5-[6-Methoxy-5-(3-methylbut-2-enyl)-1-benzofuran-2-yl]benzene-1,3-diol

Details

• Internal ID: 4cd37630-cb4f-4c94-be61-30a334edcb07
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 5-[6-methoxy-5-(3-methylbut-2-enyl)-1-benzofuran-2-yl]benzene-1,3-diol
• SMILES (Canonical): CC(=CCC1=C(C=C2C(=C1)C=C(O2)C3=CC(=CC(=C3)O)O)OC)C
• SMILES (Isomeric): CC(=CCC1=C(C=C2C(=C1)C=C(O2)C3=CC(=CC(=C3)O)O)OC)C
• InChI: InChI=1S/C20H20O4/c1-12(2)4-5-13-6-14-9-19(24-20(14)11-18(13)23-3)15-7-16(21)10-17(22)8-15/h4,6-11,21-22H,5H2,1-3H3
• InChI Key: NDQSKPKKGVFOKF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₀O₄
• Molecular Weight: 324.40 g/mol
• Exact Mass: 324.13615911 g/mol
• Topological Polar Surface Area (TPSA): 62.80 Ų
• XlogP: 5.20
• Atomic LogP (AlogP): 5.03
• H-Bond Acceptor: 4
• 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	+	0.9922	99.22%
Caco-2	+	0.8242	82.42%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6263	62.63%
OATP2B1 inhibitior	-	0.5748	57.48%
OATP1B1 inhibitior	+	0.8892	88.92%
OATP1B3 inhibitior	+	0.8827	88.27%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.8740	87.40%
P-glycoprotein inhibitior	+	0.6337	63.37%
P-glycoprotein substrate	-	0.6112	61.12%
CYP3A4 substrate	+	0.5107	51.07%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4182	41.82%
CYP3A4 inhibition	+	0.5738	57.38%
CYP2C9 inhibition	+	0.8857	88.57%
CYP2C19 inhibition	+	0.8953	89.53%
CYP2D6 inhibition	-	0.6585	65.85%
CYP1A2 inhibition	+	0.8882	88.82%
CYP2C8 inhibition	+	0.6872	68.72%
CYP inhibitory promiscuity	+	0.9873	98.73%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Danger	0.4477	44.77%
Eye corrosion	-	0.9900	99.00%
Eye irritation	+	0.5684	56.84%
Skin irritation	-	0.7937	79.37%
Skin corrosion	-	0.9385	93.85%
Ames mutagenesis	-	0.6424	64.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.8870	88.70%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	+	0.6292	62.92%
skin sensitisation	-	0.7788	77.88%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.4806	48.06%
Acute Oral Toxicity (c)	III	0.6102	61.02%
Estrogen receptor binding	+	0.9347	93.47%
Androgen receptor binding	+	0.5483	54.83%
Thyroid receptor binding	+	0.5142	51.42%
Glucocorticoid receptor binding	+	0.7272	72.72%
Aromatase binding	+	0.8203	82.03%
PPAR gamma	+	0.8799	87.99%
Honey bee toxicity	-	0.8612	86.12%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9945	99.45%

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	98.52%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.22%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.55%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.24%	99.17%
CHEMBL2581	P07339	Cathepsin D	89.92%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.28%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	86.54%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.14%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.81%	96.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.16%	92.62%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.01%	96.95%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	80.14%	94.03%

Plants that contains it

• Bagassa guianensis

Cross-Links

• PubChem: 102048878
• LOTUS: LTS0116462
• wikiData: Q105177684