(2S,3S)-7-methoxy-5-[(E)-2-methoxyethenyl]-2-(4-methoxy-3-methylphenyl)-3-methyl-2,3-dihydro-1-benzofuran

Details

• Internal ID: f5f609cc-fc9c-49ca-b624-c0a2593be50f
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: (2S,3S)-7-methoxy-5-[(E)-2-methoxyethenyl]-2-(4-methoxy-3-methylphenyl)-3-methyl-2,3-dihydro-1-benzofuran
• SMILES (Canonical): CC1C(OC2=C1C=C(C=C2OC)C=COC)C3=CC(=C(C=C3)OC)C
• SMILES (Isomeric): C[C@@H]1[C@H](OC2=C1C=C(C=C2OC)/C=C/OC)C3=CC(=C(C=C3)OC)C
• InChI: InChI=1S/C21H24O4/c1-13-10-16(6-7-18(13)23-4)20-14(2)17-11-15(8-9-22-3)12-19(24-5)21(17)25-20/h6-12,14,20H,1-5H3/b9-8+/t14-,20-/m0/s1
• InChI Key: QZAHBLCOKNOTJV-MIMSMNLDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₄O₄
• Molecular Weight: 340.40 g/mol
• Exact Mass: 340.16745924 g/mol
• Topological Polar Surface Area (TPSA): 36.90 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 4.87
• H-Bond Acceptor: 4
• 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	+	0.9970	99.70%
Caco-2	+	0.9175	91.75%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6378	63.78%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9156	91.56%
OATP1B3 inhibitior	+	0.9725	97.25%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9067	90.67%
P-glycoprotein inhibitior	+	0.8424	84.24%
P-glycoprotein substrate	-	0.8017	80.17%
CYP3A4 substrate	+	0.5704	57.04%
CYP2C9 substrate	+	0.7977	79.77%
CYP2D6 substrate	-	0.6896	68.96%
CYP3A4 inhibition	+	0.8294	82.94%
CYP2C9 inhibition	+	0.6677	66.77%
CYP2C19 inhibition	+	0.8943	89.43%
CYP2D6 inhibition	-	0.7937	79.37%
CYP1A2 inhibition	+	0.9269	92.69%
CYP2C8 inhibition	+	0.6851	68.51%
CYP inhibitory promiscuity	+	0.9738	97.38%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9218	92.18%
Carcinogenicity (trinary)	Danger	0.4835	48.35%
Eye corrosion	-	0.9866	98.66%
Eye irritation	-	0.7091	70.91%
Skin irritation	-	0.8019	80.19%
Skin corrosion	-	0.9806	98.06%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8619	86.19%
Micronuclear	+	0.6459	64.59%
Hepatotoxicity	-	0.5571	55.71%
skin sensitisation	-	0.8223	82.23%
Respiratory toxicity	-	0.6778	67.78%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.7667	76.67%
Acute Oral Toxicity (c)	III	0.4905	49.05%
Estrogen receptor binding	+	0.8696	86.96%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.8102	81.02%
Glucocorticoid receptor binding	+	0.7257	72.57%
Aromatase binding	+	0.6124	61.24%
PPAR gamma	+	0.6087	60.87%
Honey bee toxicity	-	0.8213	82.13%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6800	68.00%
Fish aquatic toxicity	+	0.9851	98.51%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.11%	96.00%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	92.68%	97.31%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.49%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.65%	86.33%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	89.69%	89.62%
CHEMBL3401	O75469	Pregnane X receptor	88.97%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.79%	89.00%
CHEMBL3492	P49721	Proteasome Macropain subunit	85.19%	90.24%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.18%	97.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.06%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.71%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.28%	91.11%

Plants that contains it

• Machilus japonica

Cross-Links

• PubChem: 163195557
• LOTUS: LTS0038826
• wikiData: Q105231388