CAS 80943-41-5

Metil 4,6-didesoxi-4-[[(1S,4R,5S,6S)-4,5,6-triidroxi-3-(hidroximetil)-2-cicloexen-1-il]amino]-α-D-glucopiranosídeo

Descrição:

Metil 4,6-didesoxi-4-[[(1S,4R,5S,6S)-4,5,6-triidroxi-3-(hidroximetil)-2-cicloexen-1-il]amino]-α-D-glucopiranosídeo, com número CAS 80943-41-5, é um glicósido complexo caracterizado por suas características estruturais únicas. Este composto contém um moiety de glucopiranosídeo, que é um anel de açúcar de seis membros, e é modificado com um componente de açúcar dideoxi, indicando a ausência de grupos hidroxila em posições específicas. A presença de um anel de ciclohexeno com múltiplos grupos hidroxila contribui para sua potencial atividade biológica e propriedades de solubilidade. A estereoquímica da molécula é significativa, pois inclui centros quirais específicos que influenciam suas interações com sistemas biológicos. Este composto pode exibir propriedades relevantes para a química medicinal, particularmente no contexto de reações de glicosilação ou como um potencial composto líder no desenvolvimento de medicamentos. Sua estrutura complexa sugere que poderia participar de várias vias bioquímicas, tornando-o de interesse para pesquisas adicionais em farmacologia e bioquímica.

Fórmula: 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

Chave InChI: 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

Sinónimos:

• (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

Fórmula: C₁₄H₂₅NO₈

Cor e Forma: Neat

Peso molecular: 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.

Fórmula: C₁₄H₂₅NO₈

Pureza: Min. 95%

Cor e Forma: Powder

Peso molecular: 335.35 g/mol

Ref: 3D-OA34981