[(2R,3R)-3-[4-(3-methylbutanoyloxy)phenyl]oxiran-2-yl]methyl 3-methylbutanoate

Details

• Internal ID: ee259d9b-e408-4c3a-967c-536e861bb8a0
• Taxonomy: Benzenoids > Phenol esters
• IUPAC Name: [(2R,3R)-3-[4-(3-methylbutanoyloxy)phenyl]oxiran-2-yl]methyl 3-methylbutanoate
• SMILES (Canonical): CC(C)CC(=O)OCC1C(O1)C2=CC=C(C=C2)OC(=O)CC(C)C
• SMILES (Isomeric): CC(C)CC(=O)OC[C@@H]1[C@H](O1)C2=CC=C(C=C2)OC(=O)CC(C)C
• InChI: InChI=1S/C19H26O5/c1-12(2)9-17(20)22-11-16-19(24-16)14-5-7-15(8-6-14)23-18(21)10-13(3)4/h5-8,12-13,16,19H,9-11H2,1-4H3/t16-,19-/m1/s1
• InChI Key: YNXFRMYLAKMNTG-VQIMIIECSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₆O₅
• Molecular Weight: 334.40 g/mol
• Exact Mass: 334.17802393 g/mol
• Topological Polar Surface Area (TPSA): 65.10 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.67
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9771	97.71%
Caco-2	+	0.7124	71.24%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8789	87.89%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8801	88.01%
OATP1B3 inhibitior	+	0.8897	88.97%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.5916	59.16%
P-glycoprotein inhibitior	-	0.5664	56.64%
P-glycoprotein substrate	-	0.9459	94.59%
CYP3A4 substrate	+	0.5128	51.28%
CYP2C9 substrate	-	0.5963	59.63%
CYP2D6 substrate	-	0.8480	84.80%
CYP3A4 inhibition	-	0.7571	75.71%
CYP2C9 inhibition	-	0.6856	68.56%
CYP2C19 inhibition	-	0.5986	59.86%
CYP2D6 inhibition	-	0.9108	91.08%
CYP1A2 inhibition	-	0.6236	62.36%
CYP2C8 inhibition	-	0.8934	89.34%
CYP inhibitory promiscuity	-	0.7241	72.41%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7543	75.43%
Carcinogenicity (trinary)	Non-required	0.5000	50.00%
Eye corrosion	-	0.9653	96.53%
Eye irritation	-	0.9320	93.20%
Skin irritation	-	0.8460	84.60%
Skin corrosion	-	0.9762	97.62%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6746	67.46%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.6315	63.15%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	-	0.6889	68.89%
Mitochondrial toxicity	-	0.8625	86.25%
Nephrotoxicity	-	0.5684	56.84%
Acute Oral Toxicity (c)	III	0.6398	63.98%
Estrogen receptor binding	+	0.5810	58.10%
Androgen receptor binding	-	0.4860	48.60%
Thyroid receptor binding	-	0.5839	58.39%
Glucocorticoid receptor binding	-	0.5888	58.88%
Aromatase binding	+	0.6020	60.20%
PPAR gamma	-	0.8564	85.64%
Honey bee toxicity	-	0.9023	90.23%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6350	63.50%
Fish aquatic toxicity	+	0.9830	98.30%

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	97.58%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.82%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.99%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	91.56%	94.73%
CHEMBL2581	P07339	Cathepsin D	91.36%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.71%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.98%	99.17%
CHEMBL4040	P28482	MAP kinase ERK2	83.34%	83.82%
CHEMBL226	P30542	Adenosine A1 receptor	82.82%	95.93%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.67%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.22%	86.33%

Plants that contains it

• Anisopappus pinnatifida

Cross-Links

• PubChem: 163006396
• LOTUS: LTS0113494
• wikiData: Q105351146