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Long chain alcohol


DATA No : DLL0013 INFORMANT : Yasushi Kawakami

NAME : (2R,3S,4S,5E,7S,8S,9R)-2,9-dihydroxy-3,4,7,8-diepoxy-undeca-5,10-diene

COMMON NAME: depdecin
SYMBOL:
FORMULA: C11H16O4 MOL.WT (average) : 212.242


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BIOLOGICAL ACTIVITY
This compound exhibits anti-angiogenic activity in an in vivo assay system involving the chorioallantoic membrane of growing chick embryo.(Ref. 0101) This compound exhibits the growth-inhibitory activity against ras/srt NIH3T3 cells.(Ref. 0102)
PHYSICAL AND CHEMICAL PROPERTIES
MELTING POINT:

BOILING POINT:

REFRACTIVE INDEX:

OPTICAL ROTATION:[a]d-24 -35.8deg (c 0.52,CH3OH) (Ref. 0102)

DENSITY:

SOLUBILITY:
SPECTRAL DATA
UV SPECTRA:(Ref. 0102)

IR SPECTRA:(Ref. 0102)

NMR SPECTRA:(Ref. 0102)

MASS SPECTRA:(Ref. 0102)

OTHER SPECTRA:HOHAHA (Ref. 0102) HMBC spectrum of HMQC (Ref. 0102)
CHROMATOGRAM DATA
TLC (Ref. 0102)
SOURCE
This compound was isolated from the fungus Alternaria brassicicola.(Ref. 0102)
CHEMICAL SYNTHESIS

METABOLISM

GENETIC INFORMATION

NOTE

REFERENCES
[0101]
AUTHOR:Oikawa, T., Onozawa, C., Inose, M., and Sasaki, M.
TITLE:Depudecin, a microbial metabolite containing two epoxide groups, exhibits anti-angiogenic activity in vivo PubMed ID:8845831
JOURNAL:Biol Pharm Bull.
VOL:18 PAGE : 1305-1307 (1995)
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[0102]
AUTHOR:Matsumoto, M., Matsutani, S., Sugita, K., Yoshida, H., Hayashi, F., Terui, Y., Nakai, H., Uotani, N., Kawamura, Y., Matsumoto, K., et al.
TITLE:Depudecin: a novel compound inducing the flat phenotype of NIH3T3 cells doubly transformed by ras- and src-oncogene, produced by Alternaria brassicicola PubMed ID:1500354
JOURNAL:J Antibiot (Tokyo).
VOL:45 PAGE : 879-885 (1992)
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Last updated June 19, 2007. Copyright © 1989-2007 Japanese Conference on the Biochemistry of Lipids (JCBL). All rights reserved.