CAS 20562-02-1

α-Solanine

Description:

α-Solanine is a glycoalkaloid primarily found in species of the nightshade family, particularly in potatoes and tomatoes. It is a toxic compound that can cause gastrointestinal and neurological symptoms when ingested in significant amounts. Structurally, α-solanine consists of a steroidal alkaloid backbone with a sugar moiety, specifically a solanidine core linked to a carbohydrate component. This compound is known for its bitter taste and is part of the plant's defense mechanism against herbivores and pathogens. α-Solanine is soluble in water and organic solvents, which contributes to its bioavailability in biological systems. The toxicity of α-solanine is attributed to its ability to disrupt cell membranes and interfere with cholinergic signaling. While it has been studied for potential medicinal properties, such as anti-cancer effects, its toxic nature necessitates caution in consumption. Proper storage and preparation of nightshade vegetables can help minimize the risk of solanine poisoning, particularly in green or sprouted potatoes, where levels of this alkaloid can be elevated.

Formula: C₄₅H₇₃NO₁₅

InChI: InChI=1S/C45H73NO15/c1-19-6-9-27-20(2)31-28(46(27)16-19)15-26-24-8-7-22-14-23(10-12-44(22,4)25(24)11-13-45(26,31)5)57-43-40(61-41-37(54)35(52)32(49)21(3)56-41)39(34(51)30(18-48)59-43)60-42-38(55)36(53)33(50)29(17-47)58-42/h7,19-21,23-43,47-55H,6,8-18H2,1-5H3/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-/m0/s1

InChI key: InChIKey=ZGVSETXHNHBTRK-UDJLNJFBSA-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])(N9[C@@]([C@H]3C)(CC[C@H](C)C9)[H])[H])[H]

Synonyms:

• (3beta)-solanid-5-en-3-yl 6-deoxy-beta-L-mannopyranosyl-(1->2)-[beta-D-glucopyranosyl-(1->3)]-beta-D-galactopyranoside
• (3beta,22beta)-solanid-5-en-3-yl 6-deoxy-alpha-L-mannopyranosyl-(1->2)-[beta-D-glucopyranosyl-(1->3)]-beta-D-galactopyranoside
• (3β)-Solanid-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
• 1H-Naphth[2′,1′:4,5]indeno[1,2-b]indolizine, β-<span class="text-smallcaps">D</span>-galactopyranoside deriv.
• A-solanine from potato sprouts
• Solanidane, β-<span class="text-smallcaps">D</span>-galactopyranoside deriv.
• alpha-Solanine
• α-Solanin
• α-Solanine
• β-<span class="text-smallcaps">D</smallcap>-Galactopyranoside, (3β)-solanid-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)-solanid-5-en-3-yl O-6-deoxy-α-L-mannopyranosyl-(1→2)-O-[β-D-glucopyranosyl-(1→3)]-
• Solanidane, β-D-galactopyranoside deriv.
• (3β)-Solanid-5-en-3-yl O-6-deoxy-α-L-mannopyranosyl-(1→2)-O-[β-D-glucopyranosyl-(1→3)]-β-D-galactopyranoside

α-Solanine

CAS: 20562-02-1

alpha-Solanine 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: 11-1652S

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

CAS: 20562-02-1

Formula: C₄₅H₇₃NO₁₅

Purity: 95%

Color and Shape: Solid

Molecular weight: 868.0588

Ref: IN-DA002A8O

a-Solanine

CAS: 20562-02-1

Formula: C₄₅H₇₃NO₁₅

Purity: ≥ 95.0%

Color and Shape: White to off-white powder

Molecular weight: 868.06

Ref: 7W-GC7225

α-Solanine

CAS: 20562-02-1

α-Solanine

Purity: ≥98%

Molecular weight: 868.06g/mol

Ref: 54-BUP20777

α-Solanine

CAS: 20562-02-1

Alpha-Solanine alters antioxidative enzyme activities and MDA and PCO concentrations and GST activity in fat body and midgut.

Formula: C₄₅H₇₃NO₁₅

Purity: 99.37%

Color and Shape: Solid

Molecular weight: 868.06

Ref: TM-TN1376

α-Solanine

CAS: 20562-02-1

Formula: C₄₅H₇₃NO₁₅

Purity: 95%~99%

Molecular weight: 868.071

Ref: BP-BP0156

Α-solanine

CAS: 20562-02-1

Natural alkaloid

Formula: C₄₅H₇₃NO₁₅

Purity: ≥ 95.0 % (HPLC)

Color and Shape: Powder

Molecular weight: 868.08

Ref: 5G-80074

α-Solanine

CAS: 20562-02-1

Applications α-Solanine is produced as a by product in the synthesis of α-Chaconine. α-Chaconine is a glycoalkaloid displaying nerve toxin activity. Potential antifungal activity.
References El-Said, S. et al.: Res. Rev. Biosci., 7, 129 (2013); Yamashoji, S. et al.: Food Chem., 141, 669 (2013);

Formula: C₄₅H₇₃NO₁₅

Color and Shape: Neat

Molecular weight: 868.06

Ref: TR-S676503

a-Solanine

CAS: 20562-02-1

α-Solanine is a steroidal glycoalkaloid found in species of the nightshade family (Solanaceae), such as the potato (Solanum tuberosum). It can occur in any part of the plant, including the leaves, fruit, and tubers. It is very toxic even in small quantities and it is one of the plant's natural defenses. Solanine was first isolated in 1820 by Desfosses from the berries of the European black nightshade (Solanum nigrum), after which it was named. Solanine has fungicidal and pesticidal properties, and solanine hydrochloride has been used as a commercial pesticide, but never on a large scale. Solanine has sedative and anticonvulsant properties and has been used as a treatment for asthma and as an anticongestant.

Formula: C₄₅H₇₃NO₁₅

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 868.06 g/mol

Ref: 3D-OS29324