7-Methoxy-6-(3-methylbuta-1,3-dienyl)chromen-2-one

Details

• Internal ID: 47082873-97d7-48e2-a4a6-4c8086e16b1f
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 7-methoxy-6-(3-methylbuta-1,3-dienyl)chromen-2-one
• SMILES (Canonical): CC(=C)C=CC1=C(C=C2C(=C1)C=CC(=O)O2)OC
• SMILES (Isomeric): CC(=C)C=CC1=C(C=C2C(=C1)C=CC(=O)O2)OC
• InChI: InChI=1S/C15H14O3/c1-10(2)4-5-11-8-12-6-7-15(16)18-14(12)9-13(11)17-3/h4-9H,1H2,2-3H3
• InChI Key: GHVNFLHFOPJJNP-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₃
• Molecular Weight: 242.27 g/mol
• Exact Mass: 242.094294304 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.39
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9957	99.57%
Caco-2	+	0.8798	87.98%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6919	69.19%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8453	84.53%
OATP1B3 inhibitior	+	0.9848	98.48%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.7444	74.44%
P-glycoprotein inhibitior	-	0.6137	61.37%
P-glycoprotein substrate	-	0.8301	83.01%
CYP3A4 substrate	-	0.5458	54.58%
CYP2C9 substrate	-	0.6755	67.55%
CYP2D6 substrate	-	0.8349	83.49%
CYP3A4 inhibition	+	0.6128	61.28%
CYP2C9 inhibition	-	0.5610	56.10%
CYP2C19 inhibition	+	0.8962	89.62%
CYP2D6 inhibition	-	0.9048	90.48%
CYP1A2 inhibition	+	0.9259	92.59%
CYP2C8 inhibition	-	0.6845	68.45%
CYP inhibitory promiscuity	+	0.8918	89.18%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9613	96.13%
Carcinogenicity (trinary)	Non-required	0.6112	61.12%
Eye corrosion	-	0.9512	95.12%
Eye irritation	+	0.8106	81.06%
Skin irritation	-	0.6844	68.44%
Skin corrosion	-	0.9796	97.96%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7500	75.00%
Micronuclear	+	0.7959	79.59%
Hepatotoxicity	-	0.6052	60.52%
skin sensitisation	-	0.7327	73.27%
Respiratory toxicity	-	0.7556	75.56%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.4664	46.64%
Acute Oral Toxicity (c)	II	0.4872	48.72%
Estrogen receptor binding	+	0.9048	90.48%
Androgen receptor binding	+	0.7831	78.31%
Thyroid receptor binding	+	0.5826	58.26%
Glucocorticoid receptor binding	+	0.7581	75.81%
Aromatase binding	+	0.9237	92.37%
PPAR gamma	-	0.4876	48.76%
Honey bee toxicity	-	0.8505	85.05%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9928	99.28%

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	97.19%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.39%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.95%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.43%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.17%	94.00%
CHEMBL2581	P07339	Cathepsin D	87.55%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.66%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.99%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	82.96%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.46%	89.00%

Plants that contains it

• Citrus maxima

Cross-Links

• PubChem: 162898058
• LOTUS: LTS0226578
• wikiData: Q105008748