[4-[(2R,3R)-3-(hydroxymethyl)oxiran-2-yl]-2-methoxyphenyl] 2-methylpropanoate

Details

• Internal ID: 78a56156-7635-4cc0-b051-524ed22ba6ad
• Taxonomy: Benzenoids > Phenol esters
• IUPAC Name: [4-[(2R,3R)-3-(hydroxymethyl)oxiran-2-yl]-2-methoxyphenyl] 2-methylpropanoate
• InChI: InChI=1S/C14H18O5/c1-8(2)14(16)19-10-5-4-9(6-11(10)17-3)13-12(7-15)18-13/h4-6,8,12-13,15H,7H2,1-3H3/t12-,13-/m1/s1
• InChI Key: ANYWMXKIXPPVQG-CHWSQXEVSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₈O₅
• Molecular Weight: 266.29 g/mol
• Exact Mass: 266.11542367 g/mol
• Topological Polar Surface Area (TPSA): 68.30 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.69
• 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	+	0.9641	96.41%
Caco-2	+	0.6316	63.16%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8682	86.82%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8916	89.16%
OATP1B3 inhibitior	+	0.9124	91.24%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.5787	57.87%
P-glycoprotein inhibitior	-	0.8719	87.19%
P-glycoprotein substrate	-	0.8717	87.17%
CYP3A4 substrate	-	0.5351	53.51%
CYP2C9 substrate	-	0.7904	79.04%
CYP2D6 substrate	-	0.8375	83.75%
CYP3A4 inhibition	-	0.8292	82.92%
CYP2C9 inhibition	-	0.8009	80.09%
CYP2C19 inhibition	-	0.6457	64.57%
CYP2D6 inhibition	-	0.9251	92.51%
CYP1A2 inhibition	-	0.8431	84.31%
CYP2C8 inhibition	-	0.7582	75.82%
CYP inhibitory promiscuity	-	0.7653	76.53%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.6111	61.11%
Eye corrosion	-	0.9682	96.82%
Eye irritation	-	0.8767	87.67%
Skin irritation	-	0.7793	77.93%
Skin corrosion	-	0.9760	97.60%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4625	46.25%
Micronuclear	-	0.6567	65.67%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.7278	72.78%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	-	0.5778	57.78%
Mitochondrial toxicity	-	0.8125	81.25%
Nephrotoxicity	-	0.6875	68.75%
Acute Oral Toxicity (c)	III	0.5524	55.24%
Estrogen receptor binding	+	0.7869	78.69%
Androgen receptor binding	-	0.4849	48.49%
Thyroid receptor binding	-	0.5753	57.53%
Glucocorticoid receptor binding	-	0.5067	50.67%
Aromatase binding	+	0.5235	52.35%
PPAR gamma	-	0.5665	56.65%
Honey bee toxicity	-	0.8353	83.53%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.6498	64.98%

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	98.96%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.05%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	91.94%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.25%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.85%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.82%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.31%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.48%	96.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.53%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.95%	86.33%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.97%	96.95%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.82%	86.92%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.73%	89.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.05%	97.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.77%	94.00%

Plants that contains it

• Coreopsis grandiflora

Cross-Links

• PubChem: 162948378
• LOTUS: LTS0138708
• wikiData: Q104915497