[(1aS,4S,4aS,5R,6S,8aR)-5-acetyl-4,4a-dimethyl-1a,2,3,4,5,6,7,8-octahydronaphtho[1,8a-b]oxiren-6-yl] acetate

Details

• Internal ID: d8bc21ef-267b-4bbd-b458-2fb2864eec9d
• IUPAC Name: [(1aS,4S,4aS,5R,6S,8aR)-5-acetyl-4,4a-dimethyl-1a,2,3,4,5,6,7,8-octahydronaphtho[1,8a-b]oxiren-6-yl] acetate
• SMILES (Canonical): CC1CCC2C3(C1(C(C(CC3)OC(=O)C)C(=O)C)C)O2
• SMILES (Isomeric): C[C@H]1CC[C@H]2[C@@]3([C@@]1([C@H]([C@H](CC3)OC(=O)C)C(=O)C)C)O2
• InChI: InChI=1S/C16H24O4/c1-9-5-6-13-16(20-13)8-7-12(19-11(3)18)14(10(2)17)15(9,16)4/h9,12-14H,5-8H2,1-4H3/t9-,12-,13-,14-,15-,16-/m0/s1
• InChI Key: FJTQERPWISBLSZ-WJITXYTRSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₄O₄
• Molecular Weight: 280.36 g/mol
• Exact Mass: 280.16745924 g/mol
• Topological Polar Surface Area (TPSA): 55.90 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.49
• 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	+	0.9777	97.77%
Caco-2	+	0.7861	78.61%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6177	61.77%
OATP2B1 inhibitior	-	0.8557	85.57%
OATP1B1 inhibitior	+	0.9294	92.94%
OATP1B3 inhibitior	+	0.9739	97.39%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.8323	83.23%
P-glycoprotein inhibitior	-	0.7553	75.53%
P-glycoprotein substrate	-	0.8939	89.39%
CYP3A4 substrate	+	0.6198	61.98%
CYP2C9 substrate	-	0.8108	81.08%
CYP2D6 substrate	-	0.8441	84.41%
CYP3A4 inhibition	-	0.7459	74.59%
CYP2C9 inhibition	-	0.8039	80.39%
CYP2C19 inhibition	-	0.8273	82.73%
CYP2D6 inhibition	-	0.9663	96.63%
CYP1A2 inhibition	-	0.6028	60.28%
CYP2C8 inhibition	-	0.8330	83.30%
CYP inhibitory promiscuity	-	0.9730	97.30%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6907	69.07%
Eye corrosion	-	0.9802	98.02%
Eye irritation	-	0.9331	93.31%
Skin irritation	-	0.5767	57.67%
Skin corrosion	-	0.8789	87.89%
Ames mutagenesis	-	0.5770	57.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.6450	64.50%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.8240	82.40%
Respiratory toxicity	-	0.7111	71.11%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.6239	62.39%
Acute Oral Toxicity (c)	III	0.5634	56.34%
Estrogen receptor binding	+	0.9070	90.70%
Androgen receptor binding	-	0.5182	51.82%
Thyroid receptor binding	-	0.5688	56.88%
Glucocorticoid receptor binding	+	0.5938	59.38%
Aromatase binding	-	0.5654	56.54%
PPAR gamma	-	0.5842	58.42%
Honey bee toxicity	-	0.6902	69.02%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5755	57.55%
Fish aquatic toxicity	+	0.9858	98.58%

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	96.12%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.75%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	90.01%	91.19%
CHEMBL3922	P50579	Methionine aminopeptidase 2	88.06%	97.28%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.19%	95.50%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	81.61%	91.03%
CHEMBL259	P32245	Melanocortin receptor 4	81.10%	95.38%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.02%	94.45%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163077091
• LOTUS: LTS0104816
• wikiData: Q104996333