Kynapcin-24

Details

• Internal ID: c201c0da-ca03-41e2-aeab-eef694f141ba
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: methyl 3-(5,6-dihydroxy-2-methoxycarbonyl-1-benzofuran-3-yl)-5,6-dihydroxy-1-benzofuran-2-carboxylate
• SMILES (Canonical): COC(=O)C1=C(C2=CC(=C(C=C2O1)O)O)C3=C(OC4=CC(=C(C=C43)O)O)C(=O)OC
• SMILES (Isomeric): COC(=O)C1=C(C2=CC(=C(C=C2O1)O)O)C3=C(OC4=CC(=C(C=C43)O)O)C(=O)OC
• InChI: InChI=1S/C20H14O10/c1-27-19(25)17-15(7-3-9(21)11(23)5-13(7)29-17)16-8-4-10(22)12(24)6-14(8)30-18(16)20(26)28-2/h3-6,21-24H,1-2H3
• InChI Key: IVZFDKACPFMQDJ-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₄O₁₀
• Molecular Weight: 414.30 g/mol
• Exact Mass: 414.05869664 g/mol
• Topological Polar Surface Area (TPSA): 160.00 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.24
• H-Bond Acceptor: 10
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

• CHEMBL465606
• BDBM50269564
• 5,6,5'',6''-tetrahydroxy[3,3'']bibenzofuranyl-2,2''-dicarboxylic acid dimethyl ester
• methyl 3-(5,6-dihydroxy-2-methoxycarbonyl-1-benzofuran-3-yl)-5,6-dihydroxy-1-benzofuran-2-carboxylate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9511	95.11%
Caco-2	-	0.6255	62.55%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8173	81.73%
OATP2B1 inhibitior	+	0.5707	57.07%
OATP1B1 inhibitior	+	0.9362	93.62%
OATP1B3 inhibitior	+	0.8322	83.22%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.5494	54.94%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.9194	91.94%
CYP3A4 substrate	-	0.5530	55.30%
CYP2C9 substrate	-	0.8193	81.93%
CYP2D6 substrate	-	0.8280	82.80%
CYP3A4 inhibition	-	0.7302	73.02%
CYP2C9 inhibition	+	0.6480	64.80%
CYP2C19 inhibition	-	0.5000	50.00%
CYP2D6 inhibition	-	0.8574	85.74%
CYP1A2 inhibition	-	0.6891	68.91%
CYP2C8 inhibition	-	0.6463	64.63%
CYP inhibitory promiscuity	-	0.5929	59.29%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9443	94.43%
Carcinogenicity (trinary)	Non-required	0.3889	38.89%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.6554	65.54%
Skin irritation	-	0.7607	76.07%
Skin corrosion	-	0.9483	94.83%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5336	53.36%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.8768	87.68%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.5922	59.22%
Acute Oral Toxicity (c)	III	0.4813	48.13%
Estrogen receptor binding	+	0.8823	88.23%
Androgen receptor binding	+	0.8268	82.68%
Thyroid receptor binding	-	0.5311	53.11%
Glucocorticoid receptor binding	+	0.8481	84.81%
Aromatase binding	-	0.5214	52.14%
PPAR gamma	+	0.6449	64.49%
Honey bee toxicity	-	0.8969	89.69%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.9822	98.22%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.18%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.67%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	87.02%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.79%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.45%	94.00%
CHEMBL2581	P07339	Cathepsin D	83.91%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.85%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.67%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.06%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.04%	95.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10093198
• LOTUS: LTS0013828
• wikiData: Q77564382