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

α-Solamargine

CAS: 20311-51-7

alpha-Solamargine analytical standard provided with w/w absolute assay, to be used for quantitative titration.

Formula: C₄₅H₇₃NO₁₅

Purity: (HPLC) ≥98%

Color and Shape: Powder

Molecular weight: 868.08

Ref: 11-1653S

Solamargine

CAS: 20311-51-7

Formula: C₄₅H₇₃NO₁₅

Purity: 98%

Color and Shape: Solid

Molecular weight: 868.0588

Ref: IN-DA00BF6H

Solamargine

CAS: 20311-51-7

Solamargine

Purity: ≥98%

Molecular weight: 868.06g/mol

Ref: 54-BUP05239

(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,12,12

CAS: 20311-51-7

(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,12,12

Purity: ≥98%

Molecular weight: 868.06g/mol

Ref: 54-OR1026221

Solamargine

CAS: 20311-51-7

Formula: C₄₅H₇₃NO₁₅

Molecular weight: 868.07

Ref: 7W-GY9459

Solamargine

CAS: 20311-51-7

Formula: C₄₅H₇₃NO₁₅

Purity: 95%~99%

Molecular weight: 868.071

Ref: BP-BP1320

Solamargine

CAS: 20311-51-7

Solamargine, a steroidal alkaloid from Solanum nigrum, inhibits cancer cell growth and induces apoptosis.

Formula: C₄₅H₇₃NO₁₅

Purity: 99.17% - 99.96%

Color and Shape: Solid

Molecular weight: 868.06

Ref: TM-T4034

Α-solamargine

CAS: 20311-51-7

Natural alkaloid

Formula: C₄₅H₇₃NO₁₅

Purity: ≥ 90.0 % (HPLC)

Color and Shape: Powder

Molecular weight: 868.08

Ref: 5G-83270

a-Solamargine

CAS: 20311-51-7

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: C₄₅H₇₃NO₁₅

Purity: Min. 95%

Color and Shape: White Powder

Molecular weight: 868.06 g/mol

Ref: 3D-OS65545

a-Solamargine extrapure, 98%

CAS: 20311-51-7

Formula: C₄₅H₇₃NO₁₅

Purity: min. 98%

Color and Shape: White to beige, Powder

Molecular weight: 868.06

Ref: SR-99957

SOLAMARGINE

CAS: 20311-51-7

Purity: ≥98%

Molecular weight: 868.0709839

Ref: 10-F808650

α-Solamargine

CAS: 20311-51-7

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: C₄₅H₇₃NO₁₅

Color and Shape: Neat

Molecular weight: 868.06

Ref: TR-S676518