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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL464982
CHEMBL464982
Compound Name GAMOLENIC ACID
ChEMBL Synonyms GAMOLENIC ACID
Max Phase 4 (Approved)
Trade Names
Molecular Formula C18H30O2

Additional synonyms for CHEMBL464982 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CCCCC\C=C/C\C=C/C\C=C/CCCCC(=O)O
Standard InChI InChI=1S/C18H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17 ...
Download InChI
Standard InChI Key VZCCETWTMQHEPK-QNEBEIHSSA-N

Sources

  • BindingDB Database
  • British National Formulary
  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL464982

Molecule Features

CHEMBL464982 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:N First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:N Parenteral:N Topical:N Black Box:N Availability Type:Unknown

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
ARTHRITIS, RHEUMATOIDD001172EFO:0000685RHEUMATOID ARTHRITIS3ClinicalTrials

Clinical Data

ClinicalTrials.gov GAMOLENIC ACID
The Cochrane Collaboration GAMOLENIC ACID

Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Target Predictions

The two tables below display ChEMBL single-protein targets which are predicted to interact with CHEMBL464982. A 1uM and 10 uM cut-off have been applied to ChEMBL bioactivity data used to generate the respective models and the yellow coloured rows correspond to genuine predictions, i.e. targets not included in the original training set for this compound.


1uM


ChEMBL_ID Target Name Organism Score
CHEMBL2069 Thromboxane A2 receptor Homo sapiens 1.000
CHEMBL1835 Thromboxane-A synthase Homo sapiens 1.000
CHEMBL1987 Prostanoid FP receptor Homo sapiens 1.000
CHEMBL4427 Prostanoid DP receptor Homo sapiens 1.000
CHEMBL3250 Lysophosphatidic acid receptor Edg-7 Homo sapiens 1.000
CHEMBL3156 Thromboxane A2 receptor Rattus norvegicus 1.000
CHEMBL3691 Autotaxin Homo sapiens 1.000
CHEMBL2488 Prostanoid EP2 receptor Mus musculus 1.000
CHEMBL3911 Leukotriene B4 receptor 1 Homo sapiens 1.000
CHEMBL3455 Anandamide amidohydrolase Mus musculus 1.000
CHEMBL2489 Prostanoid EP4 receptor Mus musculus 1.000
CHEMBL3819 Lysophosphatidic acid receptor Edg-2 Homo sapiens 1.000
CHEMBL3037 Cannabinoid CB1 receptor Mus musculus 1.000
CHEMBL3816 Cytosolic phospholipase A2 Homo sapiens 1.000
CHEMBL4336 Prostanoid EP3 receptor Mus musculus 1.000
CHEMBL4909 Prostanoid EP2 receptor Rattus norvegicus 0.999
CHEMBL4086 Prostanoid EP4 receptor Rattus norvegicus 0.998
CHEMBL3571 Cannabinoid CB1 receptor Rattus norvegicus 0.998
CHEMBL3724 Lysophosphatidic acid receptor Edg-4 Homo sapiens 0.997
CHEMBL299 Protein kinase C alpha Homo sapiens 0.997



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL2069 Thromboxane A2 receptor Homo sapiens 1.000
CHEMBL1628461 Oxoeicosanoid receptor 1 Homo sapiens 1.000
CHEMBL1835 Thromboxane-A synthase Homo sapiens 1.000
CHEMBL1987 Prostanoid FP receptor Homo sapiens 1.000
CHEMBL3250 Lysophosphatidic acid receptor Edg-7 Homo sapiens 1.000
CHEMBL4427 Prostanoid DP receptor Homo sapiens 1.000
CHEMBL3156 Thromboxane A2 receptor Rattus norvegicus 1.000
CHEMBL3911 Leukotriene B4 receptor 1 Homo sapiens 1.000
CHEMBL3724 Lysophosphatidic acid receptor Edg-4 Homo sapiens 1.000
CHEMBL2488 Prostanoid EP2 receptor Mus musculus 1.000
CHEMBL3819 Lysophosphatidic acid receptor Edg-2 Homo sapiens 1.000
CHEMBL3691 Autotaxin Homo sapiens 1.000
CHEMBL3816 Cytosolic phospholipase A2 Homo sapiens 1.000
CHEMBL3455 Anandamide amidohydrolase Mus musculus 1.000
CHEMBL4336 Prostanoid EP3 receptor Mus musculus 1.000
CHEMBL2489 Prostanoid EP4 receptor Mus musculus 1.000
CHEMBL6141 Acyl-CoA:cholesterol acyltransferase Oryctolagus cuniculus 1.000
CHEMBL2243 Anandamide amidohydrolase Homo sapiens 1.000
CHEMBL4909 Prostanoid EP2 receptor Rattus norvegicus 1.000
CHEMBL2181 Prostanoid EP1 receptor Mus musculus 1.000

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
278.4 278.2246 5.97 13 37.29 ACID


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
2 1 1 2 1 1


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
4.74 - 6.58 3.96 0 20 0.33

Structural Alerts

There are 4 structural alerts for CHEMBL464982. To view alerts please click here.

Compound Cross References

ATC D - DERMATOLOGICALS
D11 - OTHER DERMATOLOGICAL PREPARATIONS
D11A - OTHER DERMATOLOGICAL PREPARATIONS
D11AX - Other dermatologicals
D11AX02 - gamolenic acid

D - DERMATOLOGICALS
D11 - OTHER DERMATOLOGICAL PREPARATIONS
D11A - OTHER DERMATOLOGICAL PREPARATIONS
D11AX - Other dermatologicals
D11AX52 - gamolenic acid, combinations

ChemSpider ChemSpider:VZCCETWTMQHEPK-QNEBEIHSSA-N
PubChem SID: 144205388 SID: 26754623 SID: 26754624 SID: 29216151 SID: 50110102 SID: 57260207
Wikipedia Gamma-Linolenic_acid

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL464982



ACToR 506-26-3
BindingDB 50269532
Brenda 48190 136297 78714 202736 3746 126387 21743 152071 42608 108552
ChEBI 28661
DrugCentral 1276
eMolecules 524834
EPA CompTox Dashboard DTXSID7046170
FDA SRS 78YC2MAX4O
Guide to Pharmacology 4710
Human Metabolome Database HMDB0003073
KEGG Ligand C06426
LINCS LSM-42900
LipidMaps LMFA01030141
Metabolights MTBLC28661
MolPort MolPort-003-937-818
Nikkaji J12.229G
PubChem 5280933
PubChem: Drugs of the Future 12014288
PubChem: Thomson Pharma 14775234
SureChEMBL SCHEMBL19418
ZINC ZINC000003777423

UniChem REST Service Call:
https://www.ebi.ac.uk/unichem/rest/verbose_inchikey/VZCCETWTMQHEPK-QNEBEIHSSA-N spacer
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