Soyasapogenol A

Base Information

• Chemical Name: Soyasapogenol A
• CAS No.: 508-01-0
• Molecular Formula: C30H50O4
• Molecular Weight: 474.725
• UNII: 43T6J3O9WL
• ChEMBL ID: CHEMBL1762006
• Metabolomics Workbench ID: 62205
• Nikkaji Number: J12.223H
• Wikidata: Q27131898
• Mol file: 508-01-0.mol

Synonyms:olean-12-ene-3,21,22,23-tetrol;soyasapogenol A

Chemical Property of Soyasapogenol A

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 308～312℃
• Boiling Point: 571.795°C at 760 mmHg
• Flash Point: 233.552°C
• PSA: 80.92000
• Density: 1.14
• LogP: 5.08290
• XLogP3: 5.8
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 474.37091007
• Heavy Atom Count: 34
• Complexity: 881

Purity/Quality:

≥98% ^*data from raw suppliers

SoyasapogenolA ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(CC2C3=CCC4C5(CCC(C(C5CCC4(C3(CCC2(C(C1O)O)C)C)C)(C)CO)O)C)C
• Isomeric SMILES: C[C@]12CC[C@@H]([C@]([C@@H]1CC[C@@]3([C@@H]2CC=C4[C@]3(CC[C@@]5([C@H]4CC([C@H]([C@H]5O)O)(C)C)C)C)C)(C)CO)O

Technology Process of Soyasapogenol A

There total 8 articles about Soyasapogenol A 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:

desglucosylsoyasaponin A1 methyl ester → β-D-glucose (492-61-5) + D-glucuronic acid (489-91-8,528-16-5,552-12-5,577-46-8,643-33-4,2240-07-5,6294-16-2,10133-02-5,18402-78-3,18968-14-4,21179-08-8,23018-83-9,33599-45-0,33599-46-1,46171-67-9,46171-69-1,46172-26-3,70021-34-0,71031-08-8,104195-06-4,106499-29-0,124817-72-7) + β-D-galactopyranoside (7296-64-2) + L-arabinose (7296-55-1) + soyasapogenol A (508-01-0)

Guidance literature:

With hydrogenchloride; water; In 1,4-dioxane; for 2h; Reflux;

DOI:10.5012/bkcs.2011.32.10.3650

Reference yield:

3β,21β,22β,24-tetrahydroxyolean-12-en-3-O-α-L-rhamnopyranosyl-(1-3)-[α-L-rhamnopyranosyl-(1-2)]-β-D-galactopyranosyl-(1-2)-β-D-glucuronopyranosyl-21-O-α-L-rhamnopyranoside → D-glucuronic acid (6556-12-3,489-91-8,528-16-5,552-12-5,577-46-8,643-33-4,2240-07-5,6294-16-2,10133-02-5,18402-78-3,18968-14-4,21179-08-8,23018-83-9,33599-45-0,33599-46-1,46171-67-9,46171-69-1,46172-26-3,70021-34-0,71031-08-8,104195-06-4,106499-29-0,124817-72-7) + L-Rhamnose (3615-41-6,478518-52-4) + D-Galactose (59-23-4) + soyasapogenol A (508-01-0)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; water; at 90 ℃; for 2h; Title compound not separated from byproducts;

DOI:10.1016/S0031-9422(02)00112-7

Reference yield:

22-O-β-D-glucopyranosyl-(1->3)-α-L-arabinopyranosyl-3-O-α-L-rhamnopyranosyl-(1->2)-α-L-arabinopyranosyl-(1->2)-β-D-glucuronopyranosyl-soyasapogenol A (1161733-94-3) → L-arabinose (5328-37-0) + L-Rhamnose (3615-41-6,478518-52-4) + D-glucose (50-99-7) + D-Glucuronic acid (6556-12-3,25249-06-3,25990-10-7,36562-70-6,36655-86-4) + soyasapogenol A (508-01-0)

Guidance literature:

With hydrogenchloride; water; In 1,4-dioxane; at 100 ℃; for 2h;

DOI:10.1016/j.phytochem.2009.03.022

upstream raw materials:

22-O-β-D-glucopyranosyl-(1->3)-α-L-arabinopyranosyl-3-O-α-L-rhamnopyranosyl-(1->2)-β-D-galactopyranosyl-(1->2)-β-D-glucuronopyranosyl-soyasapogenol A

21-O-acetyl-22-O-β-D-glucopyranosyl-(1->3)-α-L-arabinopyranosyl-3-O-β-D-glucopyranosyl-(1->2)-β-D-galactopyranosyl-(1->2)-β-D-glucuronopyranosyl-soyasapogenol A

22-O-β-D-glucopyranosyl-(1->3)-α-L-arabinopyranosyl-3-O-β-D-xylopyranosyl-(1->2)-β-D-galactopyranosyl-(1->2)-β-D-glucuronopyranosyl-soyasapogenol A

22-O-β-D-glucopyranosyl-(1->3)-α-L-arabinopyranosyl-3-O-β-D-glucuronopyranosyl-soyasapogenol A

Downstream raw materials:

C₃₇H₅₄O₄

C₄₀H₅₈O₇S

C₄₁H₅₈O₆

C₃₉H₅₆O₅

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