3-(1,3-Benzodioxol-5-yl)-1-(2,4,6-trimethoxyphenyl)prop-2-en-1-one

Details

• Internal ID: 4e25b683-b64d-4237-971e-b0a6429f2f5e
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives
• IUPAC Name: 3-(1,3-benzodioxol-5-yl)-1-(2,4,6-trimethoxyphenyl)prop-2-en-1-one
• InChI: InChI=1S/C19H18O6/c1-21-13-9-17(22-2)19(18(10-13)23-3)14(20)6-4-12-5-7-15-16(8-12)25-11-24-15/h4-10H,11H2,1-3H3
• InChI Key: JVOXGQQMPCSFBL-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₈O₆
• Molecular Weight: 342.30 g/mol
• Exact Mass: 342.11033829 g/mol
• Topological Polar Surface Area (TPSA): 63.20 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.34
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9944	99.44%
Caco-2	+	0.9364	93.64%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6742	67.42%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9472	94.72%
OATP1B3 inhibitior	+	0.9618	96.18%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.7805	78.05%
P-glycoprotein inhibitior	+	0.8633	86.33%
P-glycoprotein substrate	-	0.9362	93.62%
CYP3A4 substrate	-	0.5611	56.11%
CYP2C9 substrate	-	0.5915	59.15%
CYP2D6 substrate	-	0.8174	81.74%
CYP3A4 inhibition	+	0.9237	92.37%
CYP2C9 inhibition	+	0.8052	80.52%
CYP2C19 inhibition	+	0.9317	93.17%
CYP2D6 inhibition	+	0.7051	70.51%
CYP1A2 inhibition	-	0.6096	60.96%
CYP2C8 inhibition	-	0.5904	59.04%
CYP inhibitory promiscuity	+	0.9424	94.24%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Danger	0.3924	39.24%
Eye corrosion	-	0.9809	98.09%
Eye irritation	-	0.6911	69.11%
Skin irritation	-	0.7752	77.52%
Skin corrosion	-	0.9749	97.49%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4509	45.09%
Micronuclear	+	0.7474	74.74%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	+	0.4731	47.31%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.4525	45.25%
Acute Oral Toxicity (c)	II	0.4048	40.48%
Estrogen receptor binding	+	0.8923	89.23%
Androgen receptor binding	+	0.8652	86.52%
Thyroid receptor binding	+	0.6974	69.74%
Glucocorticoid receptor binding	+	0.7944	79.44%
Aromatase binding	+	0.5182	51.82%
PPAR gamma	+	0.7409	74.09%
Honey bee toxicity	-	0.9072	90.72%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6855	68.55%
Fish aquatic toxicity	+	0.9862	98.62%

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	97.16%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	96.00%	96.77%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.23%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.03%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.62%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.96%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.70%	94.45%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	92.26%	94.80%
CHEMBL4208	P20618	Proteasome component C5	91.58%	90.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.22%	92.62%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.16%	85.14%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.32%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.61%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.71%	99.17%
CHEMBL2535	P11166	Glucose transporter	81.26%	98.75%
CHEMBL3401	O75469	Pregnane X receptor	80.91%	94.73%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 85108731
• LOTUS: LTS0173744
• wikiData: Q105135871