4-[(2S,3S)-2,3-Dihydro-7-methoxy-3-methyl-5-(1E)-1-propen-1-yl-2-benzofuranyl]-2,6-dimethoxyphenol

Details

• Internal ID: fe66acd0-d17b-4424-a263-521a4cb174c9
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 2,6-dimethoxy-4-(7-methoxy-3-methyl-5-prop-1-enyl-2,3-dihydro-1-benzofuran-2-yl)phenol
• InChI: InChI=1S/C21H24O5/c1-6-7-13-8-15-12(2)20(26-21(15)18(9-13)25-5)14-10-16(23-3)19(22)17(11-14)24-4/h6-12,20,22H,1-5H3
• InChI Key: LYZVPGMCGPXCQO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₄O₅
• Molecular Weight: 356.40 g/mol
• Exact Mass: 356.16237386 g/mol
• Topological Polar Surface Area (TPSA): 57.20 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 4.69
• H-Bond Acceptor: 5
• 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	+	0.9946	99.46%
Caco-2	+	0.8399	83.99%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6138	61.38%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7862	78.62%
OATP1B3 inhibitior	+	0.9619	96.19%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8544	85.44%
P-glycoprotein inhibitior	+	0.7250	72.50%
P-glycoprotein substrate	-	0.7259	72.59%
CYP3A4 substrate	+	0.5346	53.46%
CYP2C9 substrate	+	0.8080	80.80%
CYP2D6 substrate	-	0.6781	67.81%
CYP3A4 inhibition	+	0.6079	60.79%
CYP2C9 inhibition	-	0.5215	52.15%
CYP2C19 inhibition	+	0.7729	77.29%
CYP2D6 inhibition	-	0.8245	82.45%
CYP1A2 inhibition	+	0.8076	80.76%
CYP2C8 inhibition	+	0.6696	66.96%
CYP inhibitory promiscuity	+	0.9366	93.66%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9208	92.08%
Carcinogenicity (trinary)	Danger	0.5686	56.86%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.6857	68.57%
Skin irritation	-	0.7725	77.25%
Skin corrosion	-	0.9734	97.34%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5331	53.31%
Micronuclear	+	0.7559	75.59%
Hepatotoxicity	-	0.5947	59.47%
skin sensitisation	-	0.8221	82.21%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.8163	81.63%
Acute Oral Toxicity (c)	II	0.4972	49.72%
Estrogen receptor binding	+	0.9033	90.33%
Androgen receptor binding	-	0.5677	56.77%
Thyroid receptor binding	+	0.8286	82.86%
Glucocorticoid receptor binding	+	0.7770	77.70%
Aromatase binding	+	0.6493	64.93%
PPAR gamma	+	0.6819	68.19%
Honey bee toxicity	-	0.8022	80.22%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9759	97.59%

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	98.26%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.04%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.10%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.73%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.67%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.51%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.13%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	85.67%	94.73%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.61%	92.94%
CHEMBL3194	P02766	Transthyretin	82.39%	90.71%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.06%	97.21%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 73067349
• LOTUS: LTS0207366
• wikiData: Q105159702