(2-{4-Methyl-2-[(2-methylpropanoyl)oxy]phenyl}oxiran-2-yl)methyl 2-methylbutanoate

Details

• Internal ID: 1e75c174-2121-45cc-9397-1cce55cfcabe
• Taxonomy: Benzenoids > Phenol esters
• IUPAC Name: [2-[4-methyl-2-(2-methylpropanoyloxy)phenyl]oxiran-2-yl]methyl 2-methylbutanoate
• SMILES (Canonical): CCC(C)C(=O)OCC1(CO1)C2=C(C=C(C=C2)C)OC(=O)C(C)C
• SMILES (Isomeric): CCC(C)C(=O)OCC1(CO1)C2=C(C=C(C=C2)C)OC(=O)C(C)C
• InChI: InChI=1S/C19H26O5/c1-6-14(5)18(21)22-10-19(11-23-19)15-8-7-13(4)9-16(15)24-17(20)12(2)3/h7-9,12,14H,6,10-11H2,1-5H3
• InChI Key: DBEFONQGRSUFQO-UHFFFAOYSA-N
• Popularity: 1 reference 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: 3.70
• Atomic LogP (AlogP): 3.37
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 7

Synonyms

• (2-{4-methyl-2-[(2-methylpropanoyl)oxy]phenyl}oxiran-2-yl)methyl 2-methylbutanoate
• [2-[4-methyl-2-(2-methylpropanoyloxy)phenyl]oxiran-2-yl]methyl 2-methylbutanoate
• 8,9-epoxy-3-isobutyryloxy-10-(2-methylbutanoyl)thymol
• NSC604987
• 8,?9-?Epoxy-?3-?isobutyryloxy-?10-?(2-?methylbutanoyl)?thymol
• 3-(2-Methylpropanoyloxy)-8-(2-methylbutanoyloxy)-9,10-epoxy-p-mentha-1,3,5-triene
• Thymol derivative
• MLS000876981
• MEGxp0_001145
• CHEMBL1549418
• ACon1_001251
• CHEBI:173230
• DTXSID101132477
• HY-N6844
• AKOS037515354
• NSC-604987
• Thymol derivative from Inula crithmoides
• NCGC00169532-01
• PD125099
• SMR000440687
• XI172933
• CS-0100263
• 10Isovaleryloxy-8,9-epoxythymol-3-isovalerate
• 10-Isovaleryloxy-8,9-epoxythymol-3-isovalerate
• BRD-A13575466-001-01-8
• (2-(2-(Isobutyryloxy)-4-methylphenyl)oxiran-2-yl)methyl 2-methylbutanoate
• (2-(2-(Isobutyryloxy)-4-methylphenyl)oxiran-2-yl)methyl2-methylbutanoate
• [2-[4-Methyl-2-(2-methyl-1-oxopropoxy)phenyl]-2-oxiranyl]methyl 2-methylbutanoate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9820	98.20%
Caco-2	+	0.7800	78.00%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8714	87.14%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8952	89.52%
OATP1B3 inhibitior	+	0.9318	93.18%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8749	87.49%
P-glycoprotein inhibitior	-	0.5838	58.38%
P-glycoprotein substrate	-	0.6931	69.31%
CYP3A4 substrate	+	0.5160	51.60%
CYP2C9 substrate	-	0.5963	59.63%
CYP2D6 substrate	-	0.8480	84.80%
CYP3A4 inhibition	-	0.6323	63.23%
CYP2C9 inhibition	+	0.5126	51.26%
CYP2C19 inhibition	+	0.6698	66.98%
CYP2D6 inhibition	-	0.9360	93.60%
CYP1A2 inhibition	-	0.5829	58.29%
CYP2C8 inhibition	-	0.6454	64.54%
CYP inhibitory promiscuity	-	0.6494	64.94%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8043	80.43%
Carcinogenicity (trinary)	Non-required	0.5274	52.74%
Eye corrosion	-	0.9778	97.78%
Eye irritation	-	0.8334	83.34%
Skin irritation	-	0.8934	89.34%
Skin corrosion	-	0.9754	97.54%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6547	65.47%
Micronuclear	-	0.6841	68.41%
Hepatotoxicity	+	0.5045	50.45%
skin sensitisation	-	0.6393	63.93%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	-	0.6808	68.08%
Mitochondrial toxicity	-	0.8500	85.00%
Nephrotoxicity	+	0.4554	45.54%
Acute Oral Toxicity (c)	III	0.5285	52.85%
Estrogen receptor binding	+	0.7387	73.87%
Androgen receptor binding	+	0.7580	75.80%
Thyroid receptor binding	-	0.4917	49.17%
Glucocorticoid receptor binding	+	0.6452	64.52%
Aromatase binding	+	0.6345	63.45%
PPAR gamma	-	0.5835	58.35%
Honey bee toxicity	-	0.8701	87.01%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5055	50.55%
Fish aquatic toxicity	+	0.9937	99.37%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL2392	P06746	DNA polymerase beta	39810.7 nM	Potency	via CMAUP
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	11220.2 nM	Potency	via CMAUP
CHEMBL3797	Q13315	Serine-protein kinase ATM	31622.8 nM	Potency	via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.33%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.63%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.15%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.01%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	90.79%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.19%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.80%	90.71%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	87.32%	97.21%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	86.87%	96.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.76%	96.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.99%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.79%	86.33%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	83.36%	94.80%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.93%	89.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	81.69%	98.75%
CHEMBL340	P08684	Cytochrome P450 3A4	80.32%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.03%	95.89%

Plants that contains it

• Ageratina anisochroma
• Inula helenium
• Inula helenium subsp. helenium
• Madia sativa

Cross-Links

• PubChem: 354159
• NPASS: NPC170749
• ChEMBL: CHEMBL1549418
• LOTUS: LTS0066486
• wikiData: Q104974306