SML3463

β,β-Dimethylacrylshikonin

≥98% (HPLC)

• Synonym(e): 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
• Empirische Formel (Hill-System): C₂₁H₂₂O₆
• CAS-Nummer: 24502-79-2
• Molekulargewicht: 370.40
• MDL-Nummer: MFCD00143687
• UNSPSC-Code: 12352200
• NACRES: NA.77

Eigenschaften

• Qualitätsniveau: 100
• Assay: ≥98% (HPLC)
• Form: powder
• Farbe: , Red to very dark purple
• Löslichkeit: DMSO: 2 mg/mL, clear (Warmed)
• Lagertemp.: -10 to -25°C
• SMILES String: 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
• InChIKey: BATBOVZTQBLKIL-QGZVFWFLSA-N

Beschreibung

Biochem./physiol. Wirkung

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.

Sicherheitshinweise

• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable