SML3463

β,β-Dimethylacrylshikonin

≥98% (HPLC)

• Sinônimo(s): 3-​methyl-​2-​butenoic acid (1R)​-​1-​(1,​4-​dihydro-​5,​8-​dihydroxy-​1,​4-​dioxo-​2-​naphthalenyl)​-​4-​methyl-​3-​penten-​1-​yl ester, Arnebin-1, Dimethylacrylshikonin, Dmask, [(1R)-1-(5,8-Dihydroxy-1,4-dioxonaphthalen-2-yl)-4-methylpent-3-enyl] 3-methylbut-2-enoate
• Fórmula empírica (Notação de Hill): C₂₁H₂₂O₆
• Número CAS: 24502-79-2
• Peso molecular: 370.40
• Número MDL: MFCD00143687
• Código UNSPSC: 12352200
• NACRES: NA.77

Propriedades

• Nível de qualidade: 100
• Ensaio: ≥98% (HPLC)
• Formulário: powder
• cor: , Red to very dark purple
• solubilidade: DMSO: 2 mg/mL, clear (Warmed)
• temperatura de armazenamento: -10 to -25°C
• cadeia de caracteres SMILES: O([C@H](CC=C(C)C)C1=CC(=O)c2c(c(ccc2O)O)C1=O)C(=O)C=C(C)C
• InChI: 1S/C21H22O6/c1-11(2)5-8-17(27-18(25)9-12(3)4)13-10-16(24)19-14(22)6-7-15(23)20(19)21(13)26/h5-7,9-10,17,22-23H,8H2,1-4H3/t17-/m1/s1
• chave InChI: BATBOVZTQBLKIL-QGZVFWFLSA-N

Descrição

Ações bioquímicas/fisiológicas

β,β-Dimethylacrylshikonin (Arnebin-1) is a main active naphthoquinone from herbal plants Lithospermum erythrorhizon (Zicao) and Arnebia euchroma that exhibits anti-neoplasm and antihyperglycemic activities. It stimulates autophagy in lung adenocarcinoma cells through activation of CaMKKβ-AMPK-mTOR pathway. β,β-Dimethylacrylshikonin facilitates wound healing through PI3K pathway. β,β-Dimethylacrylshikonin improves nonalcoholic fatty liver disease induced by a high-fat diet in rats.

Anti-neoplasm and antihyperglycemic; facilitates wound healing through PI3K pathway.

Informações de segurança

• Código de classe de armazenamento: 11 - Combustible Solids
• Classe de risco de água (WGK): WGK 3
• Ponto de fulgor (°F): Not applicable
• Ponto de fulgor (°C): Not applicable