Methyl eicosa-5,8,11,14,17-pentaenoate

Details

• Internal ID: ba813d5f-6165-48e9-9f16-e8124d504422
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acid esters > Fatty acid methyl esters
• IUPAC Name: methyl (5E,8E,11E,14E,17E)-icosa-5,8,11,14,17-pentaenoate
• SMILES (Canonical): CCC=CCC=CCC=CCC=CCC=CCCCC(=O)OC
• SMILES (Isomeric): CC/C=C/C/C=C/C/C=C/C/C=C/C/C=C/CCCC(=O)OC
• InChI: InChI=1S/C21H32O2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21(22)23-2/h4-5,7-8,10-11,13-14,16-17H,3,6,9,12,15,18-20H2,1-2H3/b5-4+,8-7+,11-10+,14-13+,17-16+
• InChI Key: QWDCYFDDFPWISL-ZACMJQCDSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₂O₂
• Molecular Weight: 316.50 g/mol
• Exact Mass: 316.240230259 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 5.90
• Atomic LogP (AlogP): 6.08
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 13

Synonyms

• Eicosapentaenoic acid methyl
• SCHEMBL983228
• SCHEMBL983231
• QWDCYFDDFPWISL-ZACMJQCDSA-N
• 5,8,11,14,17-Icosapentaenoic acid methyl ester
• (5Z,8Z,11Z,14Z,17E)-5,8,11,14,17-Icosapentaenoic acid methyl ester

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9962	99.62%
Caco-2	+	0.5645	56.45%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Plasma membrane	0.5877	58.77%
OATP2B1 inhibitior	-	0.8555	85.55%
OATP1B1 inhibitior	-	0.3177	31.77%
OATP1B3 inhibitior	+	0.8879	88.79%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8176	81.76%
P-glycoprotein inhibitior	-	0.5868	58.68%
P-glycoprotein substrate	-	0.9190	91.90%
CYP3A4 substrate	-	0.5836	58.36%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8696	86.96%
CYP3A4 inhibition	-	0.9738	97.38%
CYP2C9 inhibition	-	0.9432	94.32%
CYP2C19 inhibition	-	0.9521	95.21%
CYP2D6 inhibition	-	0.9519	95.19%
CYP1A2 inhibition	-	0.5574	55.74%
CYP2C8 inhibition	-	0.8904	89.04%
CYP inhibitory promiscuity	-	0.8346	83.46%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6000	60.00%
Carcinogenicity (trinary)	Non-required	0.7586	75.86%
Eye corrosion	+	0.9418	94.18%
Eye irritation	-	0.8510	85.10%
Skin irritation	+	0.5097	50.97%
Skin corrosion	-	0.9951	99.51%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7899	78.99%
Micronuclear	-	0.9900	99.00%
Hepatotoxicity	-	0.8315	83.15%
skin sensitisation	+	0.8003	80.03%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	-	0.9778	97.78%
Mitochondrial toxicity	-	0.9875	98.75%
Nephrotoxicity	-	0.7199	71.99%
Acute Oral Toxicity (c)	III	0.7281	72.81%
Estrogen receptor binding	+	0.7350	73.50%
Androgen receptor binding	-	0.9180	91.80%
Thyroid receptor binding	+	0.5463	54.63%
Glucocorticoid receptor binding	+	0.7417	74.17%
Aromatase binding	-	0.6080	60.80%
PPAR gamma	+	0.7366	73.66%
Honey bee toxicity	-	0.9684	96.84%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9123	91.23%

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	95.91%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.27%	96.09%
CHEMBL239	Q07869	Peroxisome proliferator-activated receptor alpha	92.43%	90.75%
CHEMBL2581	P07339	Cathepsin D	86.91%	98.95%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.75%	94.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.19%	91.11%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.98%	96.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.55%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.09%	86.33%

Plants that contains it

• Nelumbo nucifera

Cross-Links

• PubChem: 5367433
• NPASS: NPC288166