Lyaloside

Base Information

• Chemical Name: Lyaloside
• CAS No.: 56021-85-3
• Molecular Formula: C27H30N2O9
• Molecular Weight: 526.543
• UNII: 6LZ8JS4RJN
• Nikkaji Number: J1.245.887H
• Wikidata: Q104251054
• Mol file: 56021-85-3.mol

Synonyms:Lyaloside;6LZ8JS4RJN;56021-85-3;Methyl (2S,3R,4S)-3-ethenyl-4-(9H-pyrido(3,4-b)indol-1-ylmethyl)-2-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy-3,4-dihydro-2H-pyran-5-carboxylate;UNII-6LZ8JS4RJN;2H-PYRAN-5-CARBOXYLIC ACID, 3-ETHENYL-2-(.BETA.-D-GLUCOPYRANOSYLOXY)-3,4-DIHYDRO-4-(9H-PYRIDO(3,4-B)INDOL-1-YLMETHYL)-, METHYL ESTER, (2S-(2.ALPHA.,3.BETA.,4.BETA.))-;2H-Pyran-5-carboxylic acid, 3-ethenyl-2-(beta-D-glucopyranosyloxy)-3,4-dihydro-4-(9H-pyrido(3,4-b)indol-1-ylmethyl)-, methyl ester, (2S-(2alpha,3beta,4beta))-

Chemical Property of Lyaloside

Chemical Property:

• PSA: 163.59000
• LogP: 0.90670
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 8
• Exact Mass: 526.19513054
• Heavy Atom Count: 38
• Complexity: 887

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=COC(C(C1CC2=NC=CC3=C2NC4=CC=CC=C34)C=C)OC5C(C(C(C(O5)CO)O)O)O
• Isomeric SMILES: COC(=O)C1=CO[C@H]([C@@H]([C@@H]1CC2=NC=CC3=C2NC4=CC=CC=C34)C=C)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O
• Description: A glucoalkaloid, lyaloside is also present in Pauridiantha Iyalli. The β-glucose moiety of this base has been determined by hydrolisis with β-glucosidase.

Technology Process of Lyaloside

There total 2 articles about Lyaloside 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:

6'-trans feruloyl lyaloside (83404-71-1) → Methyl ferulate (2309-07-1) + lyaloside (56021-85-3)

Guidance literature:

With potassium methanolate; In methanol; for 48h;

DOI:10.1016/0040-4020(82)80223-8

Reference yield:

6'-trans sinapoyl lyaloside (83404-73-3) → methyl (E)-sinapate (42041-51-0) + lyaloside (56021-85-3)

Guidance literature:

With potassium methanolate; In methanol; for 48h;

DOI:10.1016/0040-4020(82)80223-8

Reference yield:

lyaloside (56021-85-3) → harmane (486-84-0)

Guidance literature:

With emulsin; at 37 ℃; for 120h; acetate buffer (pH 4.7);

upstream raw materials:

6'-trans feruloyl lyaloside

6'-trans sinapoyl lyaloside

Downstream raw materials:

harmane

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