Arctinone A acetate

Details

• Internal ID: 96ad4414-0804-485f-86dd-d05d19cc6131
• Taxonomy: Organoheterocyclic compounds > Bi- and oligothiophenes
• IUPAC Name: [2-oxo-2-[5-(5-prop-1-ynylthiophen-2-yl)thiophen-2-yl]ethyl] acetate
• SMILES (Canonical): CC#CC1=CC=C(S1)C2=CC=C(S2)C(=O)COC(=O)C
• SMILES (Isomeric): CC#CC1=CC=C(S1)C2=CC=C(S2)C(=O)COC(=O)C
• InChI: InChI=1S/C15H12O3S2/c1-3-4-11-5-6-14(19-11)15-8-7-13(20-15)12(17)9-18-10(2)16/h5-8H,9H2,1-2H3
• InChI Key: FTJMUOBDALJHSD-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₂O₃S₂
• Molecular Weight: 304.40 g/mol
• Exact Mass: 304.02278659 g/mol
• Topological Polar Surface Area (TPSA): 99.90 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.59
• 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	+	0.9857	98.57%
Caco-2	+	0.5178	51.78%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8998	89.98%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9332	93.32%
OATP1B3 inhibitior	+	0.9148	91.48%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.6170	61.70%
P-glycoprotein inhibitior	-	0.8732	87.32%
P-glycoprotein substrate	-	0.8748	87.48%
CYP3A4 substrate	-	0.5539	55.39%
CYP2C9 substrate	-	0.5725	57.25%
CYP2D6 substrate	-	0.8743	87.43%
CYP3A4 inhibition	-	0.7291	72.91%
CYP2C9 inhibition	-	0.6354	63.54%
CYP2C19 inhibition	-	0.7048	70.48%
CYP2D6 inhibition	-	0.8768	87.68%
CYP1A2 inhibition	+	0.5093	50.93%
CYP2C8 inhibition	-	0.7478	74.78%
CYP inhibitory promiscuity	+	0.6633	66.33%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7717	77.17%
Carcinogenicity (trinary)	Non-required	0.6475	64.75%
Eye corrosion	-	0.9317	93.17%
Eye irritation	-	0.9624	96.24%
Skin irritation	-	0.8039	80.39%
Skin corrosion	-	0.9235	92.35%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7842	78.42%
Micronuclear	-	0.7067	70.67%
Hepatotoxicity	+	0.7026	70.26%
skin sensitisation	-	0.5985	59.85%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	+	0.5284	52.84%
Acute Oral Toxicity (c)	III	0.5886	58.86%
Estrogen receptor binding	+	0.7139	71.39%
Androgen receptor binding	+	0.5638	56.38%
Thyroid receptor binding	-	0.6338	63.38%
Glucocorticoid receptor binding	+	0.7811	78.11%
Aromatase binding	+	0.6267	62.67%
PPAR gamma	-	0.5980	59.80%
Honey bee toxicity	-	0.9177	91.77%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7355	73.55%
Fish aquatic toxicity	+	0.9608	96.08%

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	96.54%	96.09%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	91.49%	85.30%
CHEMBL2581	P07339	Cathepsin D	90.71%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	89.09%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.57%	86.33%
CHEMBL4578	Q14680	Maternal embryonic leucine zipper kinase	84.97%	81.58%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.40%	96.00%
CHEMBL4208	P20618	Proteasome component C5	83.26%	90.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.27%	91.11%

Plants that contains it

• Arctium lappa

Cross-Links

• PubChem: 85529415
• LOTUS: LTS0260827
• wikiData: Q105001080