Terrein

• CAT Number: R002478
• CAS Number: 582-46-7
• Molecular Formula: C8H10O3
• Molecular Weight: 154.16
• Purity: ≥95%
• Storage: -20°C
• IUPAC Name: (4S,5R)-4,5-dihydroxy-3-[(E)-prop-1-enyl]cyclopent-2-en-1-one
• InChI: InChI=1S/C8H10O3/c1-2-3-5-4-6(9)8(11)7(5)10/h2-4,7-8,10-11H,1H3/b3-2+/t7-,8-/m0/s1
• InChIKey: MHOOPNKRBMHHEC-HZIBQTDNSA-N
• SMILES: C/C=C/C1=CC(=O)[C@@H]([C@H]1O)O

Terrein（Cat No.:R002478）is a natural fungal metabolite with a variety of biological activities, including anti-inflammatory, antioxidant, and anti-melanogenic effects. It has been studied for its potential use in dermatology, particularly for reducing hyperpigmentation by inhibiting melanin synthesis. Terrein also exhibits antimicrobial properties, making it useful in exploring treatments for infections. Additionally, its anti-inflammatory and anti-cancer effects have been investigated, suggesting possible therapeutic applications in chronic inflammatory conditions and cancer research. Its versatile biological profile makes Terrein a promising compound in pharmaceutical and cosmetic research.

Reference

1.Studies in the biochemistry of micro-organisms: The metabolic products of Aspergillus terreus Thom. A new mould metabolic product, terrein. Raistrick H. & Smith G. Biochem. J. 1935, 29, 606.

2.Terrein: a new melanogenesis inhibitor and its mechanism. Park S.H. et al. Cell. Mol. Life Sci. 2004, 61, 2878.

3.Terrein inhibits keratinocyte proliferation via ERK inactivation and G2/M cell cycle arrest. Kim D.S. et al. Exp. Dermatol. 2008, 17, 312.