Terrein

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Terrein

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Cat No: 23496

Biochemicals - Natural Products

Terrein is a fungal metabolite produced by A. terreus with diverse biological activities.{36169} It reduces melanin production in Mel-Ab mouse melanocytes in a dose-dependent manner via ERK activation and downregulation of microphthalmia-associated tr...

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Territorial Availability: Available through Bertin Technologies only in France

Synonyms:

4S,5R-dihydroxy-3-(1E)-1-propen-1-yl-2-cyclopenten-1-one

Correlated keywords:

NSC291308 Aspergillus extracellular-signal-regulated kinase anti-microbial Staphylococcus Aeromonas Enterococcus Alternaria Bipolaris Phytophthora A-549

Product Overview:
Terrein is a fungal metabolite produced by A. terreus with diverse biological activities.{36169} It reduces melanin production in Mel-Ab mouse melanocytes in a dose-dependent manner via ERK activation and downregulation of microphthalmia-associated transcription factor (MITF).{36170} Terrein inhibits proliferation of human keratinocytes and thins the epidermis in a skin equivalent model of psoriasis vulgaris.{36171} It is antimicrobial, inhibiting the growth of S. aureus, A. hydrophila, E. faecalis, A. flavus, A. alternata, B. sorokiniana, and P. drechsleri (MICs = 1-40 μg/ml).{36172} Terrein also inhibits growth of A549 lung cancer cells in a dose-dependent manner.

Size	1 mg
Shipping	dry ice
CAS Number	582-46-7
Molecular Formula	C₈H₁₀O₃
SMILES	O=C1[C@H](O)[C@@H](O)C(/C=C/C)=C1
Molecular Weight	154,2
Formulation	A solid
Purity	≥98%
Custom Code	2909.30
UNSPSC code	12352100

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Cayman Chemical's mission is to help make research possible by supplying scientists worldwide with the basic research tools necessary for advancing human and animal health. Our utmost commitment to healthcare researchers is to offer the highest quality products with an affordable pricing policy.

Our scientists are experts in the synthesis, purification, and characterization of biochemicals ranging from small drug-like heterocycles to complex biolipids, fatty acids, and many others. We are also highly skilled in all aspects of assay and antibody development, protein expression, crystallization, and structure determination.

Over the past thirty years, Cayman developed a deep knowledge base in lipid biochemistry, including research involving the arachidonic acid cascade, inositol phosphates, and cannabinoids. This knowledge enabled the production of reagents of exceptional quality for cancer, oxidative injury, epigenetics, neuroscience, inflammation, metabolism, and many additional lines of research.

Our organic and analytical chemists specialize in the rapid development of manufacturing processes and analytical methods to carry out clinical and commercial GMP-API production. Pre-clinical drug discovery efforts are currently underway in the areas of bone restoration and repair, muscular dystrophy, oncology, and inflammation. A separate group of Ph.D.-level scientists are dedicated to offering Hit-to-Lead Discovery and Profiling Services for epigenetic targets. Our knowledgeable chemists can be contracted to perform complete sample analysis for analytes measured by the majority of our assays. We also offer a wide range of analytical services using LC-MS/MS, HPLC, GC, and many other techniques.

Accreditations
ISO/IEC 17025:2005
ISO Guide 34:2009

Cayman is a leader in the field of emerging drugs of abuse, providing high-purity Schedule I-V Controlled Substances to federally-licensed laboratories and qualified academic research institutions for forensic analyses. We are certified by ACLASS Accreditation Services with dual accreditation to ISO/IEC 17025:2005 and ISO Guide 34:2009.