CAS 19121-58-5

Solasonine

Description:

Solasonine is a glycoalkaloid primarily found in certain species of the Solanaceae family, particularly in plants like the bitter potato and some varieties of eggplant. It is characterized by its complex structure, which includes a steroidal backbone and a sugar moiety, typically linked to a nitrogen atom. Solasonine exhibits a range of biological activities, including potential antifungal and insecticidal properties, which contribute to the plant's defense mechanisms. However, it is also known for its toxicity, as high concentrations can lead to adverse health effects in humans and animals, including gastrointestinal disturbances and neurological symptoms. The compound is soluble in alcohol and slightly soluble in water, which influences its extraction and analysis in laboratory settings. Due to its toxic nature, solasonine is of interest in both pharmacological research and food safety assessments, necessitating careful handling and study to understand its effects and potential applications.

Formula: C₄₅H₇₃NO₁₆

InChI: InChI=1/C45H73NO16/c1-19-8-13-45(46-16-19)20(2)30-27(62-45)15-26-24-7-6-22-14-23(9-11-43(22,4)25(24)10-12-44(26,30)5)57-42-39(61-40-36(54)34(52)31(49)21(3)56-40)38(33(51)29(18-48)59-42)60-41-37(55)35(53)32(50)28(17-47)58-41/h6,19-21,23-42,46-55H,7-18H2,1-5H3/t19-,20+,21+,23+,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=QCTMYNGDIBTNSK-XEAAVONHSA-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]8O[C@H](CO)[C@@H](O)[C@H](O)[C@H]8O)[C@@H](O)[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)-[beta-D-glucopyranosyl-(1->3)]-beta-D-galactopyranoside
• (3beta,22alpha,25S)-spirosol-5-en-3-yl 6-deoxy-alpha-L-mannopyranosyl-(1->2)-[beta-D-glucopyranosyl-(1->3)]-beta-D-galactopyranoside
• (3beta,22alpha,25S)-spirosol-5-en-3-yl 6-deoxyhexopyranosyl-(1->2)-[hexopyranosyl-(1->3)]hexopyranoside
• (3β,22α,25R)-Spirosol-5-en-3-yl O-6-deoxy-α-<span class="text-smallcaps">L</smallcap>-mannopyranosyl-(1→2)-O-[β-<smallcap>D</smallcap>-glucopyranosyl-(1→3)]-β-<smallcap>D</span>-galactopyranoside
• Nsc 82149
• Solasonin
• Spirosolane, β-<span class="text-smallcaps">D</span>-galactopyranoside deriv.
• Tomatine solaradixine
• alpha-Solasonine
• beta-D-Galactopyranoside, (3beta,22alpha,25R)-spirosol-5-en-3-yl O-6-deoxy-alpha-L-mannopyranosyl-(1-2)-O-(beta-D-glucopyranosyl-(1-3))-
• α-Solasonine
• β-<span class="text-smallcaps">D</smallcap>-Galactopyranoside, (3β,22α,25R)-spirosol-5-en-3-yl O-6-deoxy-α-<smallcap>L</smallcap>-mannopyranosyl-(1→2)-O-[β-<smallcap>D</span>-glucopyranosyl-(1→3)]-
• β-D-Galactopyranoside, (3β,22α,25R)-spirosol-5-en-3-yl O-6-deoxy-α-L-mannopyranosyl-(1→2)-O-[β-D-glucopyranosyl-(1→3)]-
• Spirosolane, β-D-galactopyranoside deriv.
• Solasonine
• (3β,22α,25R)-Spirosol-5-en-3-yl O-6-deoxy-α-L-mannopyranosyl-(1→2)-O-[β-D-glucopyranosyl-(1→3)]-β-D-galactopyranoside
• SOLANINE S
• SOLASODAMINE
• [(22R,25R)-Spirosol-5-en-3β-yl]2-O-(6-deoxy-α-L-mannopyranosyl)-3-O-(β-D-glucopyranosyl)-β-D-galactopyranoside
• SOLASONINE(RG)
• Solasonine 19121-58-5
• PURAPURINE
• 5-SOLASODEN-3BETA-OL 3-O-6-D-DEOXY-ALPHA-L-MONOPYRANOSYL (1->2)-BETA-D-GLUCOPYRANOSYL (1->3)-BETA-D-GALACTOPYRANOSIDE
• .beta.-D-Galactopyranoside, (3.beta.,22.alpha.,25R)-spirosol-5-en-3-yl O-6-deoxy-.alpha.-L-mannopyranosyl-(1?2)-O-.beta.-D-glucopyranosyl-(1?3)-
• (2S,3R,4S,5S,6R)-2-(((2R,3S,4S,5R,6R)-3-hydroxy-2-(hydroxymethyl)-6-(((2'S,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)-5-(((2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)tetrahydro-2H-pyran-4-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol
• SOLANCARPIN
• Solasoonine

α-Solasonine

CAS: 19121-58-5

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

Formula: C₄₅H₇₃NO₁₆

Purity: (HPLC) ≥98%

Color and Shape: Powder

Molecular weight: 884.08

Ref: 11-1658S

β-D-Galactopyranoside, (3β,22α,25R)-spirosol-5-en-3-yl O-6-deoxy-α-L-mannopyranosyl-(1→2)-O-[β-D-glucopyranosyl-(1→3)]-

CAS: 19121-58-5

Formula: C₄₅H₇₃NO₁₆

Purity: 98%

Molecular weight: 884.0582

Ref: IN-DA002F3Y

Solasonine

CAS: 19121-58-5

Formula: C₄₅H₇₃NO₁₆

Purity: ≥ 98.0%

Color and Shape: White to off-white solid

Molecular weight: 884.06

Ref: 7W-GP5592

Solasonine

CAS: 19121-58-5

Solasonine

Purity: ≥98%

Molecular weight: 884.06g/mol

Ref: 54-BUP00772

Solasonine

CAS: 19121-58-5

Solasonine displays leishmanicidal activity against promastigote forms of L. amazonensis.

Formula: C₄₅H₇₃NO₁₆

Purity: 95%~99%

Molecular weight: 884.07

Ref: BP-BP1323

Solasonine

CAS: 19121-58-5

Solasonine exerts leishmanicidal activity against promastigote forms of L. amazonensis.

Formula: C₄₅H₇₃NO₁₆

Purity: 98% - 99.8%

Color and Shape: Solid

Molecular weight: 884.06

Ref: TM-T3901

Α-solasonine

CAS: 19121-58-5

Natural alkaloid

Formula: C₄₅H₇₃NO₁₆

Purity: ≥ 90.0 % (HPLC)

Color and Shape: Powder

Molecular weight: 884.07

Ref: 5G-83271

Solasonine

CAS: 19121-58-5

Solasonine is a cytotoxic glycoalkaloid found in plants of the genus Solanum. This steroidal glucoside has anti-proliferative activity and can trigger apoptosis. In breast cancer cell lines, it activates the mitochondrial cytochrome c-mediated pathway. In a liver cancer in vitro model, solasonine inhibits interactions between mortalin, a Hsp70 chaperone, and tumor suppressor p53, allowing p53 to activate the cell death pathway.

Formula: C₄₅H₇₃NO₁₆

Purity: Min. 95%

Color and Shape: White Powder

Molecular weight: 884.06 g/mol

Ref: 3D-OS65589

Solasonine extrapure, 98%

CAS: 19121-58-5

Formula: C₄₅H₇₃NO₁₆

Purity: min. 98.0%

Color and Shape: White to off-white to beige, Powder

Molecular weight: 884.06

Ref: SR-89725