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T5705

Terrein

from Aspergillus terreus, ≥98% (HPLC)

Synonym(s):

(+)Terrein, Terrain

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1 mg
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$265.00

About This Item

Empirical Formula (Hill Notation):
C8H10O3
CAS Number:
Molecular Weight:
154.16
UNSPSC Code:
12352200
NACRES:
NA.77
Assay:
≥98% (HPLC)
Storage condition:
protect from light

$265.00


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biological source

Aspergillus terreus

Quality Segment

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

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.

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This Item
T5580SML0459T2577
assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

100

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

2-8°C

solubility

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

solubility

chloroform: soluble 9.80-10.20 mg/mL, clear, colorless to yellow, DMSO: soluble, acetone: soluble, dichloromethane: soluble, ethanol: soluble, ethyl acetate: soluble, methanol: soluble

solubility

DMSO: soluble, acetone: soluble, ethyl acetate: soluble

solubility

DMSO: 10 mg/mL, clear, H2O: insoluble

storage condition

protect from light

storage condition

protect from light, under inert gas

storage condition

protect from light

storage condition

-

biological source

Aspergillus terreus

biological source

Myxococcus fulvus Mx f85

biological source

Penicillium islandicum

biological source

-


Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



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Global Trade Item Number

SKUGTIN
T5705-1MG04061826694626

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