Methylprotodioscin

Base Information

• Chemical Name: Methylprotodioscin
• CAS No.: 54522-52-0
• Molecular Formula: C₅₂H₈₆O₂₂
• Molecular Weight: 1063.24
• UNII: 1VJB6VV6IA
• ChEMBL ID: CHEMBL453625
• DSSTox Substance ID: DTXSID301031695
• Nikkaji Number: J442.601K
• Wikidata: Q27155066
• Mol file: 54522-52-0.mol

Synonyms:methyl protodioscin;methylprotodioscin;MPD cpd

Chemical Property of Methylprotodioscin

Chemical Property:

• Melting Point: 175-177 °C
• Refractive Index: 1.619
• PKA: 12?+-.0.70(Predicted)
• PSA: 335.06000
• Density: 1.43 g/cm³
• LogP: -1.32560
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility.: Methanol (Slightly), Pyridine (Slightly), Water (Slightly)
• XLogP3: -0.7
• Hydrogen Bond Donor Count: 12
• Hydrogen Bond Acceptor Count: 22
• Rotatable Bond Count: 15
• Exact Mass: 1062.56107437
• Heavy Atom Count: 74
• Complexity: 1920

Purity/Quality:

99%, ^*data from raw suppliers

Methyl protodioscin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

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)OC
• 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)OC
• Uses: Methylprotodioscin is a steroidal saponin compound found in a number of plant species. It is known to be the active component of the herbal aphrodisiac plant Tribulus terrestris. It has also shown to produce significant increases in the levels of the hormonal levels in animal studies.

Technology Process of Methylprotodioscin

There total 1 articles about Methylprotodioscin 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:

methanol (67-56-1) + protoneodioscin → methyl protoneodioscin (54522-52-0,60478-70-8,139490-48-5)

Guidance literature:

at 95 ℃; for 36h;

DOI:10.1055/s-2006-957636

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) → glucosazone (534-97-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 2 N HCl-50 percent dioxane / 3 h / Heating

2: AcONa / H₂O / 0.5 h / Heating

With hydrogenchloride; sodium acetate; In water;

Reference yield:

methyl protoneodioscin (54522-52-0,60478-70-8,139490-48-5) → 3-O-{α-L-rhamnopyranosyl-(1→4)-[α-L-rhamnopyranosyl-(1→2)]-β-D-glucopyranosyl}-25(S)-spirost-5-en-3β-ol (19057-60-4,60478-68-4)

Guidance literature:

In water; at 37 ℃; for 12h; almond emulsin;

DOI:10.1248/cpb.39.2053

upstream raw materials:

methanol

Downstream raw materials:

3-O-β-chacotriosyl kryptogenin 26-O-β-D-glucoside

C₃₉H₆₀O₁₅

D-Glucose

diosgenin

Refernces