(E)-1-(2,4,6-Trimethoxyphenyl)-2-buten-1-one

Details

• Internal ID: 33bd5880-3352-4930-991b-042f9cb86d66
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoyl derivatives
• IUPAC Name: (E)-1-(2,4,6-trimethoxyphenyl)but-2-en-1-one
• SMILES (Canonical): CC=CC(=O)C1=C(C=C(C=C1OC)OC)OC
• SMILES (Isomeric): C/C=C/C(=O)C1=C(C=C(C=C1OC)OC)OC
• InChI: InChI=1S/C13H16O4/c1-5-6-10(14)13-11(16-3)7-9(15-2)8-12(13)17-4/h5-8H,1-4H3/b6-5+
• InChI Key: ZJNUBHSFFWAWTP-AATRIKPKSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₆O₄
• Molecular Weight: 236.26 g/mol
• Exact Mass: 236.10485899 g/mol
• Topological Polar Surface Area (TPSA): 44.80 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.47
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

• 2-Buten-1-one, 1-(2,4,6-trimethoxyphenyl)-, (E)-
• 72896-76-5
• CHEMBL2272196
• SCHEMBL18480627
• 1-(2,4,6-Trimethoxyphenyl)-2-butene-1-one
• 1-(2,4,6-trimethoxyphenyl)-but-(2e)-en-1-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9971	99.71%
Caco-2	+	0.7900	79.00%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8524	85.24%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9108	91.08%
OATP1B3 inhibitior	+	0.9900	99.00%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7121	71.21%
P-glycoprotein inhibitior	-	0.9036	90.36%
P-glycoprotein substrate	-	0.9562	95.62%
CYP3A4 substrate	-	0.6492	64.92%
CYP2C9 substrate	-	0.7816	78.16%
CYP2D6 substrate	-	0.8469	84.69%
CYP3A4 inhibition	-	0.5404	54.04%
CYP2C9 inhibition	-	0.9781	97.81%
CYP2C19 inhibition	-	0.6432	64.32%
CYP2D6 inhibition	-	0.9618	96.18%
CYP1A2 inhibition	+	0.7352	73.52%
CYP2C8 inhibition	-	0.7727	77.27%
CYP inhibitory promiscuity	+	0.6413	64.13%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7149	71.49%
Carcinogenicity (trinary)	Non-required	0.6394	63.94%
Eye corrosion	+	0.5188	51.88%
Eye irritation	+	0.9352	93.52%
Skin irritation	-	0.6586	65.86%
Skin corrosion	-	0.9858	98.58%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5403	54.03%
Micronuclear	-	0.5167	51.67%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.8197	81.97%
Respiratory toxicity	-	0.8778	87.78%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	-	0.9000	90.00%
Nephrotoxicity	+	0.5444	54.44%
Acute Oral Toxicity (c)	III	0.6161	61.61%
Estrogen receptor binding	+	0.6001	60.01%
Androgen receptor binding	-	0.6590	65.90%
Thyroid receptor binding	+	0.5291	52.91%
Glucocorticoid receptor binding	-	0.5548	55.48%
Aromatase binding	+	0.7196	71.96%
PPAR gamma	-	0.5575	55.75%
Honey bee toxicity	-	0.9279	92.79%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6455	64.55%
Fish aquatic toxicity	+	0.9662	96.62%

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	94.93%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.66%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.99%	91.11%
CHEMBL4208	P20618	Proteasome component C5	87.89%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.98%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.69%	99.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.06%	95.50%
CHEMBL2535	P11166	Glucose transporter	82.57%	98.75%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.96%	96.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.79%	91.07%

Plants that contains it

• Arachniodes standishii
• Hymenophyton flabellatum
• Stellaria dichotoma

Cross-Links

• PubChem: 14162647
• NPASS: NPC65041
• LOTUS: LTS0101675
• wikiData: Q105378003