55056-80-9

Basic information

• Product Name: Protodioscin
• Synonyms: SHENGMATING;PROTODIOSCIN;PROTODIOSON;26-o-beta-d-glycopyranosyl-22-hydroxyfurost-5-ene-3beta,26-diol-3-o-beta-diglucorhamnoside;PROTODIOSCIN SNAP-N-SHOOT 0.1mg/mL(P);PROTODIOSCIN(P);β-D-Glucopyranoside, (3β,22α,25R)-26-(β-D-glucopyranosyloxy)-22-hydroxyfurost-5-en-3-ylO-6-deoxy-α-L-mannopyranosyl-(1→2)-O-[6-deoxy-α-L-mannopyranosyl-(1→4)]-;[(22R,25R)-22-Hydroxy-26-(β-D-glucopyranosyloxy)furosta-5-ene-3β-yl]2-O,4-O-bis(α-L-rhamnopyranosyl)-β-D-glucopyranoside
• CAS NO: 55056-80-9
• Molecular Formula: C₅₁H₈₄O₂₂
• Molecular Weight: 1049.2
• Product Categories: Miscellaneous Natural Products;The group of Dioscin;chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract
• Mol File: 55056-80-9.mol
• Article Data: 4

Chemical Properties

• Melting Point: 190～192℃
• Appearance: Brown Yellow Powder
• Density: 1.46 g/cm³
• Refractive Index: 1.631
• Storage Temp.: 2-8°C
• Solubility: Methanol (Slightly), Pyridine (Slightly)
• PKA: 12?+-.0.70(Predicted)
• CAS DataBase Reference: Protodioscin(CAS DataBase Reference)
• NIST Chemistry Reference: Protodioscin(55056-80-9)
• EPA Substance Registry System: Protodioscin(55056-80-9)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 55056-80-9(Hazardous Substances Data)

Usage

Chemical Properties

mp 190-196C

Uses

Protodioscin 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.

InChI:InChI=1/C51H84O22/c1-20(19-65-45-39(60)38(59)35(56)30(17-52)69-45)9-14-51(64)21(2)32-29(73-51)16-28-26-8-7-24-15-25(10-12-49(24,5)27(26)11-13-50(28,32)6)68-48-44(72-47-41(62)37(58)34(55)23(4)67-47)42(63)43(31(18-53)70-48)71-46-40(61)36(57)33(54)22(3)66-46/h7,20-23,25-48,52-64H,8-19H2,1-6H3/t20-,21+,22+,23+,25+,26-,27+,28+,29+,30-,31-,32+,33+,34+,35-,36-,37-,38+,39-,40-,41-,42+,43-,44-,45-,46+,47+,48-,49+,50+,51-/m1/s1

Upstream product

• 54522-52-0 C₅₂H₈₆O₂₂ 
• 54522-52-0 26-O-β-D-glucopyranosyl-22-O-methylfurost-5-ene-3β,26-diol 3-O-β-chacotrioside 

Downstream Products

• 19057-68-2 diosgenin 3-O-α-L-rhamnopyranosyl(1->4)-β-D-glucopyranoside 
• 60478-68-4 dioscin 
• 50-99-7 D-glucose 

Relevant articles and documents

Synthesis of furostanol glycosides: Discovery of a potent α-glucosidase inhibitor

A convenient approach to the synthesis of furostanol glycosides has been developed with the features of both highly efficient incorporation of a 26-O-β-d-glucopyranosyl unit and ready formation of hemiketal ring E. The total syntheses of seven furostanol saponins including funlioside B, lilioglycoside, protobioside I, protodioscin, pallidifloside I, coreajaponins A and parisaponin I are efficiently achieved using an easily available 16β-acetoxy-22-oxo-26-hydroxy-cholestanic derivative as a powerful building block. The α-glucosidase inhibitory activity of the synthesized saponins is also evaluated, which reveals that funlioside B is a highly potential lead for developing α-glucosidase inhibitors.

Studies on the Constituents of Palmae Plants. I. The Constituents of Trachycarpus fortunei (HOOK.) H. WENDL. (1)

The constituents of the leaves, stems and underground parts of Trachycarpus fortunei (HOOK.) H.Wendl. (Palmae) have been investigated.Glucoluteolin (3), luteolin 7-O-rutinoside (=scolymoside, 4) and methyl proto-Pb (6) from the leaves, dioscin (1), Pb (2), methyl protodioscin (5) and methyl proto-Pb (6) from the stems, and dioscin (1) and methyl proto-Pb (6) from the underground parts were isolated and identified.This is the first report of the isolation of steroidal saponins from Palmae plants and these results are interesting from the standpoint of chemotaxonomy. keywords - Trachycarpus fortunei; Palmae; steroidal saponin; furostanol oligoside; diosgenin; proto-diosgenin; flavone glycoside; luteolin; glucoluteolin; scolymoside