UCSF

ZINC06845860

Draw Identity 99% 90% 80% 70%

Substance Information

In ZINC since Heavy atoms Benign functionality
April 27th, 2006 20 No

Popular Name: oleic acid oleic acid

Find On: PubMed — Wikipedia — Google

CAS Numbers: 112-80-1 , 143-19-1 , 2272-11-9 , 8007-43-0 , [143-19-1] , [2272-11-9]

Other Names:

(9Z)-9-Octadecenoate; (9Z)-9-Octadecenoic acid; (9Z)-Octadecenoate; (9Z)-Octadecenoic acid; (Z)-9-Octadecanoate; (Z)-9-Octadecanoic acid; (Z)-9-octadecenoic acid, ion(1-); (Z)-Octadec-9-enoate; (Z)-Octadec-9-enoic acid; 9-(Z)-octadecenoate; 9-(Z)-octadece

(9Z)-9-Octadecenoate;(9Z)-9-Octadecenoic acid;(9Z)-Octadecenoate;(9Z)-Octadecenoic acid;(Z)-9-Octadecanoate;(Z)-9-Octadecanoic acid;(Z)-Octadec-9-enoate;(Z)-Octadec-9-enoic acid;9,10-Octadecenoate;9,10-Octadecenoic acid;9-(Z)-Octadecenoate;9-(Z)-Octadecen

(9Z)-Octadecenoic acid; (Z)-Octadec-9-enoic acid; 112-80-1; C00712; Oleate; Oleic acid

112-80-1; 9-octadecenoic acid; OLEATE-CPD; octadecenoate (n-C18:1); oleate; oleic acid; omega fatty acid; omega-3 fatty acid

112-80-1; D02315; Oleic acid (NF)

143-19-1; C18601; Sodium oleate

18:1 n-9; 18:1Delta9cis; 9-Octadecenoic acid (9Z)-; C18:1 n-9; Elaidoic acid; Metaupon; Oelsaeure; Oelsauere; Oleinic acid; cis-9-octadecenoic acid; cis-Delta(9)-octadecenoic acid; cis-oleic acid

8007-43-0; Arlacel 83 (TN); D05282; Sorbitan sesquioleate (JP16/NF/INN)

9-Octadecenoic acid (9Z)-, compd. with 2,2',2''-nitrilotris(ethanol) (1:1); 9-Octadecenoic acid (Z)-, compd with 2,2',2''-nitrilotris(ethanol) (1:1); 9-Octadecenoic acid (Z)-, compd. with 2,2',2''-nitrilotris(ethanol) (1:1); 9-Octadecenoic acid, compd. wi

9-Octadecenoic acid (9Z)-, ester with 2-ethyl-2-(hydroxymethyl)-1,3-propanediol; 9-Octadecenoic acid (Z)-, ester with 2-ethyl-2-(hydroxymethyl)-1,3-propanediol; EINECS 274-260-0; LS-195671; Trimethylolpropane oleate

9-Octadecenoic acid (9Z)-, mercury(2+) salt; 9-Octadecenoic acid (Z)-, mercury(2+) salt; 9-Octadecenoic acid mercury salt; Caswell No. 546B; Dioleate de mercure; Dioleato de mercurio; EINECS 214-741-4; EPA Pesticide Chemical Code 052105; HSDB 1199; LS-898

9-Octadecenoic acid (9Z)-, sodium salt; 9-Octadecenoic acid (Z)-, sodium salt; 9-Octadecenoic acid, sodium salt; 9-Octadecenoic acid, sodium salt, (Z)-; AI3-19806; CCRIS 1964; EINECS 205-591-0; Eunatrol; HSDB 758; LS-7627; Olate flakes; Oleate, sodium; Ol

9-Octadecenoic acid (9Z)-, zinc salt; 9-Octadecenoic acid (Z), zinc salt; EINECS 209-154-5; LS-162878; Oleic acid, zinc salt; Zinc dioleate; Zinc oleate; Zinc oleate (1:2)

9-Octadecenoic acid; 9-Octadecenoic acid (9Z)-; 9-Octadecenoic acid (Z)-; 9-Octadecenoic acid, (Z)-; AI3-01291; Acide oleique [French]; BRN 1726542; CCRIS 682; Caswell No. 619; Century cd fatty acid; D 100; D 100 (fatty acid); EINECS 204-007-1; EPA Pestic

9-octadecylenic acid; cis-9-octadecenoic acid; cis-Oleic acid; cis-Oleate; Oleate; Elaic acid; Elaidoic acid; C18:1n-9

9Z-octadecenoic acid

Anhydrohexitol sesquioleate; Anhydrosorbitol sesquioleate; Arlacel 83; Arlacel C; Crill 16; Crill K 16; EINECS 232-360-1; Emasol 41S; Emsorb 2502; Emulgator 8972; Glycomul SOC; Glycomul Soc Special; Hodag SSO; LS-145683; Liposorb SQ0; Montane 83; Nikkol S

beta-Hydroxyethylammonium oleate

beta-Hydroxyethylammonium oleate;cis-9-Octadecenoic acid, ethanolamine salt;Monoethanolamine oleate

CHEBI:44741; CHEBI:7741; CHEBI:25664; CHEBI:104361

cis-9-Octadecenoic acid

cis-9-Octadecenoic acid, ethanolamine salt

Ethamolin

Ethanolamine Oleate

MFCD00004438

MFCD00064242

MFCD00152605

Monoethanolamine oleate

Monolate

Moramin

Neosclerol

Oldamin

Oleic Acid (NF)

