1-(3-Methoxy-4-hydroxyphenyl)-7-phenylhept-1-en-3-one

Details

• Internal ID: 465ed5d5-ecfd-4bdb-8c55-df8438379d7a
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids
• IUPAC Name: 1-(4-hydroxy-3-methoxyphenyl)-7-phenylhept-1-en-3-one
• InChI: InChI=1S/C20H22O3/c1-23-20-15-17(12-14-19(20)22)11-13-18(21)10-6-5-9-16-7-3-2-4-8-16/h2-4,7-8,11-15,22H,5-6,9-10H2,1H3
• InChI Key: OKVCTOBWIAGOMR-UHFFFAOYSA-N
• Popularity: 5 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: 4.50
• Atomic LogP (AlogP): 4.40
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 8

Synonyms

• PD130544
• 1-(3-methoxy-4-hydroxyphenyl)-7-phenylhept-1-en-3-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9965	99.65%
Caco-2	-	0.5188	51.88%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8782	87.82%
OATP2B1 inhibitior	-	0.8557	85.57%
OATP1B1 inhibitior	+	0.8926	89.26%
OATP1B3 inhibitior	+	0.9610	96.10%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9059	90.59%
P-glycoprotein inhibitior	-	0.6788	67.88%
P-glycoprotein substrate	-	0.8096	80.96%
CYP3A4 substrate	+	0.5270	52.70%
CYP2C9 substrate	-	0.6189	61.89%
CYP2D6 substrate	-	0.7502	75.02%
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	+	0.8980	89.80%
CYP inhibitory promiscuity	+	0.6384	63.84%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8025	80.25%
Carcinogenicity (trinary)	Non-required	0.5870	58.70%
Eye corrosion	-	0.9442	94.42%
Eye irritation	-	0.5899	58.99%
Skin irritation	-	0.7137	71.37%
Skin corrosion	-	0.9786	97.86%
Ames mutagenesis	-	0.8800	88.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7423	74.23%
Micronuclear	-	0.7315	73.15%
Hepatotoxicity	-	0.8125	81.25%
skin sensitisation	-	0.8049	80.49%
Respiratory toxicity	-	0.7889	78.89%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	-	0.8125	81.25%
Nephrotoxicity	-	0.8447	84.47%
Acute Oral Toxicity (c)	III	0.6348	63.48%
Estrogen receptor binding	+	0.8899	88.99%
Androgen receptor binding	+	0.8061	80.61%
Thyroid receptor binding	-	0.5402	54.02%
Glucocorticoid receptor binding	-	0.4845	48.45%
Aromatase binding	+	0.8092	80.92%
PPAR gamma	+	0.6076	60.76%
Honey bee toxicity	-	0.8942	89.42%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5555	55.55%
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	99.07%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.32%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.64%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.10%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.61%	95.56%
CHEMBL2581	P07339	Cathepsin D	94.96%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.43%	96.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	91.57%	95.50%
CHEMBL1255126	O15151	Protein Mdm4	91.54%	90.20%
CHEMBL2535	P11166	Glucose transporter	89.15%	98.75%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	84.87%	91.71%
CHEMBL3401	O75469	Pregnane X receptor	83.82%	94.73%
CHEMBL3194	P02766	Transthyretin	83.31%	90.71%
CHEMBL3492	P49721	Proteasome Macropain subunit	83.24%	90.24%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.56%	96.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.97%	89.00%

Plants that contains it

• Alpinia oxyphylla

Cross-Links

• PubChem: 154481
• LOTUS: LTS0003592
• wikiData: Q105193790