2-Hydroxy-3,4,7-trimethoxydibenzofuran

Details

• Internal ID: 9ce9496d-8130-47c5-88e2-a21a043cc026
• Taxonomy: Organoheterocyclic compounds > Benzofurans > Dibenzofurans
• IUPAC Name: 3,4,7-trimethoxydibenzofuran-2-ol
• SMILES (Canonical): COC1=CC2=C(C=C1)C3=CC(=C(C(=C3O2)OC)OC)O
• SMILES (Isomeric): COC1=CC2=C(C=C1)C3=CC(=C(C(=C3O2)OC)OC)O
• InChI: InChI=1S/C15H14O5/c1-17-8-4-5-9-10-7-11(16)14(18-2)15(19-3)13(10)20-12(9)6-8/h4-7,16H,1-3H3
• InChI Key: PFNUDHMNMHMVIV-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₅
• Molecular Weight: 274.27 g/mol
• Exact Mass: 274.08412354 g/mol
• Topological Polar Surface Area (TPSA): 61.10 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.32
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9900	99.00%
Caco-2	+	0.8059	80.59%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6304	63.04%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9420	94.20%
OATP1B3 inhibitior	+	0.9646	96.46%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.5499	54.99%
P-glycoprotein inhibitior	-	0.6356	63.56%
P-glycoprotein substrate	-	0.9056	90.56%
CYP3A4 substrate	-	0.5587	55.87%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4038	40.38%
CYP3A4 inhibition	-	0.6640	66.40%
CYP2C9 inhibition	-	0.7904	79.04%
CYP2C19 inhibition	+	0.6728	67.28%
CYP2D6 inhibition	-	0.7457	74.57%
CYP1A2 inhibition	+	0.9562	95.62%
CYP2C8 inhibition	+	0.4495	44.95%
CYP inhibitory promiscuity	+	0.7987	79.87%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8908	89.08%
Carcinogenicity (trinary)	Warning	0.3481	34.81%
Eye corrosion	-	0.9841	98.41%
Eye irritation	+	0.8703	87.03%
Skin irritation	-	0.7620	76.20%
Skin corrosion	-	0.9801	98.01%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4157	41.57%
Micronuclear	+	0.7259	72.59%
Hepatotoxicity	-	0.6560	65.60%
skin sensitisation	-	0.8285	82.85%
Respiratory toxicity	-	0.7667	76.67%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.8814	88.14%
Acute Oral Toxicity (c)	II	0.5356	53.56%
Estrogen receptor binding	+	0.8643	86.43%
Androgen receptor binding	+	0.7824	78.24%
Thyroid receptor binding	+	0.7086	70.86%
Glucocorticoid receptor binding	+	0.7424	74.24%
Aromatase binding	+	0.8146	81.46%
PPAR gamma	+	0.5738	57.38%
Honey bee toxicity	-	0.9368	93.68%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9220	92.20%

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	99.33%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.49%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.47%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.64%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.92%	94.45%
CHEMBL1907	P15144	Aminopeptidase N	86.06%	93.31%
CHEMBL2535	P11166	Glucose transporter	85.02%	98.75%
CHEMBL3192	Q9BY41	Histone deacetylase 8	84.63%	93.99%
CHEMBL1951	P21397	Monoamine oxidase A	83.66%	91.49%
CHEMBL4208	P20618	Proteasome component C5	83.66%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.34%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.13%	89.00%

Plants that contains it

• Berberis koreana
• Cotoneaster acutifolius
• Garcinia cowa
• Rumex dentatus

Cross-Links

• PubChem: 10355969
• NPASS: NPC3591
• LOTUS: LTS0004244
• wikiData: Q104401143