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Spicamycin

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(Redirected from Septacidin)
Spicamycin
Names
IUPAC name N-amino]-2-oxoethyl]-14-methylpentadecanamide
Other names Septacidin, NSC65104
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
KEGG
PubChem CID
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C30H51N7O7/c1-19(2)13-11-9-7-5-3-4-6-8-10-12-14-21(40)31-15-22(41)36-23-25(42)26(43)30(44-27(23)20(39)16-38)37-29-24-28(33-17-32-24)34-18-35-29/h17-20,23,25-27,30,38-39,42-43H,3-16H2,1-2H3,(H,31,40)(H,36,41)(H2,32,33,34,35,37)Key: YBZRLMLGUBIIDN-UHFFFAOYSA-N
SMILES
  • N(C1=C2C(N=CN2)=NC=N1)3O((CO)O)((NC(CNC(CCCCCCCCCCCCC(C)C)=O)=O)(O)3O)
Properties
Chemical formula C30H51N7O7
Molar mass 621.780 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

Spicamycin is an antibiotic with the molecular formula C30H51N7O7 which is produced by the bacterium Streptomyces alanosinicus. Spicamycin also shows antitumor activity.

References

  1. Burger, AM; Kaur, G; Hollingshead, M; Fischer, RT; Nagashima, K; Malspeis, L; Duncan, KL; Sausville, EA (March 1997). "Antiproliferative activity in vitro and in vivo of the spicamycin analogue KRN5500 with altered glycoprotein expression in vitro". Clinical Cancer Research. 3 (3): 455–63. PMID 9815705.
  2. "Septacidin". Pubchem.ncbi.NLM.nih.gov.
  3. ^ Omura, Satoshi (6 December 2012). The Search for Bioactive Compounds from Microorganisms. Springer Science & Business Media. p. 107. ISBN 978-1-4612-4412-7.

Further reading

  • Suzuki, Tamotsu; Suzuki, Sayaka T.; Yamada, Iwao; Koashi, Yoshiaki; Yamada, Kazue; Chida, Noritaka (1 May 2002). "Total Synthesis of Spicamycin". The Journal of Organic Chemistry. 67 (9): 2874–2880. doi:10.1021/jo010925c. PMID 11975540.
  • Suzuki, Tamotsu; Chida, Noritaka (February 2003). "The New and Efficient Synthesis of a Heptose Moiety of Spicamycin". Chemistry Letters. 32 (2): 190–191. doi:10.1246/cl.2003.190.


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