7-(4-Hydroxy-3-methoxyphenyl)-1-phenylhept-5-en-3-one

Details

• Internal ID: 9a8d8e86-a53f-41f5-9ad8-f7c9924adcb8
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids
• IUPAC Name: 7-(4-hydroxy-3-methoxyphenyl)-1-phenylhept-5-en-3-one
• InChI: InChI=1S/C20H22O3/c1-23-20-15-17(12-14-19(20)22)9-5-6-10-18(21)13-11-16-7-3-2-4-8-16/h2-8,12,14-15,22H,9-11,13H2,1H3
• InChI Key: FZYBYFRJIWPCBV-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂O₃
• Molecular Weight: 310.40 g/mol
• Exact Mass: 310.15689456 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 4.09
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9965	99.65%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8782	87.82%
OATP2B1 inhibitior	-	0.8589	85.89%
OATP1B1 inhibitior	+	0.8637	86.37%
OATP1B3 inhibitior	+	0.9610	96.10%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9106	91.06%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.7507	75.07%
CYP3A4 substrate	+	0.5094	50.94%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6659	66.59%
CYP3A4 inhibition	-	0.6780	67.80%
CYP2C9 inhibition	-	0.5458	54.58%
CYP2C19 inhibition	+	0.8453	84.53%
CYP2D6 inhibition	-	0.8707	87.07%
CYP1A2 inhibition	+	0.8032	80.32%
CYP2C8 inhibition	+	0.9224	92.24%
CYP inhibitory promiscuity	+	0.6384	63.84%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8025	80.25%
Carcinogenicity (trinary)	Non-required	0.5870	58.70%
Eye corrosion	-	0.9442	94.42%
Eye irritation	-	0.6297	62.97%
Skin irritation	-	0.7137	71.37%
Skin corrosion	-	0.9786	97.86%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8001	80.01%
Micronuclear	-	0.7315	73.15%
Hepatotoxicity	-	0.5163	51.63%
skin sensitisation	-	0.8049	80.49%
Respiratory toxicity	-	0.7111	71.11%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	-	0.8125	81.25%
Nephrotoxicity	-	0.8094	80.94%
Acute Oral Toxicity (c)	III	0.6348	63.48%
Estrogen receptor binding	+	0.9367	93.67%
Androgen receptor binding	-	0.4862	48.62%
Thyroid receptor binding	-	0.5248	52.48%
Glucocorticoid receptor binding	+	0.6756	67.56%
Aromatase binding	+	0.9331	93.31%
PPAR gamma	+	0.5729	57.29%
Honey bee toxicity	-	0.8555	85.55%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5355	53.55%
Fish aquatic toxicity	+	0.9640	96.40%

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	98.50%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.14%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.02%	99.17%
CHEMBL2581	P07339	Cathepsin D	95.07%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.02%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.84%	86.33%
CHEMBL1255126	O15151	Protein Mdm4	91.16%	90.20%
CHEMBL2535	P11166	Glucose transporter	91.13%	98.75%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.95%	95.50%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.54%	96.95%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	82.26%	94.62%
CHEMBL4208	P20618	Proteasome component C5	80.57%	90.00%

Plants that contains it

• Alpinia officinarum

Cross-Links

• PubChem: 162899936
• LOTUS: LTS0236839
• wikiData: Q105005240