(E)-1-(4-hydroxy-2-methoxyphenyl)-3-(4-hydroxy-3-methoxyphenyl)prop-2-en-1-one

Details

• Internal ID: afa9f699-e96b-4214-90b2-e6595780ec04
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Cinnamylphenols
• IUPAC Name: (E)-1-(4-hydroxy-2-methoxyphenyl)-3-(4-hydroxy-3-methoxyphenyl)prop-2-en-1-one
• SMILES (Canonical): COC1=C(C=CC(=C1)C=CC(=O)C2=C(C=C(C=C2)O)OC)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)/C=C/C(=O)C2=C(C=C(C=C2)O)OC)O
• InChI: InChI=1S/C17H16O5/c1-21-16-10-12(18)5-6-13(16)14(19)7-3-11-4-8-15(20)17(9-11)22-2/h3-10,18,20H,1-2H3/b7-3+
• InChI Key: CSVMMXIRYXYBLD-XVNBXDOJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₆O₅
• Molecular Weight: 300.30 g/mol
• Exact Mass: 300.09977361 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.01
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9903	99.03%
Caco-2	+	0.9063	90.63%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8157	81.57%
OATP2B1 inhibitior	-	0.8557	85.57%
OATP1B1 inhibitior	+	0.9478	94.78%
OATP1B3 inhibitior	+	0.9748	97.48%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.6046	60.46%
P-glycoprotein inhibitior	-	0.6645	66.45%
P-glycoprotein substrate	-	0.9078	90.78%
CYP3A4 substrate	-	0.5610	56.10%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	-	0.7972	79.72%
CYP3A4 inhibition	-	0.5557	55.57%
CYP2C9 inhibition	-	0.5991	59.91%
CYP2C19 inhibition	+	0.8458	84.58%
CYP2D6 inhibition	-	0.8224	82.24%
CYP1A2 inhibition	+	0.8909	89.09%
CYP2C8 inhibition	+	0.7938	79.38%
CYP inhibitory promiscuity	+	0.7506	75.06%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.7725	77.25%
Carcinogenicity (trinary)	Non-required	0.6416	64.16%
Eye corrosion	-	0.9526	95.26%
Eye irritation	+	0.8640	86.40%
Skin irritation	-	0.6247	62.47%
Skin corrosion	-	0.9443	94.43%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6935	69.35%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	-	0.8000	80.00%
skin sensitisation	-	0.7489	74.89%
Respiratory toxicity	-	0.8667	86.67%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.8000	80.00%
Nephrotoxicity	-	0.6371	63.71%
Acute Oral Toxicity (c)	III	0.6503	65.03%
Estrogen receptor binding	+	0.9161	91.61%
Androgen receptor binding	+	0.8350	83.50%
Thyroid receptor binding	+	0.7046	70.46%
Glucocorticoid receptor binding	+	0.7077	70.77%
Aromatase binding	+	0.7060	70.60%
PPAR gamma	+	0.5523	55.23%
Honey bee toxicity	-	0.9145	91.45%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6055	60.55%
Fish aquatic toxicity	+	0.9852	98.52%

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	97.79%	91.11%
CHEMBL3194	P02766	Transthyretin	95.93%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.97%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.42%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.40%	95.56%
CHEMBL2535	P11166	Glucose transporter	89.77%	98.75%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.94%	95.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.88%	99.17%
CHEMBL4208	P20618	Proteasome component C5	87.68%	90.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	87.04%	89.62%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.59%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.25%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.16%	89.00%

Plants that contains it

• Dracaena cambodiana

Cross-Links

• PubChem: 101008497
• LOTUS: LTS0107162
• wikiData: Q104969594