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Hitachimycin
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Hitachimycin

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Hitachimycin
Hitachimycin.svg
Clinical data
ATC code
  • none
Identifiers
  • (2Z,4E,6E,12E)-16,20-dihydroxy-21-methoxy-
    3-methyl-10-phenyl-9-azabicyclo[17.3.0]
    docosa-2,4,6,12,19-pentaene-8,18-dione
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
Chemical and physical data
Formula C29H35NO5
Molar mass 477.601 g·mol−1
3D model (JSmol)
  • O[C@H]1CC\C=C\C[C@H](NC(=O)\C=C\C=C\C(\C)=C/[C@H]2C[C@H](OC)C(\O)=C2\C(=O)C1)c3ccccc3
  • InChI=1S/C29H35NO5/c1-20-11-9-10-16-27(33)30-24(21-12-5-3-6-13-21)15-8-4-7-14-23(31)19-25(32)28-22(17-20)18-26(35-2)29(28)34/h3-6,8-13,16-17,22-24,26,31,34H,7,14-15,18-19H2,1-2H3,(H,30,33)/b8-4+,11-9+,16-10+,20-17-/t22-,23-,24-,26-/m0/s1 ☒N
  • Key:PLQKHNPZPRTISL-QSQNXQFYSA-N ☒N
 ☒NcheckY (what is this?)  (verify)

Hitachimycin, also known as stubomycin, is a cyclic polypeptide produced by Streptomyces that acts as an antibiotic. It exhibits cytotoxic activity against mammalian cells, Gram-positive bacteria, yeast, and fungi, as well as hemolytic activity; this is mediated by changes at the cell membrane and subsequent lysis. Owing to its cytotoxic activity against mammalian cells and tumors, it was first proposed as an antitumor antibiotic.

As of 2007, it has not been used in a clinical setting.


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