Details of the Drug Inactive Ingredient (DIG)

General Information of DIG (ID: E0R0WE)
DIG Name
Oleic acid
Synonyms    Click to Show/Hide the Synonyms of This DIG
oleic acid; 112-80-1; cis-9-Octadecenoic acid; (Z)-Octadec-9-enoic acid; cis-Oleic acid; oleate; Elaidoic acid; Glycon wo; Wecoline OO; Pamolyn 100; Glycon RO; Metaupon; Oelsauere; Vopcolene 27; Groco 5l; Groco 2; Groco 4; Groco 6; Tego-oleic 130; Emersol 211; cis-Octadec-9-enoic acid; Industrene 105; Industrene 205; Industrene 206; Pamolyn; Z-9-Octadecenoic acid; Oleinic acid; Emersol 210; Emersol 213; L'Acide oleique; Century cd fatty acid; Emersol 6321; Extraolein 90; Oleine 7503; 9-Octadecenoic acid (Z)-; 9-Octadecenoic acid (9Z)-; Elainic acid; Emersol 205; Emersol 233LL; Hy-phi 1055; Hy-phi 1088; Hy-phi 2066; Hy-phi 2088; Hy-phi 2102; Priolene 6906; White oleic acid; Wochem no. 320; (9Z)-octadec-9-enoic acid; Emersol 220 white oleic acid; 9-octadecenoic acid; Extra Oleic 80R; Extra Oleic 90; Extra Oleic 99; Extra Olein 80; Extra Olein 90R; Lunac O-CA; Lunac O-LL; Lunac O-P; neo-Fat 92-04; Priolene 6907; Priolene 6928; Priolene 6930; Priolene 6933; 9Z-Octadecenoic acid; Emersol 6313NF; cis-Oleate; Elaic acid; delta9-cis-Oleic acid; 9-Octadecenoic acid, (Z)-; (9Z)-Octadecenoic acid; FEMA No. 2815; FEMA Number 2815; D 100 (fatty acid); Emersol 221 low titer white oleic acid; K 52; Oelsaeure; HSDB 1240; Red oil; UNII-2UMI9U37CP; D 100; Oleic acid [NF]; 9-octadecylenic acid; Emersol 233; 18:1Delta9cis; CHEBI:16196; 9,10-Octadecenoic acid; C18:1n-9; MFCD00064242; neo-Fat 90-04; .delta.9-cis-Oleic acid; 9-(Z)-octadecenoic acid; (Z)-9-Octadecanoic acid; 9-Octadecenoic acid, cis-; cis-.delta.9-Octadecenoate; 2UMI9U37CP; CHEMBL8659; cis-.delta.9-Octadecenoic acid; cis-Delta(9)-octadecenoic acid; NSC9856; NSC-9856; Oleic acid (NF); Oleic acid, 97%; C18:1 n-9; Octadec-9-enoic acid; NCGC00091119-02; 18:1 n-9; C18:1; cis-9-octadecenoate; (9Z)- Octadecenoic acid; DSSTox_CID_5809; Oleic acid, pure; DSSTox_RID_77930; DSSTox_GSID_25809; (Z)-octadec-9-enoate; Oleic acid (natural); Caswell No. 619; Wecoline OO (VAN); Acide oleique [French]; Acide oleique; cis-delta9-octadecenoic acid; l'Acide oleique [French]; CAS-112-80-1; SMR000326739; CCRIS 682; NAA 35; Sulfurized oleic acid; Sulphurized oleic acid; Oleic acid, sulfurized; cis-delta(sup 9)-Octadecenoic acid; NSC 9856; EINECS 204-007-1; EPA Pesticide Chemical Code 031702; (9Z)-9-Octadecenoic acid; 9-Octadecenoic acid (9Z)-, sulfurized; BRN 1726542; Distoline; Oleinate; oleaic acid; Rapinic acid; AI3-01291; oleic acid group; 1gni; 1hms; 1vyf; 2lkk; Lunac OA; Edenor ATiO5; Edenor FTiO5; Industrene 104; Z-9-Octadecenoate; EINECS 270-164-8; Oleic acid, p.a.; Emersol 213NF; Emersol 214NF; OLEICACID; Pamolyn 125; Priolene 6900; 9,10-Octadecenoate; 9-Octadecenoic acid (Z)-, sulfurized; Oleic acid (8CI); oleic acid extra