[(E,2S)-1-[(2S)-6-oxo-2,3-dihydropyran-2-yl]-4-phenylbut-3-en-2-yl] acetate

Details

• Internal ID: a09df248-ac91-4184-8a3d-1d0b76e2003e
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Styrenes
• IUPAC Name: [(E,2S)-1-[(2S)-6-oxo-2,3-dihydropyran-2-yl]-4-phenylbut-3-en-2-yl] acetate
• SMILES (Canonical): CC(=O)OC(CC1CC=CC(=O)O1)C=CC2=CC=CC=C2
• SMILES (Isomeric): CC(=O)O[C@@H](C[C@@H]1CC=CC(=O)O1)/C=C/C2=CC=CC=C2
• InChI: InChI=1S/C17H18O4/c1-13(18)20-16(11-10-14-6-3-2-4-7-14)12-15-8-5-9-17(19)21-15/h2-7,9-11,15-16H,8,12H2,1H3/b11-10+/t15-,16+/m0/s1
• InChI Key: TYMKVQRXYUDCIH-ZBYDSPNZSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₈O₄
• Molecular Weight: 286.32 g/mol
• Exact Mass: 286.12050905 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 2.89
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9721	97.21%
Caco-2	+	0.7659	76.59%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7878	78.78%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8868	88.68%
OATP1B3 inhibitior	+	0.9662	96.62%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.8159	81.59%
P-glycoprotein substrate	-	0.8044	80.44%
CYP3A4 substrate	+	0.5172	51.72%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8964	89.64%
CYP3A4 inhibition	-	0.5751	57.51%
CYP2C9 inhibition	-	0.5277	52.77%
CYP2C19 inhibition	+	0.6653	66.53%
CYP2D6 inhibition	-	0.9138	91.38%
CYP1A2 inhibition	-	0.6668	66.68%
CYP2C8 inhibition	-	0.6789	67.89%
CYP inhibitory promiscuity	+	0.6708	67.08%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7741	77.41%
Carcinogenicity (trinary)	Non-required	0.4911	49.11%
Eye corrosion	-	0.8748	87.48%
Eye irritation	-	0.6562	65.62%
Skin irritation	-	0.7195	71.95%
Skin corrosion	-	0.9343	93.43%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7582	75.82%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	+	0.6001	60.01%
skin sensitisation	-	0.8032	80.32%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	-	0.7875	78.75%
Nephrotoxicity	-	0.5907	59.07%
Acute Oral Toxicity (c)	III	0.5762	57.62%
Estrogen receptor binding	+	0.7663	76.63%
Androgen receptor binding	-	0.4893	48.93%
Thyroid receptor binding	-	0.6995	69.95%
Glucocorticoid receptor binding	-	0.7136	71.36%
Aromatase binding	+	0.5240	52.40%
PPAR gamma	-	0.7993	79.93%
Honey bee toxicity	-	0.8849	88.49%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.8755	87.55%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.07%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.16%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.84%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.66%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.94%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.00%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.09%	96.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.02%	93.56%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	84.70%	89.67%
CHEMBL3401	O75469	Pregnane X receptor	83.75%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.37%	89.00%
CHEMBL5028	O14672	ADAM10	83.17%	97.50%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.13%	95.50%

Plants that contains it

• Cryptocarya moschata
• Cryptocarya wyliei

Cross-Links

• PubChem: 13928763
• LOTUS: LTS0089276
• wikiData: Q105267419