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Oleamide

AlkaPlorer ID: AK318893

Synonym: None

IUPAC Name: (Z)-octadec-9-enamide

Structure

SMILES: CCCCCCCC/C=C\CCCCCCCC(=N)O

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InChI: InChI=1S/C18H35NO/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,(H2,19,20)/b10-9-

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InChIKey: FATBGEAMYMYZAF-KTKRTIGZSA-N

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Properties Information

Molecule Weight: 281.48399999999987

TPSA？: 44.08

MolLogP？: 6.559170000000007

Number of H-Donors: 2

Number of H-Acceptors: 1

RingCount: 0

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Homo sapiens Acyl coenzyme A:cholesterol acyltransferase 1 IC50 63000.0 nM 10.1016/j.bmcl.2004.05.086
Homo sapiens Acyl coenzyme A:cholesterol acyltransferase 1 IC50 85000.0 nM 10.1016/j.bmcl.2004.05.086
Homo sapiens Adhesion G-protein coupled receptor F1 %Inhib (Mean) -16.74 % 10.6019/CHEMBL5209801
Homo sapiens Adhesion G-protein coupled receptor F1 %Max (Mean) 4.33 % 10.6019/CHEMBL5209801
Homo sapiens Alpha-2a adrenergic receptor %Inhib (Mean) -37.44 % 10.6019/CHEMBL5209801
Homo sapiens Alpha-2a adrenergic receptor %Max (Mean) 0.46 % 10.6019/CHEMBL5209801
Homo sapiens Anandamide amidohydrolase IC50 68000.0 nM 10.1021/jm058183t
Homo sapiens Anandamide amidohydrolase Km 5000.0 nM 10.1021/jm800311k
Homo sapiens Apelin receptor %Inhib (Mean) -39.53 % 10.6019/CHEMBL5209801
Homo sapiens Apelin receptor %Max (Mean) -1.155 % 10.6019/CHEMBL5209801
Homo sapiens Beta-2 adrenergic receptor %Inhib (Mean) -41.78 % 10.6019/CHEMBL5209801
Homo sapiens Beta-2 adrenergic receptor %Max (Mean) -1.057 % 10.6019/CHEMBL5209801
Homo sapiens Bromodomain-containing protein 4 Delta TM -1.12 C None
Homo sapiens C5a anaphylatoxin chemotactic receptor %Inhib (Mean) -44.85 % 10.6019/CHEMBL5209801
Homo sapiens C5a anaphylatoxin chemotactic receptor %Max (Mean) -2.453 % 10.6019/CHEMBL5209801
Homo sapiens Casein kinase I delta Delta TM -0.02 C None
Homo sapiens Cellular tumor antigen p53 Potency 31622.8 nM None
Homo sapiens C-X3-C chemokine receptor 1 %Inhib (Mean) -18.14 % 10.6019/CHEMBL5209801
Homo sapiens C-X3-C chemokine receptor 1 %Max (Mean) -3.68 % 10.6019/CHEMBL5209801
Homo sapiens Cyclin-dependent kinase 2 Delta TM -0.15 C None
Homo sapiens Cytochrome P450 1A2 AC50 6309.57 nM None
Homo sapiens Cytochrome P450 2C19 AC50 31622.78 nM None
Homo sapiens Cytochrome P450 2C19 Potency 31622.8 nM None
Homo sapiens Cytochrome P450 2C9 AC50 nan None None
Homo sapiens Cytochrome P450 2D6 AC50 nan None None
Homo sapiens Cytochrome P450 3A4 AC50 50118.72 nM None
Homo sapiens Cytochrome P450 3A4 Potency 50118.7 nM None
Homo sapiens Fibroblast Growth Rate 0.02 None 10.6019/CHEMBL5058564
Homo sapiens Fibroblast Growth Rate 0.63 None 10.6019/CHEMBL5058564
Homo sapiens Fibroblast Growth Rate 0.82 None 10.6019/CHEMBL5058564
Homo sapiens Fibroblast growth factor receptor 3 Delta TM 0.06 C None
Homo sapiens Glucagon-like peptide 1 receptor %Inhib (Mean) -19.74 % 10.6019/CHEMBL5209801
Homo sapiens Glucagon-like peptide 1 receptor %Max (Mean) -1.634 % 10.6019/CHEMBL5209801
Homo sapiens Glucose-dependent insulinotropic receptor %Inhib (Mean) -16.53 % 10.6019/CHEMBL5209801
Homo sapiens Glucose-dependent insulinotropic receptor %Max (Mean) -3.228 % 10.6019/CHEMBL5209801
Homo sapiens Glycogen synthase kinase-3 beta Delta TM -0.55 C None
Homo sapiens G-protein coupled receptor 120 %Inhib (Mean) -49.05 % 10.6019/CHEMBL5209801
Homo sapiens G-protein coupled receptor 120 %Max (Mean) -4.544 % 10.6019/CHEMBL5209801
Homo sapiens G-protein coupled receptor 35 %Inhib (Mean) -11.55 % 10.6019/CHEMBL5209801
