Glyceryl monolinoleate

Details

• Internal ID: dd35c56d-7ae6-4480-a00d-b6f28af188f8
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Lineolic acids and derivatives
• IUPAC Name: 2,3-dihydroxypropyl (9Z,12Z)-octadeca-9,12-dienoate
• SMILES (Canonical): CCCCCC=CCC=CCCCCCCCC(=O)OCC(CO)O
• SMILES (Isomeric): CCCCC/C=C\C/C=C\CCCCCCCC(=O)OCC(CO)O
• InChI: InChI=1S/C21H38O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(24)25-19-20(23)18-22/h6-7,9-10,20,22-23H,2-5,8,11-19H2,1H3/b7-6-,10-9-
• InChI Key: WECGLUPZRHILCT-HZJYTTRNSA-N
• Popularity: 127 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₈O₄
• Molecular Weight: 354.50 g/mol
• Exact Mass: 354.27700969 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 5.80

Synonyms

• 1-Linoleoyl-rac-glycerol
• 1-Monolinolein
• Glycerol 1-monolinolate
• 26545-74-4
• 2277-28-3
• Monolinolein
• 1-Linoleylglycerol
• 1-Glyceryl linoleate
• 1-Linoleoyl Glycerol
• Linolein, mono-
• Emalsy MU
• 2,3-Dihydroxypropyl (9Z,12Z)-octadeca-9,12-dienoate
• Linolein, 1-mono-
• 1-Monolinoleoyl-rac-glycerol
• Glycerol monolinoleate
• Rikemal MU 100
• Sunsoft 8090
• 2,3-Dihydroxypropyl linoleate
• glyceryl 1-linoleate
• Oleinate 288
• .alpha.-Glyceryl linoleate
• Glycerin monolinoleate
• 1-(9Z,12Z-octadecadienoyl)-rac-glycerol
• CHEBI:75565
• 1-([cis,cis]-9,12-octadecadienoyl)-rac-glycerol
• MG(18:2(9Z,12Z)/0:0/0:0)[rac]
• alpha-Glyceryl linoleate
• 9,12-Octadecadienoic acid (Z,Z)-, 2,3-dihydroxypropyl ester
• MG(18:2/0:0/0:0)[rac]
• Linoleic acid monoglyceride
• 1-linoleoylglycerol
• MGG581HK1Y
• Glyceryl monolinoleate [NF]
• UNII-4763AXI84L
• 67968-46-1
• EINECS 247-788-4
• DL-1-linoleoylglycerol
• starbld0003357
• (+-)-1-monolinolein
• (9Z,12Z)-Octadeca-9,12-dienoic acid, monoester with glycerol
• rac-1-monolinoleoylglycerol
• .ALPHA.-MONOLINOLEIN
• SCHEMBL154133
• (+-)-glycerol 1-monolinolate
• CHEMBL458250
• MEGxm0_000079
• ACon0_000668
• ACon1_001767
• CHEBI:75568
• 4763AXI84L
• DTXSID201016719
• 9,12-Octadecadienoic acid (9Z,12Z)-, 2,3-dihydroxypropyl ester
• BBA54574
• MAG 18:2
• LMGL01010006
• 1-(9Z,12Z-octadecadienoyl)-glycerol
• AKOS027282618
• rac-(9Z,12Z)-octadecadienoylglycerol
• 1-O-(9Z,12Z-octadecadienoyl)glycerol
• NCGC00180163-01
• BP-29877
• PD057924
• 1-Linoleoyl-rac-glycerol, >=97%, liquid
• HY-111346
• CS-0035304
• E85113
• J-014773
• J-014849
• BRD-A82699780-001-01-1
• Q27881752
• (9Z,12Z)-2,3-Dihydroxypropyl octadeca-9,12-dienoate
• 2,3-Dihydroxypropyl (9Z,12Z)-9,12-octadecadienoate #
• octadeca-9,12-dienoic acid-(2,3-dihydroxy-propyl ester)
• rac-2,3-dihydroxypropyl (9Z,12Z)-octadeca-9,12-dienoate
• (+-)-2,3-dihydroxypropyl (9Z,12Z)-9,12-octadecadienoate
• (9Z,12Z)-Octadeca-9,12-dienoic acid,monoester with glycerol
• (+/-)-2,3-DIHYDROXYPROPYL 9(Z),12(Z)-OCTADECADIENOATE
• 9,12-Octadecadienoic acid (9Z,12Z)-, monoester with 1,2,3-propanetriol
• 9,12-Octadecadienoic acid, (Z,Z)-, monoester with 1,2,3-propanetriol

2D Structure

ADMET Properties (via admetSAR 2)

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

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3060	Q9Y345	Glycine transporter 2	98.72%	99.17%
CHEMBL230	P35354	Cyclooxygenase-2	97.59%	89.63%
CHEMBL2581	P07339	Cathepsin D	96.85%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.51%	96.09%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	95.71%	97.29%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	94.97%	85.94%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	91.72%	92.08%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	90.76%	92.86%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.50%	96.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	86.52%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.76%	93.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.06%	100.00%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	83.42%	91.81%
CHEMBL1781	P11387	DNA topoisomerase I	83.32%	97.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.17%	96.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.83%	86.33%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.61%	94.33%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	80.73%	100.00%

Plants that contains it

• Hyoscyamus niger
• Nelumbo nucifera
• Pseudostellaria heterophylla
• Saposhnikovia divaricata

Cross-Links

• PubChem: 5283469
• LOTUS: LTS0216344
• wikiData: Q27881752