Stemofuran N

Details

• Internal ID: 726e43bf-b26d-4b2f-9669-fd5118a98bcb
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 2-(3,5-dimethoxyphenyl)-6-methoxy-1-benzofuran-4-ol
• SMILES (Canonical): COC1=CC(=CC(=C1)C2=CC3=C(C=C(C=C3O2)OC)O)OC
• SMILES (Isomeric): COC1=CC(=CC(=C1)C2=CC3=C(C=C(C=C3O2)OC)O)OC
• InChI: InChI=1S/C17H16O5/c1-19-11-4-10(5-12(6-11)20-2)16-9-14-15(18)7-13(21-3)8-17(14)22-16/h4-9,18H,1-3H3
• InChI Key: DVZQGZOFFSCMJP-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₆O₅
• Molecular Weight: 300.30 g/mol
• Exact Mass: 300.09977361 g/mol
• Topological Polar Surface Area (TPSA): 61.10 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.83
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

• RefChem:185510
• 2-(3,5-dimethoxyphenyl)-6-methoxy-1-benzofuran-4-ol
• 1259502-00-5
• CHEBI:70128
• Q27138468

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9938	99.38%
Caco-2	+	0.6867	68.67%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6436	64.36%
OATP2B1 inhibitior	-	0.8625	86.25%
OATP1B1 inhibitior	+	0.9369	93.69%
OATP1B3 inhibitior	+	0.9451	94.51%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.6142	61.42%
P-glycoprotein inhibitior	+	0.6385	63.85%
P-glycoprotein substrate	-	0.8762	87.62%
CYP3A4 substrate	-	0.5754	57.54%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4038	40.38%
CYP3A4 inhibition	+	0.6174	61.74%
CYP2C9 inhibition	+	0.5802	58.02%
CYP2C19 inhibition	+	0.7040	70.40%
CYP2D6 inhibition	-	0.7280	72.80%
CYP1A2 inhibition	+	0.8808	88.08%
CYP2C8 inhibition	+	0.5302	53.02%
CYP inhibitory promiscuity	+	0.8304	83.04%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8508	85.08%
Carcinogenicity (trinary)	Danger	0.3887	38.87%
Eye corrosion	-	0.9836	98.36%
Eye irritation	+	0.8071	80.71%
Skin irritation	-	0.8124	81.24%
Skin corrosion	-	0.9861	98.61%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5265	52.65%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	-	0.7260	72.60%
skin sensitisation	-	0.9296	92.96%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.7490	74.90%
Acute Oral Toxicity (c)	III	0.6694	66.94%
Estrogen receptor binding	+	0.8735	87.35%
Androgen receptor binding	+	0.7952	79.52%
Thyroid receptor binding	+	0.7723	77.23%
Glucocorticoid receptor binding	+	0.7961	79.61%
Aromatase binding	+	0.8544	85.44%
PPAR gamma	+	0.7703	77.03%
Honey bee toxicity	-	0.8672	86.72%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.8952	89.52%

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	98.62%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.88%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.32%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.20%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.22%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.11%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.48%	89.00%
CHEMBL242	Q92731	Estrogen receptor beta	82.62%	98.35%
CHEMBL1907	P15144	Aminopeptidase N	82.20%	93.31%
CHEMBL2581	P07339	Cathepsin D	81.36%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	81.24%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.85%	99.17%

Plants that contains it

• Stemona aphylla

Cross-Links

• PubChem: 50994538
• LOTUS: LTS0119492
• wikiData: Q27138468