Methyl arctate B

Details

• Internal ID: ca27b544-ba6c-4647-80c2-25b2ed205165
• Taxonomy: Organoheterocyclic compounds > Bi- and oligothiophenes
• IUPAC Name: methyl 2-oxo-2-[5-(5-prop-1-ynylthiophen-2-yl)thiophen-2-yl]acetate
• InChI: InChI=1S/C14H10O3S2/c1-3-4-9-5-6-10(18-9)11-7-8-12(19-11)13(15)14(16)17-2/h5-8H,1-2H3
• InChI Key: ALURPXNWYGHPFR-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₀O₃S₂
• Molecular Weight: 290.40 g/mol
• Exact Mass: 290.00713652 g/mol
• Topological Polar Surface Area (TPSA): 99.90 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.20
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

• Arctic acid B methyl ester
• UNII-36WKN1THTG
• 36WKN1THTG
• 102054-42-2
• DTXSID90144568
• (2,2'-Bithiophene)-5-acetic acid, alpha-oxo-5'-(1-propyn-1-yl)-, methyl ester
• (2,2'-Bithiophene)-5-acetic acid, alpha-oxo-5'-(1-propynyl)-, methyl ester
• Methylarctate B
• DTXCID5067059
• Q27256596
• (2,2'-BITHIOPHENE)-5-ACETIC ACID, .ALPHA.-OXO-5'-(1-PROPYN-1-YL)-, METHYL ESTER
• (2,2'-BITHIOPHENE)-5-ACETIC ACID, .ALPHA.-OXO-5'-(1-PROPYNYL)-, METHYL ESTER

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9793	97.93%
Caco-2	+	0.7312	73.12%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8702	87.02%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9450	94.50%
OATP1B3 inhibitior	+	0.9221	92.21%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.6438	64.38%
P-glycoprotein inhibitior	-	0.8828	88.28%
P-glycoprotein substrate	-	0.8696	86.96%
CYP3A4 substrate	-	0.5491	54.91%
CYP2C9 substrate	-	0.7765	77.65%
CYP2D6 substrate	-	0.8626	86.26%
CYP3A4 inhibition	-	0.8845	88.45%
CYP2C9 inhibition	-	0.6895	68.95%
CYP2C19 inhibition	-	0.6177	61.77%
CYP2D6 inhibition	-	0.8895	88.95%
CYP1A2 inhibition	+	0.5083	50.83%
CYP2C8 inhibition	-	0.7001	70.01%
CYP inhibitory promiscuity	+	0.6106	61.06%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7560	75.60%
Carcinogenicity (trinary)	Non-required	0.5352	53.52%
Eye corrosion	-	0.9387	93.87%
Eye irritation	-	0.8531	85.31%
Skin irritation	-	0.8379	83.79%
Skin corrosion	-	0.9410	94.10%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7398	73.98%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	+	0.7000	70.00%
skin sensitisation	-	0.5601	56.01%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	+	0.5638	56.38%
Acute Oral Toxicity (c)	III	0.5042	50.42%
Estrogen receptor binding	+	0.7877	78.77%
Androgen receptor binding	+	0.6077	60.77%
Thyroid receptor binding	-	0.5798	57.98%
Glucocorticoid receptor binding	+	0.7128	71.28%
Aromatase binding	+	0.7523	75.23%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.9143	91.43%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9306	93.06%

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	93.53%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.68%	91.11%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	92.15%	85.30%
CHEMBL3401	O75469	Pregnane X receptor	87.07%	94.73%
CHEMBL4578	Q14680	Maternal embryonic leucine zipper kinase	85.25%	81.58%
CHEMBL2581	P07339	Cathepsin D	84.94%	98.95%
CHEMBL2535	P11166	Glucose transporter	84.92%	98.75%
CHEMBL4208	P20618	Proteasome component C5	83.30%	90.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.14%	95.50%
CHEMBL221	P23219	Cyclooxygenase-1	81.66%	90.17%

Plants that contains it

• Arctium lappa

Cross-Links

• PubChem: 71587387
• LOTUS: LTS0038622
• wikiData: Q27256596