Lespedezavirgatal

Details

• Internal ID: 0c0cec49-7fb8-42b3-b183-b4995ac92e9a
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 5,6-dihydroxy-2-(2,4,6-trimethoxyphenyl)-1-benzofuran-3-carbaldehyde
• InChI: InChI=1S/C18H16O7/c1-22-9-4-15(23-2)17(16(5-9)24-3)18-11(8-19)10-6-12(20)13(21)7-14(10)25-18/h4-8,20-21H,1-3H3
• InChI Key: OUBWKVRCMQAWKH-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₆O₇
• Molecular Weight: 344.30 g/mol
• Exact Mass: 344.08960285 g/mol
• Topological Polar Surface Area (TPSA): 98.40 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 3.35
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

• 5,6-dihydroxy-2-(2,4,6-trimethoxyphenyl)-1-benzofuran-3-carbaldehyde
• RefChem:152909
• 1030609-88-1
• CHEMBL520533

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9834	98.34%
Caco-2	-	0.5615	56.15%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7895	78.95%
OATP2B1 inhibitior	-	0.5764	57.64%
OATP1B1 inhibitior	+	0.8736	87.36%
OATP1B3 inhibitior	+	0.9247	92.47%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.5747	57.47%
P-glycoprotein inhibitior	+	0.6058	60.58%
P-glycoprotein substrate	-	0.8423	84.23%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7748	77.48%
CYP3A4 inhibition	-	0.6456	64.56%
CYP2C9 inhibition	-	0.6308	63.08%
CYP2C19 inhibition	+	0.5513	55.13%
CYP2D6 inhibition	-	0.8674	86.74%
CYP1A2 inhibition	+	0.7836	78.36%
CYP2C8 inhibition	+	0.5917	59.17%
CYP inhibitory promiscuity	+	0.7596	75.96%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4032	40.32%
Eye corrosion	-	0.9877	98.77%
Eye irritation	+	0.5628	56.28%
Skin irritation	-	0.7634	76.34%
Skin corrosion	-	0.9651	96.51%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7345	73.45%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	-	0.6177	61.77%
skin sensitisation	-	0.8986	89.86%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.5904	59.04%
Acute Oral Toxicity (c)	III	0.4857	48.57%
Estrogen receptor binding	+	0.8602	86.02%
Androgen receptor binding	+	0.8063	80.63%
Thyroid receptor binding	+	0.7338	73.38%
Glucocorticoid receptor binding	+	0.8938	89.38%
Aromatase binding	+	0.7584	75.84%
PPAR gamma	+	0.8731	87.31%
Honey bee toxicity	-	0.8621	86.21%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6155	61.55%
Fish aquatic toxicity	+	0.9663	96.63%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	98.58%	98.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.73%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.49%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.47%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.99%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.66%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	86.38%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.28%	94.45%
CHEMBL3194	P02766	Transthyretin	86.12%	90.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.54%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.44%	99.17%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	82.38%	80.78%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.50%	86.33%
CHEMBL2535	P11166	Glucose transporter	81.41%	98.75%
CHEMBL4208	P20618	Proteasome component C5	80.52%	90.00%

Plants that contains it

• Lespedeza virgata

Cross-Links

• PubChem: 24899158
• LOTUS: LTS0175538
• wikiData: Q104969823