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

Details

• Internal ID: 66b3c541-868e-4b7b-9e8d-f2f5e14a6b4f
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids
• IUPAC Name: 6-hydroxy-7-(4-hydroxy-3-methoxyphenyl)-1-phenylhept-4-en-3-one
• SMILES (Canonical): COC1=C(C=CC(=C1)CC(C=CC(=O)CCC2=CC=CC=C2)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)CC(C=CC(=O)CCC2=CC=CC=C2)O)O
• InChI: InChI=1S/C20H22O4/c1-24-20-14-16(8-12-19(20)23)13-18(22)11-10-17(21)9-7-15-5-3-2-4-6-15/h2-6,8,10-12,14,18,22-23H,7,9,13H2,1H3
• InChI Key: ZJLYJIBMHZUJKB-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: 3.00
• Atomic LogP (AlogP): 3.06
• 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	+	0.9884	98.84%
Caco-2	-	0.6582	65.82%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8729	87.29%
OATP2B1 inhibitior	-	0.8581	85.81%
OATP1B1 inhibitior	+	0.8858	88.58%
OATP1B3 inhibitior	+	0.9535	95.35%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8529	85.29%
P-glycoprotein inhibitior	-	0.5961	59.61%
P-glycoprotein substrate	-	0.7111	71.11%
CYP3A4 substrate	+	0.5306	53.06%
CYP2C9 substrate	-	0.8021	80.21%
CYP2D6 substrate	-	0.7869	78.69%
CYP3A4 inhibition	-	0.6445	64.45%
CYP2C9 inhibition	+	0.5968	59.68%
CYP2C19 inhibition	+	0.7823	78.23%
CYP2D6 inhibition	-	0.8308	83.08%
CYP1A2 inhibition	+	0.8327	83.27%
CYP2C8 inhibition	+	0.8928	89.28%
CYP inhibitory promiscuity	+	0.5806	58.06%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8282	82.82%
Carcinogenicity (trinary)	Non-required	0.6684	66.84%
Eye corrosion	-	0.9752	97.52%
Eye irritation	-	0.8334	83.34%
Skin irritation	-	0.7052	70.52%
Skin corrosion	-	0.9525	95.25%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5240	52.40%
Micronuclear	-	0.5723	57.23%
Hepatotoxicity	-	0.6913	69.13%
skin sensitisation	-	0.7842	78.42%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.7250	72.50%
Nephrotoxicity	-	0.7579	75.79%
Acute Oral Toxicity (c)	III	0.6711	67.11%
Estrogen receptor binding	+	0.7889	78.89%
Androgen receptor binding	+	0.5614	56.14%
Thyroid receptor binding	-	0.4934	49.34%
Glucocorticoid receptor binding	+	0.6763	67.63%
Aromatase binding	+	0.7705	77.05%
PPAR gamma	-	0.5516	55.16%
Honey bee toxicity	-	0.8466	84.66%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9100	91.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.37%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.16%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.78%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.46%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.43%	86.33%
CHEMBL1255126	O15151	Protein Mdm4	94.63%	90.20%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.07%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	92.99%	95.50%
CHEMBL2535	P11166	Glucose transporter	90.31%	98.75%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.76%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.53%	94.45%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	82.64%	94.62%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.90%	99.15%

Plants that contains it

• Alpinia officinarum

Cross-Links

• PubChem: 162875300
• LOTUS: LTS0056496
• wikiData: Q105377967