3-(2-Hydroxy-6-methyl-4-oxohept-5-en-2-yl)-5-methyl-2,3-dihydrofuro[2,3-b]chromen-4-one

Details

• Internal ID: 64a92789-7b9e-4958-8fc5-06e192e8c3d4
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 3-(2-hydroxy-6-methyl-4-oxohept-5-en-2-yl)-5-methyl-2,3-dihydrofuro[2,3-b]chromen-4-one
• InChI: InChI=1S/C20H22O5/c1-11(2)8-13(21)9-20(4,23)14-10-24-19-17(14)18(22)16-12(3)6-5-7-15(16)25-19/h5-8,14,23H,9-10H2,1-4H3
• InChI Key: SFPSPSPJZWINEJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂O₅
• Molecular Weight: 342.40 g/mol
• Exact Mass: 342.14672380 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 3.25
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9947	99.47%
Caco-2	+	0.7332	73.32%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8194	81.94%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9308	93.08%
OATP1B3 inhibitior	+	0.9029	90.29%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7618	76.18%
P-glycoprotein inhibitior	-	0.6365	63.65%
P-glycoprotein substrate	-	0.5732	57.32%
CYP3A4 substrate	+	0.5817	58.17%
CYP2C9 substrate	-	0.8004	80.04%
CYP2D6 substrate	-	0.8469	84.69%
CYP3A4 inhibition	-	0.5342	53.42%
CYP2C9 inhibition	+	0.5432	54.32%
CYP2C19 inhibition	-	0.6272	62.72%
CYP2D6 inhibition	-	0.8777	87.77%
CYP1A2 inhibition	-	0.5217	52.17%
CYP2C8 inhibition	-	0.6040	60.40%
CYP inhibitory promiscuity	-	0.7968	79.68%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5611	56.11%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.7643	76.43%
Skin irritation	-	0.7436	74.36%
Skin corrosion	-	0.9389	93.89%
Ames mutagenesis	+	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7994	79.94%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.7286	72.86%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.8026	80.26%
Acute Oral Toxicity (c)	III	0.4220	42.20%
Estrogen receptor binding	+	0.7939	79.39%
Androgen receptor binding	+	0.7544	75.44%
Thyroid receptor binding	+	0.5352	53.52%
Glucocorticoid receptor binding	+	0.5945	59.45%
Aromatase binding	-	0.5847	58.47%
PPAR gamma	+	0.8645	86.45%
Honey bee toxicity	-	0.8983	89.83%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9971	99.71%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.98%	89.00%
CHEMBL2581	P07339	Cathepsin D	96.63%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.37%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	95.07%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.67%	95.56%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	88.11%	90.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.81%	86.33%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	86.57%	93.65%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.58%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.25%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.97%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.74%	97.25%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.33%	96.95%
CHEMBL5028	O14672	ADAM10	80.21%	97.50%

Plants that contains it

• Bothriocline ripensis

Cross-Links

• PubChem: 162845753
• LOTUS: LTS0264304
• wikiData: Q105251925