2H-1-Benzopyran-2-one, 7-methoxy-8-[(3-methyl-2-butenyl)oxy]-

Details

• Internal ID: b96a025f-f963-4e15-93cf-f95771e1a123
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 7-methoxy-8-(3-methylbut-2-enoxy)chromen-2-one
• SMILES (Canonical): CC(=CCOC1=C(C=CC2=C1OC(=O)C=C2)OC)C
• SMILES (Isomeric): CC(=CCOC1=C(C=CC2=C1OC(=O)C=C2)OC)C
• InChI: InChI=1S/C15H16O4/c1-10(2)8-9-18-15-12(17-3)6-4-11-5-7-13(16)19-14(11)15/h4-8H,9H2,1-3H3
• InChI Key: ACDXWKPFNJLKPD-UHFFFAOYSA-N
• Popularity: 3 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): 44.80 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.15
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

• 2H-1-Benzopyran-2-one, 7-methoxy-8-[(3-methyl-2-butenyl)oxy]-
• DTXSID10428998
• AKOS015969720

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9910	99.10%
Caco-2	+	0.9564	95.64%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6969	69.69%
OATP2B1 inhibitior	-	0.8629	86.29%
OATP1B1 inhibitior	+	0.9524	95.24%
OATP1B3 inhibitior	+	0.9407	94.07%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.6334	63.34%
P-glycoprotein inhibitior	-	0.6140	61.40%
P-glycoprotein substrate	-	0.8994	89.94%
CYP3A4 substrate	-	0.5718	57.18%
CYP2C9 substrate	-	0.7071	70.71%
CYP2D6 substrate	-	0.8388	83.88%
CYP3A4 inhibition	-	0.6758	67.58%
CYP2C9 inhibition	+	0.5649	56.49%
CYP2C19 inhibition	+	0.9422	94.22%
CYP2D6 inhibition	-	0.6148	61.48%
CYP1A2 inhibition	+	0.9589	95.89%
CYP2C8 inhibition	-	0.7361	73.61%
CYP inhibitory promiscuity	+	0.8889	88.89%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7285	72.85%
Eye corrosion	-	0.9791	97.91%
Eye irritation	+	0.8156	81.56%
Skin irritation	-	0.7969	79.69%
Skin corrosion	-	0.9771	97.71%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7673	76.73%
Micronuclear	-	0.5326	53.26%
Hepatotoxicity	+	0.9000	90.00%
skin sensitisation	-	0.7676	76.76%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	+	0.6022	60.22%
Acute Oral Toxicity (c)	III	0.6862	68.62%
Estrogen receptor binding	+	0.6060	60.60%
Androgen receptor binding	+	0.6839	68.39%
Thyroid receptor binding	-	0.5271	52.71%
Glucocorticoid receptor binding	+	0.7121	71.21%
Aromatase binding	+	0.8018	80.18%
PPAR gamma	+	0.5299	52.99%
Honey bee toxicity	-	0.9087	90.87%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	+	0.9927	99.27%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.82%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.08%	99.17%
CHEMBL2581	P07339	Cathepsin D	87.60%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	87.09%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.72%	94.45%
CHEMBL1255126	O15151	Protein Mdm4	85.27%	90.20%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.98%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.16%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.47%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.01%	96.00%
CHEMBL4208	P20618	Proteasome component C5	82.86%	90.00%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	81.63%	94.03%
CHEMBL2535	P11166	Glucose transporter	81.30%	98.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.78%	91.11%

Plants that contains it

• Artemisia tanacetifolia
• Tordylium apulum

Cross-Links

• PubChem: 8016504
• LOTUS: LTS0215204
• wikiData: Q72490405