(R,R)-Hymeglusin, antibiotic agent (ab144274)

Overview

  • Product name

    (R,R)-Hymeglusin, antibiotic agent
  • Description

    β-Lactone antibiotic and antifungal agent
  • Alternative names

    • Antibiotic 1233A
    • Antibiotic F 244
    • Antibiotic L-659-699
  • Biological description

    β-Lactone antibacterial and antifungal agent. Specific irreversible inhibitor of 3-hydroxy-3-methylglutaryl coenzyme A (HMG-CoA) synthase (IC50 = 0.12 µM) in vitro and in vivo.

    See similar compound
  • Purity

    > 95%
  • CAS Number

    29066-42-0
  • Chemical structure

    Chemical Structure

Properties

  • Chemical name

    (2E,4E,7R)-11-[(2R,3R)-3-(Hydroxymethyl)-4-oxooxetan-2-yl]-3,5,7-trimethylundeca-2,4-dienoic acid
  • Molecular weight

    324.41
  • Molecular formula

    C18H28O5
  • PubChem identifier

    6440895
  • Storage instructions

    Store at -20°C. Store under desiccating conditions. The product can be stored for up to 12 months.
  • Solubility overview

    Soluble in ethanol and in DMSO
  • Handling

    Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour.

    Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

  • SMILES

    C[C@H](CCCC[C@@H]1[C@H](C(=O)O1)CO)C/C(=C/C(=C/C(=O)O)/C)/C
  • Source

    Scopulariopsis sp.

References

This product has been referenced in:

  • Groll M & Potts BC Proteasome structure, function, and lessons learned from beta-lactone inhibitors. Curr Top Med Chem 11:2850-78 (2011). Read more (PubMed: 21824111) »
  • Nagashima H  et al. Inhibition of hepatic cholesterol biosynthesis by a 3-hydroxy-3-methylglutaryl coenzyme A synthase inhibitor, 1233A, in mice. Life Sci 52:1595-600 (1993). Read more (PubMed: 8097863) »
  • Kumagai H  et al. Biosynthesis of antibiotic 1233A (F-244) and preparation of [14C]1233A. J Antibiot (Tokyo) 45:563-7 (1992). Read more (PubMed: 1350579) »

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