pure; cis-Octadec-9-enoate; Pamolyn 100 FG; Pamolyn 100 FGK; 9-(Z)-octadecenoate; Emersol 7021; (Z)-9-Octadecanoate; Emersol 6313 NF; Emersol 6333 NF; PubChem24077; Oleic acid-9,10-t; (9Z)-9-Octadecenoate; 9-cis-Octadecenoic acid; z-octadeca-9-enoic acid; Epitope ID:187036; Oleic acid, natural, FCC; (9Z)octadec-9-enoic acid; Emersol 220 White Oleate; Oleic acid, technical grade; SCHEMBL1138; Delta9-cis-Octadecenoic acid; WLN: QV8U9-C; 4-02-00-01641 (Beilstein Handbook Reference); 68412-07-7; MLS001056779; MLS002153498; MLS002454427; 9-octadecenoic acid, (9Z)-; (9Z)-9-Octadecenoic acid #; GTPL1054; Oleic acid, analytical standard; DTXSID1025809; Oleic acid, >=93% (GC); Oleic acid, >=99% (GC); REGID_for_CID_445639; 1g74; s158; HMS2234O13; HMS3649H21; HMS3885H18; Oleic acid, technical grade, 90%; HY-N1446; ZINC6845860; Tox21_111086; Tox21_201967; Tox21_303324; BDBM50150484; HSCI1_000362; LMFA01030002; s4707; SBB058695; 9-Octadecenoic acid (9Z)- (9CI); cis-9-Octadecenoic-9,10-3H2 acid; Emersol 221 Low Titer White Oleate; AKOS017343225; cis-.delta.(sup 9)-Octadecenoic acid; CCG-267270; FA 18:1; 9-Octadecenoic-9,10-t2 acid, (Z)-; NCGC00091119-01; NCGC00091119-03; NCGC00257233-01; NCGC00259516-01; AS-16066; BP-24023; Oleic acid, SAJ first grade, >=70.0%; Oleic acid, Selectophore(TM), >=99.0%; CS-0016886; O0011; O0180; C00712; D02315; K-0971; Oleic acid, from suet, natural, >=60% (GC); AB00641912_08; 9-Octadecenoic-9,10-t2 acid, (9Z)- (9CI); Oleic acid, suitable for cell culture, BioReagent; Q207688; SR-01000780573; SR-01000780573-6; F0001-0262; Oleic acid, certified reference material, TraceCERT(R); Oleic acid, European Pharmacopoeia (EP) Reference Standard; UNII-13FB83DEYU component ZQPPMHVWECSIRJ-KTKRTIGZSA-N; UNII-44NH37HHP9 component ZQPPMHVWECSIRJ-KTKRTIGZSA-N; UNII-5U9XZ261ER component ZQPPMHVWECSIRJ-KTKRTIGZSA-N; UNII-7N137Q0QYJ component ZQPPMHVWECSIRJ-KTKRTIGZSA-N; UNII-96GS7P39SN component ZQPPMHVWECSIRJ-KTKRTIGZSA-N; UNII-9B22238JYI component ZQPPMHVWECSIRJ-KTKRTIGZSA-N; UNII-B6G0Y5Z616 component ZQPPMHVWECSIRJ-KTKRTIGZSA-N; UNII-HBA528N3PW component ZQPPMHVWECSIRJ-KTKRTIGZSA-N; UNII-MO7HV04S9Y component ZQPPMHVWECSIRJ-KTKRTIGZSA-N; UNII-ODL221H4AM component ZQPPMHVWECSIRJ-KTKRTIGZSA-N; UNII-UDR641JW8W component ZQPPMHVWECSIRJ-KTKRTIGZSA-N; UNII-V1PY73ZXPE component ZQPPMHVWECSIRJ-KTKRTIGZSA-N; 459CE4C0-C836-4249-8E2D-69874B714E9C; UNII-79P21R4317 component ZQPPMHVWECSIRJ-KTKRTIGZSA-N; Oleic acid, United States Pharmacopeia (USP) Reference Standard; Oleic acid, meets analytical specification of Ph, Eur., 65.0-88.0% (GC); Oleic Acid, Pharmaceutical Secondary Standard; Certified Reference Material; Oleic Acid-Water Soluble, powder, BioReagent, suitable for cell culture; Ole; Oleic acid, PharmaGrade, Manufactured under appropriate controls for use as raw material in pharma or biopharmaceutical production.
