2-Hydroxy-4-[5-(penta-1,3-diyn-1-yl)thiophen-2-yl]but-3-yn-1-yl acetate

Details

• Internal ID: 278c8d1d-db5a-4e4c-ac52-8a352aa2de6b
• Taxonomy: Organoheterocyclic compounds > Thiophenes > 2,5-disubstituted thiophenes
• IUPAC Name: [2-hydroxy-4-(5-penta-1,3-diynylthiophen-2-yl)but-3-ynyl] acetate
• InChI: InChI=1S/C15H12O3S/c1-3-4-5-6-14-9-10-15(19-14)8-7-13(17)11-18-12(2)16/h9-10,13,17H,11H2,1-2H3
• InChI Key: GDUMYEJFTMGMBO-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₂O₃S
• Molecular Weight: 272.30 g/mol
• Exact Mass: 272.05071541 g/mol
• Topological Polar Surface Area (TPSA): 74.80 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 1.40
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• ACon0_000325
• DTXSID701161282
• 2-hydroxy-4-[5-(penta-1,3-diyn-1-yl)thiophen-2-yl]but-3-yn-1-yl acetate
• 26905-72-6
• 3-Butyne-1,2-diol, 4-[5-(1,3-pentadiyn-1-yl)-2-thienyl]-, 1-acetate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9857	98.57%
Caco-2	-	0.6976	69.76%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8367	83.67%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9457	94.57%
OATP1B3 inhibitior	+	0.9348	93.48%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8052	80.52%
P-glycoprotein inhibitior	-	0.9103	91.03%
P-glycoprotein substrate	-	0.9031	90.31%
CYP3A4 substrate	-	0.5168	51.68%
CYP2C9 substrate	-	0.5936	59.36%
CYP2D6 substrate	-	0.8439	84.39%
CYP3A4 inhibition	-	0.8077	80.77%
CYP2C9 inhibition	-	0.8306	83.06%
CYP2C19 inhibition	-	0.8435	84.35%
CYP2D6 inhibition	-	0.9058	90.58%
CYP1A2 inhibition	-	0.6376	63.76%
CYP2C8 inhibition	-	0.8772	87.72%
CYP inhibitory promiscuity	-	0.6511	65.11%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8117	81.17%
Carcinogenicity (trinary)	Non-required	0.7037	70.37%
Eye corrosion	-	0.7750	77.50%
Eye irritation	-	0.9743	97.43%
Skin irritation	-	0.6627	66.27%
Skin corrosion	-	0.8446	84.46%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5233	52.33%
Micronuclear	-	0.7408	74.08%
Hepatotoxicity	+	0.5260	52.60%
skin sensitisation	+	0.5288	52.88%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.6305	63.05%
Acute Oral Toxicity (c)	III	0.5684	56.84%
Estrogen receptor binding	+	0.6069	60.69%
Androgen receptor binding	-	0.4895	48.95%
Thyroid receptor binding	+	0.5299	52.99%
Glucocorticoid receptor binding	+	0.6549	65.49%
Aromatase binding	+	0.6841	68.41%
PPAR gamma	+	0.5789	57.89%
Honey bee toxicity	-	0.8896	88.96%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.8400	84.00%
Fish aquatic toxicity	+	0.7474	74.74%

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	98.20%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.96%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.70%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.90%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	87.06%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.23%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.11%	94.45%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.98%	96.00%

Plants that contains it

• Eclipta prostrata

Cross-Links

• PubChem: 14550070
• LOTUS: LTS0234776
• wikiData: Q105006967