83689-16-1

Upstream product

• 83689-15-0 C₄₄H₆₀N₂O₅ 
• 83689-13-8 (3S,4S,4aR,6aR,6bS,8aR,9R,12aS,14aR,14bR)-4,6a,6b,8a,11,11,14b-Heptamethyl-4-trityloxymethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydro-picene-3,9-diol 
• 83689-14-9 C₆₃H₇₄N₂O₅ 
• 124862-79-9 soyasapogenol B 

Downstream Products

• 6822-47-5 sophoradiol 

Relevant academic research and scientific papers

Saponin and Sapogenol. XLI. Reinvestigation of the Structures of Soyasapogenols A, B, and E, Oleanene-Sapogenols from Soybean. Structures of Soyasaponins I, II, and III

A full account of the structure revision of soyasapogenols is presented.The structures of soyasapogenols A, B, and E have been confirmed to be expressed as 3β,21β,22β,24-tetrahydroxyolean-12-ene (1), 3β,22β,24-trihydroxyolean-12-ene (2), and 3β,24-dihydroxyolean-12-en-22-one (5), respectively, rather than the previously reported 3β,21α,22α,24-tetrahydroxyolean-12-ene (1'), 3β,21α,24-trihydroxyolean-12-ene (2'), and 3β,24-dihydroxyolean-12-en-21-one (5').In consequence, the structures of soyasaponins I, II, and III are formulated as 3-O-2)-β-D-galactopyranosyl(1->2)-β-D-glucuronopyranosyl>soyasapogenol B (8), 3-O-2)-α-L-arabinopyranosyl(1->2)-β-D-glucuronopyranosyl>soyasapogenol B (9), and 3-O-2)-β-D-glucuronopyranosyl>soyasapogenol B (10), respectively.Keywords - soybean; Glycine max; oleanene-sapogenol; soyasapogenol A; soyasapogenol B; soyasapogenol E; soyasaponin I; soyasaponin II; soyasaponin III; bioactive triterpene oligoglycoside

REVISED STRUCTURES OF SOYASAPOGENOLS A, B, AND E, OLEANENE-SAPOGENOLS FROM SOYBEAN. STRUCTURES OF SOYASAPONINS I, II, AND III

The structures of soyasapogenols A, B, and E, three of five hitherto isolated sapogenols of soybean (Glycine max Merrill), were re-investigated.Based on the chemical and X-ray analyses, it has been shown that the structures of soyasapogenols A, B, and E should be partly revised respectively from 1', 2', and 3' to 1, 2, and 3 and consequently the structures of soyasaponins I, II, and III are expressed as 6, 7, and 8.KEYWORDS - soybean; Glycine max; oleanene-sapogenol; triterpene-oligoglycoside; soyasapogenols; soyasaponins; photolysis; X-ray analysis