CAS 80943-41-5

Metil 4,6-didesossi-4-[[(1S,4R,5S,6S)-4,5,6-triidrossi-3-(idrossimetil)-2-cicloesen-1-il]amino]-α-D-glucopiranoside

Descrizione:

Metil 4,6-didesossi-4-[[(1S,4R,5S,6S)-4,5,6-triidrossi-3-(idrossimetil)-2-cicloesen-1-il]amino]-α-D-glucopiranoside, con numero CAS 80943-41-5, è un glicoside complesso caratterizzato dalle sue uniche caratteristiche strutturali. Questo composto contiene un moiety di glucopiranoside, che è un anello di zucchero a sei membri, ed è modificato con un componente di zucchero dideossido, indicando l'assenza di gruppi idrossilici in posizioni specifiche. La presenza di un anello di cicloesene con più gruppi idrossilici contribuisce alla sua potenziale attività biologica e alle proprietà di solubilità. La estereoquimica della molecola è significativa, poiché include centri chirali specifici che influenzano le sue interazioni con i sistemi biologici. Questo composto può mostrare proprietà rilevanti per la chimica medicinale, in particolare nel contesto delle reazioni di glicosilazione o come potenziale composto guida nello sviluppo di farmaci. La sua struttura complessa suggerisce che potrebbe partecipare a vari percorsi biochimici, rendendolo di interesse per ulteriori ricerche in farmacologia e biochimica.

Formula: C₁₄H₂₅NO₈

InChI: InChI=1S/C14H25NO8/c1-5-8(11(19)13(21)14(22-2)23-5)15-7-3-6(4-16)9(17)12(20)10(7)18/h3,5,7-21H,4H2,1-2H3/t5-,7+,8-,9-,10+,11+,12+,13-,14+/m1/s1

InChI key: InChIKey=KFHKERRGDZTZQJ-SHCNSHNESA-N

SMILES: N([C@H]1[C@H](O)[C@@H](O)[C@@H](OC)O[C@@H]1C)[C@H]2C=C(CO)[C@@H](O)[C@H](O)[C@H]2O

Sinonimi:

• (S)-Acarviosin
• Acarviosin
• Acarviosine
• Methyl 4,6-dideoxy-4-[[(1S,4R,5S,6S)-4,5,6-trihydroxy-3-(hydroxymethyl)-2-cyclohexen-1-yl]amino]-α-<span class="text-smallcaps">D</span>-glucopyranoside
• a-D-Glucopyranoside, methyl4,6-dideoxy-4-[[4,5,6-trihydroxy-3-(hydroxymethyl)-2-cyclohexen-1-yl]amino]-,[1S-(1a,4a,5b,6a)]-
• α-<span class="text-smallcaps">D</span>-Glucopyranoside, methyl 4,6-dideoxy-4-[[(1S,4R,5S,6S)-4,5,6-trihydroxy-3-(hydroxymethyl)-2-cyclohexen-1-yl]amino]-
• α-<span class="text-smallcaps">D</span>-Glucopyranoside, methyl 4,6-dideoxy-4-[[4,5,6-trihydroxy-3-(hydroxymethyl)-2-cyclohexen-1-yl]amino]-, [1S-(1α,4α,5β,6α)]-
• α-D-Glucopyranoside, methyl 4,6-dideoxy-4-[[(1S,4R,5S,6S)-4,5,6-trihydroxy-3-(hydroxymethyl)-2-cyclohexen-1-yl]amino]-
• Methyl 4,6-dideoxy-4-[[(1S,4R,5S,6S)-4,5,6-trihydroxy-3-(hydroxymethyl)-2-cyclohexen-1-yl]amino]-α-D-glucopyranoside
• α-D-Glucopyranoside, methyl 4,6-dideoxy-4-[[4,5,6-trihydroxy-3-(hydroxymethyl)-2-cyclohexen-1-yl]amino]-, [1S-(1α,4α,5β,6α)]-
• Methyl 4,6-dideoxy-4-[[(1S,4R,5S,6S)-4,5,6-trihydroxy-3-(hydroxymethyl)-2-cyclohexen-1-yl]amino]-alpha-D-glucopyranoside

Acarviosin

CAS: 80943-41-5

Stability Hygroscopic
Applications Acarviosin is a part of the potent α-amylase inhibitor, Acarbose (A123500), an anti-diabetic drug used to treat type 2 diabetes mellitus (1,2,3).
References (1) Shibata, Y., et al.: Carbohydrate. Res., 228, 377 (1992) (2) Raimbaud, E., et al.: Carbohydrate. Res., 227, 351 (1992) (3) Geng, P., et al.: Carbohydr Res. 343, 882 (2008)https://www.ncbi.nlm.nih.gov/pubmed/18294624PMID: 18294624

Formula: C₁₄H₂₅NO₈

Colore e forma: Neat

Peso molecolare: 335.35

Ref: TR-A123550

Acarviosin

CAS: 80943-41-5

Acarviosin is a chemical compound that is structurally related to the antimicrobial peptide Ac-LLL-Nal-OH. It is an antidiabetic agent that has been shown to be effective for the treatment of type 2 diabetes and associated cardiovascular risk factors. Acarviosin was originally isolated from a bacterial strain and has been chemically synthesized for use in the treatment of diabetes. Acarviosin inhibits both glycan synthesis and enzyme activities, leading to reduced levels of glucose in blood plasma. This drug also exhibits pharmacokinetic properties with a half-life of approximately 15 hours, which allows it to be taken once daily. Acarviosin can also be used as an analytical method for identifying disaccharides by cleaving them at the glycosidic bond, releasing monosaccharides as products.

Formula: C₁₄H₂₅NO₈

Purezza: Min. 95%

Colore e forma: Powder

Peso molecolare: 335.35 g/mol

Ref: 3D-OA34981