1-(4-Hydroxy-2,6-dimethoxyphenyl)-3-(4-methoxyphenyl)prop-2-en-1-one

Details

• Internal ID: be115870-623c-4024-9956-cc6cacc0119f
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Cinnamylphenols
• IUPAC Name: 1-(4-hydroxy-2,6-dimethoxyphenyl)-3-(4-methoxyphenyl)prop-2-en-1-one
• SMILES (Canonical): COC1=CC=C(C=C1)C=CC(=O)C2=C(C=C(C=C2OC)O)OC
• SMILES (Isomeric): COC1=CC=C(C=C1)C=CC(=O)C2=C(C=C(C=C2OC)O)OC
• InChI: InChI=1S/C18H18O5/c1-21-14-7-4-12(5-8-14)6-9-15(20)18-16(22-2)10-13(19)11-17(18)23-3/h4-11,19H,1-3H3
• InChI Key: FQZORWOCAANBNC-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₈O₅
• Molecular Weight: 314.30 g/mol
• Exact Mass: 314.11542367 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.31
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9957	99.57%
Caco-2	+	0.8997	89.97%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8810	88.10%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9424	94.24%
OATP1B3 inhibitior	+	0.9737	97.37%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.5162	51.62%
P-glycoprotein inhibitior	+	0.6925	69.25%
P-glycoprotein substrate	-	0.9351	93.51%
CYP3A4 substrate	-	0.5460	54.60%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	-	0.7972	79.72%
CYP3A4 inhibition	+	0.5188	51.88%
CYP2C9 inhibition	-	0.9654	96.54%
CYP2C19 inhibition	+	0.6722	67.22%
CYP2D6 inhibition	-	0.9232	92.32%
CYP1A2 inhibition	+	0.8002	80.02%
CYP2C8 inhibition	+	0.7510	75.10%
CYP inhibitory promiscuity	+	0.7229	72.29%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.6960	69.60%
Carcinogenicity (trinary)	Non-required	0.6246	62.46%
Eye corrosion	-	0.9722	97.22%
Eye irritation	+	0.7969	79.69%
Skin irritation	-	0.7639	76.39%
Skin corrosion	-	0.9911	99.11%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6557	65.57%
Micronuclear	+	0.5533	55.33%
Hepatotoxicity	-	0.6842	68.42%
skin sensitisation	-	0.9202	92.02%
Respiratory toxicity	-	0.8444	84.44%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.8000	80.00%
Nephrotoxicity	+	0.5402	54.02%
Acute Oral Toxicity (c)	III	0.5556	55.56%
Estrogen receptor binding	+	0.9067	90.67%
Androgen receptor binding	+	0.7960	79.60%
Thyroid receptor binding	+	0.6464	64.64%
Glucocorticoid receptor binding	+	0.8224	82.24%
Aromatase binding	+	0.8444	84.44%
PPAR gamma	+	0.7138	71.38%
Honey bee toxicity	-	0.9358	93.58%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9897	98.97%

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	95.90%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.55%	95.56%
CHEMBL4208	P20618	Proteasome component C5	94.07%	90.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.03%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.88%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.54%	96.00%
CHEMBL3194	P02766	Transthyretin	91.81%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.06%	99.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.82%	95.50%
CHEMBL2535	P11166	Glucose transporter	86.70%	98.75%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.29%	91.07%

Plants that contains it

• Vitex tripinnata

Cross-Links

• PubChem: 69207944
• LOTUS: LTS0022815
• wikiData: Q105000030