CAS 20311-51-7
:Solamargine
Description:
Solamargine is a glycoalkaloid compound primarily found in plants of the Solanaceae family, particularly in species such as Solanum tuberosum (potato) and Solanum melongena (eggplant). It is characterized by its complex structure, which includes a steroidal backbone and a sugar moiety, typically a rhamnose unit. Solamargine exhibits various biological activities, including potential anti-cancer, anti-inflammatory, and antimicrobial properties, making it a subject of interest in pharmacological research. The compound is known for its toxicity at higher concentrations, which can lead to symptoms such as gastrointestinal distress. Its mechanism of action often involves the disruption of cellular membranes and interference with cellular signaling pathways. Due to its dual nature as both a bioactive compound and a potential toxin, solamargine's presence in food sources necessitates careful consideration regarding its concentration and effects on human health. As research continues, solamargine may offer insights into new therapeutic avenues while highlighting the importance of understanding plant-derived compounds in nutrition and medicine.
Formula:C45H73NO15
InChI:InChI=1S/C45H73NO15/c1-19-9-14-45(46-17-19)20(2)30-28(61-45)16-27-25-8-7-23-15-24(10-12-43(23,5)26(25)11-13-44(27,30)6)57-42-39(60-41-36(53)34(51)32(49)22(4)56-41)37(54)38(29(18-47)58-42)59-40-35(52)33(50)31(48)21(3)55-40/h7,19-22,24-42,46-54H,8-18H2,1-6H3/t19-,20+,21+,22+,24+,25-,26+,27+,28+,29-,30+,31+,32+,33-,34-,35-,36-,37+,38-,39-,40+,41+,42-,43+,44+,45-/m1/s1
InChI key:InChIKey=MBWUSSKCCUMJHO-ZGXDEBHDSA-N
SMILES:C[C@@]12[C@@]3([C@](C[C@]1([C@]4([C@](CC2)([C@]5(C)C(=CC4)C[C@@H](O[C@H]6[C@H](O[C@H]7[C@H](O)[C@H](O)[C@@H](O)[C@H](C)O7)[C@@H](O)[C@H](O[C@H]8[C@H](O)[C@H](O)[C@@H](O)[C@H](C)O8)[C@@H](CO)O6)CC5)[H])[H])[H])(O[C@@]9([C@H]3C)CC[C@@H](C)CN9)[H])[H]
Synonyms:- (3beta,22alpha,25R)-Spirosol-5-en-3-yl 6-deoxy-alpha-L-mannopyranosyl-(1->2)-[6-deoxy-alpha-L-mannopyranosyl-(1->4)]-beta-D-glucopyranoside
- (3beta,22alpha,25R)-spirosol-5-en-3-yl 6-deoxy-alpha-L-mannopyranosyl-(1->2)-[6-deoxy-beta-L-mannopyranosyl-(1->4)]-beta-D-glucopyranoside
- (3beta,22alpha,25R)-spirosol-5-en-3-yl 6-deoxyhexopyranosyl-(1->2)-[6-deoxyhexopyranosyl-(1->4)]hexopyranoside
- (3β,22α,25R)-Spirosol-5-en-3-yl O-6-deoxy-α-<span class="text-smallcaps">L</smallcap>-mannopyranosyl-(1→2)-O-[6-deoxy-α-<smallcap>L</smallcap>-mannopyranosyl-(1→4)]-β-<smallcap>D</span>-glucopyranoside
- NSC 407810
- Solamargin
- Solamargine
- beta-D-glucopyranoside, (3beta,22alpha,25R)-spirosol-5-en-3-yl O-6-deoxy-alpha-L-mannopyranosyl-(1->2)-O-[6-deoxy-alpha-L-mannopyranosyl-(1->4)]-
- beta-D-glucopyranoside, (3beta,22alpha,25R)-spirosol-5-en-3-yl O-6-deoxy-alpha-L-mannopyranosyl-(1->2)-O-[6-deoxy-beta-L-mannopyranosyl-(1->4)]-
- α-Solamargine
- β-<span class="text-smallcaps">D</smallcap>-Glucopyranoside, (3β,22α,25R)-spirosol-5-en-3-yl O-6-deoxy-α-<smallcap>L</smallcap>-mannopyranosyl-(1→2)-O-[6-deoxy-α-<smallcap>L</span>-mannopyranosyl-(1→4)]-