Oleic acid sodium salt

Oleic acid, 99%

Oleic acid, sodium salt, 65-90% oleic C18

Oleic acid, tech. 90%

Sodium (9Z)-9-octadecenoate

Sodium Oleate

Varex

Varicetin

Download: MOL2 SDF SMILES Flexibase

Annotations

Vendors

Physical Representations

Type pH range xlogP Des A‑Pol Apolar desolvation (kcal/mol) Des Pol Polar desolvation (kcal/mol) H Don H-bond donors H Acc H-bond acceptors Chg Net charge tPSA (Ų) MWT Molecular weight (g/mol) RB Rotatable bonds DL
Ref Reference (pH 7) 7.58 13.34 -45.08 0 2 -1 40 281.46 15 ↓

Vendor Notes

Note Type Comments Provided By
Melting_Point 13-14? Alfa-Aesar
Melting_Point 13-14° Alfa-Aesar
Mp [°C] 232 - 235 Acros Organics
Boiling_Point 286?/100mm Alfa-Aesar
Boiling_Point 286°/100mm Alfa-Aesar
UniProt Database Links AATC_YEAST; ACSL1_MOUSE; ACSL1_RAT; AES_ECO24; AES_ECO27; AES_ECO45; AES_ECO55; AES_ECO57; AES_ECO5E; AES_ECO7I; AES_ECO81; AES_ECO8A; AES_ECOBW; AES_ECODH; AES_ECOHS; AES_ECOK1; AES_ECOL5; AES_ECOL6; AES_ECOLC; AES_ECOLI; AES_ECOLU; AES_ECOSE; AES_ECOSM ChEBI
Patent Database Links EP0947523; EP0962459; EP1375583; EP1508335; EP1510213; EP1527782; EP1529536; EP1530966; EP1547576; EP1547600; EP1554925; EP1557427; EP1559403; EP1559430; EP1576953; EP1582206; EP1597973; EP1598060; EP1602367; EP1607471; EP1616578; EP1621186; EP1623694; EP ChEBI
Reactome Database Links REACT_15291; REACT_160151; REACT_160208; REACT_160239; REACT_19346; REACT_19366; REACT_21408; REACT_21412; REACT_22263; REACT_22436; REACT_23817 ChEBI
S phrase S24/25: Avoid contact with skin and eyes. Acros Organics
therap sclerosing agent MicroSource Spectrum
Target Vascular endothelial growth factor A(P15692)&Angiopoietin-1(Q15389)&Vascular endothelial growth factor receptor 2(P35968)&Prostaglandin G/H synthase 2(P35354)&Early growth response protein 1(P18146)&Cyclin-dependent kinase inhibitor 1(P38936)&Nitric oxide Herbal Ingredients Targets

Activity (Go SEA)

Clustered Target Annotations
Code Description Organism Class Affinity (nM) LE (kcal/mol/atom) Type
FAAH1-4-E Anandamide Amidohydrolase (cluster #4 Of 7), Eukaryotic Eukaryotes 6000 0.37 Binding ≤ 10μM
FABP4-2-E Fatty Acid Binding Protein Adipocyte (cluster #2 Of 3), Eukaryotic Eukaryotes 185 0.47 Binding ≤ 10μM
FABP5-2-E Fatty Acid Binding Protein Epidermal (cluster #2 Of 2), Eukaryotic Eukaryotes 248 0.46 Binding ≤ 10μM
FABPL-1-E Fatty Acid-binding Protein, Liver (cluster #1 Of 4), Eukaryotic Eukaryotes 900 0.42 Binding ≤ 10μM
ChEMBL Target Annotations
Uniprot Swissprot Description Affinity (nM) LE (kcal/mol/atom) Type
FABP4_HUMAN P15090 Fatty Acid Binding Protein Adipocyte, Human 185 0.47 Binding ≤ 1μM
FABP5_HUMAN Q01469 Fatty Acid Binding Protein Epidermal, Human 248 0.46 Binding ≤ 1μM
FABPL_HUMAN P07148 Fatty Acid-binding Protein, Liver, Human 200 0.47 Binding ≤ 1μM
FABPL_RAT P02692 Fatty Acid-binding Protein, Liver, Rat 180 0.47 Binding ≤ 1μM
FAAH1_HUMAN O00519 Anandamide Amidohydrolase, Human 6000 0.37 Binding ≤ 10μM
FABP4_HUMAN P15090 Fatty Acid Binding Protein Adipocyte, Human 185 0.47 Binding ≤ 10μM
FABP5_HUMAN Q01469 Fatty Acid Binding Protein Epidermal, Human 248 0.46 Binding ≤ 10μM
FABPL_HUMAN P07148 Fatty Acid-binding Protein, Liver, Human 200 0.47 Binding ≤ 10μM
FABPL_RAT P02692 Fatty Acid-binding Protein, Liver, Rat 180 0.47 Binding ≤ 10μM

Direct Reactome Annotations (via ChEBI)

Description Species
Fatty Acids bound to GPR40 (FFAR1) regulate insulin secretion
Free fatty acid receptors
G alpha (q) signalling events
Retinoid metabolism and transport
Synthesis, secretion, and inactivation of Glucagon-like Peptide-1 (GLP-1)
Synthesis, secretion, and inactivation of Glucose-dependent Insulinotropic Polyp
The canonical retinoid cycle in rods (twilight vision)
Transport of fatty acids

Reactome Annotations from Targets (via Uniprot)

Description Species
Hormone-sensitive lipase (HSL)-mediated triacylglycerol hydrolysis
PPARA activates gene expression
Regulation of lipid metabolism by Peroxisome proliferator-activated receptor alp
Transcriptional regulation of white adipocyte differentiation

Analogs ( Draw Identity 99% 90% 80% 70% )