(2S)-1-(4-methoxy-1-benzofuran-5-yl)-2-(2-methylbut-3-en-2-yl)-3-phenylpropane-1,3-dione

Details

• Internal ID: eacdd972-ad60-49af-b1c1-9444f0537f95
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Chalcones and dihydrochalcones > Retro-dihydrochalcones
• IUPAC Name: (2S)-1-(4-methoxy-1-benzofuran-5-yl)-2-(2-methylbut-3-en-2-yl)-3-phenylpropane-1,3-dione
• InChI: InChI=1S/C23H22O4/c1-5-23(2,3)19(20(24)15-9-7-6-8-10-15)21(25)17-11-12-18-16(13-14-27-18)22(17)26-4/h5-14,19H,1H2,2-4H3/t19-/m0/s1
• InChI Key: FECOWIAOIRMVIE-IBGZPJMESA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₂O₄
• Molecular Weight: 362.40 g/mol
• Exact Mass: 362.15180918 g/mol
• Topological Polar Surface Area (TPSA): 56.50 Ų
• XlogP: 5.50
• Atomic LogP (AlogP): 5.34
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9961	99.61%
Caco-2	+	0.7301	73.01%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7033	70.33%
OATP2B1 inhibitior	-	0.8611	86.11%
OATP1B1 inhibitior	+	0.9308	93.08%
OATP1B3 inhibitior	+	0.9686	96.86%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8233	82.33%
P-glycoprotein inhibitior	+	0.8151	81.51%
P-glycoprotein substrate	-	0.8566	85.66%
CYP3A4 substrate	+	0.5321	53.21%
CYP2C9 substrate	-	0.6133	61.33%
CYP2D6 substrate	-	0.8177	81.77%
CYP3A4 inhibition	+	0.7035	70.35%
CYP2C9 inhibition	+	0.5139	51.39%
CYP2C19 inhibition	+	0.5116	51.16%
CYP2D6 inhibition	-	0.8904	89.04%
CYP1A2 inhibition	+	0.8091	80.91%
CYP2C8 inhibition	+	0.5984	59.84%
CYP inhibitory promiscuity	+	0.8343	83.43%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9143	91.43%
Carcinogenicity (trinary)	Danger	0.3886	38.86%
Eye corrosion	-	0.9804	98.04%
Eye irritation	-	0.8680	86.80%
Skin irritation	-	0.8191	81.91%
Skin corrosion	-	0.9454	94.54%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8876	88.76%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	+	0.7409	74.09%
skin sensitisation	-	0.7318	73.18%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.8393	83.93%
Acute Oral Toxicity (c)	II	0.4445	44.45%
Estrogen receptor binding	+	0.9040	90.40%
Androgen receptor binding	+	0.8429	84.29%
Thyroid receptor binding	+	0.6107	61.07%
Glucocorticoid receptor binding	+	0.6965	69.65%
Aromatase binding	+	0.7798	77.98%
PPAR gamma	+	0.7321	73.21%
Honey bee toxicity	-	0.7722	77.22%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9973	99.73%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.49%	95.56%
CHEMBL2535	P11166	Glucose transporter	92.98%	98.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.79%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.36%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.00%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.78%	99.17%
CHEMBL1951	P21397	Monoamine oxidase A	89.64%	91.49%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.35%	99.23%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.45%	93.56%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	84.43%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	82.40%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.84%	96.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.57%	95.50%
CHEMBL5028	O14672	ADAM10	80.10%	97.50%

Plants that contains it

• Lonchocarpus heptaphyllus

Cross-Links

• PubChem: 162994598
• LOTUS: LTS0270914
• wikiData: Q104993920