Tropine

    WARNING: This product is for research use only, not for human or veterinary use.

Hodoodo CAT#: H527060

CAS#: 120-29-6

Description: Tropine is a primary metabolite of tropine derivative drugs, such as atropine and benztropine.


Chemical Structure

img
Tropine
CAS# 120-29-6

Theoretical Analysis

Hodoodo Cat#: H527060
Name: Tropine
CAS#: 120-29-6
Chemical Formula: C8H15NO
Exact Mass: 141.12
Molecular Weight: 141.214
Elemental Analysis: C, 68.04; H, 10.71; N, 9.92; O, 11.33

Price and Availability

Size Price Availability Quantity
10g USD 200
50g USD 450
Bulk inquiry

Synonym: Tropine

IUPAC/Chemical Name: endo-8-Methyl-8-azabicyclo[3.2.1]octan-3-ol

InChi Key: CYHOMWAPJJPNMW-UHFFFAOYSA-N

InChi Code: InChI=1S/C8H15NO/c1-9-6-2-3-7(9)5-8(10)4-6/h6-8,10H,2-5H2,1H3

SMILES Code: OC1CC(N2C)CCC2C1

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >2 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

More Info:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 141.21 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
In vitro protocol:
In vivo protocol:

Molarity Calculator

Calculate the mass, volume, or concentration required for a solution.
=
x
x
g/mol

*When preparing stock solutions always use the batch-specific molecular weight of the product found on the vial label and SDS / CoA (available online).

Reconstitution Calculator

The reconstitution calculator allows you to quickly calculate the volume of a reagent to reconstitute your vial. Simply enter the mass of reagent and the target concentration and the calculator will determine the rest.

=
÷

Dilution Calculator

Calculate the dilution required to prepare a stock solution.
x
=
x

1: Zhao K, Zeng J, Zhao T, Zhang H, Qiu F, Yang C, Zeng L, Liu X, Chen M, Lan X, Liao Z. Enhancing Tropane Alkaloid Production Based on the Functional Identification of Tropine-Forming Reductase in Scopolia lurida, a Tibetan Medicinal Plant. Front Plant Sci. 2017 Oct 16;8:1745. doi: 10.3389/fpls.2017.01745. eCollection 2017. PubMed PMID: 29085381; PubMed Central PMCID: PMC5650612.

2: Marín-Sáez J, Romero-González R, Garrido Frenich A. Multi-analysis determination of tropane alkaloids in cereals and solanaceaes seeds by liquid chromatography coupled to single stage Exactive-Orbitrap. J Chromatogr A. 2017 Oct 6;1518:46-58. doi: 10.1016/j.chroma.2017.08.052. Epub 2017 Aug 25. PubMed PMID: 28870544.

3: Falcone CE, Jaman Z, Wleklinski M, Koswara A, Thompson DH, Cooks RG. Reaction screening and optimization of continuous-flow atropine synthesis by preparative electrospray mass spectrometry. Analyst. 2017 Jul 24;142(15):2836-2845. doi: 10.1039/c7an00622e. PubMed PMID: 28703239.

4: Küster N, Rosahl S, Dräger B. Potato plants with genetically engineered tropane alkaloid precursors. Planta. 2017 Feb;245(2):355-365. doi: 10.1007/s00425-016-2610-7. Epub 2016 Oct 25. PubMed PMID: 27783159.

5: Wu H, Yao S, Qian G, Song H. Development of tropine-salt aqueous two-phase systems and removal of hydrophilic ionic liquids from aqueous solution. J Chromatogr A. 2016 Aug 26;1461:1-9. doi: 10.1016/j.chroma.2016.06.081. Epub 2016 Jul 1. PubMed PMID: 27485150.

6: Romek KM, Remaud GS, Silvestre V, Paneth P, Robins RJ. Non-statistical 13C Fractionation Distinguishes Co-incident and Divergent Steps in the Biosynthesis of the Alkaloids Nicotine and Tropine. J Biol Chem. 2016 Aug 5;291(32):16620-9. doi: 10.1074/jbc.M116.734087. Epub 2016 Jun 10. PubMed PMID: 27288405; PubMed Central PMCID: PMC4974377.

7: Qiang W, Xia K, Zhang Q, Zeng J, Huang Y, Yang C, Chen M, Liu X, Lan X, Liao Z. Functional characterisation of a tropine-forming reductase gene from Brugmansia arborea, a woody plant species producing tropane alkaloids. Phytochemistry. 2016 Jul;127:12-22. doi: 10.1016/j.phytochem.2016.03.008. Epub 2016 Mar 14. PubMed PMID: 26988730.

8: Qian G, Song H, Yao S. Immobilized chiral tropine ionic liquid on silica gel as adsorbent for separation of metal ions and racemic amino acids. J Chromatogr A. 2016 Jan 15;1429:127-33. doi: 10.1016/j.chroma.2015.11.083. Epub 2015 Dec 3. PubMed PMID: 26711153.

