[(3S)-4-acetyloxy-4-methyl-1-[(2S,3S)-2-methyl-3-[[4-[2-(3-methylbut-2-enoylamino)ethyl]phenoxy]methyl]oxiran-2-yl]pentan-3-yl] acetate

Details

• Internal ID: 7ddb8abd-9a86-4406-bce5-db40fab9306c
• Taxonomy: Benzenoids > Phenol ethers
• IUPAC Name: [(3S)-4-acetyloxy-4-methyl-1-[(2S,3S)-2-methyl-3-[[4-[2-(3-methylbut-2-enoylamino)ethyl]phenoxy]methyl]oxiran-2-yl]pentan-3-yl] acetate
• SMILES (Canonical): CC(=CC(=O)NCCC1=CC=C(C=C1)OCC2C(O2)(C)CCC(C(C)(C)OC(=O)C)OC(=O)C)C
• SMILES (Isomeric): CC(=CC(=O)NCCC1=CC=C(C=C1)OC[C@H]2[C@](O2)(C)CC[C@@H](C(C)(C)OC(=O)C)OC(=O)C)C
• InChI: InChI=1S/C27H39NO7/c1-18(2)16-25(31)28-15-13-21-8-10-22(11-9-21)32-17-24-27(7,35-24)14-12-23(33-19(3)29)26(5,6)34-20(4)30/h8-11,16,23-24H,12-15,17H2,1-7H3,(H,28,31)/t23-,24-,27-/m0/s1
• InChI Key: KKYDPPWGPQTTKD-DPZBCOQUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₉NO₇
• Molecular Weight: 489.60 g/mol
• Exact Mass: 489.27265258 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 3.90
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9870	98.70%
Caco-2	-	0.6986	69.86%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6953	69.53%
OATP2B1 inhibitior	-	0.8585	85.85%
OATP1B1 inhibitior	+	0.8870	88.70%
OATP1B3 inhibitior	+	0.9269	92.69%
MATE1 inhibitior	-	0.7872	78.72%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.9915	99.15%
P-glycoprotein inhibitior	+	0.8621	86.21%
P-glycoprotein substrate	+	0.7554	75.54%
CYP3A4 substrate	+	0.7063	70.63%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8649	86.49%
CYP3A4 inhibition	+	0.5623	56.23%
CYP2C9 inhibition	-	0.7339	73.39%
CYP2C19 inhibition	-	0.6191	61.91%
CYP2D6 inhibition	-	0.8652	86.52%
CYP1A2 inhibition	-	0.6538	65.38%
CYP2C8 inhibition	+	0.6658	66.58%
CYP inhibitory promiscuity	-	0.6547	65.47%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8128	81.28%
Carcinogenicity (trinary)	Non-required	0.5300	53.00%
Eye corrosion	-	0.9868	98.68%
Eye irritation	-	0.9445	94.45%
Skin irritation	-	0.7427	74.27%
Skin corrosion	-	0.9362	93.62%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7147	71.47%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	+	0.5211	52.11%
skin sensitisation	-	0.7591	75.91%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.6652	66.52%
Acute Oral Toxicity (c)	III	0.6160	61.60%
Estrogen receptor binding	+	0.8243	82.43%
Androgen receptor binding	+	0.7703	77.03%
Thyroid receptor binding	+	0.6477	64.77%
Glucocorticoid receptor binding	+	0.7916	79.16%
Aromatase binding	+	0.6463	64.63%
PPAR gamma	+	0.6654	66.54%
Honey bee toxicity	-	0.7113	71.13%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9542	95.42%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.30%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.48%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.41%	94.45%
CHEMBL2581	P07339	Cathepsin D	98.38%	98.95%
CHEMBL2039	P27338	Monoamine oxidase B	97.08%	92.51%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.31%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	94.35%	94.73%
CHEMBL3437	Q16853	Amine oxidase, copper containing	93.07%	94.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.81%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.96%	97.09%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	91.90%	95.17%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	91.57%	89.34%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.32%	94.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	88.85%	95.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.23%	86.33%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	86.98%	92.29%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.91%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.83%	95.89%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.51%	93.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.42%	95.89%
CHEMBL2535	P11166	Glucose transporter	85.81%	98.75%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.49%	96.00%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	83.57%	92.88%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.43%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.94%	90.71%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.65%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.30%	97.14%

Plants that contains it

• Haplophyllum tuberculatum

Cross-Links

• PubChem: 638662
• LOTUS: LTS0013882
• wikiData: Q105142437