14270-72-5

Basic information

• Product Name: b-D-Galactopyranoside, (3b,25R)-spirost-5-en-3-yl
• Synonyms: Spirost-5-ene,3b-(b-D-galactopyranosyloxy)-, (25R)- (8CI);Spiro[8H-naphth[2',1':4,5]indeno[2,1-b]furan-8,2'-[2H]pyran], b-D-galactopyranoside deriv.;Spirostan, b-D-galactopyranoside deriv.;Atroposide B; Capsicoside A3; Diosgenin-3-O-b-D-galactopyranoside
• CAS NO: 14270-72-5
• Molecular Formula: C33H52 O8
• Molecular Weight: 576.771
• Mol File: 14270-72-5.mol

Chemical Properties

• CAS DataBase Reference: b-D-Galactopyranoside, (3b,25R)-spirost-5-en-3-yl(CAS DataBase Reference)
• NIST Chemistry Reference: b-D-Galactopyranoside, (3b,25R)-spirost-5-en-3-yl(14270-72-5)
• EPA Substance Registry System: b-D-Galactopyranoside, (3b,25R)-spirost-5-en-3-yl(14270-72-5)

Safety Data

• Hazardous Substances Data: 14270-72-5(Hazardous Substances Data)

Upstream product

• 91574-93-5 afromontoside 
• 89202-79-9 C₆₃H₉₀O₂₆ 
• 89203-43-0 melongoside H 
• 110107-19-2 C₄₁H₆₀O₁₃ 
• 14144-03-7 C₄₁H₆₀O₁₂ 
• 94805-85-3 melongoside F 
• 19108-08-8 degalactototigonin 

Downstream Products

• 512-04-9 diosgenin 
• 1672-65-7 dehydrodiosgenin 

Relevant articles and documents

A SULFATED GLYCOSIDE FROM THE PREPARATION "TRIBESTAN"

The chemical composition and structures of the steroid glycosides forming the active principle of the preparation "tribestan", which is used for treating impotence and female infertility, have been studied.It has been shown that together with trillin, prosapogenin A of dioscin, trillarin, dioscin, gracillin, protodioscin and protogracillin, tribestane contains a diosgenin rhamnoglucoside sulfated in position 4 of the glucose residue, the structure of which has been shown by chemical and physicochemical methods.

STEROID GLYCOSIDES OF THE SEEDS OF Solanum melongena. STRUCTURES OF MELONGOSIDES A, B, E, F, AND H

Three chromatographically individual fractions, each containing tigogenin glycosides and diosgenin glycosides have been isolated by chromatography on a silica gel column from a methanolic extract of eggplant seeds.To separate the mixture of two difficultly separable glycosides into individual components, each fraction was acetylated and epoxidated, and the derivatives obtained were separated chromatographically.The tigogenin glycoside peracetates isolated were saponified, and the diosgenin epoxide glycoside acetates were de-epoxidated and saponified, to give the individual glycosides, melongosides A, B, E, F, and H.The complete chemical structure of each melongoside has been shown with the aid of acid hydrolysis, methylation, and periodate oxidation followed by a study of the products obtained.

Afromontoside. A New Cytotoxic Principle from Dracaena afromontana

A new cytotoxic principle, steroidal saponin afromontoside (1), has been isolated from a methanolic extract of the twigs of Dracaena afromontana.It was shown to be (25R)-furost-5-ene-3β,22α,26-triol 26-O-α-L-rhamnopyranoside 3-O-(4)>-β-D-glucopyranoside) by spectral and chemical methods.The aglycone of afromotoside, diosgenin, as well as dihydrodiosgenin and severall structurally related compounds have been shown to be cytotoxic to cultured KB cells.