CAS 18524-94-2

methyl 1-(beta-D-glucopyranosyloxy)-6-hydroxy-7-methyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-c

Beschreibung:

methyl 1-(beta-D-glucopyranosyloxy)-6-hydroxy-7-methyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-cCarboxylat, identifiziert durch die CAS-Nummer 18524-94-2, ist eine komplexe organische Verbindung, die durch ihre einzigartigen strukturellen Merkmale gekennzeichnet ist. Sie enthält einen cyclopentanring, der mit einer Pyran-Einheit fusioniert ist, was zu ihrer zyklischen Natur und potenziellen biologischen Aktivität beiträgt. Das Vorhandensein einer Methylgruppe und einer Glucopyranosyl-Einheit deutet darauf hin, dass sie in polaren Lösungsmitteln löslich sein könnte und aufgrund der Hydroxylgruppen an Wasserstoffbrückenbindungen teilnehmen könnte. Diese Verbindung könnte auch glykosidische Eigenschaften besitzen, was auf potenzielle Anwendungen in der medizinischen Chemie oder als Glykosid hindeutet. Ihre strukturelle Komplexität könnte ihre Reaktivität, Stabilität und Wechselwirkung mit biologischen Systemen beeinflussen. Darüber hinaus deutet das Vorhandensein mehrerer funktioneller Gruppen, einschließlich Hydroxyl und Carboxylat, darauf hin, dass sie an verschiedenen chemischen Reaktionen beteiligt sein könnte, was sie für weitere Forschungen in der organischen Synthese und Pharmakologie von Interesse macht. Insgesamt veranschaulicht diese Verbindung die komplexe Beziehung zwischen Struktur und Funktion in der organischen Chemie.

Formel: C₁₇H₂₆O₁₀

InChl: 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

Synonyme:

• (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

Loganin

CAS: 18524-94-2

Formel: C₁₇H₂₆O₁₀

Reinheit: >98.0%(HPLC)(qNMR)

Farbe und Form: White to Almost white powder to crystal

Molekulargewicht: 390.39

Ref: 3B-L0268

Loganin

CAS: 18524-94-2

Loganin

Formel: C₁₇H₂₆O₁₀

Reinheit: 99.5%

Farbe und Form: Solid

Molekulargewicht: 390.38

Ref: 54-BUP10596

Loganin

CAS: 18524-94-2

Formel: C₁₇H₂₆O₁₀

Reinheit: ≥ 97.0%

Farbe und Form: White to off-white powder

Molekulargewicht: 390.38

Ref: 7W-GC4235

Loganin

CAS: 18524-94-2

Loganin analytical standard provided with w/w absolute assay, to be used for quantitative titration.

Formel: C₁₇H₂₆O₁₀

Reinheit: (HPLC) ≥99%

Farbe und Form: Powder

Molekulargewicht: 390.39

Ref: 11-0231S

Loganin

CAS: 18524-94-2

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.

Formel: C₁₇H₂₆O₁₀

Reinheit: 95%~99%

Molekulargewicht: 390.385

Ref: BP-BP0884

Loganin (Standard)

CAS: 18524-94-2

Loganin (Standard) is a reference standard for research and analysis in studies involving Loganin. Loganin (Loganoside), an iridoid glucoside, has been reported to be an inhibitor of Cox-1 and also noted to suppress TNF-α formation. This compound also has displayed potent free-radical-scavenging activity and inhibitory effects on melanogenesis.

Formel: C₁₇H₂₆O₁₀

Molekulargewicht: 390.38

Ref: TM-TMSM-2516

Loganin

CAS: 18524-94-2

Formel: C₁₇H₂₆O₁₀

Reinheit: 98%

Farbe und Form: Solid

Molekulargewicht: 390.3823

Ref: IN-DA00I1JK

(1S,4aS,6S,7R,7aS)-Methyl 6-hydroxy-7-methyl-1-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylate

CAS: 18524-94-2

(1S,4aS,6S,7R,7aS)-Methyl 6-hydroxy-7-methyl-1-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylate

Formel: C₁₇H₂₆O₁₀

Reinheit: 98%

Molekulargewicht: 390.38

Ref: IN-DG39524

Loganin

CAS: 18524-94-2

Loganin inhibits Cox-1, suppresses TNF-α, and has antioxidant and anti-melanogenic properties.

Formel: C₁₇H₂₆O₁₀

Reinheit: 99.01% - 99.9%

Farbe und Form: Solid

Molekulargewicht: 390.38

Ref: TM-T2759

Loganin

CAS: 18524-94-2

Natural glycoside

Formel: C₁₇H₂₆O₁₀

Reinheit: ≥ 95.0 % (HPLC)

Farbe und Form: Powder

Molekulargewicht: 390.39

Ref: 5G-89721

Loganin

CAS: 18524-94-2

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.

Formel: C₁₇H₂₆O₁₀

Reinheit: Min. 94 Area-%

Farbe und Form: Powder

Molekulargewicht: 390.39 g/mol

Ref: 3D-ML11578

Loganin

CAS: 18524-94-2

Formel: C₁₇H₂₆O₁₀

Molekulargewicht: 390.4

Ref: BE-RMT13330

Loganin

CAS: 18524-94-2

Formel: C₁₇H₂₆O₁₀

Reinheit: 98%

Molekulargewicht: 390.385

Ref: 10-F429732

Loganin

Kontrolliertes Produkt

CAS: 18524-94-2

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.
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);

Formel: C₁₇H₂₆O₁₀

Farbe und Form: Neat

Molekulargewicht: 390.38

Ref: TR-L469405