T5705

Terrein

from Aspergillus terreus, ≥98% (HPLC)

• 別名: (+)Terrein, Terrain
• 実験式（ヒル表記法）: C₈H₁₀O₃
• CAS番号: 582-46-7
• 分子量: 154.16
• UNSPSCコード: 12352200
• NACRES: NA.77

特性

• 由来生物: Aspergillus terreus
• 品質水準: 200
• アッセイ: ≥98% (HPLC)
• 保管条件: protect from light
• 溶解性: H₂O: soluble 1-1.10 mg/mL, clear, colorless; DMSO: soluble
• 保管温度: −20°C
• SMILES記法: OC1C(C(=O)C=C1\C=C\C)O
• InChI: 1S/C8H10O3/c1-2-3-5-4-6(9)8(11)7(5)10/h2-4,7-8,10-11H,1H3/b3-2+
• InChI Key: MHOOPNKRBMHHEC-NSCUHMNNSA-N

詳細

生物化学的／生理学的作用

Terrein is a bioactive fungal metabolite that has plant growth inhibition and antibacterial activities. Terrein reduces melanin levels in a dose-dependent manner as well as tyrosinase protein production. In mammals, there are three melanocyte-specific enzymes: tyrosinase, tyrosinase-related protein-1 (TRP-1), and TRP-2 that are involved in tyrosine conversion into melanin (melanogenesis). Terrein inhibits melanin synthesis by reducing tyrosinase production via extracellular signal-regulated protein kinase (ERK) activation. ERK activation is followed by microphthalmia-associated transcription factor (MITF) down regulation, which is required for tyrosinase expression.

調製ノート

Terrein is soluble in water at 1-1.10 mg/ml and yields a clear, colorless solution. It is also soluble in DMSO. Hence, the product may be reconstituted in water or DMSO.

安全性情報

• 保管分類コード: 11 - Combustible Solids
• WGK: WGK 3
• 引火点(°F): Not applicable
• 引火点(℃): Not applicable