Solamargine

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Solamargine
Solamargine.svg
Names
IUPAC name
(3β,22α,25R)-Spirosol-5-en-3-yl 6-deoxy-α-L-mannopyranosyl-(1→2)-[6-deoxy-α-L-mannopyranosyl-(1→4)]-β-D-glucopyranoside
Other names
Solamargin; δ-Solanigrine
Identifiers
20311-51-7 N
ChEMBL ChEMBL443114 YesY
ChemSpider 66278 YesY
Jmol 3D model Interactive image
PubChem 73611
Properties
C45H73NO15
Molar mass 868.07 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YesYN ?)
Infobox references

Solamargine is a poisonous chemical compound that occurs in plants of the Solanaceae family, such as potatoes, tomatoes, and eggplants.[1][2] It has been also isolated from Solanum nigrum fungal endophyte Aspergillus flavus[3] It is a glycoalkaloid derived from the steroidal alkaloid solasodine.

Solamargine was one component of the unsuccessful experimental cancer drug candidate Coramsine.

See also[edit]

References[edit]

  1. ^ Al Chami, L.; Mendez, R.; Chataing, B.; O'Callaghan, J.; Usubilliga, A.; Lacruz, L. (2003). "Toxicological effects of α-solamargine in experimental animals". Phytotherapy Research. 17 (3): 254–8. doi:10.1002/ptr.1122. 
  2. ^ Blankemeyer, J. T.; McWilliams, M. L.; Rayburn, J. R.; Weissenberg, M.; Friedman, M. (1998). "Developmental toxicology of solamargine and solasonine glycoalkaloids in frog embryos". Food and Chemical Toxicology. 36 (5): 383–9. doi:10.1016/s0278-6915(97)00164-6. PMID 9662413. 
  3. ^ El-Hawary, S.s.; Mohammed, R.; AbouZid, S.f.; Bakeer, W.; Ebel, R.; Sayed, A.m.; Rateb, M.e. (2016-04-01). "Solamargine production by a fungal endophyte of Solanum nigrum". Journal of Applied Microbiology. 120 (4): 900–911. doi:10.1111/jam.13077. ISSN 1365-2672.