16-epi-Latrunculin B, F-actin depolymerizing macrolide (ab144292)

Overview

  • Product name

    16-epi-Latrunculin B, F-actin depolymerizing macrolide
  • Description

    Highly selective F-actin depolymerizing and bioactive macrolide
  • Biological description

    Highly selective F-actin depolymerizing and bioactive macrolide. Antiviral (against herpes simplex type 1 virus (HSV-1)). Cytotoxic. Active in vitro.

    See similar compounds
  • Purity

    > 95%
  • Chemical structure

    Chemical Structure

Properties

  • Chemical name

    (4S)-4-[(1R,4S,5Z,9Z,13R,15R)-15-Hydroxy-4,9-dimethyl-11-oxo-12,16-dioxabicyclo[11.3.1]heptadeca-5,9-dien-15-yl]-1,3-thiazolidin-2-one
  • Molecular weight

    395.51
  • Molecular formula

    C20H29NO5S
  • PubChem identifier

    10000783
  • 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]/1CC[C@@H]2C[C@H](C[C@@](O2)([C@H]3CSC(=O)N3)O)OC(=O)/C=C(\CC/C=C1)/C
  • Source

    Negombata magnifica

References

This product has been referenced in:

  • Fürstner A  et al. Total syntheses of the actin-binding macrolides latrunculin A, B, C, M, S and 16-epi-latrunculin B. Chemistry 13:115-34 (2007). Read more (PubMed: 17091520) »
  • Hoye TR  et al. Toward computing relative configurations: 16-epi-latrunculin B, a new stereoisomer of the actin polymerization inhibitor latrunculin B. J Am Chem Soc 124:7405-10 (2002). Read more (PubMed: 12071749) »
  • Schatten G  et al. Latrunculin inhibits the microfilament-mediated processes during fertilization, cleavage and early development in sea urchins and mice. Exp Cell Res 166:191-208 (1986). Read more (PubMed: 3743654) »

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Please note: All products are "FOR RESEARCH USE ONLY. NOT FOR USE IN DIAGNOSTIC PROCEDURES, NOT FOR USE IN HUMANS"
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