DIG Function
Emulsifying agent; Penetration agent; Solubilizing agent
PubChem CID
445639
Formula
C18H34O2
Canonical SMILES
CCCCCCCC/C=C\\CCCCCCCC(=O)O
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
   Click to Show/Hide the Molecular Data (Structure/Property) of This DIG
Structure
<iframe style="width: 300px; height: 300px;" frameborder="0" src="https://embed.molview.org/v1/?mode=balls&cid=445639"></iframe>
3D MOL 2D MOL
Physicochemical Properties Molecular Weight 282.5 Topological Polar Surface Area 37.3
XlogP 6.5 Complexity 234
Heavy Atom Count 20 Rotatable Bond Count 15
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 2
Full List of Active Pharmaceutical Ingredients (APIs) Co-administrated with This DIG
       ICD Disease Classification 01 Infectious/parasitic disease Click to Show/Hide
Raltegravir
 API Info
Human immunodeficiency virus infection [ICD-11: 1C60]
 [1]
Ritonavir
 API Info
Human immunodeficiency virus infection [ICD-11: 1C60]
 [2]
       ICD Disease Classification 05 Endocrine/nutritional/metabolic disease Click to Show/Hide
Potassium chloride
 API Info
Hypokalemia [ICD-11: 5C77]
 [3]
       ICD Disease Classification 06 Mental/behavioural/neurodevelopmental disorder Click to Show/Hide
Methylphenidate
 API Info
Attention deficit hyperactivity disorder [ICD-11: 6A05]
 [4]
Guanfacine
 API Info
Attention deficit hyperactivity disorder [ICD-11: 6A05]
 [5]
       ICD Disease Classification 07 Sleep-wake disorder Click to Show/Hide
Dextroamphetamine
 API Info
Narcolepsy [ICD-11: 7A20]
 [6]
       ICD Disease Classification 08 Nervous system disease Click to Show/Hide
Acetaminophen
 API Info
Anaesthesia [ICD-11: 8E22]
 [7]
Valproic acid
 API Info
Epilepsy [ICD-11: 8A60]
 [8]
Levetiracetam
 API Info
Focal seizure [ICD-11: 8A68]
 [9]
Carbamazepine
 API Info
Epilepsy [ICD-11: 8A60]
 [10]
Topiramate
 API Info
Focal seizure [ICD-11: 8A68]
 [11]
       ICD Disease Classification 09 Visual system disease Click to Show/Hide
Acetazolamide
 API Info
Glaucoma [ICD-11: 9C61]
 [12]
       ICD Disease Classification 10 Ear/mastoid process disease Click to Show/Hide
Diphenhydramine
 API Info
Meniere disease [ICD-11: AB31]
 [13]
       ICD Disease Classification 11 Circulatory system disease Click to Show/Hide
Diltiazem
 API Info
Essential hypertension [ICD-11: BA00]
 [14]
Verapamil
 API Info
Essential hypertension [ICD-11: BA00]
 [15]
       ICD Disease Classification 12 Respiratory system disease Click to Show/Hide
Chlorpheniramine
 API Info
Allergic rhinitis [ICD-11: CA08]
 [16]
       ICD Disease Classification 13 Digestive system disease Click to Show/Hide
Omeprazole
 API Info
Gastro-oesophageal reflux disease [ICD-11: DA22]
 [17]
Rabeprazole
 API Info
Gastro-oesophageal reflux disease [ICD-11: DA22]
 [18]
       ICD Disease Classification 14 Skin disease Click to Show/Hide
Tretinoin
 API Info
Acne vulgaris [ICD-11: ED80]
 [19]
       ICD Disease Classification 16 Genitourinary system disease Click to Show/Hide
Tolterodine
 API Info
Overactive bladder [ICD-11: GC50]
 [20]
Full List of Biological Targets of DIG (DBTs) Regulated by This DIG
      G-protein coupled receptor (GPCR)
            DBT Name: Adenosine receptor A3 (AA3R) Click to Show/Hide
               Detailed Information DBT Info click to show the detail info of this DBT
               Experiment for Assessing the Biological Activity of the Studied DIG on This DBT
                    Biological Activity IC50 = 12 uM (tested by experiment) [21]
                    Tested Species Homo sapiens (Human)
                    UniProt ID AA3R_HUMAN
            DBT Name: Muscarinic receptor M1 (ACM1) Click to Show/Hide
               Detailed Information DBT Info click to show the detail info of this DBT
               Experiment for Assessing the Biological Activity of the Studied DIG on This DBT
                    Biological Activity IC50 = 13 uM (tested by experiment) [21]
                    Tested Species Homo sapiens (Human)
                    UniProt ID ACM1_HUMAN
            DBT Name: Thromboxane A2 receptor (TBXA2R) Click to Show/Hide
               Detailed Information DBT Info click to show the detail info of this DBT
               Experiment for Assessing the Biological Activity of the Studied DIG on This DBT
