α-tomatin

from Wikipedia, the free encyclopedia
Structural formula
Structural formula of tomatin
General
Surname α-tomatin
other names
  • Lycopersicin
  • Spirosolan
  • Tomatin
  • alpha tomatin
Molecular formula C 50 H 83 NO 21
Brief description

beige solid

External identifiers / databases
CAS number 17406-45-0
EC number 241-429-5
ECHA InfoCard 100,037,647
PubChem 28523
Wikidata Q288051
properties
Molar mass 1034.19 g mol −1
Physical state

firmly

Melting point

263–267 ° C (decomposition)

solubility
  • soluble in DMSO (> 20 g l −1 )
  • soluble in ethanol
safety instructions
GHS labeling of hazardous substances
07 - Warning

Caution

H and P phrases H: 302
P: no P-phrases
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

α-Tomatin is a steroid glycoside and glycoalkaloid from the group of Solanum alkaloids .

Occurrence and effect

Tomato ( Solanum lycopersicum )

It occurs in the tomato ( Solanum lycopersicum ) and in other Solanum species.

α-Tomatin is composed of Tomatidin and β-Lycotetraose . It protects the tomato plant against attack by potato beetle larvae and has against the pathogen of tomato wilt and other pathogenic fungi and lichens an antibiotic effect. Some fungi can convert α-tomatin into β-tomatin , which is less toxic to them, with the help of a glucosidase .

Individual evidence

  1. ↑ a b c d e data sheet Tomatine hydrate, ≥95% (HPLC) from Sigma-Aldrich , accessed on May 14, 2017 ( PDF ).
  2. ↑ Burkhard Fugmann, Susanne Lang-Fugmann, Wolfgang Steglich: RÖMPP Encyclopedia Natural Products, 1st Edition, 2000 . Georg Thieme Verlag, 2014, ISBN 3-13-179311-2 , p. 592 ( limited preview in Google Book search).
  3. ^ William M. Haynes: CRC Handbook of Chemistry and Physics, 97th Edition . CRC Press, 2016, ISBN 978-1-4987-5429-3 , pp. 514 ( limited preview in Google Book search).
  4. ↑ a b Helmut Kindl: Biochemistry of Plants . Springer-Verlag, 2013, ISBN 978-3-642-78574-0 , p. 374 ( limited preview in Google Book search).
  5. ^ Brockhaus ABC Chemie , VEB FA Brockhaus Verlag Leipzig 1965, p. 1425.
  6. ↑ Lexikon der Biochemie-online (accessed December 26, 2009).