CAS 18524-94-2

metil 1-(beta-D-glucopiranosilossi)-6-idrossi-7-metil-1,4a,5,6,7,7a-esaidrociclopenta[c]pirano-4-c

Descrizione:

metil 1-(beta-D-glucopiranosilossi)-6-idrossi-7-metil-1,4a,5,6,7,7a-esaidrociclopenta[c]pirano-4-ccarbossilato, identificato dal numero CAS 18524-94-2, è un composto organico complesso caratterizzato dalle sue uniche caratteristiche strutturali. Contiene un anello di ciclopentano fuso con una porzione di pirano, che contribuisce alla sua natura ciclica e alla potenziale attività biologica. La presenza di un gruppo metile e di una porzione di glucopiranosile indica che potrebbe mostrare solubilità in solventi polari e potrebbe partecipare a legami idrogeno grazie ai gruppi idrossilici. Questo composto potrebbe anche possedere proprietà glicosidiche, suggerendo potenziali applicazioni in chimica medicinale o come glicoside. La sua complessità strutturale potrebbe influenzare la sua reattività, stabilità e interazione con i sistemi biologici. Inoltre, la presenza di più gruppi funzionali, inclusi idrossile e carbossilato, suggerisce che potrebbe essere coinvolto in varie reazioni chimiche, rendendolo di interesse per ulteriori ricerche nella sintesi organica e nella farmacologia. In generale, questo composto esemplifica l'intricata relazione tra struttura e funzione nella chimica organica.

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

Sinonimi:

• (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

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

Formula: C₁₇H₂₆O₁₀

Purezza: (HPLC) ≥99%

Colore e forma: Powder

Peso molecolare: 390.39

Ref: 11-0231S

Cyclopenta[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: 18524-94-2

Formula: C₁₇H₂₆O₁₀

Purezza: 98%

Colore e forma: Solid

Peso molecolare: 390.3823

Ref: IN-DA00I1JK

Loganin

CAS: 18524-94-2

Formula: C₁₇H₂₆O₁₀

Purezza: ≥ 97.0%

Colore e forma: White to off-white powder

Peso molecolare: 390.38

Ref: 7W-GC4235

Loganin

CAS: 18524-94-2

Loganin

Purezza: ≥98%

Peso molecolare: 390.38g/mol

Ref: 54-BUP10596

Loganin

CAS: 18524-94-2

Formula: C₁₇H₂₆O₁₀

Purezza: >98.0%(HPLC)(qNMR)

Colore e forma: White to Almost white powder to crystal

Peso molecolare: 390.39

Ref: 3B-L0268

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.

Formula: C₁₇H₂₆O₁₀

Purezza: 95%~99%

Peso molecolare: 390.385

Ref: BP-BP0884

Loganin

CAS: 18524-94-2

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

Formula: C₁₇H₂₆O₁₀

Purezza: 99.01% - >99.99%

Colore e forma: White Powder

Peso molecolare: 390.38

Ref: TM-T2759

Loganin

CAS: 18524-94-2

Natural glycoside

Formula: C₁₇H₂₆O₁₀

Purezza: ≥ 95.0 % (HPLC)

Colore e forma: Powder

Peso molecolare: 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.

Formula: C₁₇H₂₆O₁₀

Purezza: Min. 94 Area-%

Colore e forma: Powder

Peso molecolare: 390.39 g/mol

Ref: 3D-ML11578

Loganin

CAS: 18524-94-2

Formula: C₁₇H₂₆O₁₀

Purezza: 98%

Peso molecolare: 390.385

Ref: 10-F429732

Loganin

Prodotto controllato

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);

Formula: C₁₇H₂₆O₁₀

Colore e forma: Neat

Peso molecolare: 390.38

Ref: TR-L469405