                    Biological Activity IC50 = 25 uM (tested by experiment) [21]
                    Tested Species Homo sapiens (Human)
                    UniProt ID TA2R_HUMAN
      Oxidoreductase (ORase)
            DBT Name: Aromatase (ARO1) Click to Show/Hide
               Detailed Information DBT Info click to show the detail info of this DBT
               Experiment for Assessing the Biological Activity of the Studied DIG on This DBT
                    Biological Activity IC50 = 32700 nM (tested by experiment) [22]
                    Tested Species Homo sapiens (Human)
                    UniProt ID CP19A_HUMAN
            DBT Name: Prostaglandin G/H synthase 1 (COX-1) Click to Show/Hide
               Detailed Information DBT Info click to show the detail info of this DBT
               Experiment (1) for Assessing the Biological Activity of the Studied DIG on This DBT
                    Biological Activity IC50 > 500000 nM (tested by experiment) [23]
                    Tested Species Bos taurus (Bovine)
                    UniProt ID PGH1_BOVIN
               Experiment (2) for Assessing the Biological Activity of the Studied DIG on This DBT
                    Biological Activity IC50 = 6.7 uM (tested by experiment) [21]
                    Tested Species Homo sapiens (Human)
                    UniProt ID PGH1_HUMAN
            DBT Name: Prostaglandin G/H synthase 2 (COX-2) Click to Show/Hide
               Detailed Information DBT Info click to show the detail info of this DBT
               Experiment (1) for Assessing the Biological Activity of the Studied DIG on This DBT
                    Biological Activity IC50 > 500000 nM (tested by experiment) [23]
                    Tested Species Ovis aries (Sheep)
                    UniProt ID PGH2_SHEEP
               Experiment (2) for Assessing the Biological Activity of the Studied DIG on This DBT
                    Biological Activity IC50 = 3.5 uM (tested by experiment) [21]
                    Tested Species Homo sapiens (Human)
                    UniProt ID PGH2_HUMAN
            DBT Name: Albendazole monooxygenase (CYP3A4) Click to Show/Hide
               Detailed Information DBT Info click to show the detail info of this DBT
               Experiment for Assessing the Biological Activity of the Studied DIG on This DBT
                    Biological Activity Inhibition ratio < 20 % (tested by experiment) [24]
                    Tested Species Homo sapiens (Human)
                    UniProt ID CP3A4_HUMAN
      Transferase (TFase)
            DBT Name: Telomerase reverse transcriptase (TERT) Click to Show/Hide
               Detailed Information DBT Info click to show the detail info of this DBT
               Experiment for Assessing the Biological Activity of the Studied DIG on This DBT
                    Biological Activity IC50 = 8600 nM (tested by experiment) [25]
                    Tested Species Homo sapiens (Human)
                    UniProt ID TERT_HUMAN
      Hydrolase (HDase)
            DBT Name: Proconvertin-TF complex (F7-F3) Click to Show/Hide
               Detailed Information DBT Info click to show the detail info of this DBT
               Experiment for Assessing the Biological Activity of the Studied DIG on This DBT
                    Biological Activity IC50 = 80000 nM (tested by experiment) [26]
                    Tested Species Homo sapiens (Human)
                    UniProt ID FA7_HUMAN ; TF_HUMAN
            DBT Name: Trypsin (PRSS) Click to Show/Hide
               Detailed Information DBT Info click to show the detail info of this DBT
               Experiment for Assessing the Biological Activity of the Studied DIG on This DBT
                    Biological Activity IC50 > 200000 nM (tested by experiment) [26]
                    Tested Species Sus scrofa (Pig)
                    UniProt ID TRYP_PIG
      Primary active transporter (PAT)
            DBT Name: Urate exporter (BCRP) Click to Show/Hide
               Detailed Information DBT Info click to show the detail info of this DBT
               Experiment for Assessing the Biological Activity of the Studied DIG on This DBT
                    Biological Activity Inhibition ratio > 60 % (tested by experiment) [27]
