7-Methoxy-8-(3-methylbut-2-enoyl)-2H-1-benzopyran-2-one

Details

• Internal ID: a6ea3eaf-d7ec-4ffb-aa6a-895734e9b1c2
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 7-methoxy-8-(3-methylbut-2-enoyl)chromen-2-one
• SMILES (Canonical): CC(=CC(=O)C1=C(C=CC2=C1OC(=O)C=C2)OC)C
• SMILES (Isomeric): CC(=CC(=O)C1=C(C=CC2=C1OC(=O)C=C2)OC)C
• InChI: InChI=1S/C15H14O4/c1-9(2)8-11(16)14-12(18-3)6-4-10-5-7-13(17)19-15(10)14/h4-8H,1-3H3
• InChI Key: HWNGUFFTLMHXOE-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₄
• Molecular Weight: 258.27 g/mol
• Exact Mass: 258.08920892 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.95
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

• MLS000574894
• 7-Methoxy-8-senecioyl coumarin
• CHEMBL1524380
• DTXSID30580062
• 7-Methoxy-8-(3-methylbut-2-enoyl)-2H-1-benzopyran-2-one
• HMS2204N23
• HMS3350J07
• SMR000156203
• 8-(3-methylbut-2-enoyl)-7-methoxycoumarin

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9912	99.12%
Caco-2	+	0.8562	85.62%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7176	71.76%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9365	93.65%
OATP1B3 inhibitior	+	0.9788	97.88%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.4652	46.52%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.8726	87.26%
CYP3A4 substrate	-	0.5902	59.02%
CYP2C9 substrate	-	0.6133	61.33%
CYP2D6 substrate	-	0.8906	89.06%
CYP3A4 inhibition	-	0.6183	61.83%
CYP2C9 inhibition	+	0.5000	50.00%
CYP2C19 inhibition	+	0.7629	76.29%
CYP2D6 inhibition	-	0.8948	89.48%
CYP1A2 inhibition	+	0.8878	88.78%
CYP2C8 inhibition	-	0.7385	73.85%
CYP inhibitory promiscuity	+	0.8285	82.85%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9513	95.13%
Carcinogenicity (trinary)	Non-required	0.4978	49.78%
Eye corrosion	-	0.9816	98.16%
Eye irritation	+	0.7909	79.09%
Skin irritation	-	0.7930	79.30%
Skin corrosion	-	0.9812	98.12%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	+	0.6900	69.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.8355	83.55%
Respiratory toxicity	-	0.7444	74.44%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.5454	54.54%
Acute Oral Toxicity (c)	III	0.5311	53.11%
Estrogen receptor binding	+	0.8882	88.82%
Androgen receptor binding	+	0.8611	86.11%
Thyroid receptor binding	-	0.5771	57.71%
Glucocorticoid receptor binding	+	0.7325	73.25%
Aromatase binding	+	0.8959	89.59%
PPAR gamma	+	0.7474	74.74%
Honey bee toxicity	-	0.9238	92.38%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	+	0.9946	99.46%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.22%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.38%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.49%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	87.31%	83.82%
CHEMBL1255126	O15151	Protein Mdm4	86.15%	90.20%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.13%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.34%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.80%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	82.02%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.85%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.32%	99.17%
CHEMBL2581	P07339	Cathepsin D	80.21%	98.95%

Plants that contains it

• Angelica pubescens

Cross-Links

• PubChem: 15945059
• LOTUS: LTS0046107
• wikiData: Q82470798