CAS 20562-03-2

α-Chaconine

Description:

α-Chaconine is a glycoalkaloid primarily found in potatoes, particularly in the green parts and sprouts. It is a naturally occurring toxic compound that belongs to the solanine family, which also includes solanine itself. α-Chaconine is characterized by its bitter taste and is known for its potential toxic effects when consumed in large quantities. The chemical structure of α-chaconine includes a steroidal alkaloid backbone with a sugar moiety, contributing to its solubility and biological activity. It exhibits antifungal and insecticidal properties, which may serve as a natural defense mechanism for the potato plant. While low levels of α-chaconine are generally considered safe for consumption, higher concentrations can lead to symptoms of poisoning, such as nausea, vomiting, and neurological disturbances. It is important to monitor and manage the levels of glycoalkaloids in potatoes to ensure food safety. Overall, α-chaconine serves as an interesting subject of study in both toxicology and agricultural science due to its dual role as a natural pesticide and potential health hazard.

Formula: C₄₅H₇₃NO₁₄

InChI: InChI=1/C45H73NO14/c1-19-7-10-28-20(2)31-29(46(28)17-19)16-27-25-9-8-23-15-24(11-13-44(23,5)26(25)12-14-45(27,31)6)57-43-40(60-42-37(53)35(51)33(49)22(4)56-42)38(54)39(30(18-47)58-43)59-41-36(52)34(50)32(48)21(3)55-41/h8,19-22,24-43,47-54H,7,9-18H2,1-6H3/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-/m0/s1

InChI key: InChIKey=TYNQWWGVEGFKRU-AJDPQWBVSA-N

SMILES: C[C@@]12[C@]([C@]3([C@](CC1)([C@]4(C)C(=CC3)C[C@@H](O[C@H]5[C@H](O[C@H]6[C@H](O)[C@H](O)[C@@H](O)[C@H](C)O6)[C@@H](O)[C@H](O[C@H]7[C@H](O)[C@H](O)[C@@H](O)[C@H](C)O7)[C@@H](CO)O5)CC4)[H])[H])(C[C@]8([C@@]2([C@H](C)[C@@]9(N8C[C@@H](C)CC9)[H])[H])[H])[H]

Synonyms:

• (3β)-Solanid-5-en-3-yl O-6-deoxy-α-L-mannopyranosyl-(1→2)-O-[6-deoxy-α-L-mannopyranosyl-(1→4)]-β-D-glucopyranoside
• 1H-Naphth[2′,1′:4,5]indeno[1,2-b]indolizine, β-D-glucopyranoside deriv.
• α-Chaconine
• β-D-Glucopyranoside, (3β)-solanid-5-en-3-yl O-6-deoxy-α-L-mannopyranosyl-(1→2)-O-[6-deoxy-α-L-mannopyranosyl-(1→4)]-
• Solanidane, β-D-glucopyranoside deriv.
• A-CHACONINE WITH TLC
• Solanida-5-ene-3β-yl 2-O,4-O-di(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranoside
• α-Chaconine from potato sprouts
• A-CHACONINE FROM POTATO SPROUTS
• CHACONINE, ALPHA-(SH)
• ALPHA-CHACOCINE
• [Solanid-5-en-3β-yl]2-O-(6-deoxy-α-L-mannopyranosyl)-4-O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranoside
• CHACONINE, A-
• alpha-chaconine from potato sprouts
• ALPHA-CHACONINE
• alpha-Chaconin
• BETA-D-GLUCOPYRANOSIDE, (3)-SOLANID-5-EN-3-YL O-6-DEOXY-L-MANNOPYRANOSYL-(1->2)-O-[6-DEOXY-L-MANNOPYRANOSYL-(1->4)]-
• ACONINE: -D-GLUCOPYRANOSIDE, (3)-SOLANID-5-EN-3-YL O-6-DEOXY--L-MANNOPYRANOSYL-(1->2)-O-[6-DEOXY--L-MANNOPYRANOSYL-(1->4)]-
• ALPA-CHACONINE

α-Chaconine

CAS: 20562-03-2

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

Formula: C₄₅H₇₃NO₁₄

Purity: (HPLC) ≥98%

Color and Shape: Powder

Molecular weight: 852.08

Ref: 11-1553S

a-Chaconine

CAS: 20562-03-2

Formula: C₄₅H₇₃NO₁₄

Purity: ≥ 98.0%

Color and Shape: White powder

Molecular weight: 852.08

Ref: 7W-GC5346

α-Chaconine

CAS: 20562-03-2

Formula: C₄₅H₇₃NO₁₄

Purity: 95%~99%

Molecular weight: 852.072

Ref: BP-BP4450

α-​Chaconine

CAS: 20562-03-2

Alpha-Chaconine has anti-inflammatory effect, associated with the suppression of AP-1, and supports its possible therapeutic role for the treatment of sepsis.

Formula: C₄₅H₇₃NO₁₄

Purity: 98%

Color and Shape: Solid

Molecular weight: 852.06

Ref: TM-TN1374

Α-chaconine

CAS: 20562-03-2

Natural alkaloid

Formula: C₄₅H₇₃NO₁₄

Purity: ≥ 95.0 % (HPLC)

Color and Shape: Powder

Molecular weight: 852.08

Ref: 5G-80075

α-Chaconine

CAS: 20562-03-2

Formula: C₄₅H₇₃NO₁₄

Color and Shape: Neat

Molecular weight: 852.06

Ref: TR-C291810

a-Chaconine

CAS: 20562-03-2

α-Chaconine is a glycoalkaloid compound, which is a naturally occurring chemical derived from plants in the Solanaceae family, particularly potatoes (Solanum tuberosum). It functions by inhibiting acetylcholinesterase, an enzyme essential for nerve function, leading to neuromuscular disruption. This inhibition results in increased levels of acetylcholine in synaptic clefts, causing prolonged nerve excitation and potential paralysis.

Formula: C₄₅H₇₃NO₁₄

Purity: Min. 98 Area-%

Color and Shape: White Powder

Molecular weight: 852.06 g/mol

Ref: 3D-OC29325