Kynapcin-28

Details

• Internal ID: 28aeaaf6-1cec-473a-be77-109a9cf8a461
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: 3-(5,6-dihydroxy-2-methoxycarbonyl-1-benzofuran-3-yl)-5,6-dihydroxy-1-benzofuran-2-carboxylic acid
• SMILES (Canonical): COC(=O)C1=C(C2=CC(=C(C=C2O1)O)O)C3=C(OC4=CC(=C(C=C43)O)O)C(=O)O
• SMILES (Isomeric): COC(=O)C1=C(C2=CC(=C(C=C2O1)O)O)C3=C(OC4=CC(=C(C=C43)O)O)C(=O)O
• InChI: InChI=1S/C19H12O10/c1-27-19(26)17-15(7-3-9(21)11(23)5-13(7)29-17)14-6-2-8(20)10(22)4-12(6)28-16(14)18(24)25/h2-5,20-23H,1H3,(H,24,25)
• InChI Key: MOXBJFJTLKHZPO-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₂O₁₀
• Molecular Weight: 400.30 g/mol
• Exact Mass: 400.04304658 g/mol
• Topological Polar Surface Area (TPSA): 171.00 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.15
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 3

Synonyms

• 3-(5,6-dihydroxy-2-methoxycarbonyl-1-benzofuran-3-yl)-5,6-dihydroxy-1-benzofuran-2-carboxylic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9607	96.07%
Caco-2	-	0.7809	78.09%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8138	81.38%
OATP2B1 inhibitior	+	0.5785	57.85%
OATP1B1 inhibitior	+	0.9418	94.18%
OATP1B3 inhibitior	+	0.9558	95.58%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5883	58.83%
P-glycoprotein inhibitior	-	0.7141	71.41%
P-glycoprotein substrate	-	0.9018	90.18%
CYP3A4 substrate	-	0.5651	56.51%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8749	87.49%
CYP3A4 inhibition	-	0.7754	77.54%
CYP2C9 inhibition	+	0.7700	77.00%
CYP2C19 inhibition	+	0.5756	57.56%
CYP2D6 inhibition	-	0.8935	89.35%
CYP1A2 inhibition	-	0.5335	53.35%
CYP2C8 inhibition	-	0.6011	60.11%
CYP inhibitory promiscuity	-	0.6319	63.19%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9443	94.43%
Carcinogenicity (trinary)	Non-required	0.3450	34.50%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.5975	59.75%
Skin irritation	-	0.7082	70.82%
Skin corrosion	-	0.9414	94.14%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5731	57.31%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	-	0.5466	54.66%
skin sensitisation	-	0.8875	88.75%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.4605	46.05%
Acute Oral Toxicity (c)	III	0.5326	53.26%
Estrogen receptor binding	+	0.8456	84.56%
Androgen receptor binding	+	0.8098	80.98%
Thyroid receptor binding	-	0.6236	62.36%
Glucocorticoid receptor binding	+	0.8183	81.83%
Aromatase binding	-	0.5539	55.39%
PPAR gamma	+	0.6833	68.33%
Honey bee toxicity	-	0.8972	89.72%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.9780	97.80%

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	98.83%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.78%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.61%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	87.44%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.42%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.19%	95.56%
CHEMBL2581	P07339	Cathepsin D	85.04%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.89%	86.33%
CHEMBL3194	P02766	Transthyretin	83.66%	90.71%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	82.49%	94.42%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.11%	89.00%
CHEMBL1811	P34995	Prostanoid EP1 receptor	80.32%	95.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10386252
• LOTUS: LTS0089721
• wikiData: Q75063027