Jump to content
 







Main menu
    


Navigation  


●Main page
 ●Contents
 ●Current events
 ●Random article
 ●About Wikipedia
 ●Contact us
 ●Donate
  



Contribute  


●Help
 ●Learn to edit
 ●Community portal
 ●Recent changes
 ●Upload file
  







Search  

































●Create account

●Log in
 









●Create account
 ● Log in
  



Pages for logged out editors learn more  


●Contributions
 ●Talk
  


















Contents

   



(Top)
  


1 References  




2 Further reading  













Bactobolin







Add links
  








●Article
 ●Talk
  
















●Read
 ●Edit
 ●View history
  







Tools
    


Actions  


●Read
 ●Edit
 ●View history
  



General  


●What links here
 ●Related changes
 ●Upload file
 ●Special pages
 ●Permanent link
 ●Page information
 ●Cite this page
 ●Get shortened URL
 ●Download QR code
 ●Wikidata item
  



Print/export  


●Download as PDF
 ●Printable version
  















Appearance
    

 





From Wikipedia, the free encyclopedia
  

Bactobolin
Names
IUPAC name

(2S)-N-[(3S,4R,4aR,5R,6R)-3-(Dichloromethyl)-5,6,8-trihydroxy-3-methyl-1-oxo-4a,5,6,7-tetrahydro-4H-isochromen-4-yl]-2-aminopropanamide[1]

Identifiers

CAS Number

3D model (JSmol)
ChEBI
ChEMBL
ChemSpider

PubChem CID
UNII

CompTox Dashboard (EPA)

  • InChI=1S/C14H20Cl2N2O6/c1-4(17)11(22)18-10-8-7(5(19)3-6(20)9(8)21)12(23)24-14(10,2)13(15)16/h4,6,8-10,13,19-21H,3,17H2,1-2H3,(H,18,22)/t4-,6+,8-,9-,10+,14-/m0/s1

    Key: RBCHRRIVFAIGFI-RGBMRXMBSA-N

  • C[C@@H](C(=O)N[C@@H]1[C@@H]2[C@H]([C@@H](CC(=C2C(=O)O[C@]1(C)C(Cl)Cl)O)O)O)N

Properties

Chemical formula

 C14H20Cl2N2O6
Molar mass 383.22 g·mol−1

Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Infobox references

Bactobolin is a cytotoxic, polyketide-peptide and antitumor antibiotic with the molecular formula C14H20Cl2N2O6.[2][3][4][5] Bactobolin was discovered in 1979.[6]

References

[edit]
  1. ^ a b "Bactobolin". Pubchem.ncbi.NLM.nih.gov.
  • ^ Greenberg, E. Peter; Chandler, Josephine R.; Seyedsayamdost, Mohammad R. (27 March 2020). "The Chemistry and Biology of Bactobolin: A 10-Year Collaboration with Natural Product Chemist Extraordinaire Jon Clardy". Journal of Natural Products. 83 (3): 738–743. doi:10.1021/acs.jnatprod.9b01237. hdl:1808/32425. PMC 8118907. PMID 32105069.
  • ^ Weinreb, Steven M. (1995). "Total synthesis of the microbial antitumor antibiotics actinobolin and bactobolin". Studies in Natural Products Chemistry. 16: 3–25. doi:10.1016/S1572-5995(06)80051-7. ISBN 9780444822642.
  • ^ Munakata, Tomohiko; Ikeda, Yoshifumi; Matsuki, Hideo; Isagai, Katsuyoshi (May 1983). "Cultural Conditions and Strain Improvement for Production of Bactobolin". Agricultural and Biological Chemistry. 47 (5): 929–934. doi:10.1080/00021369.1983.10865772.
  • ^ Franco, Carlos M.; Belda, Beatriz Vázquez (2 December 2020). Natural Compounds as Antimicrobial Agents. MDPI. p. 134. ISBN 978-3-03936-048-2.
  • ^ Reinhoudt, D. N.; Connors, T. A.; Pinedo, H. M.; Poll, K. W. van de (6 December 2012). Structure-Activity Relationships of Anti-Tumour Agents. Springer Science & Business Media. p. 270. ISBN 978-94-009-6798-4.

    • Further reading

    [edit]
  • Lukacs, Gabor; Ohno, Masaji (6 December 2012). Recent Progress in the Chemical Synthesis of Antibiotics. Springer Science & Business Media. p. 286. ISBN 978-3-642-75617-7.
  • Kocienski, Philip J. (14 May 2014). Protecting Groups, 3rd Edition 2005. Georg Thieme Verlag. p. 554. ISBN 978-3-13-179153-5.
    • Stub icon

    This article about an organic compound is a stub. You can help Wikipedia by expanding it.

  • t
  • e

    • Retrieved from "https://en.wikipedia.org/w/index.php?title=Bactobolin&oldid=1190684940"
    Categories: 
    ●Organochlorides
     ●Amides
     ●Amines
     ●Lactones
     ●Polyketide antibiotics
     ●Organic compound stubs
     Hidden categories: 
    ●Articles without InChI source
     ●Articles without KEGG source
     ●Articles containing unverified chemical infoboxes
     ●Articles with short description
     ●Short description matches Wikidata
     ●All stub articles
      


    ●This page was last edited on 19 December 2023, at 06:54 (UTC).
    ●Text is available under the Creative Commons Attribution-ShareAlike License 4.0; additional terms may apply. By using this site, you agree to the Terms of Use and Privacy Policy. Wikipedia® is a registered trademark of the Wikimedia Foundation, Inc., a non-profit organization.


    ●Privacy policy
    ●About Wikipedia
    ●Disclaimers
    ●Contact Wikipedia
    ●Code of Conduct
    ●Developers
    ●Statistics
    ●Cookie statement
    ●Mobile view


    Wikimedia Foundation
    Powered by MediaWiki