[8-(3-Methylbut-2-enoyl)-2-oxochromen-7-yl] 3-methylbut-2-enoate

Details

• Internal ID: 815f9eb5-7214-4829-9810-64fbc6d241ef
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: [8-(3-methylbut-2-enoyl)-2-oxochromen-7-yl] 3-methylbut-2-enoate
• SMILES (Canonical): CC(=CC(=O)C1=C(C=CC2=C1OC(=O)C=C2)OC(=O)C=C(C)C)C
• SMILES (Isomeric): CC(=CC(=O)C1=C(C=CC2=C1OC(=O)C=C2)OC(=O)C=C(C)C)C
• InChI: InChI=1S/C19H18O5/c1-11(2)9-14(20)18-15(23-17(22)10-12(3)4)7-5-13-6-8-16(21)24-19(13)18/h5-10H,1-4H3
• InChI Key: WTBMHNVGCXCKKX-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₈O₅
• Molecular Weight: 326.30 g/mol
• Exact Mass: 326.11542367 g/mol
• Topological Polar Surface Area (TPSA): 69.70 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 3.81
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9924	99.24%
Caco-2	+	0.6932	69.32%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7294	72.94%
OATP2B1 inhibitior	-	0.7294	72.94%
OATP1B1 inhibitior	+	0.9235	92.35%
OATP1B3 inhibitior	+	0.9705	97.05%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.7887	78.87%
P-glycoprotein inhibitior	+	0.8280	82.80%
P-glycoprotein substrate	-	0.8484	84.84%
CYP3A4 substrate	-	0.5524	55.24%
CYP2C9 substrate	-	0.5928	59.28%
CYP2D6 substrate	-	0.9049	90.49%
CYP3A4 inhibition	-	0.6773	67.73%
CYP2C9 inhibition	+	0.6710	67.10%
CYP2C19 inhibition	+	0.7843	78.43%
CYP2D6 inhibition	-	0.9106	91.06%
CYP1A2 inhibition	+	0.8637	86.37%
CYP2C8 inhibition	-	0.7348	73.48%
CYP inhibitory promiscuity	+	0.8365	83.65%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9813	98.13%
Carcinogenicity (trinary)	Non-required	0.5174	51.74%
Eye corrosion	-	0.9854	98.54%
Eye irritation	-	0.5172	51.72%
Skin irritation	-	0.7699	76.99%
Skin corrosion	-	0.9795	97.95%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5374	53.74%
Micronuclear	+	0.6800	68.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.7724	77.24%
Respiratory toxicity	-	0.7222	72.22%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.5763	57.63%
Acute Oral Toxicity (c)	III	0.6379	63.79%
Estrogen receptor binding	+	0.8607	86.07%
Androgen receptor binding	+	0.8805	88.05%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7206	72.06%
Aromatase binding	+	0.7552	75.52%
PPAR gamma	+	0.6751	67.51%
Honey bee toxicity	-	0.8545	85.45%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.9974	99.74%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	97.40%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.25%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	87.83%	94.73%
CHEMBL2581	P07339	Cathepsin D	87.27%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.25%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.92%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.63%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.72%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.42%	89.00%

Plants that contains it

• Galipea trifoliata

Cross-Links

• PubChem: 162970193
• LOTUS: LTS0043973
• wikiData: Q105312367