[2-Acetyloxy-2-(5-hept-5-en-1,3-diynylthiophen-2-yl)ethyl] acetate

Details

• Internal ID: ca5a17c8-f555-4060-bcfd-8a3b00168ecb
• Taxonomy: Organoheterocyclic compounds > Thiophenes > 2,5-disubstituted thiophenes
• IUPAC Name: [2-acetyloxy-2-(5-hept-5-en-1,3-diynylthiophen-2-yl)ethyl] acetate
• SMILES (Canonical): CC=CC#CC#CC1=CC=C(S1)C(COC(=O)C)OC(=O)C
• SMILES (Isomeric): CC=CC#CC#CC1=CC=C(S1)C(COC(=O)C)OC(=O)C
• InChI: InChI=1S/C17H16O4S/c1-4-5-6-7-8-9-15-10-11-17(22-15)16(21-14(3)19)12-20-13(2)18/h4-5,10-11,16H,12H2,1-3H3
• InChI Key: SZRQIJOTIIDHCG-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₆O₄S
• Molecular Weight: 316.40 g/mol
• Exact Mass: 316.07693016 g/mol
• Topological Polar Surface Area (TPSA): 80.80 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 2.85
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9752	97.52%
Caco-2	-	0.7306	73.06%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7687	76.87%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8931	89.31%
OATP1B3 inhibitior	+	0.9273	92.73%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.5803	58.03%
P-glycoprotein inhibitior	-	0.7497	74.97%
P-glycoprotein substrate	-	0.7792	77.92%
CYP3A4 substrate	+	0.5440	54.40%
CYP2C9 substrate	+	0.6083	60.83%
CYP2D6 substrate	-	0.8701	87.01%
CYP3A4 inhibition	+	0.6386	63.86%
CYP2C9 inhibition	-	0.6405	64.05%
CYP2C19 inhibition	-	0.7247	72.47%
CYP2D6 inhibition	-	0.8942	89.42%
CYP1A2 inhibition	-	0.5569	55.69%
CYP2C8 inhibition	-	0.7075	70.75%
CYP inhibitory promiscuity	+	0.6998	69.98%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7624	76.24%
Carcinogenicity (trinary)	Non-required	0.6318	63.18%
Eye corrosion	-	0.9329	93.29%
Eye irritation	-	0.9468	94.68%
Skin irritation	-	0.7683	76.83%
Skin corrosion	-	0.9432	94.32%
Ames mutagenesis	+	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4516	45.16%
Micronuclear	-	0.7067	70.67%
Hepatotoxicity	+	0.5856	58.56%
skin sensitisation	+	0.5197	51.97%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	-	0.5444	54.44%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	+	0.5877	58.77%
Acute Oral Toxicity (c)	III	0.6308	63.08%
Estrogen receptor binding	+	0.6357	63.57%
Androgen receptor binding	+	0.5319	53.19%
Thyroid receptor binding	+	0.5229	52.29%
Glucocorticoid receptor binding	-	0.5135	51.35%
Aromatase binding	+	0.5308	53.08%
PPAR gamma	-	0.5226	52.26%
Honey bee toxicity	-	0.8237	82.37%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6055	60.55%
Fish aquatic toxicity	+	0.9734	97.34%

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	95.11%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.96%	94.45%
CHEMBL2581	P07339	Cathepsin D	92.38%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.85%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	86.61%	94.73%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	85.83%	97.21%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.75%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.49%	86.33%

Plants that contains it

• Rhaponticum carthamoides subsp. carthamoides
• Xanthopappus subacaulis

Cross-Links

• PubChem: 75051802
• LOTUS: LTS0071807
• wikiData: Q105264363