TropinoneCAS# 532-24-1 |
Quality Control & MSDS
Number of papers citing our products
Chemical structure
3D structure
Cas No. | 532-24-1 | SDF | Download SDF |
PubChem ID | 79038 | Appearance | White to yellowish solid |
Formula | C8H13NO | M.Wt | 139.19 |
Type of Compound | Alkaloids | Storage | Desiccate at -20°C |
Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
Chemical Name | 8-methyl-8-azabicyclo[3.2.1]octan-3-one | ||
SMILES | CN1C2CCC1CC(=O)C2 | ||
Standard InChIKey | QQXLDOJGLXJCSE-UHFFFAOYSA-N | ||
Standard InChI | InChI=1S/C8H13NO/c1-9-6-2-3-7(9)5-8(10)4-6/h6-7H,2-5H2,1H3 | ||
General tips | For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months. We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months. Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it. |
||
About Packaging | 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial. 2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial. 3. Try to avoid loss or contamination during the experiment. |
||
Shipping Condition | Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request. |
Description | Tropinone is a decane alkaloid, used as an intermediate in the synthesis of atropine sulfate. |
In vitro | Substrate flexibility and reaction specificity of tropinone reductase-like short-chain dehydrogenases.[Pubmed: 24583623]Bioorg Chem. 2014 Apr;53:37-49.Annotations of protein or gene sequences from large scale sequencing projects are based on protein size, characteristic binding motifs, and conserved catalytic amino acids, but biochemical functions are often uncertain.
|
Structure Identification | J Org Chem. 2014 Dec 5;79(23):11609-18.A twist on facial selectivity of hydride reductions of cyclic ketones: twist-boat conformers in cyclohexanone, piperidone, and tropinone reactions.[Pubmed: 25372509]The role of twist-boat conformers of cyclohexanones in hydride reductions was explored.
Chem Commun (Camb). 2013 Nov 28;49(92):10775-7.Robinson's landmark synthesis of tropinone.[Pubmed: 24116374]The 1917 total synthesis of Tropinone by Sir Robert Robinson represents a landmark achievement in organic synthesis. Decades ahead of its time in terms of its retrosynthetic logic and biomimetic approach, the elegant combination of these two elements in this synthesis continues to serve as an inspiration for the development of new and efficient strategies for complex molecule synthesis. |
Tropinone Dilution Calculator
Tropinone Molarity Calculator
1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
1 mM | 7.1844 mL | 35.9221 mL | 71.8442 mL | 143.6885 mL | 179.6106 mL |
5 mM | 1.4369 mL | 7.1844 mL | 14.3688 mL | 28.7377 mL | 35.9221 mL |
10 mM | 0.7184 mL | 3.5922 mL | 7.1844 mL | 14.3688 mL | 17.9611 mL |
50 mM | 0.1437 mL | 0.7184 mL | 1.4369 mL | 2.8738 mL | 3.5922 mL |
100 mM | 0.0718 mL | 0.3592 mL | 0.7184 mL | 1.4369 mL | 1.7961 mL |
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations. |
Calcutta University
University of Minnesota
University of Maryland School of Medicine
University of Illinois at Chicago
The Ohio State University
University of Zurich
Harvard University
Colorado State University
Auburn University
Yale University
Worcester Polytechnic Institute
Washington State University
Stanford University
University of Leipzig
Universidade da Beira Interior
The Institute of Cancer Research
Heidelberg University
University of Amsterdam
University of Auckland
TsingHua University
The University of Michigan
Miami University
DRURY University
Jilin University
Fudan University
Wuhan University
Sun Yat-sen University
Universite de Paris
Deemed University
Auckland University
The University of Tokyo
Korea University
- Anethole trithione
Catalog No.:BCN8510
CAS No.:532-11-6
- Methyocarbamol
Catalog No.:BCC3813
CAS No.:532-03-6
- Etomidate hydrochloride
Catalog No.:BCC4255
CAS No.:53188-20-8
- Fagomine
Catalog No.:BCC1569
CAS No.:53185-12-9
- 6-Aminoindole
Catalog No.:BCC8763
CAS No.:5318-27-4
- Pirfenidone
Catalog No.:BCC5086
CAS No.:53179-13-8
- Acemetacin
Catalog No.:BCC4424
CAS No.:53164-05-9
- Delphinidin-3-sambubioside chloride
Catalog No.:BCN3148
CAS No.:53158-73-9
- Euscaphic acid
Catalog No.:BCN5702
CAS No.:53155-25-2
