[(3R)-6-[(E)-4-thiophen-2-ylbut-1-en-3-ynyl]oxan-3-yl] 3-methylbut-2-enoate

Details

• Internal ID: 65607024-a466-474c-b103-f70ed7180f41
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acid esters
• IUPAC Name: [(3R)-6-[(E)-4-thiophen-2-ylbut-1-en-3-ynyl]oxan-3-yl] 3-methylbut-2-enoate
• SMILES (Canonical): CC(=CC(=O)OC1CCC(OC1)C=CC#CC2=CC=CS2)C
• SMILES (Isomeric): CC(=CC(=O)O[C@@H]1CCC(OC1)/C=C/C#CC2=CC=CS2)C
• InChI: InChI=1S/C18H20O3S/c1-14(2)12-18(19)21-16-10-9-15(20-13-16)6-3-4-7-17-8-5-11-22-17/h3,5-6,8,11-12,15-16H,9-10,13H2,1-2H3/b6-3+/t15?,16-/m1/s1
• InChI Key: VPYPJILGQRJHIF-WMDGPGLJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₀O₃S
• Molecular Weight: 316.40 g/mol
• Exact Mass: 316.11331567 g/mol
• Topological Polar Surface Area (TPSA): 63.80 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 3.71
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9867	98.67%
Caco-2	+	0.6294	62.94%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8864	88.64%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9060	90.60%
OATP1B3 inhibitior	+	0.9298	92.98%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.6907	69.07%
P-glycoprotein inhibitior	-	0.5349	53.49%
P-glycoprotein substrate	-	0.7624	76.24%
CYP3A4 substrate	+	0.6025	60.25%
CYP2C9 substrate	+	0.6167	61.67%
CYP2D6 substrate	-	0.8820	88.20%
CYP3A4 inhibition	-	0.8395	83.95%
CYP2C9 inhibition	-	0.7311	73.11%
CYP2C19 inhibition	+	0.5232	52.32%
CYP2D6 inhibition	-	0.8001	80.01%
CYP1A2 inhibition	+	0.5419	54.19%
CYP2C8 inhibition	-	0.6328	63.28%
CYP inhibitory promiscuity	+	0.8112	81.12%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6531	65.31%
Eye corrosion	-	0.9496	94.96%
Eye irritation	-	0.9305	93.05%
Skin irritation	-	0.8559	85.59%
Skin corrosion	-	0.9590	95.90%
Ames mutagenesis	+	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8182	81.82%
Micronuclear	-	0.6815	68.15%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.7383	73.83%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.7399	73.99%
Acute Oral Toxicity (c)	III	0.6335	63.35%
Estrogen receptor binding	+	0.6745	67.45%
Androgen receptor binding	-	0.7295	72.95%
Thyroid receptor binding	-	0.5072	50.72%
Glucocorticoid receptor binding	-	0.5262	52.62%
Aromatase binding	-	0.5211	52.11%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.6880	68.80%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5345	53.45%
Fish aquatic toxicity	+	0.9725	97.25%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.09%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.19%	91.11%
CHEMBL2581	P07339	Cathepsin D	90.46%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.34%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.71%	95.56%
CHEMBL4578	Q14680	Maternal embryonic leucine zipper kinase	86.24%	81.58%
CHEMBL5028	O14672	ADAM10	85.04%	97.50%
CHEMBL340	P08684	Cytochrome P450 3A4	84.85%	91.19%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	84.50%	94.08%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.43%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.62%	96.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.97%	94.62%
CHEMBL3975	P09467	Fructose-1,6-bisphosphatase	80.63%	92.95%

Plants that contains it

• Chaetanthera chilensis

Cross-Links

• PubChem: 14890330
• LOTUS: LTS0014962
• wikiData: Q104397263