Mirificoumestan

Details

• Internal ID: be1a28e0-be72-4639-8b38-d858094636c0
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Coumestans
• IUPAC Name: 3,9-dihydroxy-8-methoxy-7-(3-methylbut-2-enyl)-[1]benzofuro[3,2-c]chromen-6-one
• InChI: InChI=1S/C21H18O6/c1-10(2)4-6-13-17-16(9-14(23)19(13)25-3)26-20-12-7-5-11(22)8-15(12)27-21(24)18(17)20/h4-5,7-9,22-23H,6H2,1-3H3
• InChI Key: DLPHHYMGBGKBCN-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₁₈O₆
• Molecular Weight: 366.40 g/mol
• Exact Mass: 366.11033829 g/mol
• Topological Polar Surface Area (TPSA): 89.10 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 4.62
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• 3,9-Dihydroxy-8-methoxy-7-prenylcoumestan
• LMPK12090022

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9662	96.62%
Caco-2	+	0.7072	70.72%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7013	70.13%
OATP2B1 inhibitior	-	0.5706	57.06%
OATP1B1 inhibitior	+	0.8739	87.39%
OATP1B3 inhibitior	+	0.8315	83.15%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.7455	74.55%
P-glycoprotein inhibitior	+	0.6693	66.93%
P-glycoprotein substrate	-	0.6389	63.89%
CYP3A4 substrate	+	0.5751	57.51%
CYP2C9 substrate	-	0.5872	58.72%
CYP2D6 substrate	-	0.8213	82.13%
CYP3A4 inhibition	-	0.6754	67.54%
CYP2C9 inhibition	+	0.7879	78.79%
CYP2C19 inhibition	+	0.8850	88.50%
CYP2D6 inhibition	+	0.5416	54.16%
CYP1A2 inhibition	+	0.6935	69.35%
CYP2C8 inhibition	+	0.5199	51.99%
CYP inhibitory promiscuity	+	0.9055	90.55%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Danger	0.5284	52.84%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.5785	57.85%
Skin irritation	-	0.7403	74.03%
Skin corrosion	-	0.9535	95.35%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4351	43.51%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	+	0.5428	54.28%
skin sensitisation	-	0.7906	79.06%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.8238	82.38%
Acute Oral Toxicity (c)	III	0.3809	38.09%
Estrogen receptor binding	+	0.9065	90.65%
Androgen receptor binding	+	0.8596	85.96%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.8361	83.61%
Aromatase binding	+	0.6917	69.17%
PPAR gamma	+	0.9368	93.68%
Honey bee toxicity	-	0.7460	74.60%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9929	99.29%

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	99.57%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.31%	94.45%
CHEMBL2581	P07339	Cathepsin D	95.74%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.81%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.51%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.24%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	90.64%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.36%	99.17%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	89.21%	98.11%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.32%	96.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.37%	95.56%
CHEMBL2535	P11166	Glucose transporter	85.99%	98.75%
CHEMBL3194	P02766	Transthyretin	85.45%	90.71%
CHEMBL1951	P21397	Monoamine oxidase A	84.03%	91.49%
CHEMBL240	Q12809	HERG	83.11%	89.76%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.11%	99.23%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.10%	99.15%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.62%	97.21%

Plants that contains it

• Acacia retinodes

Cross-Links

• PubChem: 13964266
• LOTUS: LTS0111319
• wikiData: Q104984560