Page last updated: 2024-11-13

n-arachidonoylalanine

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

Description

N-arachidonoylalanine: inhibits fatty acid amide hydrolase; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

N-arachidonoyl-L-alanine : An N-acyl-L-alanine resulting from the formal condensation of the amino group of L-alanine with the carboxy group of arachidonic 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]

Cross-References

ID SourceID
PubMed CID40846579
CHEMBL ID226400
CHEBI ID132708
SCHEMBL ID3728693
MeSH IDM0464139

Synonyms (27)

Synonym
n-[(5z,8z,11z,14z)-icosatetraenoyl]-l-alanine
n-[(5z,8z,11z,14z)-eicosatetraenoyl]alanine
n-[(5z,8z,11z,14z)-eicosatetraenoyl]-l-alanine
CHEBI:132708
n-[(5z,8z,11z,14z)-icosa-5,8,11,14-tetraenoyl]-l-alanine
n-arachidonoylalanine
n-[(5z,8z,11z,14z)-icosatetraenoyl]alanine
n-arachidonoyl-l-alanine
CHEMBL226400 ,
arachidonoyl l-alanine
nala
n-arachidonoyl alanine
LMFA08020153
n-(5z,8z,11z,15z-eicosatetraenoyl)-alanine
l-alanine,n-[(5z,8z,11z,14z)-1-oxo-5,8,11,14-eicosatetraen-1-yl]-
401941-73-9
SCHEMBL3728693
HMS3649D05
n-arachidonoyl-(l)-alanine (na-ala)
SR-01000946641-1
sr-01000946641
Q27225625
bdbm50537021
na-ala
AKOS040755683
CS-0145118
HY-134545
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (1)

RoleDescription
mammalian metaboliteAny animal metabolite produced during a metabolic reaction in mammals.
[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
N-acyl-L-alanineAn N-acyl-L-alpha-amino acid that is L-alanine in which a hydrogen attached to the nitrogen is replaced by an acyl group.
N-(fatty acyl)-L-alpha-amino acidAn N-acyl-L-alpha-amino acid resulting from the formal condensation of the carboxy group of any fatty acid with the amino group of any L-amino acid.
[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)
Sodium- and chloride-dependent glycine transporter 2Homo sapiens (human)IC50 (µMol)9.00000.026012.7472128.0000AID1638510
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (5)

Processvia Protein(s)Taxonomy
neurotransmitter transportSodium- and chloride-dependent glycine transporter 2Homo sapiens (human)
chemical synaptic transmissionSodium- and chloride-dependent glycine transporter 2Homo sapiens (human)
synaptic transmission, glycinergicSodium- and chloride-dependent glycine transporter 2Homo sapiens (human)
glycine import across plasma membraneSodium- and chloride-dependent glycine transporter 2Homo sapiens (human)
sodium ion transmembrane transportSodium- and chloride-dependent glycine transporter 2Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (2)

Processvia Protein(s)Taxonomy
glycine:sodium symporter activitySodium- and chloride-dependent glycine transporter 2Homo sapiens (human)
metal ion bindingSodium- and chloride-dependent glycine transporter 2Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (6)

Processvia Protein(s)Taxonomy
endosomeSodium- and chloride-dependent glycine transporter 2Homo sapiens (human)
plasma membraneSodium- and chloride-dependent glycine transporter 2Homo sapiens (human)
membraneSodium- and chloride-dependent glycine transporter 2Homo sapiens (human)
dense core granuleSodium- and chloride-dependent glycine transporter 2Homo sapiens (human)
presynaptic membraneSodium- and chloride-dependent glycine transporter 2Homo sapiens (human)
glycinergic synapseSodium- and chloride-dependent glycine transporter 2Homo sapiens (human)
plasma membraneSodium- and chloride-dependent glycine transporter 2Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (14)

