Methyl linoleate

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	237fdc62-f73b-400b-8770-df3bba47520c
Taxonomy	Lipids and lipid-like molecules > Fatty Acyls > Lineolic acids and derivatives
IUPAC Name	methyl (9Z,12Z)-octadeca-9,12-dienoate
SMILES (Canonical)	CCCCCC=CCC=CCCCCCCCC(=O)OC
SMILES (Isomeric)	CCCCC/C=C\C/C=C\CCCCCCCC(=O)OC
InChI	InChI=1S/C19H34O2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19(20)21-2/h7-8,10-11H,3-6,9,12-18H2,1-2H3/b8-7-,11-10-
InChI Key	WTTJVINHCBCLGX-NQLNTKRDSA-N
Popularity	2,743 references in papers

Physical and Chemical Properties

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Molecular Formula	C₁₉H₃₄O₂
Molecular Weight	294.50 g/mol
Exact Mass	294.255880323 g/mol
Topological Polar Surface Area (TPSA)	26.30 Å²
XlogP	6.90
Atomic LogP (AlogP)	5.97
H-Bond Acceptor	2
H-Bond Donor	0
Rotatable Bonds	14

Synonyms

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112-63-0

Linoleic acid methyl ester

methyl (9Z,12Z)-octadeca-9,12-dienoate

Methyl lineoleate

Linoleic acid, methyl ester

Methyl 9-cis,12-cis-octadecadienoate

Methyl octadecadienoate

Methyl linoleate, native

Methyl cis,cis-9,12-octadecadienoate

Linoleic acid,methyl ester

There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9960	99.60%
Caco-2	+	0.8529	85.29%
Blood Brain Barrier	+	0.9500	95.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Plasma membrane	0.6788	67.88%
OATP2B1 inhibitior	-	0.8528	85.28%
OATP1B1 inhibitior	-	0.3534	35.34%
OATP1B3 inhibitior	+	0.8599	85.99%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7073	70.73%
P-glycoprotein inhibitior	-	0.7265	72.65%
P-glycoprotein substrate	-	0.8960	89.60%
CYP3A4 substrate	-	0.5794	57.94%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8696	86.96%
CYP3A4 inhibition	-	0.9705	97.05%
CYP2C9 inhibition	-	0.9433	94.33%
CYP2C19 inhibition	-	0.9415	94.15%
CYP2D6 inhibition	-	0.9530	95.30%
CYP1A2 inhibition	+	0.5466	54.66%
CYP2C8 inhibition	-	0.7934	79.34%
CYP inhibitory promiscuity	-	0.8518	85.18%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6000	60.00%
Carcinogenicity (trinary)	Non-required	0.7273	72.73%
Eye corrosion	+	0.9418	94.18%
Eye irritation	+	0.8874	88.74%
Skin irritation	+	0.6313	63.13%
Skin corrosion	-	0.9914	99.14%
Ames mutagenesis	-	0.9100	91.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6775	67.75%
Micronuclear	-	1.0000	100.00%
Hepatotoxicity	-	0.5308	53.08%
skin sensitisation	+	0.8587	85.87%
Respiratory toxicity	-	0.8667	86.67%
Reproductive toxicity	-	0.9889	98.89%
Mitochondrial toxicity	-	1.0000	100.00%
Nephrotoxicity	-	0.6094	60.94%
Acute Oral Toxicity (c)	III	0.6390	63.90%
Estrogen receptor binding	-	0.7012	70.12%
Androgen receptor binding	-	0.8209	82.09%
Thyroid receptor binding	-	0.5703	57.03%
Glucocorticoid receptor binding	-	0.6469	64.69%
Aromatase binding	-	0.8382	83.82%
PPAR gamma	+	0.6580	65.80%
Honey bee toxicity	-	0.9856	98.56%
Biodegradation	+	0.8000	80.00%
Crustacea aquatic toxicity	+	0.8978	89.78%
Fish aquatic toxicity	+	0.9613	96.13%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3060	Q9Y345	Glycine transporter 2	98.51%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.42%	96.09%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	94.17%	92.08%
CHEMBL2581	P07339	Cathepsin D	94.07%	98.95%
CHEMBL230	P35354	Cyclooxygenase-2	91.92%	89.63%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.87%	91.11%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	87.58%	94.33%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.29%	96.95%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	86.31%	97.29%
CHEMBL221	P23219	Cyclooxygenase-1	85.03%	90.17%
CHEMBL1781	P11387	DNA topoisomerase I	84.99%	97.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.91%	96.00%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	84.88%	85.94%
CHEMBL239	Q07869	Peroxisome proliferator-activated receptor alpha	84.45%	90.75%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.92%	100.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	81.60%	92.86%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	81.36%	91.81%
CHEMBL5255	O00206	Toll-like receptor 4	80.35%	92.50%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.33%	89.34%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.

Achillea millefolium

Aconitum japonicum subsp. subcuneatum

Andrographis paniculata