Tropacocaine

Details

• Internal ID: 34d03b98-be25-4eba-8766-e351414e01f1
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Benzoic acid esters
• IUPAC Name: [(1R,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] benzoate
• SMILES (Canonical): CN1C2CCC1CC(C2)OC(=O)C3=CC=CC=C3
• SMILES (Isomeric): CN1[C@@H]2CC[C@H]1CC(C2)OC(=O)C3=CC=CC=C3
• InChI: InChI=1S/C15H19NO2/c1-16-12-7-8-13(16)10-14(9-12)18-15(17)11-5-3-2-4-6-11/h2-6,12-14H,7-10H2,1H3/t12-,13+,14?
• InChI Key: XQJMXPAEFMWDOZ-PBWFPOADSA-N
• Popularity: 26 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₉NO₂
• Molecular Weight: 245.32 g/mol
• Exact Mass: 245.141578849 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 3.00

Synonyms

• Tropacaine
• 537-26-8
• Pseudotropine benzoate
• Benzoylpseudotropine
• Benzoylpseudotropeine
• o-Benzoyltropine
• Benzoyl-psi-tropeine
• psi-Tropine benzoate
• Pseudotropanol benzilate
• 3alpha-benzoyloxytropane
• benzoyl tropine
• Benzilate of pseudotropanol
• Tropacocain
• Pseudotropine, benzoate (ester)
• 3beta-benzoyloxytropane
• CHEMBL1947051
• CHEMBL1947052
• 1I92X32F6H
• exo-8-Methyl-8-azabicyclo(3.2.1)-octan-3-ol benzoate
• [(1R,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] benzoate
• 1-alpha-H,5-alpha-H-Tropan-3-beta-ol, benzoate (ester)
• Benzoyltropeine
• Tropacocaine (hydrochloride)
• (1R,3S,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl benzoate
• EINECS 208-662-4
• 19145-60-9
• BRN 0084408
• Pseudotropin
• UNII-1I92X32F6H
• TROPACOCAINE [MI]
• 3.alpha.-Benzoyloxytropane
• 5-21-01-00226 (Beilstein Handbook Reference)
• TROPACOCAINE [WHO-DD]
• SCHEMBL1103723
• XQJMXPAEFMWDOZ-WDNDVIMCSA-N
• DTXSID301315378
• DTXSID601016911
• exo-8-Methyl-8-azabicyclo(3.2.1)octan-3-ol, benzoate (ester)
• BDBM50419731
• BDBM50419747
• AKOS040740353
• Q7845588
• (3-EXO)-8-METHYL-8-AZABICYCLO(3.2.1)OCTAN-3-OL 3-BENZOATE
• 8-Azabicyclo(3.2.1)octan-3-ol, 8-methyl-, benzoate (ester), endo-
• 8-azabicyclo[3.2.1]octan-3-ol, 8-methyl-, benzoate (ester), (3-exo)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

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	95.59%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.94%	98.95%
CHEMBL1899	P46098	Serotonin 3a (5-HT3a) receptor	94.56%	100.00%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	92.67%	94.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.97%	86.33%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	89.89%	97.53%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.88%	95.56%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	88.38%	94.62%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	87.39%	94.08%
CHEMBL1951	P21397	Monoamine oxidase A	87.13%	91.49%
CHEMBL340	P08684	Cytochrome P450 3A4	84.19%	91.19%
CHEMBL4208	P20618	Proteasome component C5	83.92%	90.00%
CHEMBL221	P23219	Cyclooxygenase-1	83.01%	90.17%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	82.90%	94.97%
CHEMBL2535	P11166	Glucose transporter	82.66%	98.75%
CHEMBL5028	O14672	ADAM10	82.36%	97.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.15%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.99%	95.89%
CHEMBL264	Q9Y5N1	Histamine H3 receptor	81.65%	91.43%

Plants that contains it

• Erythroxylum argentinum
• Erythroxylum coca
• Erythroxylum cuneatum
• Erythroxylum microphyllum
• Erythroxylum monogynum
• Erythroxylum sideroxyloides

Cross-Links

• PubChem: 637578
• LOTUS: LTS0170248
• wikiData: Q104254522