3beta-Tigloyloxy-6beta-acetoxytropane

Details

• Internal ID: 85cc992b-f60f-4aed-be4a-5c9957575840
• Taxonomy: Alkaloids and derivatives > Tropane alkaloids
• IUPAC Name: [(1R,3S,5S,6R)-6-acetyloxy-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] (E)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1CC2CC(C(C1)N2C)OC(=O)C
• SMILES (Isomeric): C/C=C(\C)/C(=O)O[C@H]1C[C@@H]2C[C@H]([C@H](C1)N2C)OC(=O)C
• InChI: InChI=1S/C15H23NO4/c1-5-9(2)15(18)20-12-6-11-7-14(19-10(3)17)13(8-12)16(11)4/h5,11-14H,6-8H2,1-4H3/b9-5+/t11-,12+,13+,14-/m1/s1
• InChI Key: JZEPGIHACXZLFL-NYKPPTNSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₃NO₄
• Molecular Weight: 281.35 g/mol
• Exact Mass: 281.16270821 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.66
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

• 3.beta.-Tigloyloxy-6.beta.-acetoxytropane

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9385	93.85%
Caco-2	+	0.8396	83.96%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.4980	49.80%
OATP2B1 inhibitior	-	0.8587	85.87%
OATP1B1 inhibitior	+	0.9395	93.95%
OATP1B3 inhibitior	+	0.9403	94.03%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.8035	80.35%
P-glycoprotein inhibitior	-	0.8576	85.76%
P-glycoprotein substrate	-	0.7157	71.57%
CYP3A4 substrate	+	0.5815	58.15%
CYP2C9 substrate	-	0.6296	62.96%
CYP2D6 substrate	-	0.8017	80.17%
CYP3A4 inhibition	-	0.9682	96.82%
CYP2C9 inhibition	-	0.9064	90.64%
CYP2C19 inhibition	-	0.8792	87.92%
CYP2D6 inhibition	-	0.8135	81.35%
CYP1A2 inhibition	-	0.8062	80.62%
CYP2C8 inhibition	-	0.9605	96.05%
CYP inhibitory promiscuity	-	0.9430	94.30%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8907	89.07%
Carcinogenicity (trinary)	Non-required	0.6112	61.12%
Eye corrosion	-	0.9795	97.95%
Eye irritation	-	0.9244	92.44%
Skin irritation	-	0.7738	77.38%
Skin corrosion	-	0.9402	94.02%
Ames mutagenesis	-	0.5191	51.91%
Human Ether-a-go-go-Related Gene inhibition	-	0.4531	45.31%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	+	0.5462	54.62%
skin sensitisation	-	0.8761	87.61%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.5849	58.49%
Acute Oral Toxicity (c)	III	0.6176	61.76%
Estrogen receptor binding	-	0.6883	68.83%
Androgen receptor binding	-	0.8267	82.67%
Thyroid receptor binding	-	0.5739	57.39%
Glucocorticoid receptor binding	-	0.5861	58.61%
Aromatase binding	-	0.6856	68.56%
PPAR gamma	-	0.7783	77.83%
Honey bee toxicity	-	0.6785	67.85%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.7555	75.55%
Fish aquatic toxicity	+	0.7934	79.34%

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	97.26%	96.09%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	92.31%	97.21%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.49%	97.25%
CHEMBL340	P08684	Cytochrome P450 3A4	90.45%	91.19%
CHEMBL2581	P07339	Cathepsin D	88.36%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.56%	94.45%
CHEMBL284	P27487	Dipeptidyl peptidase IV	87.54%	95.69%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.62%	96.95%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	81.69%	97.53%
CHEMBL217	P14416	Dopamine D2 receptor	81.50%	95.62%
CHEMBL1899	P46098	Serotonin 3a (5-HT3a) receptor	81.10%	100.00%

Plants that contains it

• Datura stramonium

Cross-Links

• PubChem: 91750082
• LOTUS: LTS0052418
• wikiData: Q105137364