7-Methoxy-8-(3-methylbut-2-enoxy)-6-(3-methylbut-2-enyl)chromen-2-one

Details

• Internal ID: fbb9235d-c721-4a0c-b51a-cf1ced44f8c0
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 7-methoxy-8-(3-methylbut-2-enoxy)-6-(3-methylbut-2-enyl)chromen-2-one
• SMILES (Canonical): CC(=CCC1=C(C(=C2C(=C1)C=CC(=O)O2)OCC=C(C)C)OC)C
• SMILES (Isomeric): CC(=CCC1=C(C(=C2C(=C1)C=CC(=O)O2)OCC=C(C)C)OC)C
• InChI: InChI=1S/C20H24O4/c1-13(2)6-7-15-12-16-8-9-17(21)24-19(16)20(18(15)22-5)23-11-10-14(3)4/h6,8-10,12H,7,11H2,1-5H3
• InChI Key: KQVXNVAPNVELEE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₄
• Molecular Weight: 328.40 g/mol
• Exact Mass: 328.16745924 g/mol
• Topological Polar Surface Area (TPSA): 44.80 Ų
• XlogP: 5.30
• Atomic LogP (AlogP): 4.66
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9889	98.89%
Caco-2	+	0.9514	95.14%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6872	68.72%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9352	93.52%
OATP1B3 inhibitior	+	0.9361	93.61%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9077	90.77%
P-glycoprotein inhibitior	+	0.7154	71.54%
P-glycoprotein substrate	-	0.8865	88.65%
CYP3A4 substrate	-	0.5701	57.01%
CYP2C9 substrate	-	0.6607	66.07%
CYP2D6 substrate	-	0.8073	80.73%
CYP3A4 inhibition	-	0.6877	68.77%
CYP2C9 inhibition	+	0.6380	63.80%
CYP2C19 inhibition	+	0.9354	93.54%
CYP2D6 inhibition	-	0.6705	67.05%
CYP1A2 inhibition	+	0.9516	95.16%
CYP2C8 inhibition	-	0.7825	78.25%
CYP inhibitory promiscuity	+	0.8783	87.83%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7158	71.58%
Eye corrosion	-	0.9825	98.25%
Eye irritation	-	0.5644	56.44%
Skin irritation	-	0.7996	79.96%
Skin corrosion	-	0.9748	97.48%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8054	80.54%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	+	0.8375	83.75%
skin sensitisation	-	0.7542	75.42%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.7091	70.91%
Acute Oral Toxicity (c)	III	0.7124	71.24%
Estrogen receptor binding	+	0.7944	79.44%
Androgen receptor binding	+	0.6467	64.67%
Thyroid receptor binding	-	0.4891	48.91%
Glucocorticoid receptor binding	+	0.7872	78.72%
Aromatase binding	+	0.6345	63.45%
PPAR gamma	+	0.7994	79.94%
Honey bee toxicity	-	0.9175	91.75%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
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	97.52%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	93.42%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.84%	94.00%
CHEMBL2581	P07339	Cathepsin D	90.48%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.21%	94.45%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.48%	96.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.68%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.23%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.35%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.89%	95.56%
CHEMBL4208	P20618	Proteasome component C5	84.00%	90.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.69%	97.21%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.56%	92.62%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.67%	85.14%

Plants that contains it

• Brosimum parinarioides

Cross-Links

• PubChem: 162820409
• LOTUS: LTS0144102
• wikiData: Q104170532