3-Phenyl-1-(2,3,4-trimethoxyphenyl)prop-2-en-1-one

Details

• Internal ID: 59d1b5ba-c049-4779-a7a2-6e5237add416
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids
• IUPAC Name: 3-phenyl-1-(2,3,4-trimethoxyphenyl)prop-2-en-1-one
• SMILES (Canonical): COC1=C(C(=C(C=C1)C(=O)C=CC2=CC=CC=C2)OC)OC
• SMILES (Isomeric): COC1=C(C(=C(C=C1)C(=O)C=CC2=CC=CC=C2)OC)OC
• InChI: InChI=1S/C18H18O4/c1-20-16-12-10-14(17(21-2)18(16)22-3)15(19)11-9-13-7-5-4-6-8-13/h4-12H,1-3H3
• InChI Key: ANPMSQPDCXKUJG-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₈O₄
• Molecular Weight: 298.30 g/mol
• Exact Mass: 298.12050905 g/mol
• Topological Polar Surface Area (TPSA): 44.80 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.61
• H-Bond Acceptor: 4
• 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	+	0.9966	99.66%
Caco-2	+	0.9320	93.20%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7994	79.94%
OATP2B1 inhibitior	-	0.8586	85.86%
OATP1B1 inhibitior	+	0.9441	94.41%
OATP1B3 inhibitior	+	0.9824	98.24%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.6620	66.20%
P-glycoprotein inhibitior	+	0.7414	74.14%
P-glycoprotein substrate	-	0.9506	95.06%
CYP3A4 substrate	-	0.6151	61.51%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	-	0.7945	79.45%
CYP3A4 inhibition	+	0.6861	68.61%
CYP2C9 inhibition	-	0.9568	95.68%
CYP2C19 inhibition	+	0.7316	73.16%
CYP2D6 inhibition	-	0.9343	93.43%
CYP1A2 inhibition	+	0.9177	91.77%
CYP2C8 inhibition	+	0.7731	77.31%
CYP inhibitory promiscuity	+	0.8469	84.69%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7914	79.14%
Carcinogenicity (trinary)	Non-required	0.5525	55.25%
Eye corrosion	-	0.9447	94.47%
Eye irritation	+	0.7601	76.01%
Skin irritation	-	0.8180	81.80%
Skin corrosion	-	0.9903	99.03%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7621	76.21%
Micronuclear	+	0.5433	54.33%
Hepatotoxicity	+	0.5033	50.33%
skin sensitisation	-	0.8806	88.06%
Respiratory toxicity	-	0.8222	82.22%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.8500	85.00%
Nephrotoxicity	-	0.6557	65.57%
Acute Oral Toxicity (c)	III	0.6376	63.76%
Estrogen receptor binding	+	0.9378	93.78%
Androgen receptor binding	+	0.8913	89.13%
Thyroid receptor binding	+	0.6354	63.54%
Glucocorticoid receptor binding	+	0.6533	65.33%
Aromatase binding	+	0.6112	61.12%
PPAR gamma	-	0.5101	51.01%
Honey bee toxicity	-	0.9319	93.19%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6155	61.55%
Fish aquatic toxicity	+	0.9896	98.96%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.62%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.62%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.19%	96.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	92.05%	95.50%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.65%	96.09%
CHEMBL1255126	O15151	Protein Mdm4	89.15%	90.20%
CHEMBL2535	P11166	Glucose transporter	86.11%	98.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.44%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.13%	99.17%
CHEMBL5028	O14672	ADAM10	80.40%	97.50%

Plants that contains it

• Anodendron affine
• Cedrela salvadorensis
• Galium latoramosum
• Garcinia gummi-gutta
• Hertia cheirifolia
• Licaria chrysophylla
• Ormosia hosiei
• Ornithoglossum viride
• Petasites radiatus
• Schizanthus tricolor
• Sphaeranthus confertifolius

Cross-Links

• PubChem: 67199147
• NPASS: NPC60103