Icosa-2,4,6-trienoic acid

Details

• Internal ID: f2ae5030-0d97-4399-af51-b5716ef531aa
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Long-chain fatty acids
• IUPAC Name: icosa-2,4,6-trienoic acid
• SMILES (Canonical): CCCCCCCCCCCCCC=CC=CC=CC(=O)O
• SMILES (Isomeric): CCCCCCCCCCCCCC=CC=CC=CC(=O)O
• InChI: InChI=1S/C20H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h14-19H,2-13H2,1H3,(H,21,22)
• InChI Key: BBWMTEYXFFWPIF-UHFFFAOYSA-N
• Popularity: 23 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₄O₂
• Molecular Weight: 306.50 g/mol
• Exact Mass: 306.255880323 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 8.30
• Atomic LogP (AlogP): 6.44
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 15

Synonyms

• 27070-56-0
• cosatrienoic acid
• DTXSID60949825

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9954	99.54%
Caco-2	+	0.6134	61.34%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Plasma membrane	0.7737	77.37%
OATP2B1 inhibitior	-	0.8580	85.80%
OATP1B1 inhibitior	+	0.8541	85.41%
OATP1B3 inhibitior	-	0.2358	23.58%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.5694	56.94%
P-glycoprotein inhibitior	-	0.8338	83.38%
P-glycoprotein substrate	-	0.9354	93.54%
CYP3A4 substrate	-	0.6258	62.58%
CYP2C9 substrate	+	0.6079	60.79%
CYP2D6 substrate	-	0.9072	90.72%
CYP3A4 inhibition	-	0.9648	96.48%
CYP2C9 inhibition	-	0.9235	92.35%
CYP2C19 inhibition	-	0.9581	95.81%
CYP2D6 inhibition	-	0.9511	95.11%
CYP1A2 inhibition	+	0.6502	65.02%
CYP2C8 inhibition	-	0.8814	88.14%
CYP inhibitory promiscuity	-	0.9282	92.82%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.5935	59.35%
Carcinogenicity (trinary)	Non-required	0.6843	68.43%
Eye corrosion	+	0.9863	98.63%
Eye irritation	+	0.8910	89.10%
Skin irritation	+	0.8639	86.39%
Skin corrosion	-	0.8192	81.92%
Ames mutagenesis	-	0.8600	86.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7489	74.89%
Micronuclear	-	1.0000	100.00%
Hepatotoxicity	-	0.5395	53.95%
skin sensitisation	+	0.9045	90.45%
Respiratory toxicity	-	0.8889	88.89%
Reproductive toxicity	-	0.7634	76.34%
Mitochondrial toxicity	-	0.7500	75.00%
Nephrotoxicity	+	0.4757	47.57%
Acute Oral Toxicity (c)	III	0.8704	87.04%
Estrogen receptor binding	+	0.6857	68.57%
Androgen receptor binding	-	0.5964	59.64%
Thyroid receptor binding	+	0.7179	71.79%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	+	0.5593	55.93%
PPAR gamma	+	0.8466	84.66%
Honey bee toxicity	-	0.9921	99.21%
Biodegradation	+	0.6750	67.50%
Crustacea aquatic toxicity	+	0.8650	86.50%
Fish aquatic toxicity	+	0.9827	98.27%

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	95.24%	99.17%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	93.00%	92.08%
CHEMBL230	P35354	Cyclooxygenase-2	92.41%	89.63%
CHEMBL221	P23219	Cyclooxygenase-1	91.43%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.63%	96.09%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	88.53%	97.29%
CHEMBL2581	P07339	Cathepsin D	88.33%	98.95%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.97%	96.95%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	84.83%	92.86%
CHEMBL1781	P11387	DNA topoisomerase I	82.93%	97.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.28%	100.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.20%	89.34%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.73%	93.56%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	80.63%	96.00%

Plants that contains it

• Asteriscus daltonii subsp. vogelii
• Asteriscus graveolens
• Asteriscus intermedius
• Carthamus tinctorius
• Elaeis guineensis

Cross-Links

• PubChem: 157667
• NPASS: NPC286915
• LOTUS: LTS0036781
• wikiData: Q104943471