 uM1992Journal of medicinal chemistry, Jan-24, Volume: 35, Issue:2
Beta-proline analogues as agonists at the strychnine-sensitive glycine receptor.
AID1661613Inhibition of human Notum (S81 to T451 residues) Cys330Ser mutant expressed in HEK293S GnTI cells using OPTS as substrate incubated for 40 mins by fluorescence based assay2020Journal of medicinal chemistry, 09-10, Volume: 63, Issue:17
Screening of a Custom-Designed Acid Fragment Library Identifies 1-Phenylpyrroles and 1-Phenylpyrrolidines as Inhibitors of Notum Carboxylesterase Activity.
AID1661614Inhibition of human Notum (S81 to T451 residues) Cys330Ser mutant expressed in HEK293S GnTI cells at 100 uM using OPTS as substrate incubated for 40 mins by fluorescence based assay relative to control2020Journal of medicinal chemistry, 09-10, Volume: 63, Issue:17
Screening of a Custom-Designed Acid Fragment Library Identifies 1-Phenylpyrroles and 1-Phenylpyrrolidines as Inhibitors of Notum Carboxylesterase Activity.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (6)

TimeframeStudies, This Drug (%)All Drugs %
pre-19901 (16.67)18.7374
1990's1 (16.67)18.2507
2000's0 (0.00)29.6817
2010's1 (16.67)24.3611
2020's3 (50.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 22.38

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 moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index22.38 (24.57)
Research Supply Index1.95 (2.92)
Research Growth Index5.03 (4.65)
Search Engine Demand Index18.60 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (22.38)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other6 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
beta-alanine
[no description available]		1.9810amino acid zwitterion;
beta-amino acid		agonist;
fundamental metabolite;
human metabolite;
inhibitor;
neurotransmitter
glycine
[no description available]		1.9810alpha-amino acid;
amino acid zwitterion;
proteinogenic amino acid;
serine family amino acid		EC 2.1.2.1 (glycine hydroxymethyltransferase) inhibitor;
fundamental metabolite;
hepatoprotective agent;
micronutrient;
neurotransmitter;
NMDA receptor agonist;
nutraceutical
4-piperidinecarboxylic acid
4-piperidinecarboxylic acid: structure in first source		1.9810
alanine
Alanine: A non-essential amino acid that occurs in high levels in its free state in plasma. It is produced from pyruvate by transamination. It is involved in sugar and acid metabolism, increases IMMUNITY, and provides energy for muscle tissue, BRAIN, and the CENTRAL NERVOUS SYSTEM.. alanine : An alpha-amino acid that consists of propionic acid bearing an amino substituent at position 2.		1.9810alanine zwitterion;
alanine;
L-alpha-amino acid;
proteinogenic amino acid;
pyruvate family amino acid		EC 4.3.1.15 (diaminopropionate ammonia-lyase) inhibitor;
fundamental metabolite
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.		2.4110amino 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
pyrroles
1H-pyrrole : A tautomer of pyrrole that has the double bonds at positions 2 and 4.. pyrrole : A five-membered monocyclic heteroarene comprising one NH and four CH units which forms the parent compound of the pyrrole group of compounds. Its five-membered ring structure has three tautomers. A 'closed class'.. azole : Any monocyclic heteroarene consisting of a five-membered ring containing nitrogen. Azoles can also contain one or more other non-carbon atoms, such as nitrogen, sulfur or oxygen.		2.9240pyrrole;
secondary amine
D-proline
[no description available]		1.9810D-alpha-amino acid zwitterion;
D-alpha-amino acid;
proline		mouse metabolite
arecaidine
[no description available]		1.9810citraconoyl group
gold
Gold: A yellow metallic element with the atomic symbol Au, atomic number 79, and atomic weight 197. It is used in jewelry, goldplating of other metals, as currency, and in dental restoration. Many of its clinical applications, such as ANTIRHEUMATIC AGENTS, are in the form of its salts.		2.4110copper group element atom;
elemental gold
D-alanine
[no description available]		1.9810alanine zwitterion;
alanine;
D-alpha-amino acid		EC 4.3.1.15 (diaminopropionate ammonia-lyase) inhibitor;
Escherichia coli metabolite;
human metabolite
3,4-dehydroproline
3,4-dehydroproline: RN given refers to cpd without stereoisomeric designation		1.9810
proline
Proline: A non-essential amino acid that is synthesized from GLUTAMIC ACID. It is an essential component of COLLAGEN and is important for proper functioning of joints and tendons.. proline : An alpha-amino acid that is pyrrolidine bearing a carboxy substituent at position 2.		1.9810amino acid zwitterion;
glutamine family amino acid;
L-alpha-amino acid;
proline;
proteinogenic amino acid		algal metabolite;
compatible osmolytes;
Escherichia coli metabolite;
micronutrient;
mouse metabolite;
nutraceutical;
Saccharomyces cerevisiae metabolite
ConditionIndicatedRelationship StrengthStudiesTrials