Linoleoyl ethanolamide

Details

• Internal ID: 02bbe16c-b09f-4ff4-b346-f6eb4d178f44
• Taxonomy: Organic nitrogen compounds > Organonitrogen compounds > Amines > Alkanolamines > 1,2-aminoalcohols > N-acylethanolamines
• IUPAC Name: (9Z,12Z)-N-(2-hydroxyethyl)octadeca-9,12-dienamide
• SMILES (Canonical): CCCCCC=CCC=CCCCCCCCC(=O)NCCO
• SMILES (Isomeric): CCCCC/C=C\C/C=C\CCCCCCCC(=O)NCCO
• InChI: InChI=1S/C20H37NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20(23)21-18-19-22/h6-7,9-10,22H,2-5,8,11-19H2,1H3,(H,21,23)/b7-6-,10-9-
• InChI Key: KQXDGUVSAAQARU-HZJYTTRNSA-N
• Popularity: 59 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₇NO₂
• Molecular Weight: 323.50 g/mol
• Exact Mass: 323.282429423 g/mol
• Topological Polar Surface Area (TPSA): 49.30 Ų
• XlogP: 5.60

Synonyms

• 68171-52-8
• Linoleamide MEA
• Linoleylethanolamide
• Linoleoylethanolamide
• Linoleic ethanolamide
• n-linoleoylethanolamine
• (9Z,12Z)-N-(2-hydroxyethyl)octadeca-9,12-dienamide
• Linoleoyl monoethanolamide
• Linoleyl ethanolamide
• N-(2-Hydroxyethyl)linoleamide
• Anandamide (18:2, n-6)
• N-(2-hydroxyethyl)linoleoylamide
• linoleic monoethanolamide
• Monoethanolamine linoleic acid amide
• 9,12-Octadecadienamide, N-(2-hydroxyethyl)-, (9Z,12Z)-
• N-(9Z,12Z-octadecadienoyl)-ethanolamine
• N-cis-9-cis-12-Octadecadienoylethanolamine
• CHEMBL149859
• N-(2-Hydroxyethyl)-linoleamide
• CHEBI:64032
• ANANDAMIDE (18:2,n-6)
• 889DYX0816
• (9Z,12Z)-N-(2-Hydroxyethyl)octadeca-9,12-dien-1-amide
• N-(2-Hydroxyethyl)-9,12-octadecadienamide
• EINECS 269-029-6
• UNII-889DYX0816
• n-linoleoylethanolamide
• BSPBio_001529
• SCHEMBL653623
• LINOLEAMIDE MEA [INCI]
• BML2-B11
• 9,12-Octadecadienamide, N-(2-hydroxyethyl)-, (Z,Z)-
• DTXSID10887223
• KQXDGUVSAAQARU-HZJYTTRNSA-N
• HMS1361M11
• HMS1791M11
• HMS1989M11
• HMS3402M11
• HMS3649F09
• NAE 18:2
• BDBM50056471
• LINOLEIC ACID MONOETHANOLAMIDE
• LMFA08040004
• NAE(18:2)
• AKOS040759392
• IDI1_033999
• N-(9Z,12Z-Octadecadienoyl)ethanolamine
• NCGC00161191-03
• NCGC00161191-04
• NCGC00161191-05
• NCGC00161191-06
• LINOLEAMIDE, N-(2-HYDROXYETHYL)-
• N-(2-Hydroxyethyl)-9Z,12Z-octadecadienamide
• 9,12-Octadecadienamide, N-(2-hydroxyethyl)-
• SR-01000946650
• SR-01000946650-1
• BRD-K87905482-001-01-6
• Q27132980
• 9,12-Octadecadienamide,N-(2-hydroxyethyl)-,(9Z,12Z)-
• (9Z,12Z)-Octadeca-9,12-dienoic acid (2-hydroxy-ethyl)-amide

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL4794	Q8NER1	Vanilloid receptor	630 nM	EC50	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3060	Q9Y345	Glycine transporter 2	98.70%	99.17%
CHEMBL230	P35354	Cyclooxygenase-2	98.26%	89.63%
CHEMBL2581	P07339	Cathepsin D	97.47%	98.95%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	94.74%	97.29%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	93.49%	92.08%
CHEMBL2664	P23526	Adenosylhomocysteinase	91.42%	86.67%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.63%	96.09%
CHEMBL1781	P11387	DNA topoisomerase I	86.38%	97.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.10%	91.11%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	85.18%	89.34%
CHEMBL2885	P07451	Carbonic anhydrase III	84.62%	87.45%
CHEMBL5701	Q9H2K8	Serine/threonine-protein kinase TAO3	84.20%	96.67%
CHEMBL221	P23219	Cyclooxygenase-1	84.03%	90.17%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.82%	94.33%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	83.71%	91.24%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.42%	99.23%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	82.50%	91.81%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.46%	96.95%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	81.74%	92.86%
CHEMBL4179	P45984	c-Jun N-terminal kinase 2	81.66%	90.75%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	81.60%	100.00%
CHEMBL5261	Q7L7X3	Serine/threonine-protein kinase TAO1	81.17%	89.33%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	80.10%	85.94%

Plants that contains it

• Ricinus communis

Cross-Links

• PubChem: 5283446
• LOTUS: LTS0115325
• wikiData: Q27132980