Herbimycin

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Herbimycin
IUPAC name [(2R,3S,5S,6R,7S,8E,10R,11S,12E,14E)-
2,5,6,11-tetramethoxy-3,7,9,15-tetramethyl-
16,20,22-trioxo-17-azabicyclo[16.3.1]
docosa-8,12,14,18,21-pentaen-10-yl] carbamate
Molecular formula C30H42N2O9
Identifiers
CAS number [70563-58-5]
PubChem 6436247
Properties
Molar mass 574.66 g/mol
Solubility hygroscopic
Hazards
Main hazards toxic
Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)

Infobox disclaimer and references

Herbimycin is a benzoquinone ansamycin antibiotic that binds to Hsp90 (Heat Shock Protein 90) and alters its function. HSP90 client proteins play important roles in the regulation of the cell cycle, cell growth, cell survival, apoptosis, angiogenesis and oncogenesis.

It was originally found by its herbicidal activity, and thus named.

[edit] Synonyms

  • Antibiotic Tan 420F
  • Herbimycin A

[edit] Biological activity

Herbimycin induces the degradation of proteins that are mutated in tumor cells such as v-Src, Bcr-Abl and p53 preferentially over their normal cellular counterparts. This effect is mediated via HSP90.

[edit] See also