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Key Documents

93550

Sigma-Aldrich

Tropine

≥97.0% (NT)

Synonym(s):

3-Tropanol

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About This Item

Empirical Formula (Hill Notation):
C8H15NO
CAS Number:
Molecular Weight:
141.21
Beilstein:
80188
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

≥97.0% (NT)

form

powder

impurities

0-3% water

solubility

H2O: 0.1 g/mL, clear

storage temp.

2-8°C

SMILES string

CN1[C@H]2CC[C@@H]1C[C@H](O)C2

InChI

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

InChI key

CYHOMWAPJJPNMW-JIGDXULJSA-N

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Related Categories

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Birgit Dräger
Phytochemistry, 67(4), 327-337 (2006-01-24)
Two stereospecific oxidoreductases constitute a branch point in tropane alkaloid metabolism. Products of tropane metabolism are the alkaloids hyoscyamine, scopolamine, cocaine, and polyhydroxylated nortropane alkaloids, the calystegines. Both tropinone reductases reduce the precursor tropinone to yield either tropine or pseudotropine.
Heike Kaiser et al.
Planta, 225(1), 127-137 (2006-07-18)
Tropinone reductases (TRs) are essential enzymes in the tropane alkaloid biosynthesis, providing either tropine for hyoscyamine and scopolamine formation or providing pseudotropine for calystegines. Two cDNAs coding for TRs were isolated from potato (Solanum tuberosum L.) tuber sprouts and expressed
Rawia Zayed et al.
Zeitschrift fur Naturforschung. C, Journal of biosciences, 59(11-12), 863-867 (2005-01-26)
Hairy root cultures of Brugmansia suaveolens were set up by infection of root tips with Agrobacterium rhizogenes. The successful transformation was confirmed by analysing rolC and virC genes using polymerase chain reaction (PCR). Hairy root cultures were employed to study
A Yamashita et al.
Biochemistry, 38(24), 7630-7637 (1999-07-01)
Tropinone reductase-II (TR-II) catalyzes the NADPH-dependent reduction of the carbonyl group of tropinone to a beta-hydroxyl group. The crystal structure of TR-II complexed with NADP+ and pseudotropine (psi-tropine) has been determined at 1.9 A resolution. A seven-residue peptide near the
Gábor Maksay et al.
Bioorganic & medicinal chemistry, 17(19), 6872-6878 (2009-09-04)
Heteroaromatic carboxylic esters of (nor)tropine were synthesized. Tropine esters displaced [(3)H]strychnine binding to glycine receptors of rat spinal cord with low Hill slopes. Two-site displacement resulted in nanomolar IC(50,1) and micromolar IC(50,2) values, and IC(50,2)/IC(50,1) ratios up to 615 depending

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