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

Details

• Internal ID: 118ff801-bfa0-44b5-9759-792778d6c166
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 3-methoxy-5-(7-methoxy-3-methyl-5-prop-1-enyl-2,3-dihydro-1-benzofuran-2-yl)benzene-1,2-diol
• SMILES (Canonical): CC=CC1=CC2=C(C(=C1)OC)OC(C2C)C3=CC(=C(C(=C3)OC)O)O
• SMILES (Isomeric): CC=CC1=CC2=C(C(=C1)OC)OC(C2C)C3=CC(=C(C(=C3)OC)O)O
• InChI: InChI=1S/C20H22O5/c1-5-6-12-7-14-11(2)19(25-20(14)17(8-12)24-4)13-9-15(21)18(22)16(10-13)23-3/h5-11,19,21-22H,1-4H3
• InChI Key: SMOZKDIFJUIAKQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂O₅
• Molecular Weight: 342.40 g/mol
• Exact Mass: 342.14672380 g/mol
• Topological Polar Surface Area (TPSA): 68.20 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 4.39
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9848	98.48%
Caco-2	+	0.7343	73.43%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6119	61.19%
OATP2B1 inhibitior	-	0.8611	86.11%
OATP1B1 inhibitior	+	0.8325	83.25%
OATP1B3 inhibitior	+	0.9614	96.14%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.6515	65.15%
P-glycoprotein inhibitior	-	0.5095	50.95%
P-glycoprotein substrate	-	0.7566	75.66%
CYP3A4 substrate	+	0.5369	53.69%
CYP2C9 substrate	+	0.8070	80.70%
CYP2D6 substrate	-	0.7065	70.65%
CYP3A4 inhibition	-	0.5680	56.80%
CYP2C9 inhibition	+	0.5000	50.00%
CYP2C19 inhibition	+	0.6376	63.76%
CYP2D6 inhibition	-	0.8143	81.43%
CYP1A2 inhibition	+	0.7445	74.45%
CYP2C8 inhibition	+	0.7125	71.25%
CYP inhibitory promiscuity	+	0.9105	91.05%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9208	92.08%
Carcinogenicity (trinary)	Danger	0.4814	48.14%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.7406	74.06%
Skin irritation	-	0.7709	77.09%
Skin corrosion	-	0.9478	94.78%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5454	54.54%
Micronuclear	+	0.7700	77.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.8245	82.45%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.8373	83.73%
Acute Oral Toxicity (c)	III	0.4403	44.03%
Estrogen receptor binding	+	0.8642	86.42%
Androgen receptor binding	-	0.5355	53.55%
Thyroid receptor binding	+	0.8080	80.80%
Glucocorticoid receptor binding	+	0.7858	78.58%
Aromatase binding	+	0.6334	63.34%
PPAR gamma	+	0.6670	66.70%
Honey bee toxicity	-	0.8171	81.71%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9807	98.07%

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	99.09%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.19%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.64%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.57%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.55%	86.33%
CHEMBL3194	P02766	Transthyretin	90.04%	90.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.04%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.45%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	86.95%	94.73%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.03%	92.94%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.32%	97.21%

Plants that contains it

• Machilus obovatifolia

Cross-Links

• PubChem: 163036584
• LOTUS: LTS0137749
• wikiData: Q105256080