                    Tested Species Homo sapiens (Human)
                    UniProt ID ABCG2_HUMAN
      Potential-driven transporter (PDT)
            DBT Name: Norepinephrine transporter (NET) Click to Show/Hide
               Detailed Information DBT Info click to show the detail info of this DBT
               Experiment for Assessing the Biological Activity of the Studied DIG on This DBT
                    Biological Activity IC50 = 27 uM (tested by experiment) [21]
                    Tested Species Homo sapiens (Human)
                    UniProt ID SC6A2_HUMAN
            DBT Name: Monoamine transporter VAT2 (VMAT2) Click to Show/Hide
               Detailed Information DBT Info click to show the detail info of this DBT
               Experiment for Assessing the Biological Activity of the Studied DIG on This DBT
                    Biological Activity Ki = 4.7 uM (tested by experiment) [21]
                    Tested Species Homo sapiens (Human)
                    UniProt ID VMAT2_HUMAN
      Transmembrane channel/porin (TC/P)
            DBT Name: Vanilloid receptor 2 (TrpV2) Click to Show/Hide
               Detailed Information DBT Info click to show the detail info of this DBT
               Experiment for Assessing the Biological Activity of the Studied DIG on This DBT
                    Biological Activity IC50 > 10000 nM (tested by experiment) [28]
                    Tested Species Rattus norvegicus (Rat)
                    UniProt ID TRPV2_RAT
      Nuclear receptor (NR)
            DBT Name: PPAR-alpha (PPARA) Click to Show/Hide
               Detailed Information DBT Info click to show the detail info of this DBT
               Experiment for Assessing the Biological Activity of the Studied DIG on This DBT
                    Biological Activity IC50 = 600 nM (tested by experiment) [29]
                    Tested Species Homo sapiens (Human)
                    UniProt ID PPARA_HUMAN
            DBT Name: PPAR-delta (PPARD) Click to Show/Hide
               Detailed Information DBT Info click to show the detail info of this DBT
               Experiment for Assessing the Biological Activity of the Studied DIG on This DBT
                    Biological Activity IC50 = 5300 nM (tested by experiment) [29]
                    Tested Species Homo sapiens (Human)
                    UniProt ID PPARD_HUMAN
            DBT Name: PPAR-gamma (PPARG) Click to Show/Hide
               Detailed Information DBT Info click to show the detail info of this DBT
               Experiment for Assessing the Biological Activity of the Studied DIG on This DBT
                    Biological Activity IC50 = 4100 nM (tested by experiment) [29]
                    Tested Species Homo sapiens (Human)
                    UniProt ID PPARG_HUMAN
            DBT Name: Progesterone receptor (PGR) Click to Show/Hide
               Detailed Information DBT Info click to show the detail info of this DBT
               Experiment for Assessing the Biological Activity of the Studied DIG on This DBT
                    Biological Activity IC50 = 12 uM (tested by experiment) [21]
                    Tested Species Homo sapiens (Human)
                    UniProt ID PRGR_HUMAN
      Other protein families (OPF)
            DBT Name: Adipocyte lipid-binding protein (ALBP) Click to Show/Hide
               Detailed Information DBT Info click to show the detail info of this DBT
               Experiment for Assessing the Biological Activity of the Studied DIG on This DBT
                    Biological Activity Ki = 1500 nM (tested by experiment) [30]
                    Tested Species Homo sapiens (Human)
                    UniProt ID FABP4_HUMAN
            DBT Name: Liver lipid-binding protein (L-FABP) Click to Show/Hide
               Detailed Information DBT Info click to show the detail info of this DBT
               Experiment for Assessing the Biological Activity of the Studied DIG on This DBT
                    Biological Activity Ki = 180 nM (tested by experiment) [31]
                    Tested Species Rattus norvegicus (Rat)
                    UniProt ID FABPL_RAT
References
1 2007 FDA drug approvals: a year of flux. Nat Rev Drug Discov. 2008 Feb;7(2):107-9.
