Tropine
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MedKoo CAT#: 592279

CAS#: 120-29-6

Description: Tropine is a biochemical.


Chemical Structure

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Tropine
CAS# 120-29-6

Theoretical Analysis

MedKoo Cat#: 592279
Name: Tropine
CAS#: 120-29-6
Chemical Formula: C8H15NO
Exact Mass: 141.12
Molecular Weight: 141.210
Elemental Analysis: C, 68.04; H, 10.71; N, 9.92; O, 11.33

Price and Availability

Size Price Availability Quantity
10g USD 260
50g USD 500
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Synonym: Tropine; NSC 43870; NSC-43870; NSC43870

IUPAC/Chemical Name: 1-alpha-H,5-alpha-H-Tropan-3-alpha-ol

InChi Key: CYHOMWAPJJPNMW-RNLVFQAGSA-N

InChi Code: InChI=1S/C8H15NO/c1-9-6-2-3-7(9)5-8(10)4-6/h6-8,10H,2-5H2,1H3/t6-,7+,8-

SMILES Code: [H][C@]12C[C@@H](O)C[C@](CC1)(N2C)[H]

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: >3 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: 2934.99.03.00

Product Data:

Preparing Stock Solutions

The following data is based on the product molecular weight 141.210000000000000000000000000000 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

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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: 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. 3: 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. 4: 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. 5: 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. 6: 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;1418:150-157. doi: 10.1016/j.chroma.2015.09.058. Epub 2015 Sep 21. PubMed PMID: 26422309. 7: 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. 8: 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. 9: Molinié R, Kwiecień RA, Silvestre V, Robins RJ. Determination of nitrogen-15 isotope fractionation in tropine: evaluation of extraction protocols for isotope ratio measurement by isotope ratio mass spectrometry. Rapid Commun Mass Spectrom. 2009 Dec;23(24):4031-7. doi: 10.1002/rcm.4344. PubMed PMID: 19924779. 10: Giraudeau P, Guignard N, Hillion E, Baguet E, Akoka S. Optimization of homonuclear 2D NMR for fast quantitative analysis: application to tropine-nortropine mixtures. J Pharm Biomed Anal. 2007 Mar 12;43(4):1243-8. Epub 2006 Nov 21. PubMed PMID: 17118605. 11: Gyermek L. Structure-activity relationships among derivatives of dicarboxylic acid esters of tropine. Pharmacol Ther. 2002 Oct;96(1):1-21. Review. PubMed PMID: 12441175. 12: Rádl S, Hafner W, Budesínsky M, Hejnová L, Krejcí I. Synthesis, analgesic activity, and binding properties of some epibatidine analogs with a tropine skeleton. Arch Pharm (Weinheim). 2000 Jun;333(6):167-74. PubMed PMID: 10909188. 13: Toyomura N, Kuwano E. Effect of tropine derivatives, antimuscarinic agents, on the growth of Bombyx mori larvae. Biosci Biotechnol Biochem. 1998 Oct;62(10):2046-8. PubMed PMID: 9836442. 14: Bartholomew BA, Smith MJ, Trudgill PW, Hopper DJ. Atropine Metabolism by Pseudomonas sp. Strain AT3: Evidence for Nortropine as an Intermediate in Tropine Breakdown and Reactions Leading to Succinate. Appl Environ Microbiol. 1996 Sep;62(9):3245-50. PubMed PMID: 16535398; PubMed Central PMCID: PMC1388936. 15: Bartholomew BA, Smith MJ, Long MT, Darcy PJ, Trudgill PW, Hopper DJ. Tropine dehydrogenase: purification, some properties and an evaluation of its role in the bacterial metabolism of tropine. Biochem J. 1995 Apr 15;307 ( Pt 2):603-8. PubMed PMID: 7733902; PubMed Central PMCID: PMC1136690. 16: Paulose KP. Spontaneous reversal of a tropine induced delirium in organophosphorous compound poisoning. J Assoc Physicians India. 1994 Jun;42(6):508. PubMed PMID: 7852248. 17: Chen SQ, Yu ST, Geng RL, Dan ZY. [Studies on the synthesis and neuromuscular-blocking activity of symmetrical bis-and poly-quaternary derivatives of quinuclidine and tropine]. Yao Xue Xue Bao. 1987 May;22(5):347-53. Chinese. PubMed PMID: 3687459. 18: Fischer V, Baldeck JP, Wiebel FJ. Metabolism of the tropine indole-3-carboxylate ICS 205-930 by differentiated rat and human hepatoma cells. Mol Toxicol. 1987-1988 Fall;1(4):341-50. PubMed PMID: 2855746. 19: Koelen KJ, Gross GG. Partial purification and properties of tropine dehydrogenase from root cultures of Datura stramonium. Planta Med. 1982 Apr;44(4):227-30. PubMed PMID: 17402126. 20: Moreno-Yanes JA, Mahler HR. Photaffinity labeling of specific muscarinic antagonist binding sites of brain: I. Preliminary studies using two p-azidophenylacetate esters of tropine. Biochem Biophys Res Commun. 1980 Jan 29;92(2):610-7. PubMed PMID: 7356485.