1-(1,3-Benzodioxol-5-yl)but-3-en-2-one

Details

• Internal ID: a67513e8-2fba-4a07-942b-cc7124d2aa53
• Taxonomy: Organoheterocyclic compounds > Benzodioxoles
• IUPAC Name: 1-(1,3-benzodioxol-5-yl)but-3-en-2-one
• SMILES (Canonical): C=CC(=O)CC1=CC2=C(C=C1)OCO2
• SMILES (Isomeric): C=CC(=O)CC1=CC2=C(C=C1)OCO2
• InChI: InChI=1S/C11H10O3/c1-2-9(12)5-8-3-4-10-11(6-8)14-7-13-10/h2-4,6H,1,5,7H2
• InChI Key: VFGZQBPJBBLRFM-UHFFFAOYSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₀O₃
• Molecular Weight: 190.19 g/mol
• Exact Mass: 190.062994177 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.71
• 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	+	0.9972	99.72%
Caco-2	+	0.9529	95.29%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6551	65.51%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9568	95.68%
OATP1B3 inhibitior	+	0.9513	95.13%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7945	79.45%
P-glycoprotein inhibitior	-	0.9757	97.57%
P-glycoprotein substrate	-	0.9816	98.16%
CYP3A4 substrate	-	0.6664	66.64%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	-	0.7601	76.01%
CYP3A4 inhibition	+	0.5722	57.22%
CYP2C9 inhibition	-	0.7897	78.97%
CYP2C19 inhibition	-	0.5609	56.09%
CYP2D6 inhibition	-	0.6920	69.20%
CYP1A2 inhibition	+	0.7671	76.71%
CYP2C8 inhibition	-	0.9193	91.93%
CYP inhibitory promiscuity	+	0.6864	68.64%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.4855	48.55%
Eye corrosion	-	0.8641	86.41%
Eye irritation	+	0.9712	97.12%
Skin irritation	+	0.6778	67.78%
Skin corrosion	-	0.5581	55.81%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4604	46.04%
Micronuclear	-	0.5650	56.50%
Hepatotoxicity	+	0.7250	72.50%
skin sensitisation	+	0.8803	88.03%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.6908	69.08%
Acute Oral Toxicity (c)	III	0.7654	76.54%
Estrogen receptor binding	-	0.5665	56.65%
Androgen receptor binding	+	0.6254	62.54%
Thyroid receptor binding	-	0.7479	74.79%
Glucocorticoid receptor binding	-	0.6042	60.42%
Aromatase binding	+	0.6009	60.09%
PPAR gamma	+	0.5553	55.53%
Honey bee toxicity	-	0.9231	92.31%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.7552	75.52%
Fish aquatic toxicity	+	0.9269	92.69%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.96%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.99%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	94.39%	96.77%
CHEMBL2581	P07339	Cathepsin D	91.86%	98.95%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	90.99%	94.80%
CHEMBL2039	P27338	Monoamine oxidase B	90.15%	92.51%
CHEMBL4208	P20618	Proteasome component C5	85.37%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.36%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.41%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.11%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.08%	92.62%
CHEMBL4246	P42680	Tyrosine-protein kinase TEC	83.58%	82.05%
CHEMBL3492	P49721	Proteasome Macropain subunit	81.97%	90.24%
CHEMBL3401	O75469	Pregnane X receptor	81.95%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.85%	89.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.70%	96.95%
CHEMBL4530	P00488	Coagulation factor XIII	81.28%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.02%	86.33%

Plants that contains it

• Sassafras albidum

Cross-Links

• PubChem: 57062094
• LOTUS: LTS0227654
• wikiData: Q105285289