Arctinone A

Details

• Internal ID: b932b9e2-8da0-457b-8e46-3ca47eedb56f
• Taxonomy: Organoheterocyclic compounds > Bi- and oligothiophenes
• IUPAC Name: 2-hydroxy-1-[5-(5-prop-1-ynylthiophen-2-yl)thiophen-2-yl]ethanone
• InChI: InChI=1S/C13H10O2S2/c1-2-3-9-4-5-12(16-9)13-7-6-11(17-13)10(15)8-14/h4-7,14H,8H2,1H3
• InChI Key: SZHJGTIWJLCSCZ-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₀O₂S₂
• Molecular Weight: 262.40 g/mol
• Exact Mass: 262.01222190 g/mol
• Topological Polar Surface Area (TPSA): 93.80 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.02
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• UNII-A50WLS49HI
• A50WLS49HI
• 102054-41-1
• Ethanone, 2-hydroxy-1-(5'-(1-propynyl)(2,2'-bithiophen)-5-yl)-
• Ethanone, 2-hydroxy-1-(5'-(1-propyn-1-yl)(2,2'-bithiophen)-5-yl)-
• DTXSID30144567
• DTXCID0067058
• Q27273638

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9897	98.97%
Caco-2	-	0.5738	57.38%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8059	80.59%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9391	93.91%
OATP1B3 inhibitior	+	0.9368	93.68%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.7204	72.04%
P-glycoprotein inhibitior	-	0.9745	97.45%
P-glycoprotein substrate	-	0.8765	87.65%
CYP3A4 substrate	-	0.6096	60.96%
CYP2C9 substrate	-	0.5759	57.59%
CYP2D6 substrate	-	0.8404	84.04%
CYP3A4 inhibition	-	0.8894	88.94%
CYP2C9 inhibition	-	0.6383	63.83%
CYP2C19 inhibition	-	0.6624	66.24%
CYP2D6 inhibition	-	0.8992	89.92%
CYP1A2 inhibition	-	0.5935	59.35%
CYP2C8 inhibition	-	0.8655	86.55%
CYP inhibitory promiscuity	+	0.5656	56.56%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7617	76.17%
Carcinogenicity (trinary)	Non-required	0.4412	44.12%
Eye corrosion	-	0.8910	89.10%
Eye irritation	-	0.8481	84.81%
Skin irritation	-	0.6595	65.95%
Skin corrosion	-	0.8320	83.20%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3994	39.94%
Micronuclear	-	0.6641	66.41%
Hepatotoxicity	+	0.6940	69.40%
skin sensitisation	-	0.5707	57.07%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	+	0.4731	47.31%
Acute Oral Toxicity (c)	III	0.5452	54.52%
Estrogen receptor binding	+	0.7203	72.03%
Androgen receptor binding	+	0.5723	57.23%
Thyroid receptor binding	+	0.5294	52.94%
Glucocorticoid receptor binding	+	0.7275	72.75%
Aromatase binding	+	0.6629	66.29%
PPAR gamma	+	0.7155	71.55%
Honey bee toxicity	-	0.9652	96.52%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	-	0.5886	58.86%

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	95.04%	96.09%
CHEMBL2581	P07339	Cathepsin D	90.66%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	85.31%	94.73%
CHEMBL4578	Q14680	Maternal embryonic leucine zipper kinase	82.56%	81.58%
CHEMBL4208	P20618	Proteasome component C5	82.31%	90.00%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	81.23%	85.30%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.70%	86.33%
CHEMBL3492	P49721	Proteasome Macropain subunit	80.58%	90.24%

Plants that contains it

• Arctium lappa

Cross-Links

• PubChem: 71587386
• LOTUS: LTS0181470
• wikiData: Q27273638