Biochem/physiol Actions
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.
Preparation Note
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.
| biological source | Aspergillus terreus |
| Quality Level | 200 |
| assay | ≥98% (HPLC) |
| storage condition | protect from light |
| solubility | H2O: soluble 1-1.10 mg/mL, clear, colorless,DMSO: soluble |
| storage temp. | −20°C |
| SMILES string | 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 |
