2-Methoxy-4-(7-methoxy-3-methyl-5-prop-2-enyl-2,3-dihydro-1-benzofuran-2-yl)phenol

Details

• Internal ID: f2e0ce7d-aea9-4fe2-bab5-9ca851fb2557
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 2-methoxy-4-(7-methoxy-3-methyl-5-prop-2-enyl-2,3-dihydro-1-benzofuran-2-yl)phenol
• SMILES (Canonical): CC1C(OC2=C1C=C(C=C2OC)CC=C)C3=CC(=C(C=C3)O)OC
• SMILES (Isomeric): CC1C(OC2=C1C=C(C=C2OC)CC=C)C3=CC(=C(C=C3)O)OC
• InChI: InChI=1S/C20H22O4/c1-5-6-13-9-15-12(2)19(24-20(15)18(10-13)23-4)14-7-8-16(21)17(11-14)22-3/h5,7-12,19,21H,1,6H2,2-4H3
• InChI Key: CPRYHVRGHCAOEE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂O₄
• Molecular Weight: 326.40 g/mol
• Exact Mass: 326.15180918 g/mol
• Topological Polar Surface Area (TPSA): 47.90 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 4.38
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9920	99.20%
Caco-2	+	0.8102	81.02%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6420	64.20%
OATP2B1 inhibitior	-	0.8614	86.14%
OATP1B1 inhibitior	+	0.8298	82.98%
OATP1B3 inhibitior	+	0.9100	91.00%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.6258	62.58%
P-glycoprotein inhibitior	-	0.4726	47.26%
P-glycoprotein substrate	-	0.8310	83.10%
CYP3A4 substrate	+	0.5463	54.63%
CYP2C9 substrate	-	0.6036	60.36%
CYP2D6 substrate	+	0.4888	48.88%
CYP3A4 inhibition	+	0.8409	84.09%
CYP2C9 inhibition	+	0.7321	73.21%
CYP2C19 inhibition	+	0.8789	87.89%
CYP2D6 inhibition	-	0.7471	74.71%
CYP1A2 inhibition	+	0.7971	79.71%
CYP2C8 inhibition	+	0.7845	78.45%
CYP inhibitory promiscuity	+	0.9522	95.22%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9218	92.18%
Carcinogenicity (trinary)	Danger	0.4496	44.96%
Eye corrosion	-	0.9867	98.67%
Eye irritation	-	0.8228	82.28%
Skin irritation	-	0.7862	78.62%
Skin corrosion	-	0.9583	95.83%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6921	69.21%
Micronuclear	+	0.6818	68.18%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.7828	78.28%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.8488	84.88%
Acute Oral Toxicity (c)	III	0.4681	46.81%
Estrogen receptor binding	+	0.7209	72.09%
Androgen receptor binding	-	0.5787	57.87%
Thyroid receptor binding	+	0.6513	65.13%
Glucocorticoid receptor binding	+	0.7656	76.56%
Aromatase binding	+	0.6249	62.49%
PPAR gamma	-	0.5796	57.96%
Honey bee toxicity	-	0.8236	82.36%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9897	98.97%

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	98.44%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.03%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.14%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.49%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.06%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.52%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	87.61%	91.49%
CHEMBL2581	P07339	Cathepsin D	84.74%	98.95%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.36%	95.50%
CHEMBL3401	O75469	Pregnane X receptor	83.91%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.72%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.30%	95.89%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.76%	89.62%
CHEMBL4208	P20618	Proteasome component C5	80.77%	90.00%

Plants that contains it

• Myristica fragrans
• Virola surinamensis

Cross-Links

• PubChem: 162938795
• LOTUS: LTS0193440
• wikiData: Q104967718