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

Details

• Internal ID: cc51523e-edea-4009-a8bf-12f2bf3de351
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids
• IUPAC Name: 7-(3,4-dihydroxy-5-methoxyphenyl)-1-phenylhept-4-en-3-one
• SMILES (Canonical): COC1=CC(=CC(=C1O)O)CCC=CC(=O)CCC2=CC=CC=C2
• SMILES (Isomeric): COC1=CC(=CC(=C1O)O)CCC=CC(=O)CCC2=CC=CC=C2
• InChI: InChI=1S/C20H22O4/c1-24-19-14-16(13-18(22)20(19)23)9-5-6-10-17(21)12-11-15-7-3-2-4-8-15/h2-4,6-8,10,13-14,22-23H,5,9,11-12H2,1H3
• InChI Key: GAXHSWIKRFKIGK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂O₄
• Molecular Weight: 326.40 g/mol
• Exact Mass: 326.15180918 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.80
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9462	94.62%
Caco-2	-	0.5685	56.85%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8852	88.52%
OATP2B1 inhibitior	-	0.8586	85.86%
OATP1B1 inhibitior	+	0.8437	84.37%
OATP1B3 inhibitior	+	0.9786	97.86%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9191	91.91%
P-glycoprotein inhibitior	+	0.5842	58.42%
P-glycoprotein substrate	-	0.7670	76.70%
CYP3A4 substrate	+	0.5483	54.83%
CYP2C9 substrate	-	0.7943	79.43%
CYP2D6 substrate	-	0.7979	79.79%
CYP3A4 inhibition	-	0.6876	68.76%
CYP2C9 inhibition	-	0.5066	50.66%
CYP2C19 inhibition	+	0.7082	70.82%
CYP2D6 inhibition	-	0.8253	82.53%
CYP1A2 inhibition	+	0.9137	91.37%
CYP2C8 inhibition	+	0.8837	88.37%
CYP inhibitory promiscuity	-	0.5531	55.31%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7897	78.97%
Carcinogenicity (trinary)	Non-required	0.6718	67.18%
Eye corrosion	-	0.9814	98.14%
Eye irritation	-	0.5767	57.67%
Skin irritation	-	0.7241	72.41%
Skin corrosion	-	0.9206	92.06%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7196	71.96%
Micronuclear	-	0.6141	61.41%
Hepatotoxicity	-	0.6092	60.92%
skin sensitisation	-	0.7641	76.41%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.7875	78.75%
Acute Oral Toxicity (c)	III	0.6631	66.31%
Estrogen receptor binding	+	0.8893	88.93%
Androgen receptor binding	+	0.5911	59.11%
Thyroid receptor binding	+	0.6021	60.21%
Glucocorticoid receptor binding	+	0.8022	80.22%
Aromatase binding	+	0.8662	86.62%
PPAR gamma	+	0.7031	70.31%
Honey bee toxicity	-	0.9227	92.27%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9686	96.86%

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	97.96%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.41%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.16%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.07%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.51%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.08%	98.95%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.72%	95.50%
CHEMBL1255126	O15151	Protein Mdm4	88.59%	90.20%
CHEMBL3401	O75469	Pregnane X receptor	84.16%	94.73%
CHEMBL2535	P11166	Glucose transporter	84.08%	98.75%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	83.28%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.61%	85.14%
CHEMBL4208	P20618	Proteasome component C5	81.92%	90.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.96%	92.62%

Plants that contains it

• Alpinia officinarum

Cross-Links

• PubChem: 154488238
• LOTUS: LTS0114615
• wikiData: Q105005698