Lespedezavirgatol

Details

• Internal ID: 57acfdbc-c5b2-4b2e-9343-9c4e9acf2523
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 2-(6-hydroxy-2,3-dimethoxyphenyl)-7-methoxy-1-benzofuran-6-ol
• InChI: InChI=1S/C17H16O6/c1-20-12-7-6-10(18)14(17(12)22-3)13-8-9-4-5-11(19)16(21-2)15(9)23-13/h4-8,18-19H,1-3H3
• InChI Key: FGESOIUBZYZKLK-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₆O₆
• Molecular Weight: 316.30 g/mol
• Exact Mass: 316.09468823 g/mol
• Topological Polar Surface Area (TPSA): 81.30 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.54
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• CHEMBL486291
• 2-(6-hydroxy-2,3-dimethoxyphenyl)-7-methoxybenzo-furan-6-ol
• 2-(6-hydroxy-2,3-dimethoxyphenyl)-7-methoxy-1-benzofuran-6-ol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9874	98.74%
Caco-2	+	0.7105	71.05%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7313	73.13%
OATP2B1 inhibitior	-	0.5782	57.82%
OATP1B1 inhibitior	+	0.9239	92.39%
OATP1B3 inhibitior	+	0.9106	91.06%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.5518	55.18%
P-glycoprotein inhibitior	-	0.4587	45.87%
P-glycoprotein substrate	-	0.9224	92.24%
CYP3A4 substrate	-	0.5760	57.60%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4038	40.38%
CYP3A4 inhibition	-	0.6629	66.29%
CYP2C9 inhibition	+	0.6671	66.71%
CYP2C19 inhibition	+	0.7837	78.37%
CYP2D6 inhibition	-	0.7290	72.90%
CYP1A2 inhibition	+	0.8553	85.53%
CYP2C8 inhibition	+	0.5498	54.98%
CYP inhibitory promiscuity	+	0.9176	91.76%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8908	89.08%
Carcinogenicity (trinary)	Danger	0.3552	35.52%
Eye corrosion	-	0.9893	98.93%
Eye irritation	+	0.6808	68.08%
Skin irritation	-	0.7850	78.50%
Skin corrosion	-	0.9678	96.78%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4610	46.10%
Micronuclear	+	0.7700	77.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.8949	89.49%
Respiratory toxicity	-	0.7333	73.33%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.6076	60.76%
Acute Oral Toxicity (c)	III	0.5134	51.34%
Estrogen receptor binding	+	0.8990	89.90%
Androgen receptor binding	+	0.8075	80.75%
Thyroid receptor binding	+	0.8153	81.53%
Glucocorticoid receptor binding	+	0.8458	84.58%
Aromatase binding	+	0.8468	84.68%
PPAR gamma	+	0.7158	71.58%
Honey bee toxicity	-	0.9315	93.15%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9441	94.41%

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	96.52%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.62%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.41%	99.15%
CHEMBL1255126	O15151	Protein Mdm4	89.47%	90.20%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.84%	86.33%
CHEMBL4208	P20618	Proteasome component C5	86.65%	90.00%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	84.84%	98.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.82%	99.17%
CHEMBL3194	P02766	Transthyretin	83.43%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	83.12%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.71%	95.56%
CHEMBL2535	P11166	Glucose transporter	81.16%	98.75%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.69%	96.95%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	80.13%	94.03%

Plants that contains it

• Lespedeza virgata

Cross-Links

• PubChem: 24899156
• LOTUS: LTS0171783
• wikiData: Q104994855