3-Hydroxy-6-isobutyryloxytropane

Details

• Internal ID: 312ac378-bcd8-4728-9747-20cfc52bf126
• Taxonomy: Alkaloids and derivatives > Tropane alkaloids
• IUPAC Name: [(1R,5S)-3-hydroxy-8-methyl-8-azabicyclo[3.2.1]octan-6-yl] 2-methylpropanoate
• SMILES (Canonical): CC(C)C(=O)OC1CC2CC(CC1N2C)O
• SMILES (Isomeric): CC(C)C(=O)OC1C[C@H]2CC(C[C@@H]1N2C)O
• InChI: InChI=1S/C12H21NO3/c1-7(2)12(15)16-11-5-8-4-9(14)6-10(11)13(8)3/h7-11,14H,4-6H2,1-3H3/t8-,9?,10+,11?/m1/s1
• InChI Key: ZCDAAJWACVZEQQ-VKAADOFISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₂₁NO₃
• Molecular Weight: 227.30 g/mol
• Exact Mass: 227.15214353 g/mol
• Topological Polar Surface Area (TPSA): 49.80 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 0.78
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• ZCDAAJWACVZEQQ-VKAADOFISA-N

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8711	87.11%
Caco-2	+	0.6994	69.94%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Lysosomes	0.5495	54.95%
OATP2B1 inhibitior	-	0.8535	85.35%
OATP1B1 inhibitior	+	0.9631	96.31%
OATP1B3 inhibitior	+	0.9409	94.09%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.9779	97.79%
P-glycoprotein inhibitior	-	0.9608	96.08%
P-glycoprotein substrate	-	0.8333	83.33%
CYP3A4 substrate	+	0.5086	50.86%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6994	69.94%
CYP3A4 inhibition	-	0.9755	97.55%
CYP2C9 inhibition	-	0.9227	92.27%
CYP2C19 inhibition	-	0.9273	92.73%
CYP2D6 inhibition	-	0.8527	85.27%
CYP1A2 inhibition	-	0.8625	86.25%
CYP2C8 inhibition	-	0.9864	98.64%
CYP inhibitory promiscuity	-	0.9830	98.30%
UGT catelyzed	-	0.6638	66.38%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6834	68.34%
Eye corrosion	-	0.9797	97.97%
Eye irritation	-	0.8931	89.31%
Skin irritation	-	0.8147	81.47%
Skin corrosion	-	0.9419	94.19%
Ames mutagenesis	-	0.5854	58.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6451	64.51%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	+	0.5087	50.87%
skin sensitisation	-	0.8816	88.16%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.6106	61.06%
Acute Oral Toxicity (c)	III	0.6256	62.56%
Estrogen receptor binding	-	0.6838	68.38%
Androgen receptor binding	-	0.7453	74.53%
Thyroid receptor binding	-	0.5378	53.78%
Glucocorticoid receptor binding	-	0.4850	48.50%
Aromatase binding	-	0.8814	88.14%
PPAR gamma	-	0.9128	91.28%
Honey bee toxicity	-	0.7370	73.70%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.7255	72.55%
Fish aquatic toxicity	-	0.6889	68.89%

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	96.74%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.38%	97.25%
CHEMBL2581	P07339	Cathepsin D	88.87%	98.95%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	87.99%	96.47%
CHEMBL340	P08684	Cytochrome P450 3A4	86.64%	91.19%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.60%	96.77%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	85.64%	97.21%
CHEMBL221	P23219	Cyclooxygenase-1	84.13%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.18%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.74%	95.89%
CHEMBL2007625	O75874	Isocitrate dehydrogenase [NADP] cytoplasmic	80.51%	99.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.29%	96.95%

Plants that contains it

• Datura stramonium

Cross-Links

• PubChem: 91750084
• LOTUS: LTS0046565
• wikiData: Q105371036