8-Hydroxy-7-methoxy-6-(3-methylbut-2-enyl)chromen-2-one

Details

• Internal ID: 08111462-72b7-4a8e-af32-dd4ec87df6c6
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Hydroxycoumarins
• IUPAC Name: 8-hydroxy-7-methoxy-6-(3-methylbut-2-enyl)chromen-2-one
• InChI: InChI=1S/C15H16O4/c1-9(2)4-5-10-8-11-6-7-12(16)19-15(11)13(17)14(10)18-3/h4,6-8,17H,5H2,1-3H3
• InChI Key: NOCXLEOYPZOMHM-UHFFFAOYSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₄
• Molecular Weight: 260.28 g/mol
• Exact Mass: 260.10485899 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.02
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9704	97.04%
Caco-2	+	0.8666	86.66%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6451	64.51%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9067	90.67%
OATP1B3 inhibitior	+	0.9215	92.15%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.6018	60.18%
P-glycoprotein inhibitior	-	0.8066	80.66%
P-glycoprotein substrate	-	0.9164	91.64%
CYP3A4 substrate	-	0.5860	58.60%
CYP2C9 substrate	-	0.6172	61.72%
CYP2D6 substrate	-	0.8048	80.48%
CYP3A4 inhibition	-	0.8784	87.84%
CYP2C9 inhibition	+	0.6496	64.96%
CYP2C19 inhibition	+	0.8544	85.44%
CYP2D6 inhibition	-	0.5416	54.16%
CYP1A2 inhibition	+	0.7586	75.86%
CYP2C8 inhibition	-	0.7689	76.89%
CYP inhibitory promiscuity	+	0.7715	77.15%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6230	62.30%
Eye corrosion	-	0.9888	98.88%
Eye irritation	+	0.6221	62.21%
Skin irritation	-	0.7349	73.49%
Skin corrosion	-	0.9675	96.75%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5271	52.71%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	+	0.6651	66.51%
skin sensitisation	-	0.8243	82.43%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.8108	81.08%
Acute Oral Toxicity (c)	III	0.6130	61.30%
Estrogen receptor binding	+	0.8498	84.98%
Androgen receptor binding	+	0.5371	53.71%
Thyroid receptor binding	-	0.6346	63.46%
Glucocorticoid receptor binding	+	0.6975	69.75%
Aromatase binding	+	0.8202	82.02%
PPAR gamma	+	0.8550	85.50%
Honey bee toxicity	-	0.9259	92.59%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9920	99.20%

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	99.30%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.54%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.86%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	92.20%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.50%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.83%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.76%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.91%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.77%	99.15%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	82.56%	85.30%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.89%	96.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.85%	96.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.58%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.50%	85.14%

Plants that contains it

• Brosimum potabile
• Brosimum rubescens
• Melicope semecarpifolia
• Zanthoxylum beecheyanum

Cross-Links

• PubChem: 129710913
• LOTUS: LTS0044352
• wikiData: Q104179825