3-(5,6-Dimethoxy-1-benzofuran-2-yl)-6,7-dimethoxychromen-2-one

Details

• Internal ID: 08fa9934-e16e-4a17-9dc0-90bbe026bad3
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 3-(5,6-dimethoxy-1-benzofuran-2-yl)-6,7-dimethoxychromen-2-one
• SMILES (Canonical): COC1=C(C=C2C(=C1)C=C(C(=O)O2)C3=CC4=CC(=C(C=C4O3)OC)OC)OC
• SMILES (Isomeric): COC1=C(C=C2C(=C1)C=C(C(=O)O2)C3=CC4=CC(=C(C=C4O3)OC)OC)OC
• InChI: InChI=1S/C21H18O7/c1-23-17-7-11-5-13(21(22)28-15(11)10-20(17)26-4)16-6-12-8-18(24-2)19(25-3)9-14(12)27-16/h5-10H,1-4H3
• InChI Key: RIYXZIMMUILXAQ-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₁₈O₇
• Molecular Weight: 382.40 g/mol
• Exact Mass: 382.10525291 g/mol
• Topological Polar Surface Area (TPSA): 76.40 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 4.24
• H-Bond Acceptor: 7
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9872	98.72%
Caco-2	+	0.7694	76.94%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7159	71.59%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9265	92.65%
OATP1B3 inhibitior	+	0.9372	93.72%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.6426	64.26%
P-glycoprotein inhibitior	+	0.9554	95.54%
P-glycoprotein substrate	-	0.7648	76.48%
CYP3A4 substrate	-	0.5592	55.92%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8151	81.51%
CYP3A4 inhibition	+	0.6955	69.55%
CYP2C9 inhibition	-	0.6782	67.82%
CYP2C19 inhibition	+	0.8551	85.51%
CYP2D6 inhibition	-	0.7584	75.84%
CYP1A2 inhibition	+	0.8254	82.54%
CYP2C8 inhibition	-	0.8496	84.96%
CYP inhibitory promiscuity	+	0.8457	84.57%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Danger	0.3936	39.36%
Eye corrosion	-	0.9792	97.92%
Eye irritation	-	0.7471	74.71%
Skin irritation	-	0.7852	78.52%
Skin corrosion	-	0.9808	98.08%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6851	68.51%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	+	0.6034	60.34%
skin sensitisation	-	0.8856	88.56%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.5699	56.99%
Acute Oral Toxicity (c)	II	0.6194	61.94%
Estrogen receptor binding	+	0.9497	94.97%
Androgen receptor binding	+	0.6378	63.78%
Thyroid receptor binding	+	0.7053	70.53%
Glucocorticoid receptor binding	+	0.8450	84.50%
Aromatase binding	+	0.6312	63.12%
PPAR gamma	+	0.8301	83.01%
Honey bee toxicity	-	0.8593	85.93%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9582	95.82%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.80%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.27%	85.14%
CHEMBL2581	P07339	Cathepsin D	89.96%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.83%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.72%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.53%	96.00%
CHEMBL2535	P11166	Glucose transporter	80.14%	98.75%

Plants that contains it

• Cynanchum viminale
• Dendrobium nobile
• Dendrobium thyrsiflorum
• Lanaria lanata
• Selaginella labordei

Cross-Links

• PubChem: 11291989
• NPASS: NPC141631
• LOTUS: LTS0218181
• wikiData: Q105237297