[3-[(2R,3R)-3-methyloxiran-2-yl]-4-(2-methylpropanoyloxy)phenyl] (Z)-2-methylbut-2-enoate

Details

• Internal ID: 21554dd1-26e4-4b3c-a847-c425c5b6ce3e
• Taxonomy: Benzenoids > Phenol esters
• IUPAC Name: [3-[(2R,3R)-3-methyloxiran-2-yl]-4-(2-methylpropanoyloxy)phenyl] (Z)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1=CC(=C(C=C1)OC(=O)C(C)C)C2C(O2)C
• SMILES (Isomeric): C/C=C(/C)\C(=O)OC1=CC(=C(C=C1)OC(=O)C(C)C)[C@@H]2[C@H](O2)C
• InChI: InChI=1S/C18H22O5/c1-6-11(4)18(20)22-13-7-8-15(23-17(19)10(2)3)14(9-13)16-12(5)21-16/h6-10,12,16H,1-5H3/b11-6-/t12-,16+/m1/s1
• InChI Key: AHTFCBOAMAAEPR-CLYSGXADSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₂O₅
• Molecular Weight: 318.40 g/mol
• Exact Mass: 318.14672380 g/mol
• Topological Polar Surface Area (TPSA): 65.10 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.58
• H-Bond Acceptor: 5
• 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	+	0.9929	99.29%
Caco-2	+	0.7055	70.55%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8420	84.20%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8925	89.25%
OATP1B3 inhibitior	+	0.9465	94.65%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.6630	66.30%
P-glycoprotein inhibitior	-	0.5106	51.06%
P-glycoprotein substrate	-	0.8867	88.67%
CYP3A4 substrate	+	0.5412	54.12%
CYP2C9 substrate	+	0.5792	57.92%
CYP2D6 substrate	-	0.9057	90.57%
CYP3A4 inhibition	-	0.8603	86.03%
CYP2C9 inhibition	-	0.5848	58.48%
CYP2C19 inhibition	+	0.8327	83.27%
CYP2D6 inhibition	-	0.9368	93.68%
CYP1A2 inhibition	+	0.5920	59.20%
CYP2C8 inhibition	-	0.6693	66.93%
CYP inhibitory promiscuity	+	0.7449	74.49%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7682	76.82%
Carcinogenicity (trinary)	Non-required	0.4875	48.75%
Eye corrosion	-	0.9571	95.71%
Eye irritation	-	0.7264	72.64%
Skin irritation	-	0.7499	74.99%
Skin corrosion	-	0.9648	96.48%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7154	71.54%
Micronuclear	+	0.6000	60.00%
Hepatotoxicity	+	0.5928	59.28%
skin sensitisation	-	0.6612	66.12%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	+	0.5704	57.04%
Acute Oral Toxicity (c)	III	0.5764	57.64%
Estrogen receptor binding	+	0.8799	87.99%
Androgen receptor binding	+	0.5780	57.80%
Thyroid receptor binding	-	0.5215	52.15%
Glucocorticoid receptor binding	+	0.6614	66.14%
Aromatase binding	+	0.7886	78.86%
PPAR gamma	+	0.6194	61.94%
Honey bee toxicity	-	0.6595	65.95%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9952	99.52%

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	96.28%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.62%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.69%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	92.24%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.12%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.77%	89.00%
CHEMBL4208	P20618	Proteasome component C5	88.58%	90.00%
CHEMBL2581	P07339	Cathepsin D	87.78%	98.95%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	87.45%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.94%	95.56%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.29%	91.07%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.60%	90.71%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.30%	97.21%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.15%	96.00%

Plants that contains it

• Pimpinella diversifolia

Cross-Links

• PubChem: 163194774
• LOTUS: LTS0173859
• wikiData: Q104912446