Gypsogenin

Base Information

• Chemical Name: Gypsogenin
• CAS No.: 639-14-5
• Molecular Formula: C30H46 O4
• Molecular Weight: 470.693
• European Community (EC) Number: 211-353-7
• UNII: 2A9SGC905J
• DSSTox Substance ID: DTXSID701026577
• Nikkaji Number: J16.958G
• Wikidata: Q20054523
• Metabolomics Workbench ID: 28748
• ChEMBL ID: CHEMBL2386825
• Mol file: 639-14-5.mol

Synonyms:gypsogenin

Chemical Property of Gypsogenin

Chemical Property:

• Melting Point: 274-276°
• Refractive Index: 1.4800 (estimate)
• Boiling Point: 492.11°C (rough estimate)
• PSA: 74.60000
• Density: 0.9967 (rough estimate)
• LogP: 6.41260
• XLogP3: 6.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 470.33960994
• Heavy Atom Count: 34
• Complexity: 936

Purity/Quality:

97% ^*data from raw suppliers

Gypsogenin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C=O)O)C)C)C2C1)C)C(=O)O)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(CC5)(C)C)C(=O)O)C)C)(C)C=O)O

Technology Process of Gypsogenin

There total 23 articles about Gypsogenin 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: 84.0%

hedaragenin (465-99-6) → gypsogenin (639-14-5)

Guidance literature:

With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; dimethyl sulfoxide; at 23 ℃; for 6h;

DOI:10.1016/j.phytol.2020.06.005

Reference yield: 75.0%

3β-[(O-β-D-glucopyranosyl-(1-> 3)-α-L-arabinopyranosyl)oxy]-23-oxo-olean-12-en-28-oic acid β-D-glucopyranoside → β-D-glucose (492-61-5) + L-arabinose (7296-55-1) + gypsogenin (639-14-5)

Guidance literature:

With hydrogenchloride; In methanol; at 100 ℃; for 2h;

DOI:10.1016/j.phytochem.2008.03.001

Reference yield:

gypsogenin 28-O-α-D-galactopyranosyl’-(1→6)-β-D-glucopyranosyl-(1 →6)[β-D-glucopyranosyl-(1→3)]-β-D-glucopyranosylester (1028100-31-3) → β-D-glucose (492-61-5) + β-D-galactopyranoside (7296-64-2) + gypsogenin (639-14-5)

Guidance literature:

With hydrogenchloride; at 90 ℃; for 4h;

DOI:10.1016/j.bmc.2007.12.053

upstream raw materials:

28-Hydroxy-23,28-dioxoolean-12-en-3β-yl β-D-Glucopyranoside

C₄₉H₇₆O₁₉

gypsogenin 28-O-α-D-galactopyranosyl’-(1→6)-β-D-glucopyranosyl-(1 →6)[β-D-glucopyranosyl-(1→3)]-β-D-glucopyranosylester

3-O-β-D-galactopyranosyl-(1->2)-β-D-glucuronopyranosyl gypsogenin 28-O-β-D-xylopyranosyl-(1->4)-α-L-rhamnopyranosyl-(1->2)-β-D-fucopyranoside

Downstream raw materials:

1,2,7-trimethylnaphthalene

hedaragenin

hedragonic acid

2,7-dimethylnaphthalene

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