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

Details

• Internal ID: 909dac83-0a20-4a07-88c4-7189e1e11085
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 4-(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)O)O
• SMILES (Isomeric): CC=CC1=CC2=C(C(=C1)OC)OC(C2C)C3=CC(=C(C=C3)O)O
• InChI: InChI=1S/C19H20O4/c1-4-5-12-8-14-11(2)18(23-19(14)17(9-12)22-3)13-6-7-15(20)16(21)10-13/h4-11,18,20-21H,1-3H3
• InChI Key: UKKOBYISDCTTBC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₀O₄
• Molecular Weight: 312.40 g/mol
• Exact Mass: 312.13615911 g/mol
• Topological Polar Surface Area (TPSA): 58.90 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 4.38
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9859	98.59%
Caco-2	+	0.7324	73.24%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6588	65.88%
OATP2B1 inhibitior	-	0.8568	85.68%
OATP1B1 inhibitior	+	0.8999	89.99%
OATP1B3 inhibitior	+	0.9519	95.19%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.5167	51.67%
P-glycoprotein inhibitior	-	0.6859	68.59%
P-glycoprotein substrate	-	0.8488	84.88%
CYP3A4 substrate	+	0.5439	54.39%
CYP2C9 substrate	+	0.8070	80.70%
CYP2D6 substrate	-	0.7065	70.65%
CYP3A4 inhibition	+	0.5834	58.34%
CYP2C9 inhibition	+	0.6673	66.73%
CYP2C19 inhibition	+	0.7357	73.57%
CYP2D6 inhibition	-	0.7492	74.92%
CYP1A2 inhibition	+	0.8013	80.13%
CYP2C8 inhibition	+	0.7181	71.81%
CYP inhibitory promiscuity	+	0.9242	92.42%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9118	91.18%
Carcinogenicity (trinary)	Danger	0.4874	48.74%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.7528	75.28%
Skin irritation	-	0.7662	76.62%
Skin corrosion	-	0.9553	95.53%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6756	67.56%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.8388	83.88%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.7645	76.45%
Acute Oral Toxicity (c)	III	0.5150	51.50%
Estrogen receptor binding	+	0.7412	74.12%
Androgen receptor binding	+	0.6000	60.00%
Thyroid receptor binding	+	0.7603	76.03%
Glucocorticoid receptor binding	+	0.6880	68.80%
Aromatase binding	+	0.6337	63.37%
PPAR gamma	+	0.6002	60.02%
Honey bee toxicity	-	0.7764	77.64%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.7000	70.00%
Fish aquatic toxicity	+	0.9832	98.32%

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	98.67%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	97.92%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.95%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.96%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.95%	86.33%
CHEMBL3194	P02766	Transthyretin	89.41%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.82%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.96%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	84.96%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.84%	85.14%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.27%	97.14%

Plants that contains it

• Magnolia kachirachirai

Cross-Links

• PubChem: 75078955
• LOTUS: LTS0076464
• wikiData: Q105274632