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

Details

• Internal ID: 1849495e-bd7a-4455-9a9f-c98b57b12774
• Taxonomy: Benzenoids > Phenol esters
• IUPAC Name: [(2R)-2-[4-formyl-2-(3-methylbutanoyloxy)phenyl]oxiran-2-yl]methyl 3-methylbutanoate
• SMILES (Canonical): CC(C)CC(=O)OCC1(CO1)C2=C(C=C(C=C2)C=O)OC(=O)CC(C)C
• SMILES (Isomeric): CC(C)CC(=O)OC[C@]1(CO1)C2=C(C=C(C=C2)C=O)OC(=O)CC(C)C
• InChI: InChI=1S/C20H26O6/c1-13(2)7-18(22)24-11-20(12-25-20)16-6-5-15(10-21)9-17(16)26-19(23)8-14(3)4/h5-6,9-10,13-14H,7-8,11-12H2,1-4H3/t20-/m0/s1
• InChI Key: CNCRXGPNUMFDSK-FQEVSTJZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₆
• Molecular Weight: 362.40 g/mol
• Exact Mass: 362.17293854 g/mol
• Topological Polar Surface Area (TPSA): 82.20 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.27
• H-Bond Acceptor: 6
• 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	+	0.9732	97.32%
Caco-2	+	0.6962	69.62%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8847	88.47%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8993	89.93%
OATP1B3 inhibitior	+	0.9331	93.31%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.6550	65.50%
P-glycoprotein inhibitior	-	0.5274	52.74%
P-glycoprotein substrate	-	0.6527	65.27%
CYP3A4 substrate	+	0.5270	52.70%
CYP2C9 substrate	-	0.5894	58.94%
CYP2D6 substrate	-	0.8641	86.41%
CYP3A4 inhibition	-	0.7501	75.01%
CYP2C9 inhibition	-	0.6207	62.07%
CYP2C19 inhibition	+	0.5151	51.51%
CYP2D6 inhibition	-	0.9199	91.99%
CYP1A2 inhibition	-	0.6286	62.86%
CYP2C8 inhibition	-	0.7069	70.69%
CYP inhibitory promiscuity	-	0.7080	70.80%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7943	79.43%
Carcinogenicity (trinary)	Non-required	0.4672	46.72%
Eye corrosion	-	0.9695	96.95%
Eye irritation	-	0.8756	87.56%
Skin irritation	-	0.8722	87.22%
Skin corrosion	-	0.9689	96.89%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5798	57.98%
Micronuclear	-	0.6741	67.41%
Hepatotoxicity	-	0.5020	50.20%
skin sensitisation	-	0.5293	52.93%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	-	0.6333	63.33%
Mitochondrial toxicity	-	0.8375	83.75%
Nephrotoxicity	+	0.5261	52.61%
Acute Oral Toxicity (c)	III	0.5656	56.56%
Estrogen receptor binding	-	0.5849	58.49%
Androgen receptor binding	+	0.6062	60.62%
Thyroid receptor binding	-	0.5460	54.60%
Glucocorticoid receptor binding	+	0.6449	64.49%
Aromatase binding	+	0.5430	54.30%
PPAR gamma	-	0.7464	74.64%
Honey bee toxicity	-	0.8607	86.07%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5755	57.55%
Fish aquatic toxicity	+	0.9835	98.35%

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	98.17%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.78%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.96%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.52%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.06%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.09%	96.00%
CHEMBL2581	P07339	Cathepsin D	90.21%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.61%	89.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.10%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	86.54%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.48%	99.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.41%	95.50%
CHEMBL5028	O14672	ADAM10	81.31%	97.50%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.77%	89.50%

Plants that contains it

• Callilepis salicifolia

Cross-Links

• PubChem: 163000873
• LOTUS: LTS0258173
• wikiData: Q104965607