T5705

Terrein

from Aspergillus terreus, ≥98% (HPLC)

• Sinónimos: (+)Terrein, Terrain
• Fórmula empírica (notación de Hill): C₈H₁₀O₃
• Número de CAS: 582-46-7
• Peso molecular: 154.16
• Código UNSPSC: 12352200
• NACRES: NA.77

Propiedades

• origen biológico: Aspergillus terreus
• Nivel de calidad: 200
• Ensayo: ≥98% (HPLC)
• condiciones de almacenamiento: protect from light
• solubilidad: H₂O: soluble 1-1.10 mg/mL, clear, colorless; DMSO: soluble
• temp. de almacenamiento: −20°C
• cadena SMILES: 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+
• Clave InChI: MHOOPNKRBMHHEC-NSCUHMNNSA-N

Descripción

Acciones bioquímicas o fisiológicas

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.

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.

Nota de preparación

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.

Información de seguridad

• Código de clase de almacenamiento: 11 - Combustible Solids
• Clase de riesgo para el agua (WGK): WGK 3
• Punto de inflamabilidad (°F): Not applicable
• Punto de inflamabilidad (°C): Not applicable