Homo sapiens G-protein coupled receptor 35 %Max (Mean) 0.9376 % 10.6019/CHEMBL5209801
Homo sapiens HEK-293T Growth Rate 0.35 None 10.6019/CHEMBL5058564
Homo sapiens HEK-293T Growth Rate 0.61 None 10.6019/CHEMBL5058564
Homo sapiens HEK-293T Growth Rate 0.79 None 10.6019/CHEMBL5058564
Homo sapiens HEK-293T Growth Rate 0.8 None 10.6019/CHEMBL5058564
Homo sapiens HEK-293T Growth Rate 0.89 None 10.6019/CHEMBL5058564
Homo sapiens HEK-293T Growth Rate 0.94 None 10.6019/CHEMBL5058564
Homo sapiens HEK-293T Growth Rate 0.96 None 10.6019/CHEMBL5058564
Homo sapiens HEK-293T Growth Rate 0.99 None 10.6019/CHEMBL5058564
Homo sapiens HEK-293T Growth Rate 1.0 None 10.6019/CHEMBL5058564
Homo sapiens Histone deacetylase 6 Inhibition -51.65 % 10.6019/CHEMBL4808148
Homo sapiens Histone deacetylase 6 Inhibition -6.58 % 10.6019/CHEMBL4808148
Homo sapiens Lipoxin A4 receptor %Inhib (Mean) -19.7 % 10.6019/CHEMBL5209801
Homo sapiens Lipoxin A4 receptor %Max (Mean) -2.649 % 10.6019/CHEMBL5209801
Homo sapiens MAP kinase ERK2 Delta TM 0.15 C None
Homo sapiens Menin/Histone-lysine N-methyltransferase MLL Potency 44668.4 nM None
Homo sapiens Peregrin Delta TM -1.07 C None
Homo sapiens Serine/threonine-protein kinase Aurora-A Delta TM -0.48 C None
Homo sapiens Sphingosine 1-phosphate receptor Edg-1 %Inhib (Mean) -44.2 % 10.6019/CHEMBL5209801
Homo sapiens Sphingosine 1-phosphate receptor Edg-1 %Max (Mean) -1.48 % 10.6019/CHEMBL5209801
Homo sapiens Transcription intermediary factor 1-alpha Delta TM -0.14 C None
Homo sapiens Type-1 angiotensin II receptor %Inhib (Mean) -22.84 % 10.6019/CHEMBL5209801
Homo sapiens Type-1 angiotensin II receptor %Max (Mean) -4.05 % 10.6019/CHEMBL5209801
Homo sapiens Tyrosine-protein kinase ABL Delta TM 0.96 C None
Homo sapiens U2OS Growth Rate 0.24 None 10.6019/CHEMBL5058564
Homo sapiens U2OS Growth Rate 0.51 None 10.6019/CHEMBL5058564
Homo sapiens U2OS Growth Rate 0.75 None 10.6019/CHEMBL5058564
Homo sapiens U2OS Growth Rate 0.76 None 10.6019/CHEMBL5058564
Homo sapiens U2OS Growth Rate 0.78 None 10.6019/CHEMBL5058564
Homo sapiens U2OS Growth Rate 0.79 None 10.6019/CHEMBL5058564
Homo sapiens U2OS Growth Rate 0.89 None 10.6019/CHEMBL5058564
Homo sapiens U2OS Growth Rate 0.98 None 10.6019/CHEMBL5058564
Homo sapiens U2OS Growth Rate 1.0 None 10.6019/CHEMBL5058564
Homo sapiens Ubiquitin carboxyl-terminal hydrolase 1 Potency 10000.0 nM None
Mus musculus RAW264.7 Activity 134.0 % 10.1016/j.bmc.2008.10.015
Rattus norvegicus Acyl coenzyme A:cholesterol acyltransferase 1 IC50 170000.0 nM 10.1016/j.bmcl.2004.05.086
Rattus norvegicus Anandamide amidohydrolase Relative rate of hydrolysis 1.0 None 10.1016/s0960-894x(00)00528-x
Rattus norvegicus Cannabinoid CB1 receptor Ki 1140.0 nM 10.1021/jm058183t
Rattus norvegicus GABA-A receptor; anion channel EC50 15000.0 nM 10.1021/jm9904349
Rattus norvegicus Rattus norvegicus Inhibition 100.0 % 10.1016/s0960-894x(99)00148-1
Rattus norvegicus Transient receptor potential cation channel subfamily V member 2 IC50 2100.0 nM 10.1021/acs.jmedchem.8b00734
Severe acute respiratory syndrome coronavirus 2 Replicase polyprotein 1ab Inhibition 19.96 % 10.6019/CHEMBL4495564
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 Inhibition 0.16 % 10.6019/CHEMBL4495565
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 Inhibition 2.99 % 10.21203/rs.3.rs-23951/v1
None ADMET Activity 94.0 % 10.1016/j.bmc.2008.10.015
None Unchecked Potency 31622.8 nM None

Metabolism Information

AKRT ID Reaction Reaction Link ID
AKRT008184 CCCCCCCC/C=C\CCCCCCCC(=O)N[C@@H](O)C(=O)O>>CCCCCCCC/C=C\CCCCCCCC(N)=O 58636
AKRT008393 CCCCCCCC/C=C\CCCCCCCC(N)=O>>CCCCCCCC/C=C\CCCCCCCC(=O)O RXN-10756
AKRT008394 CCCCCCCC/C=C\CCCCCCCC(N)=O>>CCCCCCCC[C@@H](O)CCCCCCCCC(N)=O retrobiocat_914