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CAS 18524-94-2
:methyl 1-(beta-D-glucopyranosyloxy)-6-hydroxy-7-methyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-c
Description:
Methyl 1-(beta-D-glucopyranosyloxy)-6-hydroxy-7-methyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylate, identified by CAS number 18524-94-2, is a complex organic compound characterized by its unique structural features. It contains a cyclopentane ring fused with a pyran moiety, which contributes to its cyclic nature and potential biological activity. The presence of a methyl group and a glucopyranosyl moiety indicates that it may exhibit solubility in polar solvents and could participate in hydrogen bonding due to the hydroxyl groups. This compound may also possess glycosidic properties, suggesting potential applications in medicinal chemistry or as a glycoside. Its structural complexity may influence its reactivity, stability, and interaction with biological systems. Additionally, the presence of multiple functional groups, including hydroxyl and carboxylate, suggests that it could be involved in various chemical reactions, making it of interest for further research in organic synthesis and pharmacology. Overall, this compound exemplifies the intricate relationship between structure and function in organic chemistry.
Formula:C17H26O10
InChI:InChI=1S/C17H26O10/c1-6-9(19)3-7-8(15(23)24-2)5-25-16(11(6)7)27-17-14(22)13(21)12(20)10(4-18)26-17/h5-7,9-14,16-22H,3-4H2,1-2H3/t6-,7+,9-,10+,11+,12+,13-,14+,16-,17-/m0/s1
InChI key:InChIKey=AMBQHHVBBHTQBF-UOUCRYGSSA-N
SMILES:O([C@H]1[C@]2([C@@](C(C(OC)=O)=CO1)(C[C@H](O)[C@@H]2C)[H])[H])[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O
Synonyms:- (1S)-1α-(β-<span class="text-smallcaps">D</span>-Glucopyranosyloxy)-1,4aα,5,6,7,7aα-hexahydro-6α-hydroxy-7α-methylcyclopenta[c]pyran-4-carboxylic acid methyl ester
- 7-Hydroxy-6-desoxyverbenalin
- Cyclopenta[c]pyran-4-carboxylic acid, 1-(β-<span class="text-smallcaps">D</span>-glucopyranosyloxy)-1,4a,5,6,7,7a-hexahydro-6-hydroxy-7-methyl-, methyl ester
- Cyclopenta[c]pyran-4-carboxylic acid, 1-(β-<span class="text-smallcaps">D</span>-glucopyranosyloxy)-1,4a,5,6,7,7a-hexahydro-6-hydroxy-7-methyl-, methyl ester, (1S,4aS,6S,7R,7aS)-
- Cyclopenta[c]pyran-4-carboxylic acid, 1-(β-<span class="text-smallcaps">D</span>-glucopyranosyloxy)-1,4a,5,6,7,7a-hexahydro-6-hydroxy-7-methyl-, methyl ester, [1S-(1α,4aα,6α,7α,7aα)]-
- Loganin
- Loganoside
- Methyl 1-(Hexopyranosyloxy)-6-Hydroxy-7-Methyl-1,4A,5,6,7,7A-Hexahydrocyclopenta[C]Pyran-4-Carboxylate
- NSC 606403
- methyl (1S,4aS,6S,7R,7aS)-1-(beta-D-glucopyranosyloxy)-6-hydroxy-7-methyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylate
- methyl (1S,4aS,6S,7R,7aS)-1-(hexopyranosyloxy)-6-hydroxy-7-methyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylate
- Cyclopenta[c]pyran-4-carboxylic acid, 1-(β-D-glucopyranosyloxy)-1,4a,5,6,7,7a-hexahydro-6-hydroxy-7-methyl-, methyl ester, [1S-(1α,4aα,6α,7α,7aα)]-
- (1S)-1α-(β-D-Glucopyranosyloxy)-1,4aα,5,6,7,7aα-hexahydro-6α-hydroxy-7α-methylcyclopenta[c]pyran-4-carboxylic acid methyl ester
- Cyclopenta[c]pyran-4-carboxylic acid, 1-(β-D-glucopyranosyloxy)-1,4a,5,6,7,7a-hexahydro-6-hydroxy-7-methyl-, methyl ester
- See more synonyms
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Found 11 products.
Loganin
CAS:Loganin analytical standard provided with w/w absolute assay, to be used for quantitative titration.Formula:C17H26O10Purity:(HPLC) ≥99%Color and Shape:PowderMolecular weight:390.39Cyclopenta[c]pyran-4-carboxylic acid,1-(b-D-glucopyranosyloxy)-1,4a,5,6,7,7a-hexahydro-6-hydroxy-7-methyl-, methyl ester, (1S,4aS,6S,7R,7aS)-
CAS:Formula:C17H26O10Purity:98%Color and Shape:SolidMolecular weight:390.3823Loganin
CAS:Formula:C17H26O10Purity:≥ 97.0%Color and Shape:White to off-white powderMolecular weight:390.38Loganin
CAS:Formula:C17H26O10Purity:>98.0%(HPLC)(qNMR)Color and Shape:White to Almost white powder to crystalMolecular weight:390.39Loganin
CAS:Loganin is a non-competitive inhibitor of BACE1 with IC50 of 47.97 μM an also inhibits AChE and BChE with IC50 values of 3.95 μM and 33.02 μM, respectively. Loganin has neuroprotective, anti-amnesic, anti-inflammatory and anti-shock effects, it also exhibits protective effects against hepatic injury and other diabetic complications associated with abnormal metabolic states and inflammation caused by oxidative stress and advanced glycation endproduct formation. Loganin can attenuate neuroinflammatory responses through the inactivation of NF-κB by NF-κB dependent inflammatory pathways and phosphorylation of MAPK in Aβ25-35-induced PC12 cells, and can protect against hydrogen peroxide-induced apoptosis by inhibiting phosphorylation of JNK, p38, and ERK 1/2 MAPKs in SH-SY5Y cells.Formula:C17H26O10Purity:95%~99%Molecular weight:390.385Loganin
CAS:<p>Loganin inhibits Cox-1, suppresses TNF-α, and has antioxidant and anti-melanogenic properties.</p>Formula:C17H26O10Purity:99.01% - >99.99%Color and Shape:White PowderMolecular weight:390.38Loganin
CAS:Natural glycosideFormula:C17H26O10Purity:≥ 95.0 % (HPLC)Color and Shape:PowderMolecular weight:390.39Loganin
CAS:<p>Loganin is a bioactive iridoid compound, which is a type of secondary metabolite typically found in plants. It is primarily derived from sources such as the genera Strychnos and Gentiana, among others. Loganin operates through various biological pathways, influencing enzymatic and receptor activities that contribute to its pharmacological effects. These activities include anti-inflammatory, antioxidant, and neuroprotective actions, making Loganin a compound of interest in several areas of medical research.</p>Formula:C17H26O10Purity:Min. 94 Area-%Color and Shape:PowderMolecular weight:390.39 g/molLoganin
CAS:Controlled Product<p>Applications An iridoid glycoside that exhibits protective effects against hepatic injury and other diabetic complications associated with abnormal metabolic states and inflammation caused by oxidative stress and advanced glycation endproduct formation. A potential anti-amnesic agent.<br>References Yamabe, N. et al.: Eur. J. Pharmmacol., 648, 179 (2010); de Carman Recio, M. et al.: Planta Medica, 3, 232 (1994); Kwon, S. et al.: Eur. J. Pharmacol., 619, 44 (2009);<br></p>Formula:C17H26O10Color and Shape:NeatMolecular weight:390.38
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