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Chemical Structure
Chemical Structure
Chemical Structure

16-epi-Latrunculin B [444911-05-1]

Research Use Only
AG-CN2-0034
AdipoGen Life Sciences
CAS Number444911-05-1
Product group Chemicals
Estimated Purity>95%
Molecular Weight395.5
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Overview

  • Supplier
    AdipoGen Life Sciences
  • Product Name
    16-epi-Latrunculin B
  • Delivery Days Customer
    10
  • CAS Number
    444911-05-1
  • Certification
    Research Use Only
  • Estimated Purity
    >95%
  • Hazard Information
    Warning
  • Molecular Formula
    C20H29NO5S
  • Molecular Weight
    395.5
  • Scientific Description
    Antiviral (against herpes simplex type 1 virus (HSV-1)) [1]. Cytotoxic [1, 5]. Depolymerizes actin filaments (F-actin) [2, 3, 4]. - Chemical. CAS: 444911-05-1. Formula: C20H29NO5S. MW: 395.5. Isolated from marine sponge Negombata magnifica. Antiviral (against herpes simplex type 1 virus (HSV-1)). Cytotoxic. Depolymerizes actin filaments (F-actin).
  • SMILES
    [H][C@@]1(CSC(=O)N1)[C@@]1(O)C[C@H]2C[C@@H](CC[C@H](C)\C=C/CC\C(C)=C/C(=O)O2)O1
  • Storage Instruction
    -20°C,2°C to 8°C
  • UNSPSC
    12352200

References

  • Toward computing relative configurations: 16-epi-latrunculin B, a new stereoisomer of the actin polymerization inhibitor latrunculin B: T.R. Hoye, et al.; JACS 124, 7405 (2002) Abstract
  • A new dimension to the biosynthetic products isolated from the sponge Negombata magnifica: B. Vilozny, et al.; J. Nat. Prod. 67, 1055 (2004)
  • Diverted total synthesis: Preparation of a focused library of latrunculin analogues and evaluation of their actin-binding properties: A. Fürstner, et al.; PNAS 102, 8103 (2005)
  • Total syntheses of the actin-binding macrolides latrunculin A, B, C, M, S and 16-epi-latrunculin B: A. Fürstner, et al.; Chemistry 13, 115 (2007)
  • Interrogating the Bioactive Pharmacophore of the Latrunculin Chemotype by Investigating the Metabolites of Two Taxonomically Unrelated Sponges: T. Amagata, et al.; J. Med. Chem. 51, 7234 (2008)