[4-methoxy-2-[(2S,3R)-3-methyloxiran-2-yl]phenyl] (2R,3R)-2,3-dimethyloxirane-2-carboxylate

Details

• Internal ID: ca02c720-e891-49fb-b25d-24ddebde657a
• Taxonomy: Benzenoids > Phenol esters
• IUPAC Name: [4-methoxy-2-[(2S,3R)-3-methyloxiran-2-yl]phenyl] (2R,3R)-2,3-dimethyloxirane-2-carboxylate
• InChI: InChI=1S/C15H18O5/c1-8-13(18-8)11-7-10(17-4)5-6-12(11)19-14(16)15(3)9(2)20-15/h5-9,13H,1-4H3/t8-,9-,13-,15-/m1/s1
• InChI Key: GXMAJOKCDDQRID-CAUWTERBSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₅
• Molecular Weight: 278.30 g/mol
• Exact Mass: 278.11542367 g/mol
• Topological Polar Surface Area (TPSA): 60.60 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.24
• H-Bond Acceptor: 5
• 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	+	0.9745	97.45%
Caco-2	+	0.8611	86.11%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7854	78.54%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9173	91.73%
OATP1B3 inhibitior	+	0.9622	96.22%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.7925	79.25%
P-glycoprotein substrate	-	0.8879	88.79%
CYP3A4 substrate	+	0.5906	59.06%
CYP2C9 substrate	-	0.8121	81.21%
CYP2D6 substrate	-	0.7892	78.92%
CYP3A4 inhibition	-	0.6017	60.17%
CYP2C9 inhibition	-	0.9481	94.81%
CYP2C19 inhibition	-	0.6052	60.52%
CYP2D6 inhibition	-	0.9498	94.98%
CYP1A2 inhibition	-	0.8440	84.40%
CYP2C8 inhibition	-	0.6517	65.17%
CYP inhibitory promiscuity	-	0.6532	65.32%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.4165	41.65%
Eye corrosion	-	0.9334	93.34%
Eye irritation	-	0.8615	86.15%
Skin irritation	-	0.7295	72.95%
Skin corrosion	-	0.9675	96.75%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4915	49.15%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.8343	83.43%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	-	0.7625	76.25%
Nephrotoxicity	-	0.5601	56.01%
Acute Oral Toxicity (c)	III	0.4917	49.17%
Estrogen receptor binding	+	0.8750	87.50%
Androgen receptor binding	+	0.5610	56.10%
Thyroid receptor binding	-	0.5088	50.88%
Glucocorticoid receptor binding	+	0.5766	57.66%
Aromatase binding	+	0.7359	73.59%
PPAR gamma	-	0.5392	53.92%
Honey bee toxicity	-	0.7596	75.96%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.8698	86.98%

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	96.89%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.07%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.65%	86.33%
CHEMBL4208	P20618	Proteasome component C5	92.52%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.07%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.58%	99.17%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	88.50%	91.07%
CHEMBL340	P08684	Cytochrome P450 3A4	85.48%	91.19%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.42%	97.14%
CHEMBL2581	P07339	Cathepsin D	82.11%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.35%	95.89%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.30%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.15%	94.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.13%	96.00%

Plants that contains it

• Pimpinella villosa

Cross-Links

• PubChem: 163045701
• LOTUS: LTS0246299
• wikiData: Q105023183