Solamargine
From Wikipedia, the free encyclopedia
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Names | |
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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
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Other names
Solamargin; δ-Solanigrine
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Identifiers | |
20311-51-7 ![]() |
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3D model (Jmol) | Interactive image |
ChEMBL | ChEMBL443114 ![]() |
ChemSpider | 66278 ![]() |
PubChem | 73611 |
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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).
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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]
- ^ 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.
- ^ 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.
- ^ 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.