Chemistry:Luteoskyrin

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Luteoskyrin
Luteoskyrin.svg
Names
IUPAC name
5,8,10,14,20,23,25,28-octahydroxy-6,21-dimethyloctacyclo[14.11.1.02,11.02,15.04,9.013,17.017,26.019,24]octacosa-4,6,8,10,19,21,23,25-octaene-3,12,18,27-tetrone
Other names
Flacomycelin[citation needed]
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
EC Number
  • 244-631-1
KEGG
UNII
Properties
C30H22O12
Molar mass 574.494 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

Luteoskyrin is a carcinogenic mycotoxin with the molecular formula C30H22O12 which is produced by the mold Penicillium islandicum.[1][2][3][4] Luteoskyrin has strong cytotoxic effects.[5][6] Luteoskyrin can cause the yellow rice disease.[1]

References

  1. 1.0 1.1 Weidenbörner, Martin (7 March 2013) (in de). Lexikon der Lebensmittelmykologie. Springer-Verlag. p. 82. ISBN 978-3-642-57058-2. 
  2. Hänsel, Rudolf; Keller, Konstantin; Rimpler, Horst; Schneider, Georg (8 March 2013) (in de). Hagers Handbuch der Pharmazeutischen Praxis: Drogen P-Z Folgeband 2. Springer-Verlag. ISBN 978-3-642-57881-6. 
  3. Eisenbrand, Gerhard; Schreier, Peter (28 May 2014) (in de). RÖMPP Lexikon Lebensmittelchemie, 2. Auflage, 2006. Georg Thieme Verlag. p. 41. ISBN 978-3-13-179532-8. 
  4. Ueno, Yoshio; Ishikawa, Ichijiro (September 1969). "Production of Luteoskyrin, a Hepatotoxic Pigment, by Penicillium islandicum Sopp". Applied Microbiology 18 (3): 406–409. doi:10.1128/AM.18.3.406-409.1969. ISSN 0003-6919. PMID 5373676. 
  5. Keutel, J.; Möckel, H. (1 December 1969). "Induction of chromosomal breakage in cultured human leucocytes by luteoskyrin" (in en). Humangenetik 7 (4): 344–348. doi:10.1007/BF00283556. ISSN 1432-1203. PMID 5365575. 
  6. Möckel, Horst (in de). Chromosomenaberrationen an kultivierten menschlichen leukozyten. Marburg. p. 39. 

Further reading

  • Ueno, I.; Hoshino, M.; Maitani, T.; Kanegasaki, S.; Ueno, Y. (1 October 1993). "Luteoskyrin, an Anthraquinoid Hepatotoxin, and Ascorbic Acid Generate Hydroxyl Radical in vitro in the Presence of a Trace Amount of Ferrous Iron". Free Radical Research Communications 19 (sup1): s95–s100. doi:10.3109/10715769309056s95. ISSN 8755-0199. PMID 8282236. 
  • Okuto, Hiroshi; Sasada, Yoshio; Sakurai, Kiichi (February 1958). "X-ray Determination of the Molecular Weight of Luteoskyrin". Bulletin of the Chemical Society of Japan 31 (2): 247–248. doi:10.1246/bcsj.31.247. 
  • UENO, YOSHIO; UENO, IKUKO; MIZUMOTO, KIYOHISA; TATSUNO, TAKASHI (1 March 1968). "The Binding of Luteoskyrin, a Hepatotoxic Pigment of Penicillium islandicum Sopp, to Deoxyribonucleohistone". The Journal of Biochemistry 63 (3): 395–397. doi:10.1093/oxfordjournals.jbchem.a128787. ISSN 0021-924X. PMID 5671672. 
  • Busby, W. F. Jr.; Wogan, G. N. (1981) (in English). Luteoskyrin [Pharmacokinetics, effects on mitochondrial function, DNA complex formation, inhibition of macromolecular synthesis, mycotoxins, Penicillium islandicum]..