Details of the Drug

General Information of Drug (ID: DM54O1Z)

Drug Name

Oleic acid

Synonyms

oleic acid; 112-80-1; cis-9-Octadecenoic acid; cis-Oleic acid; Elaidoic acid; oleate; Glycon wo; Wecoline OO; Pamolyn 100; Glycon RO; (Z)-Octadec-9-enoic acid; Metaupon; Oelsauere; Vopcolene 27; Groco 5l; Groco 2; Groco 4; Groco 6; Tego-oleic 130; Emersol 211; Z-9-Octadecenoic acid; Industrene 206; Industrene 105; Pamolyn; Industrene 205; Oleinic acid; Emersol 213; Emersol 210; L'Acide oleique; cis-Octadec-9-enoic acid; Century cd fatty acid; Emersol 6321; Extraolein 90; Oleine 7503; 9-Octadecenoic acid (Z)-; Emersol 205; Emersol 233LL

Indication

Disease Entry	ICD 11	Status	REF
Discovery agent	N.A.	Investigative	[1]

Drug Type

Small molecular drug

Structure

3D MOL

2D MOL

#Ro5 Violations (Lipinski): 2

Molecular Weight (mw)

282.5

Topological Polar Surface Area (xlogp)

6.5

Rotatable Bond Count (rotbonds)

Hydrogen Bond Donor Count (hbonddonor)

Hydrogen Bond Acceptor Count (hbondacc)

ADMET Property

Absorption Tmax: The time to maximum plasma concentration (Tmax) is 15.6 h [2]
Elimination: Less than 10% of total oleic acid was found to be eliminated via fecal excretion [2]
Metabolism: The drug is metabolized via the beta-oxidation and tricarboxylic acid cycle pathways of catabolism [2]

Chemical Identifiers

Formula: C18H34O2
IUPAC Name: (Z)-octadec-9-enoic acid
Canonical 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-
InChIKey: ZQPPMHVWECSIRJ-KTKRTIGZSA-N

Cross-matching ID

PubChem CID: 445639
ChEBI ID: CHEBI:16196
CAS Number: 112-80-1
DrugBank ID: DB04224
TTD ID: D0A4EA
VARIDT ID: DR00152

Molecular Interaction Atlas of This Drug

Drug Therapeutic Target (DTT)

DTT Name	DTT ID	UniProt ID	MOA	REF
Fatty acid-binding protein 1 (FABP1)	TTIV96N	FABPL_HUMAN	Inhibitor	[3]
Fatty acid-binding protein 4 (FABP4)	TTHWMFZ	FABP4_HUMAN	Inhibitor	[4]

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Drug Transporter (DTP)

DTP Name	DTP ID	UniProt ID	MOA	REF
Fatty acid transport protein 1 (SLC27A1)	DTKDTML	S27A1_HUMAN	Substrate	[5]

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Molecular Interaction Atlas (MIA)

MIA Detail

Jump to Detail Molecular Interaction Atlas of This Drug

References

1	URL: http://www.guidetopharmacology.org Nucleic Acids Res. 2015 Oct 12. pii: gkv1037. The IUPHAR/BPS Guide to PHARMACOLOGY in 2016: towards curated quantitative interactions between 1300 protein targets and 6000 ligands. (Ligand id: 1054).
2	OLEIC ACID - National Library of Medicine HSDB Database - Toxnet
3	Characterization of the drug binding specificity of rat liver fatty acid binding protein. J Med Chem. 2008 Jul 10;51(13):3755-64.
4	Discovery of highly selective inhibitors of human fatty acid binding protein 4 (FABP4) by virtual screening. Bioorg Med Chem Lett. 2010 Jun 15;20(12):3675-9.
5	The blood-brain barrier fatty acid transport protein 1 (FATP1/SLC27A1) supplies docosahexaenoic acid to the brain, and insulin facilitates transport. J Neurochem. 2017 May;141(3):400-412.
6	Fatty acid binding protein (FABP) inhibitors: a patent review (2012-2015).Expert Opin Ther Pat. 2016 Jul;26(7):767-76.