6-Acetoxylinoleic acid

Details

• Internal ID: 54d14d77-4a70-4a63-8be5-8b6ff2869b19
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Lineolic acids and derivatives
• IUPAC Name: (9Z,12Z)-6-acetyloxyoctadeca-9,12-dienoic acid
• InChI: InChI=1S/C20H34O4/c1-3-4-5-6-7-8-9-10-11-12-15-19(24-18(2)21)16-13-14-17-20(22)23/h7-8,10-11,19H,3-6,9,12-17H2,1-2H3,(H,22,23)/b8-7-,11-10-
• InChI Key: OUMFXFXCXJCNNV-NQLNTKRDSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₄O₄
• Molecular Weight: 338.50 g/mol
• Exact Mass: 338.24570956 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 5.43
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9727	97.27%
Caco-2	+	0.6224	62.24%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8311	83.11%
OATP2B1 inhibitior	-	0.8515	85.15%
OATP1B1 inhibitior	-	0.4203	42.03%
OATP1B3 inhibitior	+	0.8973	89.73%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.6455	64.55%
P-glycoprotein inhibitior	-	0.4703	47.03%
P-glycoprotein substrate	-	0.8161	81.61%
CYP3A4 substrate	+	0.5109	51.09%
CYP2C9 substrate	-	0.5905	59.05%
CYP2D6 substrate	-	0.8870	88.70%
CYP3A4 inhibition	-	0.8176	81.76%
CYP2C9 inhibition	-	0.9047	90.47%
CYP2C19 inhibition	-	0.9270	92.70%
CYP2D6 inhibition	-	0.9360	93.60%
CYP1A2 inhibition	-	0.6773	67.73%
CYP2C8 inhibition	-	0.7565	75.65%
CYP inhibitory promiscuity	-	0.9108	91.08%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7815	78.15%
Carcinogenicity (trinary)	Non-required	0.7659	76.59%
Eye corrosion	-	0.7010	70.10%
Eye irritation	-	0.7017	70.17%
Skin irritation	-	0.7352	73.52%
Skin corrosion	-	0.9637	96.37%
Ames mutagenesis	-	0.8600	86.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7538	75.38%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.6082	60.82%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	-	0.9026	90.26%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.6714	67.14%
Acute Oral Toxicity (c)	III	0.6457	64.57%
Estrogen receptor binding	+	0.5972	59.72%
Androgen receptor binding	-	0.8269	82.69%
Thyroid receptor binding	+	0.5474	54.74%
Glucocorticoid receptor binding	-	0.6359	63.59%
Aromatase binding	-	0.7844	78.44%
PPAR gamma	+	0.5621	56.21%
Honey bee toxicity	-	0.9563	95.63%
Biodegradation	+	0.6250	62.50%
Crustacea aquatic toxicity	+	0.6800	68.00%
Fish aquatic toxicity	+	0.9829	98.29%

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	98.77%	99.17%
CHEMBL2581	P07339	Cathepsin D	98.14%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.33%	96.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	92.21%	93.56%
CHEMBL230	P35354	Cyclooxygenase-2	90.09%	89.63%
CHEMBL1781	P11387	DNA topoisomerase I	89.98%	97.00%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	89.67%	92.08%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	89.06%	97.21%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.73%	96.00%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	82.35%	96.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.32%	96.95%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.26%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	81.97%	92.50%
CHEMBL3401	O75469	Pregnane X receptor	81.08%	94.73%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	80.51%	94.08%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	80.24%	85.94%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	80.22%	97.29%
CHEMBL340	P08684	Cytochrome P450 3A4	80.05%	91.19%

Plants that contains it

• Spathoglottis pacifica

Cross-Links

• PubChem: 23427640
• LOTUS: LTS0117187
• wikiData: Q105200254