- δ-Solanigrine
- (3β,22α,25R)-Spirosol-5-en-3-yl O-6-deoxy-α-L-mannopyranosyl-(1→2)-O-[6-deoxy-α-L-mannopyranosyl-(1→4)]-β-D-glucopyranoside
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(2S,2'S,3R,3'R,4R,4'R,5R,5'R,6S,6'S)-6,6'-(((2R,3S,4S,5R,6R)-4-Hydroxy-2-(Hydroxymethyl)-6-(((2'R,4S,5'R,6Ar,6Bs,8As,8Br,9S,11As,12As,12Bs)-5',6A,8A,9-Tetramethyl-1,3,4,5,6,6A,6B,7,8,8A,8B,9,11A,12,12A,12B-Hexadecahydrospiro[Naphtho[2',1':4,5]Indeno[2,1-B
CAS:Formula:C45H73NO15Purity:98%Color and Shape:SolidMolecular weight:868.0588α-Solamargine
CAS:alpha-Solamargine analytical standard provided with w/w absolute assay, to be used for quantitative titration.Formula:C45H73NO15Purity:(HPLC) ≥98%Color and Shape:PowderMolecular weight:868.08Solamargine (Standard)
CAS:Solamargine (Standard) is a reference standard for research and analysis in studies involving Solamargine. Solamargine (δ-Solanigrine) is a major steroidal alkaloid glycoside extracted from a traditional Chinese medicine herb, Solanum nigrum L. (SNL); has been shown to inhibit growth and induce apoptosis of various cancer cells.Formula:C45H73NO15Molecular weight:868.0588Solamargine
CAS:Solamargine, a steroidal alkaloid from Solanum nigrum, inhibits cancer cell growth and induces apoptosis.Formula:C45H73NO15Purity:99.17% - 99.96%Color and Shape:SolidMolecular weight:868.0588α-Solamargine
CAS:Natural alkaloidFormula:C45H73NO15Purity:≥ 90.0 % (HPLC)Color and Shape:PowderMolecular weight:868.08a-Solamargine
CAS:This compound is a cytotoxic glycoalkaloid and a commonly found secondary metabolite in the plants of the genus Solanum. Solamargine penetrates cell membrane, inhibits growth of tumoral cell lines and induces apoptosis at low micromolar concentrations. It also sensitises cancer cell lines to the treatment with chemotherapeutic agents, such as cisplatin, epirubicin and trastuzumab. The compound was seen to inhibit P-glycoprotein in neuroblastoma cell line.
Formula:C45H73NO15Purity:Min. 95%Color and Shape:White PowderMolecular weight:868.06 g/molSolamargine
CAS:(2S,2'S,3R,3'R,4R,4'R,5R,5'R,6S,6'S)-6,6'-(((2R,3S,4S,5R,6R)-4-Hydroxy-2-(hydroxymethyl)-6-(((2'R,4S,5'R,6aR,6bS,8aS,8bR,9S,11aS,12aS,12bS)-5',6a,8a,9-tetramethyl-1,3,4,5,6,6a,6b,7,8,8a,8b,9,11a,12,12a,12b-hexadecahydrospiro[naphtho[2',1':4,5]indeno[2,1-b]furan-10,2'-piperidin]-4-yl)oxy)tetrahydro-2H-pyran-3,5-diyl)bis(oxy))bis(2-methyltetrahydro-2H-pyran-3,4,5-triol)Formula:C45H73NO15Purity:98%Molecular weight:868.06a-Solamargine extrapure, 98%
CAS:Formula:C45H73NO15Purity:min. 98%Color and Shape:White to beige, PowderMolecular weight:868.06Alpha-Solamargine
CAS:Applications α-Solamargine is a steroidal glycosyl-alkaloid which displays inactivation of PI3-L/Akt and reduction for SP1 and p65 in the suppression of human lung cancer cells.
References Chen, Y. et al.L J. Exp. Clin. Canc. Res., 34, 154 (2015);Formula:C45H73NO15Color and Shape:NeatMolecular weight:868.06
