alpha-Cotonefuran

Details

• Internal ID: 6d060f15-03dd-463c-a331-c2a512e5c477
• Taxonomy: Organoheterocyclic compounds > Benzofurans > Dibenzofurans
• IUPAC Name: 3,4,6-trimethoxydibenzofuran-2,7-diol
• InChI: InChI=1S/C15H14O6/c1-18-13-9(16)5-4-7-8-6-10(17)14(19-2)15(20-3)12(8)21-11(7)13/h4-6,16-17H,1-3H3
• InChI Key: SHQNKPHNRFEQQD-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₆
• Molecular Weight: 290.27 g/mol
• Exact Mass: 290.07903816 g/mol
• Topological Polar Surface Area (TPSA): 81.30 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.02
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• 93973-22-9
• 3,4,6-trimethoxydibenzofuran-2,7-diol
• a-Cotonefuran
• 2,7-Dibenzofurandiol, 3,4,6--trimethoxy-
• C08739
• CHEBI:10222
• DTXSID10916800
• 2,7-Trihydroxy-3,4,6-trimethoxydibenzofuran
• 3,4,6-trimethoxydibenzo[b,d]furan-2,7-diol
• Q27108603
• 5,6,10-trimethoxy-8-oxatricyclo[7.4.0.0^{2,7}]trideca-1(13),2,4,6,9,11-hexaene-4,11-diol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9840	98.40%
Caco-2	+	0.7431	74.31%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6643	66.43%
OATP2B1 inhibitior	-	0.7222	72.22%
OATP1B1 inhibitior	+	0.9438	94.38%
OATP1B3 inhibitior	+	0.9343	93.43%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.6171	61.71%
P-glycoprotein inhibitior	-	0.7010	70.10%
P-glycoprotein substrate	-	0.9269	92.69%
CYP3A4 substrate	-	0.6306	63.06%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4038	40.38%
CYP3A4 inhibition	-	0.7431	74.31%
CYP2C9 inhibition	-	0.6461	64.61%
CYP2C19 inhibition	+	0.6912	69.12%
CYP2D6 inhibition	-	0.6480	64.80%
CYP1A2 inhibition	+	0.9452	94.52%
CYP2C8 inhibition	-	0.6532	65.32%
CYP inhibitory promiscuity	+	0.8681	86.81%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8908	89.08%
Carcinogenicity (trinary)	Non-required	0.3412	34.12%
Eye corrosion	-	0.9859	98.59%
Eye irritation	+	0.8621	86.21%
Skin irritation	-	0.7671	76.71%
Skin corrosion	-	0.9703	97.03%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4857	48.57%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.8449	84.49%
Respiratory toxicity	-	0.7889	78.89%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.7492	74.92%
Acute Oral Toxicity (c)	II	0.4557	45.57%
Estrogen receptor binding	+	0.8137	81.37%
Androgen receptor binding	+	0.7286	72.86%
Thyroid receptor binding	+	0.6464	64.64%
Glucocorticoid receptor binding	+	0.7996	79.96%
Aromatase binding	+	0.6508	65.08%
PPAR gamma	+	0.6872	68.72%
Honey bee toxicity	-	0.9383	93.83%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9273	92.73%

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	99.09%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.18%	99.15%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.88%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.67%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.31%	95.56%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	85.29%	98.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.91%	89.00%
CHEMBL2535	P11166	Glucose transporter	81.62%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.80%	86.33%
CHEMBL2581	P07339	Cathepsin D	80.55%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.10%	99.17%

Plants that contains it

• Cotoneaster coriaceus
• Crataegus germanica

Cross-Links

• PubChem: 185311
• LOTUS: LTS0101513
• wikiData: Q27108603