82509-41-9

Usage

Uses

Used in Pharmaceutical Industry:
(1S,4aS,6S,7S,7aS)-1-(beta-D-glucopyranosyloxy)-6-hydroxy-7-methyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylic acid is used as a potential pharmaceutical agent for its possible biological activities. The presence of the beta-D-glucopyranosyloxy and carboxylic acid groups may contribute to its interaction with biological systems, offering potential therapeutic benefits that warrant further investigation.
Used in Research and Development:
In the field of organic chemistry and natural product research, (1S,4aS,6S,7S,7aS)-1-(beta-D-glucopyranosyloxy)-6-hydroxy-7-methyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylic acid serves as a subject of interest for scientists. Its complex structure and natural occurrence make it a valuable compound for studying the properties of hexahydrocyclopenta[c]pyran derivatives and their potential applications in various fields.

Upstream product

• 1167573-25-2 2'-O-p-hydroxybenzoylloganic acid 
• 67-56-1 methanol 
• 79636-19-4 (E)-3-Phenyl-acrylic acid (1S,4aS,6S,7R,7aS)-4-formyl-7-methyl-1-((2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-1,4a,5,6,7,7a-hexahydro-cyclopenta[c]pyran-6-yl ester 
• 79637-89-1 5-hydroxycampenoside 
• 22487-36-1 bis-desoxy-dihydro-monotropein 
• 79636-20-7 (1S,4aS,6S,7R,7aS)-7-Methyl-6-[(E)-(3-phenyl-acryloyl)oxy]-1-((2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-1,4a,5,6,7,7a-hexahydro-cyclopenta[c]pyran-4-carboxylic acid 
• 18524-94-2 loganin 
• 139501-37-4 Ligustrinoside 

Downstream Products

• 18524-94-2 loganin 
• 132237-63-9 alyxialactone 
• 132339-37-8 4-epi-Alyxialactone 
• 20586-11-2 2',3',4',6',7-penta-O-acetylloganin 

Relevant academic research and scientific papers

Algidisides I and II, New Iridoid Glycosides from Gentiana algida

Two new iridoid glycosides, algidiside I [2′-(2′′,3′′-dihydroxybenzoyl)loganic acid] (1) and algidiside II [6′-(2′′,3′′-dihydroxybenzoyl)loganic acid] (2), and 14 known iridoids including for the first time from the aerial part of Gentiana algida Pall. 2′

Iridoids from Gentiana loureirii

Iridoid glycosides, 2′,3′,6′-tri-O-acetyl-4′-O-trans-p-(O-β-d-glucopyranosyl)coumaroyl-7-ketologanin (1), 2′-O-caffeoylloganic acid (2), 2′-O-p-hydroxybenzoylloganic acid (3), 2′-O-trans-p-coumaroylloganic acid (4), and 2′-O-cis-p-coumaroylloganic acid (5

7-Deoxyloganin 7-hydroxylase in Lonicera japonica cell cultures

The activity of 7-deoxyloganin 7-hydroxylase, an enzyme catalyzing the conversion of 7-deoxyloganin into loganin, was detected in a microsomal preparation from the cell suspension cultures of Lonicera japonica. It was dependent on NADPH and molecular oxyg

Modified iridoid glycosides as anti-implantation agents: Inhibition of cell adhesion as an approach for developing pregnancy interceptive agents

Structural modifications in iridoid glycosides and evaluation of their efficacy on adhering capability (in vitro) of immature hamster uterine epithelial cells to the substratum have been studied. Out of 31, eight compounds in vitro, five compounds in utero and two in vivo showed adhesion/implantation preventing activity, respectively. The results provide an indication for further exploration in the line of development of anti-adhesive agents.

Iridoid glucosides from Picconia excelsa

An investigation of the iridoids of Picconia excelsa from Tenerife provided 17 iridoid glucosides together with verbascoside. Major constituents (> 0.5%) were loganin, ketologanin, oleoacteoside and the new picconioside I- a bisiridoid consisting of loganin esterified with deoxyloganin. Minor constituents were secoxyloganin, 8-epi-kingiside, oleoside 11-methyl ester, excelsioside, ligstroside and loganic acid together with the new compounds ketologanic acid, 6β-hydroxy-7-epi-loganin and picconiosides II-V, the latter four being esters of loganin and menthiafolic, foliamenthic, 6-(Z)- foliamenthic or 6,7-dihydrofoliamenthic acid. The structures were mainly elucidated by NMR spectroscopy.

Modified iridoid glycosides: Part 3-Syntheses and hepatoprotective evaluation of modified iridoid glycosides

Syntheses of various loganin derivatives and their hepatoprotective evaluation with structural activity relationship is described. Loganin (1), it's 6'-esters 12, 13 and 14 and 4',5'-unsaturated derivatives 23, 25 and 27 show promising hepatoprotective activity.

Ligustrinoside, a new bisiridoid glucoside from Strychnos ligustrina

A new bisiridoid glucoside, ligustrinoside (1), along with three known iridoids, loganin, loganetin and loganic acid was isolated from the wood of Strychnos ligustrina Bl. (Loganiaceae), collected in Indonesia. The structure of ligustrinoside (1) has been determined as an ester dimmer of loganin and loganic acid between C-7 and C-11.

PULOSARIOSIDE, A NEW BITTER TRIMERIC-IRIDOID DIGLUCOSIDE, FROM AN INDONESIAN JAMU, THE BARK OF ALYXIA REINWARDTII BL. (APOCYNACEAE)

A new bitter trimeric-iridoid diglucoside named pulosarioside (1) was isolated from an Indonesian folk-medicine (Jamu, "pulosari"), the air-dried bark of Alyxia reinwardtii BL. (Apocynaceae), and the absolute configuration of 1 has been detemined on the basis of chemical and physicochemical evidence.KEYWORDS--pulosarioside; trimeric-iridoid diglucoside; Indonesian Jaμ Alyxia reinwardtii; Apocynaceae; (+)-pinoresinol glucoside; loganin

NEW IRIDOID GLUCOSIDES, CAMPENOSIDE AND 5-HYDROXYCAMPENOSIDE, FROM CAMPSIS CHINENSIS VOSS

Two novel iridoid glucosides, campenoside and 5-hydroxycampenoside were isolated from the leaves of Campsis chinensis Voss and their structures were shown to be 2 and 3, respectively.