Lisetin

Details

• Internal ID: 7081ca3c-4ac1-4144-b244-1bef8a6f7dd0
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflav-2-enes > Isoflavones
• IUPAC Name: 1,3,8-trihydroxy-9-methoxy-7-(3-methylbut-2-enyl)-[1]benzofuro[2,3-b]chromen-11-one
• InChI: InChI=1S/C21H18O7/c1-9(2)4-5-11-18(24)15(26-3)8-12-16-19(25)17-13(23)6-10(22)7-14(17)27-21(16)28-20(11)12/h4,6-8,22-24H,5H2,1-3H3
• InChI Key: KOHGMAFQELVQRG-UHFFFAOYSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₁₈O₇
• Molecular Weight: 382.40 g/mol
• Exact Mass: 382.10525291 g/mol
• Topological Polar Surface Area (TPSA): 109.00 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 4.33
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

• LMPK12160003

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9772	97.72%
Caco-2	+	0.6592	65.92%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5793	57.93%
OATP2B1 inhibitior	-	0.5601	56.01%
OATP1B1 inhibitior	+	0.8352	83.52%
OATP1B3 inhibitior	+	0.8095	80.95%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.6486	64.86%
P-glycoprotein inhibitior	+	0.6057	60.57%
P-glycoprotein substrate	-	0.5287	52.87%
CYP3A4 substrate	+	0.6039	60.39%
CYP2C9 substrate	-	0.5929	59.29%
CYP2D6 substrate	-	0.8145	81.45%
CYP3A4 inhibition	-	0.5592	55.92%
CYP2C9 inhibition	+	0.6884	68.84%
CYP2C19 inhibition	+	0.8479	84.79%
CYP2D6 inhibition	-	0.5362	53.62%
CYP1A2 inhibition	+	0.5683	56.83%
CYP2C8 inhibition	+	0.7335	73.35%
CYP inhibitory promiscuity	+	0.8818	88.18%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Danger	0.4573	45.73%
Eye corrosion	-	0.9872	98.72%
Eye irritation	+	0.5824	58.24%
Skin irritation	-	0.7464	74.64%
Skin corrosion	-	0.9483	94.83%
Ames mutagenesis	+	0.6246	62.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.6373	63.73%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.7805	78.05%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.7678	76.78%
Acute Oral Toxicity (c)	III	0.4922	49.22%
Estrogen receptor binding	+	0.9367	93.67%
Androgen receptor binding	+	0.8114	81.14%
Thyroid receptor binding	-	0.5149	51.49%
Glucocorticoid receptor binding	+	0.8809	88.09%
Aromatase binding	+	0.7185	71.85%
PPAR gamma	+	0.9475	94.75%
Honey bee toxicity	-	0.7706	77.06%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9909	99.09%

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	99.38%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.87%	94.45%
CHEMBL2581	P07339	Cathepsin D	93.37%	98.95%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	93.11%	98.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.02%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.61%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.37%	94.00%
CHEMBL3194	P02766	Transthyretin	91.03%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.95%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	90.26%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.60%	86.33%
CHEMBL1937	Q92769	Histone deacetylase 2	89.26%	94.75%
CHEMBL1929	P47989	Xanthine dehydrogenase	86.78%	96.12%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.82%	99.23%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.20%	92.62%
CHEMBL1951	P21397	Monoamine oxidase A	81.85%	91.49%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.74%	96.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.71%	96.95%

Plants that contains it

• Piscidia piscipula

Cross-Links

• PubChem: 44260098
• LOTUS: LTS0256817
• wikiData: Q104395451