1-(5-Methoxy-2-prop-1-en-2-yl-2,3-dihydro-1-benzofuran-4-yl)ethanone

Details

• Internal ID: 66941c47-f2fa-46f6-b27b-7bb61d32b99d
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Acetophenones
• IUPAC Name: 1-(5-methoxy-2-prop-1-en-2-yl-2,3-dihydro-1-benzofuran-4-yl)ethanone
• SMILES (Canonical): CC(=C)C1CC2=C(O1)C=CC(=C2C(=O)C)OC
• SMILES (Isomeric): CC(=C)C1CC2=C(O1)C=CC(=C2C(=O)C)OC
• InChI: InChI=1S/C14H16O3/c1-8(2)13-7-10-11(17-13)5-6-12(16-4)14(10)9(3)15/h5-6,13H,1,7H2,2-4H3
• InChI Key: FPRRLQPKNNXEIL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₆O₃
• Molecular Weight: 232.27 g/mol
• Exact Mass: 232.109944368 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.78
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.7138	71.38%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6202	62.02%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9177	91.77%
OATP1B3 inhibitior	+	0.9635	96.35%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.6578	65.78%
P-glycoprotein inhibitior	-	0.9142	91.42%
P-glycoprotein substrate	-	0.8901	89.01%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.8062	80.62%
CYP2D6 substrate	-	0.7698	76.98%
CYP3A4 inhibition	-	0.6136	61.36%
CYP2C9 inhibition	-	0.8140	81.40%
CYP2C19 inhibition	+	0.6165	61.65%
CYP2D6 inhibition	-	0.9638	96.38%
CYP1A2 inhibition	+	0.8855	88.55%
CYP2C8 inhibition	-	0.7968	79.68%
CYP inhibitory promiscuity	+	0.8010	80.10%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5810	58.10%
Eye corrosion	-	0.9555	95.55%
Eye irritation	-	0.5537	55.37%
Skin irritation	-	0.7017	70.17%
Skin corrosion	-	0.9607	96.07%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6495	64.95%
Micronuclear	-	0.5841	58.41%
Hepatotoxicity	+	0.5409	54.09%
skin sensitisation	-	0.5730	57.30%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.5988	59.88%
Acute Oral Toxicity (c)	III	0.4431	44.31%
Estrogen receptor binding	-	0.7951	79.51%
Androgen receptor binding	-	0.7018	70.18%
Thyroid receptor binding	-	0.5648	56.48%
Glucocorticoid receptor binding	-	0.6459	64.59%
Aromatase binding	-	0.6700	67.00%
PPAR gamma	-	0.5362	53.62%
Honey bee toxicity	-	0.7241	72.41%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6255	62.55%
Fish aquatic toxicity	+	0.9780	97.80%

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	97.60%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.04%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.45%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.39%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	84.44%	91.19%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.53%	94.80%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.20%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.23%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.06%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.13%	95.89%

Plants that contains it

• Stevia salicifolia

Cross-Links

• PubChem: 162953846
• LOTUS: LTS0003833
• wikiData: Q104999347