[2-[(2S)-2-acetyloxiran-2-yl]-5-methylphenyl] 2-methylbut-2-enoate

Details

• Internal ID: fe1e0a6a-8f3c-468f-8d6a-ecce7c4c9bec
• Taxonomy: Benzenoids > Phenol esters
• IUPAC Name: [2-[(2S)-2-acetyloxiran-2-yl]-5-methylphenyl] 2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1=C(C=CC(=C1)C)C2(CO2)C(=O)C
• SMILES (Isomeric): CC=C(C)C(=O)OC1=C(C=CC(=C1)C)[C@]2(CO2)C(=O)C
• InChI: InChI=1S/C16H18O4/c1-5-11(3)15(18)20-14-8-10(2)6-7-13(14)16(9-19-16)12(4)17/h5-8H,9H2,1-4H3/t16-/m0/s1
• InChI Key: LONAZUBXVNGNKH-INIZCTEOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₈O₄
• Molecular Weight: 274.31 g/mol
• Exact Mass: 274.12050905 g/mol
• Topological Polar Surface Area (TPSA): 55.90 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.68
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9916	99.16%
Caco-2	+	0.8671	86.71%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8002	80.02%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9197	91.97%
OATP1B3 inhibitior	+	0.9334	93.34%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.6930	69.30%
P-glycoprotein inhibitior	-	0.9051	90.51%
P-glycoprotein substrate	-	0.8347	83.47%
CYP3A4 substrate	-	0.5154	51.54%
CYP2C9 substrate	-	0.6095	60.95%
CYP2D6 substrate	-	0.8973	89.73%
CYP3A4 inhibition	-	0.8298	82.98%
CYP2C9 inhibition	-	0.7777	77.77%
CYP2C19 inhibition	+	0.6123	61.23%
CYP2D6 inhibition	-	0.9306	93.06%
CYP1A2 inhibition	+	0.5931	59.31%
CYP2C8 inhibition	-	0.7623	76.23%
CYP inhibitory promiscuity	+	0.5140	51.40%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8146	81.46%
Carcinogenicity (trinary)	Non-required	0.5972	59.72%
Eye corrosion	-	0.9753	97.53%
Eye irritation	-	0.6452	64.52%
Skin irritation	-	0.7241	72.41%
Skin corrosion	-	0.9596	95.96%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	+	0.5233	52.33%
Hepatotoxicity	+	0.5802	58.02%
skin sensitisation	-	0.6160	61.60%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	-	0.7250	72.50%
Nephrotoxicity	+	0.7209	72.09%
Acute Oral Toxicity (c)	III	0.4528	45.28%
Estrogen receptor binding	+	0.5834	58.34%
Androgen receptor binding	+	0.5792	57.92%
Thyroid receptor binding	-	0.5260	52.60%
Glucocorticoid receptor binding	-	0.5789	57.89%
Aromatase binding	+	0.7100	71.00%
PPAR gamma	+	0.5228	52.28%
Honey bee toxicity	-	0.8530	85.30%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5552	55.52%
Fish aquatic toxicity	+	0.9933	99.33%

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	97.48%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.45%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.97%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.70%	89.00%
CHEMBL2581	P07339	Cathepsin D	85.66%	98.95%
CHEMBL4208	P20618	Proteasome component C5	83.87%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.36%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.37%	86.33%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	81.41%	81.11%
CHEMBL3401	O75469	Pregnane X receptor	80.96%	94.73%
CHEMBL340	P08684	Cytochrome P450 3A4	80.39%	91.19%

Plants that contains it

• Hofmeisteria schaffneri

Cross-Links

• PubChem: 162868188
• LOTUS: LTS0063612
• wikiData: Q105154816