[(2R)-2-[4-methyl-2-[(E)-2-methylbut-2-enoyl]oxyphenyl]oxiran-2-yl]methyl (E)-2-methylbut-2-enoate

Details

• Internal ID: 8ce337c5-9164-4ff6-9ea9-e67b9e921281
• Taxonomy: Benzenoids > Phenol esters
• IUPAC Name: [(2R)-2-[4-methyl-2-[(E)-2-methylbut-2-enoyl]oxyphenyl]oxiran-2-yl]methyl (E)-2-methylbut-2-enoate
• InChI: InChI=1S/C20H24O5/c1-6-14(4)18(21)23-11-20(12-24-20)16-9-8-13(3)10-17(16)25-19(22)15(5)7-2/h6-10H,11-12H2,1-5H3/b14-6+,15-7+/t20-/m0/s1
• InChI Key: DHODRBNDPARNFW-MMLSZFSYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₅
• Molecular Weight: 344.40 g/mol
• Exact Mass: 344.16237386 g/mol
• Topological Polar Surface Area (TPSA): 65.10 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.60
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9775	97.75%
Caco-2	+	0.7734	77.34%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8604	86.04%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9102	91.02%
OATP1B3 inhibitior	+	0.9356	93.56%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8866	88.66%
P-glycoprotein inhibitior	+	0.6124	61.24%
P-glycoprotein substrate	-	0.8083	80.83%
CYP3A4 substrate	+	0.5332	53.32%
CYP2C9 substrate	-	0.6048	60.48%
CYP2D6 substrate	-	0.8843	88.43%
CYP3A4 inhibition	-	0.7232	72.32%
CYP2C9 inhibition	-	0.6507	65.07%
CYP2C19 inhibition	+	0.6569	65.69%
CYP2D6 inhibition	-	0.9398	93.98%
CYP1A2 inhibition	-	0.5769	57.69%
CYP2C8 inhibition	-	0.6341	63.41%
CYP inhibitory promiscuity	+	0.6201	62.01%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8271	82.71%
Carcinogenicity (trinary)	Non-required	0.4961	49.61%
Eye corrosion	-	0.9777	97.77%
Eye irritation	-	0.7396	73.96%
Skin irritation	-	0.8180	81.80%
Skin corrosion	-	0.9667	96.67%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7438	74.38%
Micronuclear	+	0.5159	51.59%
Hepatotoxicity	+	0.5177	51.77%
skin sensitisation	+	0.5240	52.40%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	+	0.6765	67.65%
Acute Oral Toxicity (c)	III	0.4930	49.30%
Estrogen receptor binding	+	0.6266	62.66%
Androgen receptor binding	+	0.6321	63.21%
Thyroid receptor binding	-	0.5148	51.48%
Glucocorticoid receptor binding	+	0.7039	70.39%
Aromatase binding	-	0.5770	57.70%
PPAR gamma	+	0.5246	52.46%
Honey bee toxicity	-	0.8545	85.45%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5145	51.45%
Fish aquatic toxicity	+	0.9873	98.73%

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	97.03%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.26%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.09%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.97%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	89.23%	94.73%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	88.94%	94.80%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.40%	89.00%
CHEMBL2581	P07339	Cathepsin D	87.18%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.51%	96.00%
CHEMBL3492	P49721	Proteasome Macropain subunit	83.46%	90.24%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.33%	99.17%
CHEMBL340	P08684	Cytochrome P450 3A4	83.20%	91.19%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.12%	94.45%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.01%	96.95%
CHEMBL5028	O14672	ADAM10	80.27%	97.50%

Plants that contains it

• Athrixia angustissima

Cross-Links

• PubChem: 163188793
• LOTUS: LTS0033128
• wikiData: Q104980531