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 See also  





2 References  














Baccatin III






Српски / srpski
Srpskohrvatski / српскохрватски

 

Edit 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
 


Baccatin III

Names

IUPAC name

(2β,5α,7α,10α,13β)-4,10-Diacetoxy-1,7,13-trihydroxy-9-oxo-5,20-epoxytax-11-en-2-yl benzoate

Identifiers

CAS Number

3D model (JSmol)

ChEBI

ChEMBL

ChemSpider

ECHA InfoCard

100.164.451 Edit this at Wikidata

PubChem CID

UNII

CompTox Dashboard (EPA)

  • CC1=C2[C@@H](C(=O)[C@@]3([C@@H](C[C@H]4[C@]([C@H]3[C@H]([C@@](C2(C)C)(C[C@H]1O)O)OC(=O)c5ccccc5)(CO4)OC(=O)C)O)C)OC(=O)C

Properties

Chemical formula

C31H38O11

Molar mass

586.62677 Da

Melting point

229 to 234 °C (444 to 453 °F; 502 to 507 K)

Acidity (pKa)

12.76

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

Infobox references

Baccatin III is an isolate from the yew tree (Genera Taxus). Baccatin III is a precursor to the anti-cancer drug paclitaxel (Taxol).

In 2014, researchers reported introduction and expression of the endophytic fungal gene responsible for synthesizing baccatin III (10-deacetylbaccatin III 10-O-acetyltransferase), to the mushroom Flammulina velutipes.[1] Researchers achieved the same accomplishment with Escherichia coli in 2000.[2]

See also[edit]

References[edit]

  1. ^ Han F, Kang LZ, Zeng XL, Ye ZW, Guo LQ, Lin JF (2014). "Bioproduction of baccatin III, an advanced precursor of paclitaxol with transgenic Flammulina velutipes expressing 10-Deacetylbaccatin III-10-O-acetyl transferase gene". J Sci Food Agric. 94 (12): 2376–2383. doi:10.1002/jsfa.6562. PMID 24403190.
  • ^ Walker K, Croteau R (2000). "Molecular cloning of a 10-deacetylbaccatin III-10-O-acetyl transferase cDNA from Taxus and functional expression in Escherichia coli". Proc Natl Acad Sci U S A. 97 (2): 583–7. Bibcode:2000PNAS...97..583W. doi:10.1073/pnas.97.2.583. PMC 15373. PMID 10639122.

  • t
  • e
  • t
  • e

  • Retrieved from "https://en.wikipedia.org/w/index.php?title=Baccatin_III&oldid=1073297022"

    Categories: 
    Taxanes
    Benzoate esters
    Acetate esters
    Pharmacology stubs
    Ester stubs
    Hidden categories: 
    Articles without InChI source
    Articles without KEGG source
    ECHA InfoCard ID from Wikidata
    Articles containing unverified chemical infoboxes
    Articles with short description
    Short description matches Wikidata
    All stub articles
     



    This page was last edited on 22 February 2022, at 01:04 (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