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

Details

• Internal ID: 68e570d7-af3e-431a-8ec3-bec55c58e949
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acid esters > Glycidol esters
• IUPAC Name: [(2R,3R)-3-[4-(3-methylbutanoyloxy)phenyl]oxiran-2-yl]methyl (3S)-3-methylpentanoate
• SMILES (Canonical): CCC(C)CC(=O)OCC1C(O1)C2=CC=C(C=C2)OC(=O)CC(C)C
• SMILES (Isomeric): CC[C@H](C)CC(=O)OC[C@@H]1[C@H](O1)C2=CC=C(C=C2)OC(=O)CC(C)C
• InChI: InChI=1S/C20H28O5/c1-5-14(4)11-18(21)23-12-17-20(25-17)15-6-8-16(9-7-15)24-19(22)10-13(2)3/h6-9,13-14,17,20H,5,10-12H2,1-4H3/t14-,17+,20+/m0/s1
• InChI Key: PLUGOYLSSIJTBX-JNAXZKDPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₅
• Molecular Weight: 348.40 g/mol
• Exact Mass: 348.19367399 g/mol
• Topological Polar Surface Area (TPSA): 65.10 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 4.06
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9905	99.05%
Caco-2	+	0.6810	68.10%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8418	84.18%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8441	84.41%
OATP1B3 inhibitior	+	0.8892	88.92%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.8178	81.78%
P-glycoprotein inhibitior	-	0.4620	46.20%
P-glycoprotein substrate	-	0.8704	87.04%
CYP3A4 substrate	+	0.5539	55.39%
CYP2C9 substrate	-	0.5963	59.63%
CYP2D6 substrate	-	0.8480	84.80%
CYP3A4 inhibition	-	0.7080	70.80%
CYP2C9 inhibition	-	0.6738	67.38%
CYP2C19 inhibition	-	0.5692	56.92%
CYP2D6 inhibition	-	0.9138	91.38%
CYP1A2 inhibition	-	0.5894	58.94%
CYP2C8 inhibition	-	0.8030	80.30%
CYP inhibitory promiscuity	-	0.7183	71.83%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7800	78.00%
Carcinogenicity (trinary)	Non-required	0.5368	53.68%
Eye corrosion	-	0.9755	97.55%
Eye irritation	-	0.9339	93.39%
Skin irritation	-	0.8285	82.85%
Skin corrosion	-	0.9731	97.31%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6430	64.30%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.6626	66.26%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	-	0.6719	67.19%
Mitochondrial toxicity	-	0.8875	88.75%
Nephrotoxicity	-	0.5974	59.74%
Acute Oral Toxicity (c)	III	0.6615	66.15%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	+	0.5929	59.29%
Thyroid receptor binding	-	0.5798	57.98%
Glucocorticoid receptor binding	-	0.6135	61.35%
Aromatase binding	+	0.5949	59.49%
PPAR gamma	-	0.8383	83.83%
Honey bee toxicity	-	0.9060	90.60%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6150	61.50%
Fish aquatic toxicity	+	0.9937	99.37%

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	97.26%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.22%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.69%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	90.87%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.84%	91.11%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.22%	96.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.88%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.43%	99.17%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	85.35%	97.21%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.81%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	81.94%	90.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.80%	93.56%

Plants that contains it

• Anisopappus pinnatifida

Cross-Links

• PubChem: 162857437
• LOTUS: LTS0021611
• wikiData: Q105211232