OLEIC ACID

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Search structure


Synonyms	18:1(N-9) 9-octadecenoic acid, (z)- 9z-octadecenoic acid FEMA NO. 2815 NSC-9856 Oleate Oleic acid Priolene 6936 Vopcolene 27 Wecoline oo
Status
Molecule Category	UNKNOWN
UNII	2UMI9U37CP
EPA CompTox	DTXSID1025809


Active Pharmaceutical Ingredients Bioactive chemicals	Exact Similarity SubStructure	Threshold (%) >= 70

Structure


InChI Key	ZQPPMHVWECSIRJ-KTKRTIGZSA-N
Smiles	CCCCCCCC/C=C\CCCCCCCC(=O)O
InChI	InChI=1S/C18H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h9-10H,2-8,11-17H2,1H3,(H,19,20)/b10-9-

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C18H34O2
Molecular Weight	282.47
AlogP	6.11
Hydrogen Bond Acceptor	1.0
Hydrogen Bond Donor	1.0
Number of Rotational Bond	15.0
Polar Surface Area	37.3
Molecular species	ACID
Aromatic Rings	0.0
Heavy Atoms	20.0

Assay Description	Organism	Bioactivity	Reference
Inhibitory activity on germination of Bacillus subtilis PCI219 spores was determined at 2 x 10E-4 M	Bacillus subtilis	30.2 %
Tested for inhibition of rat glial cell gap junction at the concentration of 20 uM	Rattus norvegicus	0.0 %
Inhibition of rat glial cell gap junction at the concentration of 50 uM	Rattus norvegicus	0.0 %
Displacement of 1,8-ANS from aFABP by fluorescence based-assay	None	185.0 nM
Displacement of 1,8-ANS from eFABP by fluorescence based-assay	None	248.0 nM
Displacement of 1-anilinonaphthalene-8-sulphonic acid from rat recombinant L-FABP high binding affinity site expressed in Escherichia coli BL21 by competitive fluorescence displacement assay	Rattus norvegicus	180.0 nM
Binding affinity to L-FABP high binding affinity site by titration calorimetry method	None	200.0 nM
Binding affinity to L-FABP low binding affinity site by titration calorimetry method	None	900.0 nM
Displacement of 8-anilino-1-naphthalene-sulfonic acid from human His-FABP4 expressed in Escherichia coli BL21 (DE3) cells at 100 uM after 3 mins	Homo sapiens	66.8 %
Inhibition of PPAR-alpha (unknown origin) by SPA assay	Homo sapiens	600.0 nM
Displacement of [3H]GW2331 from Homo sapiens (human) PPARalpha receptor by scintillation proximity assay	Homo sapiens	600.0 nM
Inhibition of Streptococcus mutans sucrose-6-glucosyltransferase at 50 uM	Streptococcus mutans	42.4 %
Displacement of 1,8-ANS from His6-tagged FABP4 (unknown origin) expressed in Escherichia coli BL21(DE3) cells at 25 uM by fluorescence assay relative to control	Homo sapiens	82.1 %
Displacement of 1,8-ANS from His6-tagged FABP4 (unknown origin) R106A mutant expressed in Escherichia coli BL21(DE3) cells at 25 uM by fluorescence assay relative to control	Homo sapiens	69.4 %
Displacement of 1,8-ANS from His6-tagged FABP4 (unknown origin) R126A mutant expressed in Escherichia coli BL21(DE3) cells at 25 uM by fluorescence assay relative to control	Homo sapiens	48.8 %

Related Entries

Cross References

Resources	Reference
ChEBI	16196
ChEMBL	CHEMBL8659
DrugCentral	3400
FDA SRS	2UMI9U37CP
Human Metabolome Database	HMDB0000573
Guide to Pharmacology	1054
KEGG	C00712
PDB	OLA
PubChem	445639
SureChEMBL	SCHEMBL1138
ZINC	ZINC000006845860

CONTENTS

PREMIER has received funding from the Innovative Medicines Initiative 2 Joint Undertaking (JU) under grant agreement No 875508. The JU receives support from the EU’s Horizon 2020 research and innovation programme and the European Federation of Pharmaceutical Industries and Associations (EFPIA). The views reflect only the authors’ perspective and the JU is not responsible for any use that may be made of the information this manuscript contains.

Elements of the website have been developed under projects PREMIER and the Biocenter Finland Drug Discovery and Chemical Biology network. CSC-IT is thanked for providing computational resources. Content of the website is provided without guarantee for correctness. Data has been collected and integrated from multiple public sources, for the largest: FDA, HUGO Gene Nomenclature Committee, ChEMBL, IUPHAR/BPS guide to pharmacology, Reactome, UniProt, and Ensembl. Credit is given to Ensembl for collecting species images (provided under public domain licences such as Wikimedia and NHGRI).