2 FDA label for approved ritonavir from the official website of the U.S. Food and Drug Administration.
3 FDA label for approved potassium chloride from the official website of the U.S. Food and Drug Administration.
4 FDA label for approved methylphenidate from the official website of the U.S. Food and Drug Administration.
5 FDA label for approved guanfacine from the official website of the U.S. Food and Drug Administration.
6 FDA label for approved dextroamphetamine from the official website of the U.S. Food and Drug Administration.
7 FDA label for approved acetaminophen from the official website of the U.S. Food and Drug Administration.
8 FDA label for approved valproic acid from the official website of the U.S. Food and Drug Administration.
9 FDA label for approved levetiracetam from the official website of the U.S. Food and Drug Administration.
10 FDA label for approved carbamazepine from the official website of the U.S. Food and Drug Administration.
11 FDA label for approved topiramate from the official website of the U.S. Food and Drug Administration.
12 FDA label for approved acetazolamide from the official website of the U.S. Food and Drug Administration.
13 FDA label for approved diphenhydramine from the official website of the U.S. Food and Drug Administration.
14 FDA label for approved diltiazem from the official website of the U.S. Food and Drug Administration.
15 FDA label for approved verapamil from the official website of the U.S. Food and Drug Administration.
16 FDA label for approved chlorpheniramine from the official website of the U.S. Food and Drug Administration.
17 FDA label for approved omeprazole from the official website of the U.S. Food and Drug Administration.
18 FDA label for approved rabeprazole from the official website of the U.S. Food and Drug Administration.
19 FDA label for approved tretinoin from the official website of the U.S. Food and Drug Administration.
20 FDA label for approved tolterodine from the official website of the U.S. Food and Drug Administration.
21 The activities of drug inactive ingredients on biological targets. Science. 2020 Jul 24;369(6502):403-413.
22 Interference by naturally occurring fatty acids in a noncellular enzyme-based aromatase bioassay. J Nat Prod. 2006 Apr; 69(4):700-3.
23 Cox-2 inhibitory effects of naturally occurring and modified fatty acids. J Nat Prod. 2001 Jun; 64(6):745-9.
24 Pharmaceutical excipients inhibit cytochrome P450 activity in cell free systems and after systemic administration. Eur J Pharm Biopharm. 2008 Sep;70(1):279-88.
25 Natural products targeting telomere maintenance. Med Chem Comm. (2011) 2:229-245.
26 Inhibitory activity of unsaturated fatty acids and anacardic acids toward soluble tissue factor-factor VIIa complex. J Nat Prod. 1998 Nov; 61(11):1352-5.
27 Oleic acid decreases BCRP mediated efflux of mitoxantrone in Caco-2 cell monolayers. Food Chem Toxicol. 2012 Oct;50(10):3635-45.
28 Elongation of the Hydrophobic Chain as a Molecular Switch: Discovery of Capsaicin Derivatives and Endogenous Lipids as Potent Transient Receptor Potential Vanilloid Channel 2 Antagonists. J Med Chem. 2018 Sep 27; 61(18):8255-8281.
29 Molecular properties of fatty acids related to PPAR binding and metabolic diseases. Med Chem Res (2013) 22:3126-3133.
30 The discovery of novel and selective fatty acid binding protein 4 inhibitors by virtual screening and biological evaluation. Bioorg Med Chem. 2016 Sep 15; 24(18):4310-4317.
31 Characterization of the drug binding specificity of rat liver fatty acid binding protein. J Med Chem. 2008 Jul 10; 51(13):3755-64.

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