8-Azabicyclo[3.2.1]octane-3,6-diol, diacetate (ester)

Details

• Internal ID: 1bf4f5fe-6754-4983-a9e9-0cec3f499d0c
• Taxonomy: Alkaloids and derivatives > Tropane alkaloids
• IUPAC Name: (6-acetyloxy-8-methyl-8-azabicyclo[3.2.1]octan-3-yl) acetate
• SMILES (Canonical): CC(=O)OC1CC2CC(C(C1)N2C)OC(=O)C
• SMILES (Isomeric): CC(=O)OC1CC2CC(C(C1)N2C)OC(=O)C
• InChI: InChI=1S/C12H19NO4/c1-7(14)16-10-4-9-5-12(17-8(2)15)11(6-10)13(9)3/h9-12H,4-6H2,1-3H3
• InChI Key: ZBNGGJNWFWYOJK-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₉NO₄
• Molecular Weight: 241.28 g/mol
• Exact Mass: 241.13140809 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 0.72
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• 8-Azabicyclo[3.2.1]octane-3,6-diol, diacetate (ester)
• ZBNGGJNWFWYOJK-UHFFFAOYSA-N
• BDBM50475447
• 3-(Acetyloxy)-8-methyl-8-azabicyclo[3.2.1]oct-6-yl acetate #

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8628	86.28%
Caco-2	+	0.8710	87.10%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Lysosomes	0.5622	56.22%
OATP2B1 inhibitior	-	0.8559	85.59%
OATP1B1 inhibitior	+	0.9667	96.67%
OATP1B3 inhibitior	+	0.9401	94.01%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.9177	91.77%
P-glycoprotein inhibitior	-	0.9309	93.09%
P-glycoprotein substrate	-	0.7765	77.65%
CYP3A4 substrate	+	0.5484	54.84%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6884	68.84%
CYP3A4 inhibition	-	0.9689	96.89%
CYP2C9 inhibition	-	0.9415	94.15%
CYP2C19 inhibition	-	0.9509	95.09%
CYP2D6 inhibition	-	0.8227	82.27%
CYP1A2 inhibition	-	0.8909	89.09%
CYP2C8 inhibition	-	0.9843	98.43%
CYP inhibitory promiscuity	-	0.9820	98.20%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8907	89.07%
Carcinogenicity (trinary)	Non-required	0.6705	67.05%
Eye corrosion	-	0.9800	98.00%
Eye irritation	-	0.8740	87.40%
Skin irritation	-	0.8088	80.88%
Skin corrosion	-	0.9460	94.60%
Ames mutagenesis	-	0.5569	55.69%
Human Ether-a-go-go-Related Gene inhibition	-	0.6293	62.93%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	+	0.5034	50.34%
skin sensitisation	-	0.9156	91.56%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.5266	52.66%
Acute Oral Toxicity (c)	III	0.6370	63.70%
Estrogen receptor binding	-	0.8893	88.93%
Androgen receptor binding	-	0.8633	86.33%
Thyroid receptor binding	-	0.5798	57.98%
Glucocorticoid receptor binding	-	0.7097	70.97%
Aromatase binding	-	0.8265	82.65%
PPAR gamma	-	0.8738	87.38%
Honey bee toxicity	-	0.7583	75.83%
Biodegradation	+	0.5750	57.50%
Crustacea aquatic toxicity	-	0.7855	78.55%
Fish aquatic toxicity	-	0.5000	50.00%

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	97.57%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.17%	97.25%
CHEMBL340	P08684	Cytochrome P450 3A4	90.41%	91.19%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	89.86%	97.21%
CHEMBL2581	P07339	Cathepsin D	89.51%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.31%	94.45%
CHEMBL1899	P46098	Serotonin 3a (5-HT3a) receptor	84.11%	100.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.89%	96.95%

Plants that contains it

• Datura stramonium

Cross-Links

• PubChem: 565072
• LOTUS: LTS0149412
• wikiData: Q105370725