9-Oxooctadeca-10,12-dienoic acid

Details

• Internal ID: c050843e-20e5-4509-a47a-1ae55570d9f7
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Lineolic acids and derivatives
• IUPAC Name: 9-oxooctadeca-10,12-dienoic acid
• SMILES (Canonical): CCCCCC=CC=CC(=O)CCCCCCCC(=O)O
• SMILES (Isomeric): CCCCCC=CC=CC(=O)CCCCCCCC(=O)O
• InChI: InChI=1S/C18H30O3/c1-2-3-4-5-6-8-11-14-17(19)15-12-9-7-10-13-16-18(20)21/h6,8,11,14H,2-5,7,9-10,12-13,15-16H2,1H3,(H,20,21)
• InChI Key: LUZSWWYKKLTDHU-UHFFFAOYSA-N
• Popularity: 14 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₃₀O₃
• Molecular Weight: 294.40 g/mol
• Exact Mass: 294.21949481 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 5.20
• Atomic LogP (AlogP): 5.06
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 14

Synonyms

• 54232-59-6
• DTXSID80904330
• CHEBI:181324
• PD046394
• FT-0640228

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9863	98.63%
Caco-2	+	0.5055	50.55%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7201	72.01%
OATP2B1 inhibitior	-	0.8532	85.32%
OATP1B1 inhibitior	+	0.7696	76.96%
OATP1B3 inhibitior	+	0.8253	82.53%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.6550	65.50%
P-glycoprotein inhibitior	-	0.8592	85.92%
P-glycoprotein substrate	-	0.9205	92.05%
CYP3A4 substrate	-	0.5912	59.12%
CYP2C9 substrate	-	0.7659	76.59%
CYP2D6 substrate	-	0.9025	90.25%
CYP3A4 inhibition	-	0.8963	89.63%
CYP2C9 inhibition	-	0.9213	92.13%
CYP2C19 inhibition	-	0.9408	94.08%
CYP2D6 inhibition	-	0.9466	94.66%
CYP1A2 inhibition	+	0.6073	60.73%
CYP2C8 inhibition	-	0.8094	80.94%
CYP inhibitory promiscuity	-	0.9519	95.19%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7835	78.35%
Carcinogenicity (trinary)	Non-required	0.7320	73.20%
Eye corrosion	+	0.6925	69.25%
Eye irritation	+	0.6581	65.81%
Skin irritation	+	0.7030	70.30%
Skin corrosion	-	0.5997	59.97%
Ames mutagenesis	-	0.9000	90.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4928	49.28%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	+	0.5359	53.59%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	-	0.8522	85.22%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.6797	67.97%
Acute Oral Toxicity (c)	III	0.5383	53.83%
Estrogen receptor binding	+	0.5770	57.70%
Androgen receptor binding	-	0.7218	72.18%
Thyroid receptor binding	-	0.5417	54.17%
Glucocorticoid receptor binding	-	0.5271	52.71%
Aromatase binding	-	0.6418	64.18%
PPAR gamma	+	0.6813	68.13%
Honey bee toxicity	-	0.9882	98.82%
Biodegradation	+	0.7000	70.00%
Crustacea aquatic toxicity	+	0.8700	87.00%
Fish aquatic toxicity	+	0.9708	97.08%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL230	P35354	Cyclooxygenase-2	99.19%	89.63%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.97%	99.17%
CHEMBL2581	P07339	Cathepsin D	95.67%	98.95%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	94.86%	92.08%
CHEMBL221	P23219	Cyclooxygenase-1	92.31%	90.17%
CHEMBL1781	P11387	DNA topoisomerase I	91.03%	97.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.30%	96.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.12%	96.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.57%	91.11%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	85.96%	96.00%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	85.60%	97.29%
CHEMBL5285	Q99683	Mitogen-activated protein kinase kinase kinase 5	81.31%	92.26%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.17%	89.34%

Plants that contains it

• Artemisia argyi
• Capsicum annuum
• Galeopsis bifida
• Glycine max

Cross-Links

• PubChem: 193923
• LOTUS: LTS0054406
• wikiData: Q81988149