12-oxo-9E-octadecenoic acid

Details

• Internal ID: 0b827bc8-8db5-45e2-a843-2e937cb009c8
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Lineolic acids and derivatives
• IUPAC Name: (E)-12-oxooctadec-9-enoic acid
• InChI: InChI=1S/C18H32O3/c1-2-3-4-11-14-17(19)15-12-9-7-5-6-8-10-13-16-18(20)21/h9,12H,2-8,10-11,13-16H2,1H3,(H,20,21)/b12-9+
• InChI Key: QHEOVCWNVASAFS-FMIVXFBMSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₃₂O₃
• Molecular Weight: 296.40 g/mol
• Exact Mass: 296.23514488 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 5.30
• Atomic LogP (AlogP): 5.29
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 15

Synonyms

• 12-Ketooleic acid
• 12-OxoOME(9E)
• 6629-55-6
• Elaidic acid, 12-oxo-
• (E)-12-oxooctadec-9-enoic acid
• 12-ketoelaidic acid
• SCHEMBL1595888
• NSC58174
• LMFA02000267
• NSC-58174

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9863	98.63%
Caco-2	+	0.6226	62.26%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7201	72.01%
OATP2B1 inhibitior	-	0.8480	84.80%
OATP1B1 inhibitior	-	0.3173	31.73%
OATP1B3 inhibitior	+	0.8253	82.53%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.7279	72.79%
P-glycoprotein inhibitior	-	0.8294	82.94%
P-glycoprotein substrate	-	0.9209	92.09%
CYP3A4 substrate	-	0.6153	61.53%
CYP2C9 substrate	-	0.6048	60.48%
CYP2D6 substrate	-	0.8738	87.38%
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	-	0.8572	85.72%
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	+	0.9410	94.10%
Skin irritation	+	0.7030	70.30%
Skin corrosion	-	0.5997	59.97%
Ames mutagenesis	-	0.9200	92.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3819	38.19%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.7000	70.00%
skin sensitisation	+	0.5359	53.59%
Respiratory toxicity	-	0.7111	71.11%
Reproductive toxicity	-	0.8522	85.22%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.6695	66.95%
Acute Oral Toxicity (c)	III	0.5383	53.83%
Estrogen receptor binding	-	0.6929	69.29%
Androgen receptor binding	-	0.7817	78.17%
Thyroid receptor binding	-	0.4875	48.75%
Glucocorticoid receptor binding	-	0.8398	83.98%
Aromatase binding	-	0.8658	86.58%
PPAR gamma	+	0.7945	79.45%
Honey bee toxicity	-	0.9879	98.79%
Biodegradation	+	0.8750	87.50%
Crustacea aquatic toxicity	+	0.8900	89.00%
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
CHEMBL3060	Q9Y345	Glycine transporter 2	97.97%	99.17%
CHEMBL230	P35354	Cyclooxygenase-2	97.24%	89.63%
CHEMBL2581	P07339	Cathepsin D	95.34%	98.95%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	95.31%	92.08%
CHEMBL1781	P11387	DNA topoisomerase I	93.55%	97.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.16%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	89.67%	90.17%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	88.86%	85.94%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.18%	96.95%
CHEMBL5285	Q99683	Mitogen-activated protein kinase kinase kinase 5	85.55%	92.26%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	83.41%	97.29%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.14%	93.56%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	83.06%	96.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.14%	91.11%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.07%	93.00%

Plants that contains it

• Galeopsis bifida

Cross-Links

• PubChem: 5312912
• LOTUS: LTS0099168
• wikiData: Q76303370