- Buprenorphine hydrochloride
Catalog No.:BCC5215
CAS No.:53152-21-9
- Rapamycin (Sirolimus)
Catalog No.:BCC3592
CAS No.:53123-88-9
- Boc-Pyr-OH
Catalog No.:BCC3329
CAS No.:53100-44-0
- Euparin
Catalog No.:BCN7191
CAS No.:532-48-9
- ar-Turmerone
Catalog No.:BCN7516
CAS No.:532-65-0
- Coixol
Catalog No.:BCN5703
CAS No.:532-91-2
- 2''-O-Galloylhyperin
Catalog No.:BCN1218
CAS No.:53209-27-1
- H-Sar-NH2.HCl
Catalog No.:BCC3333
CAS No.:5325-64-4
- Boc-Tyr(Me)-OH
Catalog No.:BCC3268
CAS No.:53267-93-9
- [Ala11,D-Leu15]-Orexin B
Catalog No.:BCC5877
CAS No.:532932-99-3
- CV 1808
Catalog No.:BCC7163
CAS No.:53296-10-9
- Fmoc-Cys(Bzl)-OH
Catalog No.:BCC3475
CAS No.:53298-33-2
- Tigloidine
Catalog No.:BCN1945
CAS No.:533-08-4
- Sesamol
Catalog No.:BCN2594
CAS No.:533-31-3
- 1,2,4-Benzenetriol
Catalog No.:BCC8409
CAS No.:533-73-3
Robinson's landmark synthesis of tropinone.[Pubmed:24116374]
Chem Commun (Camb). 2013 Nov 28;49(92):10775-7.
The 1917 total synthesis of Tropinone by Sir Robert Robinson represents a landmark achievement in organic synthesis. Decades ahead of its time in terms of its retrosynthetic logic and biomimetic approach, the elegant combination of these two elements in this synthesis continues to serve as an inspiration for the development of new and efficient strategies for complex molecule synthesis.
A twist on facial selectivity of hydride reductions of cyclic ketones: twist-boat conformers in cyclohexanone, piperidone, and tropinone reactions.[Pubmed:25372509]
J Org Chem. 2014 Dec 5;79(23):11609-18.
The role of twist-boat conformers of cyclohexanones in hydride reductions was explored. The hydride reductions of a cis-2,6-disubstituted N-acylpiperidone, an N-acylTropinone, and tert-butylcyclohexanone by lithium aluminum hydride and by a bulky borohydride reagent were investigated computationally and compared to experiment. Our results indicate that in certain cases, factors such as substrate conformation, nucleophile bulkiness, and remote steric features can affect stereoselectivity in ways that are difficult to predict by the general Felkin-Anh model. In particular, we have calculated that a twist-boat conformation is relevant to the reactivity and facial selectivity of hydride reduction of cis-2,6-disubstituted N-acylpiperidones with a small hydride reagent (LiAlH4) but not with a bulky hydride (lithium triisopropylborohydride).
Substrate flexibility and reaction specificity of tropinone reductase-like short-chain dehydrogenases.[Pubmed:24583623]
Bioorg Chem. 2014 Apr;53:37-49.
Annotations of protein or gene sequences from large scale sequencing projects are based on protein size, characteristic binding motifs, and conserved catalytic amino acids, but biochemical functions are often uncertain. In the large family of short-chain dehydrogenases/reductases (SDRs), functional predictions often fail. Putative Tropinone reductases, named Tropinone reductase-like (TRL), are SDRs annotated in many genomes of organisms that do not contain tropane alkaloids. SDRs in vitro often accept several substrates complicating functional assignments. Cochlearia officinalis, a Brassicaceae, contains tropane alkaloids, in contrast to the closely related Arabidopsis thaliana. TRLs from Arabidopsis and the Tropinone reductase isolated from Cochlearia (CoTR) were investigated for their catalytic capacity. In contrast to CoTR, none of the Arabidopsis TRLs reduced Tropinone in vitro. NAD(H) and NADP(H) preferences were relaxed in two TRLs, and protein homology models revealed flexibility of amino acid residues in the active site allowing binding of both cofactors. TRLs reduced various carbonyl compounds, among them terpene ketones. The reduction was stereospecific for most of TRLs investigated, and the corresponding terpene alcohol oxidation was stereoselective. Carbonyl compounds that were identified to serve as substrates were applied for modeling pharmacophores of each TRL. A database of commercially available compounds was screened using the pharmacophores. Compounds identified as potential substrates were confirmed by turnover in vitro. Thus pharmacophores may contribute to better predictability of biochemical functions of SDR enzymes.