123563-44-0

Basic information

• Product Name: Cyclohexanone, 4-[2-(b-D-glucopyranosyloxy)ethyl]-4-hydroxy-
• Synonyms: RengiosideB; Rengyoside B
• CAS NO: 123563-44-0
• Molecular Formula: C14H24 O8
• Molecular Weight: 320.34
• Mol File: 123563-44-0.mol

Chemical Properties

• CAS DataBase Reference: Cyclohexanone, 4-[2-(b-D-glucopyranosyloxy)ethyl]-4-hydroxy-(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclohexanone, 4-[2-(b-D-glucopyranosyloxy)ethyl]-4-hydroxy-(123563-44-0)
• EPA Substance Registry System: Cyclohexanone, 4-[2-(b-D-glucopyranosyloxy)ethyl]-4-hydroxy-(123563-44-0)

Safety Data

• Hazardous Substances Data: 123563-44-0(Hazardous Substances Data)

Upstream product

• 67-56-1 methanol 
• 40661-45-8 cornoside 
• 189509-23-7 8-(2-hydroxyethyl)-1,4-dioxaspiro[4,5]decan-8-ol 
• 189509-22-6 (8-hydroxy-1,4-dioxaspiro[4,5]dec-8-yl)-acetic acid ethyl ester 
• 572-09-8 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide 
• 208645-03-8 Acetic acid (2R,3R,4S,5R,6R)-3,5-diacetoxy-2-acetoxymethyl-6-[2-(8-hydroxy-1,4-dioxa-spiro[4.5]dec-8-yl)-ethoxy]-tetrahydro-pyran-4-yl ester 
• 824-94-2 p-methoxybenzyl chloride 
• 28251-63-0 tetraacetyl salidroside 
• 10338-51-9 Salidroside 
• 14199-15-6 Methyl 4-hydroxyphenylacetate 
• 60037-43-6 2-(4-acetoxyphenyl)ethanol 
• 501-94-0 p-hydroxyphenethyl alcohol 
• 39032-08-1 (2R,3R,4S,5R,6R)-2-(acetoxymethyl)-6-(4-acetoxyphenethoxy)tetrahydro-2Hpyran-3,4,5-triyl triacetate 
• 156-38-7 4-hydroxyphenylacetate 

Downstream Products

• 107389-91-3 4-hydroxy-4-(2-hydroxyethyl)cyclohexanone 

Relevant articles and documents

Iridoid and phenylpropanoid glucosides from Tecoma capensis

Leaves of Tecoma capensis contain, together with tecomoside, large quantities of it's benzoic and cinnamic esters. A novel glucoside was isolated and, by spectroscopic and chemical data, characterized as 7-O-(p- methoxy) benzoyl tecomoside. Flowers of T.

Synthesis of 13C-labeled possible intermediates in the biosynthesis of phenylethanoid derivatives, cornoside and rengyosides

In order to clarify the biosynthetic pathway of C6-C2 unit compounds containing salidroside, cornoside, and rengyosides A and B in oleaceous plants, 13C-labeled putative precursors, 4-hydroxyphenylethanol, salidroside and cornoside, were prepared.

Chemoenzymatic synthesis of rengyoside-A, -B, isorengyoside and synthesis of their aglycones

The chemoenzymatic synthesis of a group of naturally occurring cyclohexylethanoids, rengyoside-A, -B and isorengyoside, has been performed by enzymatic glucosidation of their chemically synthesized aglycones, rengyol, rengyoxide and isorengyol.

BIOGENESIS-LIKE TRANSFORMATION OF SALIDROSIDE TO RENGYOL AND ITS RELATED CYCLOHEXYLETANOIDS OF FORSYTHIA SUSPENSA

Photooxygenation of salidroside (8) in methanol in presence of Rose Bengal afforded cornoside (9), which, on high pressure hydrogenation with 5percent palladium on activated carbon, yielded rengyoside B (6).Reduction of 6 with sodium borohydride gave rengyoside A(5) stereoselectively.By enzymatic hydrolysis, 9, 6 and 5 furnished rengyolone (4), rengyoxide (3) and rengyol (1), respectively. Similerly, p-hydroxyphenylethanol (10), the aglycone part of salidroside (8), was oxygenated photochemically to a dienone alcohol, which cyclized spontaneously to rengyolone (4).Hallerone (17) was obtained by the photooxygenation of p-hydroxyphenylethyl acetate (10b).Thus the plausible biosynthetic routes from salidroside (8) to rengyol (1) and the related natural cyclohexylethanoids were simulated chemically.