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

Details

• Internal ID: 9260b30c-6357-40f9-95ed-6acb8c4eec9b
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids
• IUPAC Name: 7-(4-hydroxy-3-methoxyphenyl)-1-phenylhept-4-en-3-one
• SMILES (Canonical): COC1=C(C=CC(=C1)CCC=CC(=O)CCC2=CC=CC=C2)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)CCC=CC(=O)CCC2=CC=CC=C2)O
• 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/h2-4,6-8,10,12,14-15,22H,5,9,11,13H2,1H3
• InChI Key: NOHMOWQGVDSLNY-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: 3.50
• Atomic LogP (AlogP): 4.09
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 8

Synonyms

• DTXSID001213529
• 7-(4-Hydroxy-3-methoxyphenyl)-1-phenylhept-4-en-3-one
• 7-(4'-hydroxy-3'-methoxyphenyl)-1-phenylhept-4-en-3-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9969	99.69%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8772	87.72%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8875	88.75%
OATP1B3 inhibitior	+	0.9669	96.69%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9215	92.15%
P-glycoprotein inhibitior	-	0.5698	56.98%
P-glycoprotein substrate	-	0.8239	82.39%
CYP3A4 substrate	+	0.5315	53.15%
CYP2C9 substrate	-	0.7936	79.36%
CYP2D6 substrate	-	0.7873	78.73%
CYP3A4 inhibition	-	0.7524	75.24%
CYP2C9 inhibition	-	0.5922	59.22%
CYP2C19 inhibition	+	0.8002	80.02%
CYP2D6 inhibition	-	0.9121	91.21%
CYP1A2 inhibition	+	0.7728	77.28%
CYP2C8 inhibition	+	0.9347	93.47%
CYP inhibitory promiscuity	+	0.5600	56.00%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7825	78.25%
Carcinogenicity (trinary)	Non-required	0.6309	63.09%
Eye corrosion	-	0.9477	94.77%
Eye irritation	-	0.5053	50.53%
Skin irritation	-	0.7067	70.67%
Skin corrosion	-	0.9727	97.27%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6581	65.81%
Micronuclear	-	0.7523	75.23%
Hepatotoxicity	-	0.7413	74.13%
skin sensitisation	-	0.8084	80.84%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	-	0.8375	83.75%
Nephrotoxicity	-	0.7751	77.51%
Acute Oral Toxicity (c)	III	0.6203	62.03%
Estrogen receptor binding	+	0.8527	85.27%
Androgen receptor binding	+	0.5686	56.86%
Thyroid receptor binding	+	0.5396	53.96%
Glucocorticoid receptor binding	+	0.7223	72.23%
Aromatase binding	+	0.8084	80.84%
PPAR gamma	+	0.5221	52.21%
Honey bee toxicity	-	0.9092	90.92%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5445	54.45%
Fish aquatic toxicity	+	0.9534	95.34%

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	96.93%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.66%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.75%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.53%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.92%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	92.31%	95.50%
CHEMBL2581	P07339	Cathepsin D	91.01%	98.95%
CHEMBL1255126	O15151	Protein Mdm4	90.49%	90.20%
CHEMBL2535	P11166	Glucose transporter	89.33%	98.75%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	82.07%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.89%	94.45%

Plants that contains it

• Alpinia conchigera
• Alpinia officinarum

Cross-Links

• PubChem: 3061705
• LOTUS: LTS0070941
• wikiData: Q105182584