14-(3-Ethyloxiran-2-YL)tetradeca-9,12-dienoic acid

Details

• Internal ID: 7f8fc491-8f7e-42df-a86b-31e6f99cf1ca
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Long-chain fatty acids
• IUPAC Name: 14-(3-ethyloxiran-2-yl)tetradeca-9,12-dienoic acid
• SMILES (Canonical): CCC1C(O1)CC=CCC=CCCCCCCCC(=O)O
• SMILES (Isomeric): CCC1C(O1)CC=CCC=CCCCCCCCC(=O)O
• InChI: InChI=1S/C18H30O3/c1-2-16-17(21-16)14-12-10-8-6-4-3-5-7-9-11-13-15-18(19)20/h4,6,10,12,16-17H,2-3,5,7-9,11,13-15H2,1H3,(H,19,20)
• InChI Key: HKSDVVJONLXYKL-UHFFFAOYSA-N
• Popularity: 5 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): 49.80 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 4.87
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 13

Synonyms

• 14-(3-ETHYLOXIRAN-2-YL)TETRADECA-9,12-DIENOIC ACID
• DTXSID70707372
• 15,16-epoxyoctadeca-9,12-dienoic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9810	98.10%
Caco-2	+	0.5427	54.27%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6078	60.78%
OATP2B1 inhibitior	-	0.8519	85.19%
OATP1B1 inhibitior	-	0.3889	38.89%
OATP1B3 inhibitior	+	0.9223	92.23%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.6587	65.87%
P-glycoprotein inhibitior	-	0.7601	76.01%
P-glycoprotein substrate	-	0.9323	93.23%
CYP3A4 substrate	-	0.5510	55.10%
CYP2C9 substrate	+	0.6009	60.09%
CYP2D6 substrate	-	0.8720	87.20%
CYP3A4 inhibition	-	0.8566	85.66%
CYP2C9 inhibition	-	0.8447	84.47%
CYP2C19 inhibition	-	0.8123	81.23%
CYP2D6 inhibition	-	0.9469	94.69%
CYP1A2 inhibition	-	0.7716	77.16%
CYP2C8 inhibition	-	0.8450	84.50%
CYP inhibitory promiscuity	-	0.9308	93.08%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8315	83.15%
Carcinogenicity (trinary)	Non-required	0.6377	63.77%
Eye corrosion	-	0.8304	83.04%
Eye irritation	-	0.7025	70.25%
Skin irritation	+	0.5791	57.91%
Skin corrosion	-	0.7238	72.38%
Ames mutagenesis	-	0.8700	87.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7017	70.17%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.5821	58.21%
skin sensitisation	+	0.5000	50.00%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	-	0.5342	53.42%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.8242	82.42%
Acute Oral Toxicity (c)	III	0.6656	66.56%
Estrogen receptor binding	+	0.6231	62.31%
Androgen receptor binding	-	0.8264	82.64%
Thyroid receptor binding	+	0.5231	52.31%
Glucocorticoid receptor binding	-	0.5500	55.00%
Aromatase binding	-	0.6006	60.06%
PPAR gamma	+	0.7124	71.24%
Honey bee toxicity	-	0.9710	97.10%
Biodegradation	+	0.5500	55.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.8073	80.73%

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	96.83%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.23%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.54%	98.95%
CHEMBL1781	P11387	DNA topoisomerase I	89.41%	97.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.11%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	86.49%	94.73%
CHEMBL221	P23219	Cyclooxygenase-1	82.15%	90.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.65%	96.95%
CHEMBL5255	O00206	Toll-like receptor 4	80.20%	92.50%

Plants that contains it

• Galeopsis bifida

Cross-Links

• PubChem: 53882399
• LOTUS: LTS0261247
• wikiData: Q82641153