Chemistry:Solamargine
From HandWiki
| |
| Names | |
|---|---|
| IUPAC name
(22R,25R)-Spirosol-5-en-3β-yl α-L-rhamnopyranosyl-(1→2)-[α-L-rhamnopyranosyl-(1→4)]-β-D-glucopyranoside
| |
| Systematic IUPAC name
(2S,2′S,3R,3′R,4R,4′R,5R,5′R,6S,6′S)-2,2′-{[(2R,3S,4S,5R,6R)-4-Hydroxy-2-(hydroxymethyl)-6-{[(2S,2′R,4aR,4bS,5′R,6aS,6bR,7S,9aS,10aS,10bS)-4a,5′,6a,7-tetramethyl-1,2,3,4,4a,4b,5,6,6a,6b,7,9a,10,10a,10b,11-hexadecahydrospiro[naptho[2′,1′:4,5]indeno[2,1-b]furan-8,2′-piperidin]-2-yl]oxy}oxane-3,5-diyl]bis(oxy)}bis(6-methyloxane-3,4,5-triol) | |
| Other names
Solamargin; δ-Solanigrine
| |
| Identifiers | |
3D model (JSmol)
|
|
| ChEMBL | |
| ChemSpider | |
PubChem CID
|
|
| UNII | |
| |
| |
| Properties | |
| C45H73NO15 | |
| Molar mass | 868.071 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
 verify (what is   ?)
| |
| Infobox references | |
Tracking categories (test):
Solamargine is a cytotoxic chemical compound that occurs in plants of the family Solanaceae, 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
References
- ↑ Al Chami, L.; Mendez, R.; Chataing, B. et al. (2003). "Toxicological effects of α-solamargine in experimental animals". Phytotherapy Research 17 (3): 254–8. doi:10.1002/ptr.1122. PMID 12672156. http://cat.inist.fr/?aModele=afficheN&cpsidt=14637560.
- ↑ Blankemeyer, J. T.; McWilliams, M. L.; Rayburn, J. R. et al. (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. et al. (2016-04-01). "Solamargine production by a fungal endophyte of Solanum nigrum" (in en). Journal of Applied Microbiology 120 (4): 900–911. doi:10.1111/jam.13077. ISSN 1365-2672. PMID 26811095.
External links
 |
