Chemistry:Calyculin

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Calyculins
Calyculin A and C Structure.svg
Calyculins A and C
Names
IUPAC name
((2R,3R,5R,7R,8S,9S)-2-((1S,3S,4S,5R,6R,7E,9E,11E,13Z)-14-cyano-3,5-dihydroxy-1-methoxy-4,6,8,9,13-pentamethyltetradeca-7,9,11,13-tetraenyl)-9-((E)-3-(2-((2S)-4-(((2S,3S,4S)-4-(dimethylamino)-2,3-dihydroxy-5-methoxypentanoyl)amino)butan-2-yl)-1,3-oxazol-4-yl)prop-2-enyl)-7-hydroxy-4,4,8-trimethyl-1,10-dioxaspiro(4.5)decan-3-yl) dihydrogen phosphate (Calyculin A)[1]
Identifiers
ChEMBL
ChemSpider
UNII
Properties
C51H83N4O15P (Calyculin C)
Molar mass 1023.2 g/mol (Calyculin C)
Properties
C50H81N4O15P (Calyculin A)
Molar mass 1009.17 g/mol (Calyculin A)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Calyculins are natural products originally isolated from the marine sponge Discodermia calyx.[2] Calyculins have proven to be strong serine/threonine protein phosphatase inhibitors and based on this property, calyculins might be potential tumor-promoting agents.

References

  1. "Calyculin A". 2015-01-02. https://media.cellsignal.com/pdf/9902.pdf. 
  2. "Calyculin A, an inhibitor of protein phosphatases, a potent tumor promoter on CD-1 mouse skin". Cancer Res. 50 (12): 3521–3525. 1990. PMID 2160320. 

[1][2]



  1. Tanimoto, Norihiko; Gerritz, Samuel W.; Sawabe, Akiyoshi; Noda, Takeshi; Filla, Sandra A.; Masamune, Satoru (1994-03-17). "Synthese von natürlich vorkommendem (−)‐Calyculin A" (in en). Angewandte Chemie 106 (6): 674–677. doi:10.1002/ange.19941060611. ISSN 0044-8249. https://onlinelibrary.wiley.com/doi/10.1002/ange.19941060611. 
  2. [1]