Trigonelloside C

Base Information

• Chemical Name: Trigonelloside C
• CAS No.: 60478-69-5
• Molecular Formula: C₅₁H₈₄O₂₂
• Molecular Weight: 1049.21
• DSSTox Substance ID: DTXSID50331659
• Nikkaji Number: J1.892.846I
• Wikidata: Q27108482
• Metabolomics Workbench ID: 122383
• ChEMBL ID: CHEMBL1163175
• Mol file: 60478-69-5.mol

Synonyms:Trigonelloside C;Asparasaponin I;CHEBI:9718;60478-69-5;CHEMBL1163175;C08917;DTXSID50331659;Q27108482;(22R,25S)-3beta-(2-O,4-O-Di-alpha-L-rhamnopyranosyl-beta-D-glucopyranosyloxy)-26-(beta-D-glucopyranosyloxy)furosta-5-ene-22-ol

Chemical Property of Trigonelloside C

Chemical Property:

• XLogP3: -1.3
• Hydrogen Bond Donor Count: 13
• Hydrogen Bond Acceptor Count: 22
• Rotatable Bond Count: 14
• Exact Mass: 1048.54542430
• Heavy Atom Count: 73
• Complexity: 1900

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1C2C(CC3C2(CCC4C3CC=C5C4(CCC(C5)OC6C(C(C(C(O6)CO)OC7C(C(C(C(O7)C)O)O)O)O)OC8C(C(C(C(O8)C)O)O)O)C)C)OC1(CCC(C)COC9C(C(C(C(O9)CO)O)O)O)O
• Isomeric SMILES: C[C@H]1[C@H]2[C@H](C[C@@H]3[C@@]2(CC[C@H]4[C@H]3CC=C5[C@@]4(CC[C@@H](C5)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O[C@H]7[C@@H]([C@@H]([C@H]([C@@H](O7)C)O)O)O)O)O[C@H]8[C@@H]([C@@H]([C@H]([C@@H](O8)C)O)O)O)C)C)O[C@@]1(CC[C@H](C)CO[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)O

Technology Process of Trigonelloside C

There total 2 articles about Trigonelloside C which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

26-O-β-D-glucopyranosyl-22-O-methylfurost-5-ene-3β,26-diol 3-O-β-chacotrioside (54522-52-0,60478-70-8,139490-48-5) → proto-dioscin (21494-98-4,55056-80-9,60478-69-5,90288-44-1)

Guidance literature:

In water; acetone; for 10h; Heating;

Reference yield:

C52H86O22 (54522-52-0,60478-70-8,139490-48-5) → trigonelloside C (21494-98-4,55056-80-9,60478-69-5,90288-44-1)

Guidance literature:

With acetone; for 4h; Heating;

Reference yield:

trigonelloside C (21494-98-4,55056-80-9,60478-69-5,90288-44-1) → D-glucose (50-99-7) + dioscin (60478-68-4,19057-60-4)

Guidance literature:

With furostanol glycoside 26-O-β-glucosidase-cDNA;

DOI:10.1016/S0031-9422(99)00100-4

upstream raw materials:

26-O-β-D-glucopyranosyl-22-O-methylfurost-5-ene-3β,26-diol 3-O-β-chacotrioside

C₅₂H₈₆O₂₂

Downstream raw materials:

D-glucose

dioscin

Refernces

• 1、 Watanabe, Yoshiaki,Sanada, Shuichi,Ida, Yoshiteru,Shoji, Junzo. "Comparative Studies on the Constituents of Ophiopogonis Tuber and Its Congeners. I. Studies of the Constituents of the Subterranean Part of Liriope platyphylla Wang et Tang.". . p. 1980 - 1990. Retrieved 2007/10/02.