5-(6-Methoxy-1-benzofuran-2-yl)benzene-1,3-diol

Details

• Internal ID: 5ab81db0-fb6e-4b5f-b417-1a8b91c62d3f
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 5-(6-methoxy-1-benzofuran-2-yl)benzene-1,3-diol
• SMILES (Canonical): COC1=CC2=C(C=C1)C=C(O2)C3=CC(=CC(=C3)O)O
• SMILES (Isomeric): COC1=CC2=C(C=C1)C=C(O2)C3=CC(=CC(=C3)O)O
• InChI: InChI=1S/C15H12O4/c1-18-13-3-2-9-6-14(19-15(9)8-13)10-4-11(16)7-12(17)5-10/h2-8,16-17H,1H3
• InChI Key: DBJIOKYFLCYAOO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₂O₄
• Molecular Weight: 256.25 g/mol
• Exact Mass: 256.07355886 g/mol
• Topological Polar Surface Area (TPSA): 62.80 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.52
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9843	98.43%
Caco-2	+	0.7331	73.31%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.5868	58.68%
OATP2B1 inhibitior	-	0.7143	71.43%
OATP1B1 inhibitior	+	0.9287	92.87%
OATP1B3 inhibitior	+	0.9684	96.84%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.6177	61.77%
P-glycoprotein inhibitior	-	0.7310	73.10%
P-glycoprotein substrate	-	0.8442	84.42%
CYP3A4 substrate	-	0.5621	56.21%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4038	40.38%
CYP3A4 inhibition	+	0.8314	83.14%
CYP2C9 inhibition	+	0.9224	92.24%
CYP2C19 inhibition	+	0.8853	88.53%
CYP2D6 inhibition	-	0.5240	52.40%
CYP1A2 inhibition	+	0.9206	92.06%
CYP2C8 inhibition	+	0.6914	69.14%
CYP inhibitory promiscuity	+	0.9432	94.32%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Danger	0.3582	35.82%
Eye corrosion	-	0.9821	98.21%
Eye irritation	+	0.9602	96.02%
Skin irritation	-	0.7177	71.77%
Skin corrosion	-	0.9438	94.38%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4434	44.34%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	-	0.7893	78.93%
skin sensitisation	-	0.9210	92.10%
Respiratory toxicity	-	0.7222	72.22%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.6573	65.73%
Acute Oral Toxicity (c)	III	0.7685	76.85%
Estrogen receptor binding	+	0.8400	84.00%
Androgen receptor binding	+	0.7676	76.76%
Thyroid receptor binding	+	0.5526	55.26%
Glucocorticoid receptor binding	+	0.7560	75.60%
Aromatase binding	+	0.8614	86.14%
PPAR gamma	+	0.8174	81.74%
Honey bee toxicity	-	0.9390	93.90%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.8454	84.54%

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	97.57%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.19%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.80%	99.15%
CHEMBL4208	P20618	Proteasome component C5	89.37%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.28%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.93%	86.33%
CHEMBL2581	P07339	Cathepsin D	82.84%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.81%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.10%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	80.65%	94.73%

Plants that contains it

• Bagassa guianensis

Cross-Links

• PubChem: 102048877
• LOTUS: LTS0040719
• wikiData: Q104974482