5-Hydroxy-7-phenacyl-2-propan-2-ylchromen-4-one

Details

• Internal ID: 4d8e3a7a-f7c8-4d4f-9f88-edfc5ce4a8bc
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: 5-hydroxy-7-phenacyl-2-propan-2-ylchromen-4-one
• InChI: InChI=1S/C20H18O4/c1-12(2)18-11-17(23)20-16(22)9-13(10-19(20)24-18)8-15(21)14-6-4-3-5-7-14/h3-7,9-12,22H,8H2,1-2H3
• InChI Key: IEFNHUUCYJCWSV-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₈O₄
• Molecular Weight: 322.40 g/mol
• Exact Mass: 322.12050905 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 4.05
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9628	96.28%
Caco-2	+	0.6505	65.05%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7477	74.77%
OATP2B1 inhibitior	-	0.5834	58.34%
OATP1B1 inhibitior	+	0.8972	89.72%
OATP1B3 inhibitior	+	0.9871	98.71%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.6503	65.03%
P-glycoprotein inhibitior	-	0.5672	56.72%
P-glycoprotein substrate	-	0.8047	80.47%
CYP3A4 substrate	-	0.5449	54.49%
CYP2C9 substrate	+	0.6609	66.09%
CYP2D6 substrate	-	0.8267	82.67%
CYP3A4 inhibition	-	0.5901	59.01%
CYP2C9 inhibition	+	0.6958	69.58%
CYP2C19 inhibition	-	0.7047	70.47%
CYP2D6 inhibition	-	0.8255	82.55%
CYP1A2 inhibition	-	0.5970	59.70%
CYP2C8 inhibition	-	0.6919	69.19%
CYP inhibitory promiscuity	-	0.7624	76.24%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9313	93.13%
Carcinogenicity (trinary)	Non-required	0.6266	62.66%
Eye corrosion	-	0.9785	97.85%
Eye irritation	-	0.8779	87.79%
Skin irritation	-	0.7517	75.17%
Skin corrosion	-	0.9491	94.91%
Ames mutagenesis	-	0.5964	59.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.3835	38.35%
Micronuclear	+	0.6559	65.59%
Hepatotoxicity	-	0.6216	62.16%
skin sensitisation	-	0.8963	89.63%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.6600	66.00%
Acute Oral Toxicity (c)	III	0.6018	60.18%
Estrogen receptor binding	+	0.8570	85.70%
Androgen receptor binding	+	0.8210	82.10%
Thyroid receptor binding	+	0.5172	51.72%
Glucocorticoid receptor binding	+	0.6228	62.28%
Aromatase binding	+	0.7687	76.87%
PPAR gamma	+	0.8432	84.32%
Honey bee toxicity	-	0.9328	93.28%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.8655	86.55%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.70%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.69%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.55%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	91.25%	94.73%
CHEMBL2535	P11166	Glucose transporter	90.84%	98.75%
CHEMBL221	P23219	Cyclooxygenase-1	89.48%	90.17%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	88.14%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.89%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.32%	89.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.78%	96.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.78%	86.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.07%	95.50%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.59%	90.71%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	82.55%	87.67%
CHEMBL1907588	P02708	Acetylcholine receptor; alpha1/beta1/delta/gamma	81.21%	98.33%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	80.60%	89.23%

Plants that contains it

• Arundina graminifolia

Cross-Links

• PubChem: 72702042
• LOTUS: LTS0003815
• wikiData: Q105111734