4-[4-Methyl-5-(3-oxo-3-phenylprop-1-ynyl)-2-phenylfuran-3-yl]but-3-yn-2-one

Details

• Internal ID: 6bc2de1f-d4f8-4cf8-a6db-b778c55e83e0
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids
• IUPAC Name: 4-[4-methyl-5-(3-oxo-3-phenylprop-1-ynyl)-2-phenylfuran-3-yl]but-3-yn-2-one
• SMILES (Canonical): CC1=C(OC(=C1C#CC(=O)C)C2=CC=CC=C2)C#CC(=O)C3=CC=CC=C3
• SMILES (Isomeric): CC1=C(OC(=C1C#CC(=O)C)C2=CC=CC=C2)C#CC(=O)C3=CC=CC=C3
• InChI: InChI=1S/C24H16O3/c1-17(25)13-14-21-18(2)23(27-24(21)20-11-7-4-8-12-20)16-15-22(26)19-9-5-3-6-10-19/h3-12H,1-2H3
• InChI Key: KJINFXZHYHMPGO-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₁₆O₃
• Molecular Weight: 352.40 g/mol
• Exact Mass: 352.109944368 g/mol
• Topological Polar Surface Area (TPSA): 47.30 Ų
• XlogP: 5.30
• Atomic LogP (AlogP): 4.43
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9935	99.35%
Caco-2	-	0.5176	51.76%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.9210	92.10%
OATP2B1 inhibitior	-	0.8604	86.04%
OATP1B1 inhibitior	+	0.9249	92.49%
OATP1B3 inhibitior	+	0.9539	95.39%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.9117	91.17%
P-glycoprotein inhibitior	+	0.6932	69.32%
P-glycoprotein substrate	-	0.8650	86.50%
CYP3A4 substrate	-	0.5316	53.16%
CYP2C9 substrate	-	0.5906	59.06%
CYP2D6 substrate	-	0.8213	82.13%
CYP3A4 inhibition	-	0.6743	67.43%
CYP2C9 inhibition	+	0.5587	55.87%
CYP2C19 inhibition	+	0.6755	67.55%
CYP2D6 inhibition	-	0.9458	94.58%
CYP1A2 inhibition	+	0.7789	77.89%
CYP2C8 inhibition	+	0.6306	63.06%
CYP inhibitory promiscuity	+	0.8979	89.79%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6943	69.43%
Carcinogenicity (trinary)	Danger	0.4027	40.27%
Eye corrosion	-	0.9712	97.12%
Eye irritation	-	0.8819	88.19%
Skin irritation	-	0.6620	66.20%
Skin corrosion	-	0.9582	95.82%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7076	70.76%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.6041	60.41%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	+	0.5406	54.06%
Acute Oral Toxicity (c)	III	0.6834	68.34%
Estrogen receptor binding	+	0.8990	89.90%
Androgen receptor binding	+	0.7370	73.70%
Thyroid receptor binding	+	0.5460	54.60%
Glucocorticoid receptor binding	+	0.7345	73.45%
Aromatase binding	+	0.6606	66.06%
PPAR gamma	+	0.6455	64.55%
Honey bee toxicity	-	0.9091	90.91%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9813	98.13%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293294	P51151	Ras-related protein Rab-9A	95.34%	87.67%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	93.79%	81.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.93%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.62%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	89.23%	94.73%
CHEMBL221	P23219	Cyclooxygenase-1	88.22%	90.17%
CHEMBL2581	P07339	Cathepsin D	87.77%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.88%	99.23%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.08%	95.50%
CHEMBL5028	O14672	ADAM10	82.77%	97.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.72%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.32%	99.17%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.62%	97.21%

Plants that contains it

• Artemisia capillaris

Cross-Links

• PubChem: 10665678
• LOTUS: LTS0205631
• wikiData: Q105141849