Assay IDTitleYearJournalArticle
AID287966Effect on iPGE2 level in LPS-induced mouse RAW264.7 cells at 10 uM by ELISA2007Bioorganic & medicinal chemistry, May-15, Volume: 15, Issue:10
Potential anti-inflammatory actions of the elmiric (lipoamino) acids.
AID287976Ratio of iPGJ2 to iPGE in LPS-induced mouse RAW264.7 cells at 1 uM by ELISA2007Bioorganic & medicinal chemistry, May-15, Volume: 15, Issue:10
Potential anti-inflammatory actions of the elmiric (lipoamino) acids.
AID287968Effect on iPGE2 level in LPS-induced mouse RAW264.7 cells at 1 uM by ELISA2007Bioorganic & medicinal chemistry, May-15, Volume: 15, Issue:10
Potential anti-inflammatory actions of the elmiric (lipoamino) acids.
AID287970Effect on iPGJ2 level in LPS-induced mouse RAW264.7 cells at 10 uM by ELISA2007Bioorganic & medicinal chemistry, May-15, Volume: 15, Issue:10
Potential anti-inflammatory actions of the elmiric (lipoamino) acids.
AID1638510Reversible non-competitive inhibition of human GlyT2a expressed in Xenopus laevis oocytes by two-electrode voltage clamp electrophysiology2019Journal of medicinal chemistry, 03-14, Volume: 62, Issue:5
Development of an N-Acyl Amino Acid That Selectively Inhibits the Glycine Transporter 2 To Produce Analgesia in a Rat Model of Chronic Pain.
AID387970Antiproliferative activity against rat RBL2H3 cells at 1 uM treated 1 hr before LPS-challenge assessed after 24 hrs relative to control2008Bioorganic & medicinal chemistry, Nov-15, Volume: 16, Issue:22
Acylamido analogs of endocannabinoids selectively inhibit cancer cell proliferation.
AID387971Antiproliferative activity against rat RBL2H3 cells at 10 uM treated 1 hr before LPS-challenge assessed after 24 hrs relative to control2008Bioorganic & medicinal chemistry, Nov-15, Volume: 16, Issue:22
Acylamido analogs of endocannabinoids selectively inhibit cancer cell proliferation.
AID287972Effect on iPGJ2 level in LPS-induced mouse RAW264.7 cells at 1 uM by ELISA2007Bioorganic & medicinal chemistry, May-15, Volume: 15, Issue:10
Potential anti-inflammatory actions of the elmiric (lipoamino) acids.
AID287962Antiproliferative activity against LPS-induced mouse RAW264.7 cells assessed as number of cells at 0.1 uM after 48 hrs2007Bioorganic & medicinal chemistry, May-15, Volume: 15, Issue:10
Potential anti-inflammatory actions of the elmiric (lipoamino) acids.
AID1140596Antiinflammatory activity in LPS-induced mouse RAW267.4 cells assessed as PGJ2 synthesis at 10 uM relative to control2014Bioorganic & medicinal chemistry, May-15, Volume: 22, Issue:10
The cannabinoid acids, analogs and endogenous counterparts.
AID287963Antiproliferative activity against LPS-induced mouse RAW264.7 cells assessed as number of cells at 1 uM after 48 hrs2007Bioorganic & medicinal chemistry, May-15, Volume: 15, Issue:10
Potential anti-inflammatory actions of the elmiric (lipoamino) acids.
AID387969Antiproliferative activity against rat RBL2H3 cells at 0.1 uM treated 1 hr before LPS-challenge assessed after 24 hrs relative to control2008Bioorganic & medicinal chemistry, Nov-15, Volume: 16, Issue:22
Acylamido analogs of endocannabinoids selectively inhibit cancer cell proliferation.
AID287974Ratio of iPGJ2 to iPGE in LPS-induced mouse RAW264.7 cells at 10 uM by ELISA2007Bioorganic & medicinal chemistry, May-15, Volume: 15, Issue:10
Potential anti-inflammatory actions of the elmiric (lipoamino) acids.
AID287964Antiproliferative activity against LPS-induced mouse RAW264.7 cells assessed as number of cells at 10 uM after 48 hrs2007Bioorganic & medicinal chemistry, May-15, Volume: 15, Issue:10
Potential anti-inflammatory actions of the elmiric (lipoamino) acids.
[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-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's3 (50.00)29.6817
2010's3 (50.00)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.56

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

MetricThis Compound (vs All)
Research Demand Index12.56 (24.57)
Research Supply Index1.95 (2.92)
Research Growth Index4.51 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.56)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (16.67%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other5 (83.33%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]