13-Oxo-9(Z),11(E),15(Z)-octadecatrienoic acid

Details

• Internal ID: 2bf92e16-d691-4b56-b015-b2dac7554321
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Lineolic acids and derivatives
• IUPAC Name: (9E,11E,15E)-13-oxooctadeca-9,11,15-trienoic acid
• InChI: InChI=1S/C18H28O3/c1-2-3-11-14-17(19)15-12-9-7-5-4-6-8-10-13-16-18(20)21/h3,7,9,11-12,15H,2,4-6,8,10,13-14,16H2,1H3,(H,20,21)/b9-7+,11-3+,15-12+
• InChI Key: BNMYUQILBYIYOG-YPPMWDAJSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₈O₃
• Molecular Weight: 292.40 g/mol
• Exact Mass: 292.20384475 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 4.84
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 13

Synonyms

• 13-Oxo-9(Z),11(E),15(Z)-octadecatrienoic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9783	97.83%
Caco-2	+	0.6012	60.12%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7924	79.24%
OATP2B1 inhibitior	-	0.8584	85.84%
OATP1B1 inhibitior	+	0.8056	80.56%
OATP1B3 inhibitior	+	0.8873	88.73%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.6870	68.70%
P-glycoprotein inhibitior	-	0.7547	75.47%
P-glycoprotein substrate	-	0.8941	89.41%
CYP3A4 substrate	-	0.5592	55.92%
CYP2C9 substrate	-	0.7659	76.59%
CYP2D6 substrate	-	0.9025	90.25%
CYP3A4 inhibition	-	0.9242	92.42%
CYP2C9 inhibition	-	0.9152	91.52%
CYP2C19 inhibition	-	0.9529	95.29%
CYP2D6 inhibition	-	0.9540	95.40%
CYP1A2 inhibition	-	0.7154	71.54%
CYP2C8 inhibition	-	0.8383	83.83%
CYP inhibitory promiscuity	-	0.9606	96.06%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7735	77.35%
Carcinogenicity (trinary)	Non-required	0.6947	69.47%
Eye corrosion	+	0.6668	66.68%
Eye irritation	+	0.5684	56.84%
Skin irritation	+	0.5955	59.55%
Skin corrosion	-	0.7117	71.17%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3926	39.26%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	+	0.5315	53.15%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	-	0.7675	76.75%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.7418	74.18%
Acute Oral Toxicity (c)	III	0.4860	48.60%
Estrogen receptor binding	-	0.5348	53.48%
Androgen receptor binding	-	0.8151	81.51%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.7263	72.63%
Aromatase binding	-	0.5212	52.12%
PPAR gamma	+	0.6962	69.62%
Honey bee toxicity	-	0.9686	96.86%
Biodegradation	+	0.6500	65.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.8504	85.04%

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	96.40%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.07%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	91.47%	90.17%
CHEMBL2581	P07339	Cathepsin D	91.33%	98.95%
CHEMBL5285	Q99683	Mitogen-activated protein kinase kinase kinase 5	90.69%	92.26%
CHEMBL1781	P11387	DNA topoisomerase I	88.05%	97.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.33%	91.11%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	85.34%	89.34%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.36%	96.95%
CHEMBL230	P35354	Cyclooxygenase-2	81.28%	89.63%

Plants that contains it

• Galeopsis bifida

Cross-Links

• PubChem: 122164584
• LOTUS: LTS0196759
• wikiData: Q104938902