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Long chain alcohol


DATA No : DLL0018 INFORMANT : Yasushi Kawakami

NAME : (3S,8E)-1,3-dihydroxy-8-decen-5-one

COMMON NAME:
SYMBOL: IC201
FORMULA: C10H18O2 MOL.WT (average) : 170.249


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BIOLOGICAL ACTIVITY
This compound is effective in retarding growth of the solid tumor of Ehrlich carcinoma.(Ref. 0107) The addition of this compound to P3889D1 cell culture enhanced the release of interleukin 1. (Ref. 0058)
PHYSICAL AND CHEMICAL PROPERTIES
MELTING POINT:

BOILING POINT:

REFRACTIVE INDEX:

OPTICAL ROTATION:[a] d-25=+23deg(c=1.05,CHCl3)(Ref. 0106) [a]d-20:+26deg (Ref. 0060)

DENSITY:

SOLUBILITY:
SPECTRAL DATA
UV SPECTRA:(Ref. 0106)

IR SPECTRA:(Ref. 0106)(Ref. 0057)

NMR SPECTRA:(Ref. 0106)(Ref. 0107)(Ref. 0057)(Ref. 0060)

MASS SPECTRA:(Ref. 0106)

OTHER SPECTRA:
CHROMATOGRAM DATA
(Ref. 0107)
SOURCE
This compound was isolated from cultured broth of Streptomyces fimbriatus (Ref. 0106) and Streptomyces cirratus.(Ref. 0107)
CHEMICAL SYNTHESIS

METABOLISM

GENETIC INFORMATION

NOTE

REFERENCES
[0057]
AUTHOR:Walter,K.,S.,Wuthier,D.
TITLE:(3S,8E)-1,3-Dihydroxy-8-decen-5-on,ein Stoffwechselprodukt von Streptomyces fimbriatus
JOURNAL:Helvetica Chimica Acta
VOL:66 PAGE : 1253 -1261 (1983)
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[0058]
AUTHOR:F.,Szurdoki,L.,Novak,Cs.,Szantay,E.,B.,Gacs,M.,Toth
TITLE:AN IMPROVED SYNTHESIS OF (E)-9-DODECEN-1-YL ACETATE,THE SEX PHEROMONE OF RHYACIONIA BUOLIANA
JOURNAL:ORGANIC PREPARATIONS AND PROCEDURES INT.
VOL:20 PAGE : 475 -483 (1988)
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[0060]
AUTHOR:Grabley, S., Hammann, P., Kluge, H., Wink, J., Kricke, P., and Zeeck, A.
TITLE:Secondary metabolites by chemical screening. 4. Detection, isolation and biological activities of chiral synthons from Streptomyces PubMed ID:1880070
JOURNAL:J Antibiot (Tokyo).
VOL:44 PAGE : 797-800 (1991)
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[0106]
AUTHOR:Keller,S.,W.,Wuthier,D.
TITLE:122.Stoffwechselprodukte von Mikroorganismen (3S,8E)-1,3-Dihydroxy-8-decen-5-one,ein Stoffwechselprodukt von Streptomyces fimbriatus (Millard und Burr 1926)
JOURNAL:Helvetica Chimica Acta
VOL:66 PAGE : 1253 -1261 (1983)
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[0107]
AUTHOR:Mizutani, S., Odai, H., Masuda, T., Iijima, M., Osono, M., Hamada, M., Naganawa, H., Ishizuka, M., and Takeuchi, T.
TITLE:Biological activities of IC201 ((3S,8E)-1,3-dihydroxy-8-decen-5-one), a low molecular weight immunomodulator produced by Streptomyces PubMed ID:2786863
JOURNAL:J Antibiot (Tokyo).
VOL:42 PAGE : 952-959 (1989)
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Last updated June 19, 2007. Copyright © 1989-2007 Japanese Conference on the Biochemistry of Lipids (JCBL). All rights reserved.