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Merck
CN

T5705

Terrein

from Aspergillus terreus, ≥98% (HPLC)

别名:

(+)Terrein, Terrain

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关于此项目

经验公式(希尔记法):
C8H10O3
化学文摘社编号:
分子量:
154.16
UNSPSC Code:
12352200
NACRES:
NA.77
Assay:
≥98% (HPLC)
Quality level:
Storage condition:
protect from light
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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

biological source

Aspergillus terreus

assay

≥98% (HPLC)

storage condition

protect from light

solubility

H2O: soluble 1-1.10 mg/mL, clear, colorless, DMSO: soluble

storage temp.

−20°C

Quality Level

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.

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

法规信息

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分析证书(COA)

Lot/Batch Number

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Yanqing Wu et al.
Oncology letters, 13(4), 2805-2810 (2017-04-30)
Terrein is a bioactive fungal metabolite isolated from

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