9: Zarubina IV, Fedorova OV, Shabano PD. [ANALGESIC EFFECT OF TROPALGIN ON THERMAL PAIN IN RATS WITH DIFFERENT PAIN THRESHOLDS]. Eksp Klin Farmakol. 2015;78(8):7-9. Russian. PubMed PMID: 26591574.

10: Wu H, Yao S, Qian G, Yao T, Song H. A resolution approach of racemic phenylalanine with aqueous two-phase systems of chiral tropine ionic liquids. J Chromatogr A. 2015 Oct 30;1418:150-7. doi: 10.1016/j.chroma.2015.09.058. Epub 2015 Sep 21. PubMed PMID: 26422309.

11: Lesiak AD, Cody RB, Dane AJ, Musah RA. Plant seed species identification from chemical fingerprints: a high-throughput application of direct analysis in real time mass spectrometry. Anal Chem. 2015 Sep 1;87(17):8748-57. doi: 10.1021/acs.analchem.5b01611. Epub 2015 Aug 18. PubMed PMID: 26237339.

12: Nguyen TK, Jamali A, Lanoue A, Gontier E, Dauwe R. Unravelling the architecture and dynamics of tropane alkaloid biosynthesis pathways using metabolite correlation networks. Phytochemistry. 2015 Aug;116:94-103. doi: 10.1016/j.phytochem.2015.03.005. Epub 2015 Mar 27. PubMed PMID: 25823585.

13: Schmidt GW, Jirschitzka J, Porta T, Reichelt M, Luck K, Torre JC, Dolke F, Varesio E, Hopfgartner G, Gershenzon J, D'Auria JC. The last step in cocaine biosynthesis is catalyzed by a BAHD acyltransferase. Plant Physiol. 2015 Jan;167(1):89-101. doi: 10.1104/pp.114.248187. Epub 2014 Nov 18. PubMed PMID: 25406120; PubMed Central PMCID: PMC4281001.

14: Roĭtman AP, Lysikov OIu, Bugrov AV, Maksimova IA, Dolgov VV. [The evaluation of prognostic value of biomarkers in patients with chronic cardiac insufficiency]. Klin Lab Diagn. 2014 Jul;59(7):11-4. Russian. PubMed PMID: 25346981.

15: Bedewitz MA, Góngora-Castillo E, Uebler JB, Gonzales-Vigil E, Wiegert-Rininger KE, Childs KL, Hamilton JP, Vaillancourt B, Yeo YS, Chappell J, DellaPenna D, Jones AD, Buell CR, Barry CS. A root-expressed L-phenylalanine:4-hydroxyphenylpyruvate aminotransferase is required for tropane alkaloid biosynthesis in Atropa belladonna. Plant Cell. 2014 Sep;26(9):3745-62. doi: 10.1105/tpc.114.130534. Epub 2014 Sep 16. PubMed PMID: 25228340; PubMed Central PMCID: PMC4213168.

16: Kushwaha AK, Sangwan NS, Trivedi PK, Negi AS, Misra L, Sangwan RS. Tropine forming tropinone reductase gene from Withania somnifera (Ashwagandha): biochemical characteristics of the recombinant enzyme and novel physiological overtones of tissue-wide gene expression patterns. PLoS One. 2013 Sep 25;8(9):e74777. doi: 10.1371/journal.pone.0074777. eCollection 2013. PubMed PMID: 24086372; PubMed Central PMCID: PMC3783447.

17: Carbonell P, Carlsson L, Faulon JL. Stereo signature molecular descriptor. J Chem Inf Model. 2013 Apr 22;53(4):887-97. doi: 10.1021/ci300584r. Epub 2013 Apr 5. PubMed PMID: 23527586.

18: Kushwaha AK, Sangwan NS, Tripathi S, Sangwan RS. Molecular cloning and catalytic characterization of a recombinant tropine biosynthetic tropinone reductase from Withania coagulans leaf. Gene. 2013 Mar 10;516(2):238-47. doi: 10.1016/j.gene.2012.11.091. Epub 2012 Dec 22. PubMed PMID: 23266822.

19: Kai G, Zhang A, Guo Y, Li L, Cui L, Luo X, Liu C, Xiao J. Enhancing the production of tropane alkaloids in transgenic Anisodus acutangulus hairy root cultures by over-expressing tropinone reductase I and hyoscyamine-6β-hydroxylase. Mol Biosyst. 2012 Nov;8(11):2883-90. doi: 10.1039/c2mb25208b. Epub 2012 Sep 6. PubMed PMID: 22955966.

20: Lang R, Shi L, Li D, Xia C, Li F. A general method for palladium-catalyzed direct carbonylation of indole with alcohol and phenol. Org Lett. 2012 Aug 17;14(16):4130-3. doi: 10.1021/ol3017726. Epub 2012 Jul 27. PubMed PMID: 22839509.