Icosa-5,8,12,16-tetraenoic acid

Details

• Internal ID: fe0a5488-a280-4eaf-a43b-2d516f45cb89
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Long-chain fatty acids
• IUPAC Name: icosa-5,8,12,16-tetraenoic acid
• SMILES (Canonical): CCCC=CCCC=CCCC=CCC=CCCCC(=O)O
• SMILES (Isomeric): CCCC=CCCC=CCCC=CCC=CCCCC(=O)O
• InChI: InChI=1S/C20H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h4-5,8-9,12-13,15-16H,2-3,6-7,10-11,14,17-19H2,1H3,(H,21,22)
• InChI Key: KDEMLLUCAGVRCX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₂
• Molecular Weight: 304.50 g/mol
• Exact Mass: 304.240230259 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 5.80
• Atomic LogP (AlogP): 6.22
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9930	99.30%
Caco-2	+	0.5770	57.70%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Plasma membrane	0.6593	65.93%
OATP2B1 inhibitior	-	0.8538	85.38%
OATP1B1 inhibitior	-	0.5805	58.05%
OATP1B3 inhibitior	-	0.3398	33.98%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.7784	77.84%
P-glycoprotein inhibitior	-	0.7265	72.65%
P-glycoprotein substrate	-	0.9518	95.18%
CYP3A4 substrate	-	0.6617	66.17%
CYP2C9 substrate	+	0.6276	62.76%
CYP2D6 substrate	-	0.8766	87.66%
CYP3A4 inhibition	-	0.9420	94.20%
CYP2C9 inhibition	-	0.8602	86.02%
CYP2C19 inhibition	-	0.9434	94.34%
CYP2D6 inhibition	-	0.9564	95.64%
CYP1A2 inhibition	+	0.7917	79.17%
CYP2C8 inhibition	-	0.9367	93.67%
CYP inhibitory promiscuity	-	0.9438	94.38%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6535	65.35%
Carcinogenicity (trinary)	Non-required	0.6276	62.76%
Eye corrosion	+	0.9420	94.20%
Eye irritation	+	0.6667	66.67%
Skin irritation	+	0.8022	80.22%
Skin corrosion	+	0.5538	55.38%
Ames mutagenesis	-	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7339	73.39%
Micronuclear	-	1.0000	100.00%
Hepatotoxicity	-	0.7051	70.51%
skin sensitisation	+	0.8343	83.43%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	-	0.7582	75.82%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.7629	76.29%
Acute Oral Toxicity (c)	IV	0.5506	55.06%
Estrogen receptor binding	+	0.6344	63.44%
Androgen receptor binding	-	0.9587	95.87%
Thyroid receptor binding	+	0.5383	53.83%
Glucocorticoid receptor binding	-	0.5509	55.09%
Aromatase binding	-	0.5064	50.64%
PPAR gamma	+	0.7800	78.00%
Honey bee toxicity	-	0.9931	99.31%
Biodegradation	+	0.5750	57.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9045	90.45%

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	94.63%	99.17%
CHEMBL2581	P07339	Cathepsin D	93.53%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.04%	96.09%
CHEMBL1781	P11387	DNA topoisomerase I	91.84%	97.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.89%	96.95%
CHEMBL221	P23219	Cyclooxygenase-1	82.77%	90.17%

Plants that contains it

• Dipteryx lacunifera

Cross-Links

• PubChem: 162930675
• LOTUS: LTS0101610
• wikiData: Q105139111