(4-Oxo-7-phenacyl-2-propan-2-ylchromen-5-yl) acetate

Details

• Internal ID: 4437bd6d-5410-4421-adea-11906d38cba7
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: (4-oxo-7-phenacyl-2-propan-2-ylchromen-5-yl) acetate
• SMILES (Canonical): CC(C)C1=CC(=O)C2=C(O1)C=C(C=C2OC(=O)C)CC(=O)C3=CC=CC=C3
• SMILES (Isomeric): CC(C)C1=CC(=O)C2=C(O1)C=C(C=C2OC(=O)C)CC(=O)C3=CC=CC=C3
• InChI: InChI=1S/C22H20O5/c1-13(2)19-12-18(25)22-20(26-14(3)23)10-15(11-21(22)27-19)9-17(24)16-7-5-4-6-8-16/h4-8,10-13H,9H2,1-3H3
• InChI Key: QISHYLXFRFWDTK-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₀O₅
• Molecular Weight: 364.40 g/mol
• Exact Mass: 364.13107373 g/mol
• Topological Polar Surface Area (TPSA): 69.70 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 4.27
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9814	98.14%
Caco-2	+	0.6719	67.19%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6619	66.19%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8956	89.56%
OATP1B3 inhibitior	+	0.9445	94.45%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.8708	87.08%
P-glycoprotein inhibitior	+	0.8015	80.15%
P-glycoprotein substrate	-	0.7075	70.75%
CYP3A4 substrate	+	0.5262	52.62%
CYP2C9 substrate	+	0.8221	82.21%
CYP2D6 substrate	-	0.8678	86.78%
CYP3A4 inhibition	-	0.8590	85.90%
CYP2C9 inhibition	-	0.5486	54.86%
CYP2C19 inhibition	-	0.6906	69.06%
CYP2D6 inhibition	-	0.9058	90.58%
CYP1A2 inhibition	-	0.5392	53.92%
CYP2C8 inhibition	+	0.4683	46.83%
CYP inhibitory promiscuity	-	0.6258	62.58%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9313	93.13%
Carcinogenicity (trinary)	Non-required	0.5924	59.24%
Eye corrosion	-	0.9398	93.98%
Eye irritation	-	0.8714	87.14%
Skin irritation	-	0.8703	87.03%
Skin corrosion	-	0.9801	98.01%
Ames mutagenesis	-	0.6564	65.64%
Human Ether-a-go-go-Related Gene inhibition	+	0.7976	79.76%
Micronuclear	+	0.5859	58.59%
Hepatotoxicity	-	0.5716	57.16%
skin sensitisation	-	0.9055	90.55%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	+	0.5503	55.03%
Acute Oral Toxicity (c)	III	0.7024	70.24%
Estrogen receptor binding	+	0.7728	77.28%
Androgen receptor binding	+	0.8444	84.44%
Thyroid receptor binding	-	0.5112	51.12%
Glucocorticoid receptor binding	+	0.6948	69.48%
Aromatase binding	-	0.5841	58.41%
PPAR gamma	+	0.7441	74.41%
Honey bee toxicity	-	0.7949	79.49%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5949	59.49%
Fish aquatic toxicity	+	0.9528	95.28%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.30%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.93%	99.17%
CHEMBL2535	P11166	Glucose transporter	91.86%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.50%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	89.67%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.95%	91.11%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	88.08%	87.67%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.37%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.70%	89.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.29%	95.50%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	85.09%	81.11%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.38%	96.95%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.42%	97.21%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.64%	94.45%

Plants that contains it

• Arundina graminifolia
• Haplophyllum acutifolium

Cross-Links

• PubChem: 72702043
• LOTUS: LTS0176054
• wikiData: Q104998265