2-[(2S)-5-acetyl-4-hydroxy-2,3-dihydro-1-benzofuran-2-yl]prop-2-enyl 2-methylpropanoate

Details

• Internal ID: 0dc23984-18e2-4e94-b8e4-481d907405fd
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Acetophenones
• IUPAC Name: 2-[(2S)-5-acetyl-4-hydroxy-2,3-dihydro-1-benzofuran-2-yl]prop-2-enyl 2-methylpropanoate
• SMILES (Canonical): CC(C)C(=O)OCC(=C)C1CC2=C(O1)C=CC(=C2O)C(=O)C
• SMILES (Isomeric): CC(C)C(=O)OCC(=C)[C@@H]1CC2=C(O1)C=CC(=C2O)C(=O)C
• InChI: InChI=1S/C17H20O5/c1-9(2)17(20)21-8-10(3)15-7-13-14(22-15)6-5-12(11(4)18)16(13)19/h5-6,9,15,19H,3,7-8H2,1-2,4H3/t15-/m0/s1
• InChI Key: LANULSASTGQYBO-HNNXBMFYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₀O₅
• Molecular Weight: 304.34 g/mol
• Exact Mass: 304.13107373 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 2.65
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9932	99.32%
Caco-2	-	0.5512	55.12%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8655	86.55%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8773	87.73%
OATP1B3 inhibitior	+	0.9080	90.80%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.6045	60.45%
P-glycoprotein inhibitior	-	0.7860	78.60%
P-glycoprotein substrate	-	0.7736	77.36%
CYP3A4 substrate	+	0.5179	51.79%
CYP2C9 substrate	+	0.6173	61.73%
CYP2D6 substrate	-	0.8522	85.22%
CYP3A4 inhibition	+	0.5466	54.66%
CYP2C9 inhibition	+	0.6972	69.72%
CYP2C19 inhibition	+	0.6709	67.09%
CYP2D6 inhibition	-	0.9283	92.83%
CYP1A2 inhibition	+	0.8179	81.79%
CYP2C8 inhibition	-	0.6941	69.41%
CYP inhibitory promiscuity	+	0.5733	57.33%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9343	93.43%
Carcinogenicity (trinary)	Non-required	0.6359	63.59%
Eye corrosion	-	0.9824	98.24%
Eye irritation	-	0.6984	69.84%
Skin irritation	-	0.8038	80.38%
Skin corrosion	-	0.9539	95.39%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6696	66.96%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	-	0.5391	53.91%
skin sensitisation	-	0.5475	54.75%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.5540	55.40%
Acute Oral Toxicity (c)	III	0.4659	46.59%
Estrogen receptor binding	+	0.6220	62.20%
Androgen receptor binding	+	0.5727	57.27%
Thyroid receptor binding	+	0.6470	64.70%
Glucocorticoid receptor binding	+	0.5509	55.09%
Aromatase binding	+	0.5915	59.15%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.7719	77.19%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6855	68.55%
Fish aquatic toxicity	+	0.9972	99.72%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.37%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.30%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.11%	94.45%
CHEMBL2581	P07339	Cathepsin D	93.37%	98.95%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	88.03%	94.80%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.19%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.89%	97.25%
CHEMBL3401	O75469	Pregnane X receptor	82.08%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.98%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.44%	86.33%

Plants that contains it

• Doronicum austriacum

Cross-Links

• PubChem: 163188106
• LOTUS: LTS0238881
• wikiData: Q105148776