[(E)-2-[(4S,4aS,5R)-4,4a-dimethyl-6-oxo-2,3,4,5-tetrahydro-1aH-naphtho[4a,5-b]oxiren-5-yl]prop-1-enyl] acetate

Details

• Internal ID: 0b23d941-1885-48df-ae15-6a1d4bf3784b
• Taxonomy: Organoheterocyclic compounds > Oxepanes
• IUPAC Name: [(E)-2-[(4S,4aS,5R)-4,4a-dimethyl-6-oxo-2,3,4,5-tetrahydro-1aH-naphtho[4a,5-b]oxiren-5-yl]prop-1-enyl] acetate
• SMILES (Canonical): CC1CCC2C3(C1(C(C(=O)C=C3)C(=COC(=O)C)C)C)O2
• SMILES (Isomeric): C[C@H]1CCC2C3([C@@]1([C@H](C(=O)C=C3)/C(=C/OC(=O)C)/C)C)O2
• InChI: InChI=1S/C17H22O4/c1-10(9-20-12(3)18)15-13(19)7-8-17-14(21-17)6-5-11(2)16(15,17)4/h7-9,11,14-15H,5-6H2,1-4H3/b10-9+/t11-,14?,15-,16-,17?/m0/s1
• InChI Key: QKGMLVZVDHLJMV-MNDXUOKNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂O₄
• Molecular Weight: 290.40 g/mol
• Exact Mass: 290.15180918 g/mol
• Topological Polar Surface Area (TPSA): 55.90 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.78
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9888	98.88%
Caco-2	+	0.6146	61.46%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6098	60.98%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8995	89.95%
OATP1B3 inhibitior	+	0.9544	95.44%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8199	81.99%
P-glycoprotein inhibitior	-	0.7883	78.83%
P-glycoprotein substrate	-	0.8068	80.68%
CYP3A4 substrate	+	0.6319	63.19%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8853	88.53%
CYP3A4 inhibition	-	0.6312	63.12%
CYP2C9 inhibition	-	0.8537	85.37%
CYP2C19 inhibition	-	0.8258	82.58%
CYP2D6 inhibition	-	0.9302	93.02%
CYP1A2 inhibition	-	0.5450	54.50%
CYP2C8 inhibition	-	0.8285	82.85%
CYP inhibitory promiscuity	-	0.8378	83.78%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9343	93.43%
Carcinogenicity (trinary)	Non-required	0.5799	57.99%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.9732	97.32%
Skin irritation	-	0.5484	54.84%
Skin corrosion	-	0.9084	90.84%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7234	72.34%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	+	0.5074	50.74%
skin sensitisation	-	0.6083	60.83%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.4677	46.77%
Acute Oral Toxicity (c)	III	0.6950	69.50%
Estrogen receptor binding	+	0.7211	72.11%
Androgen receptor binding	+	0.5951	59.51%
Thyroid receptor binding	+	0.5199	51.99%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.6103	61.03%
PPAR gamma	-	0.5453	54.53%
Honey bee toxicity	-	0.8390	83.90%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9819	98.19%

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	98.43%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.78%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.65%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.61%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.84%	86.33%
CHEMBL2581	P07339	Cathepsin D	84.46%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.46%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.50%	85.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.34%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.20%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.20%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.07%	97.25%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101860562
• LOTUS: LTS0272889
• wikiData: Q105223098