(4E,6E)-1-(4-hydroxyphenyl)-7-(4-methoxyphenyl)hepta-4,6-dien-3-one

Details

• Internal ID: 73f99d2c-f108-4742-9b0c-55233bdf36d4
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids
• IUPAC Name: (4E,6E)-1-(4-hydroxyphenyl)-7-(4-methoxyphenyl)hepta-4,6-dien-3-one
• InChI: InChI=1S/C20H20O3/c1-23-20-14-9-16(10-15-20)4-2-3-5-18(21)11-6-17-7-12-19(22)13-8-17/h2-5,7-10,12-15,22H,6,11H2,1H3/b4-2+,5-3+
• InChI Key: LIAJVWYMSGZMPR-ZUVMSYQZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₀O₃
• Molecular Weight: 308.40 g/mol
• Exact Mass: 308.14124450 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 4.17
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.5989	59.89%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.8319	83.19%
OATP2B1 inhibitior	-	0.7159	71.59%
OATP1B1 inhibitior	+	0.9068	90.68%
OATP1B3 inhibitior	+	0.9520	95.20%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8986	89.86%
P-glycoprotein inhibitior	-	0.6552	65.52%
P-glycoprotein substrate	-	0.8267	82.67%
CYP3A4 substrate	+	0.5523	55.23%
CYP2C9 substrate	-	0.7936	79.36%
CYP2D6 substrate	-	0.7873	78.73%
CYP3A4 inhibition	-	0.6554	65.54%
CYP2C9 inhibition	-	0.7602	76.02%
CYP2C19 inhibition	+	0.8337	83.37%
CYP2D6 inhibition	-	0.9322	93.22%
CYP1A2 inhibition	+	0.8559	85.59%
CYP2C8 inhibition	+	0.7977	79.77%
CYP inhibitory promiscuity	+	0.5641	56.41%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7247	72.47%
Carcinogenicity (trinary)	Non-required	0.5821	58.21%
Eye corrosion	-	0.9565	95.65%
Eye irritation	+	0.7315	73.15%
Skin irritation	-	0.7851	78.51%
Skin corrosion	-	0.9854	98.54%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7438	74.38%
Micronuclear	-	0.7397	73.97%
Hepatotoxicity	-	0.8175	81.75%
skin sensitisation	-	0.8406	84.06%
Respiratory toxicity	-	0.7111	71.11%
Reproductive toxicity	-	0.5778	57.78%
Mitochondrial toxicity	-	0.7250	72.50%
Nephrotoxicity	-	0.6698	66.98%
Acute Oral Toxicity (c)	III	0.5413	54.13%
Estrogen receptor binding	+	0.9206	92.06%
Androgen receptor binding	+	0.8544	85.44%
Thyroid receptor binding	+	0.5278	52.78%
Glucocorticoid receptor binding	+	0.7693	76.93%
Aromatase binding	+	0.8483	84.83%
PPAR gamma	+	0.6403	64.03%
Honey bee toxicity	-	0.8922	89.22%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.8573	85.73%

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	96.36%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.27%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.20%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.84%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.13%	86.33%
CHEMBL2039	P27338	Monoamine oxidase B	91.29%	92.51%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	90.54%	95.50%
CHEMBL4208	P20618	Proteasome component C5	89.64%	90.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.09%	96.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.98%	86.92%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.70%	96.95%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	83.73%	91.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.37%	94.45%
CHEMBL2581	P07339	Cathepsin D	82.24%	98.95%
CHEMBL3194	P02766	Transthyretin	82.02%	90.71%
CHEMBL1907	P15144	Aminopeptidase N	81.94%	93.31%

Plants that contains it

• Dioscorea nipponica

Cross-Links

• PubChem: 73353552
• NPASS: NPC19290
• ChEMBL: CHEMBL2398586
• LOTUS: LTS0222759
• wikiData: Q105152092