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Long chain alcohol


DATA No : DLL0004 INFORMANT : Yasushi Kawakami

NAME : 7-hydroxymethyl-3,11,15-trimethyl-2,6,10,14-hexadecatetraen-1-ol

COMMON NAME: plaunotol
SYMBOL:
FORMULA: C20H34O2 MOL.WT (average) : 306.483


Download ChemDraw structure data
BIOLOGICAL ACTIVITY
Antipeptic ulcer substance(Ref. 0009) (Ref. 0010)(Ref. 0011),(Ref. 0012)
PHYSICAL AND CHEMICAL PROPERTIES
MELTING POINT:

BOILING POINT:

REFRACTIVE INDEX:

OPTICAL ROTATION:

DENSITY:

SOLUBILITY:
SPECTRAL DATA
UV SPECTRA:

IR SPECTRA:(Ref. 0009)

NMR SPECTRA:(Ref. 0009)

MASS SPECTRA:(Ref. 0009>

OTHER SPECTRA:
CHROMATOGRAM DATA
(Ref. 0009)
SOURCE
Croton sublyratus Kurz(Ref. 0009)
CHEMICAL SYNTHESIS
(Ref. 0009)
METABOLISM
The hydroxyl group at 1-position of plaunotol is oxidized to carboxyl group (1-carboxylic plaunotol), and then methyl group at 16-position is oxidized by w-oxidation enzymes to dicarboxylic acid. (Ref. 0035) The conjugated plaunotol or 1-carboxylic plaunotol is excreted into bile. (Ref. 0035)
GENETIC INFORMATION

NOTE

REFERENCES
[0009]
AUTHOR:Ogiso,A.,Kitazawa,E.,Kurabayashi,M.,Sato,A.,Takahashi,S.,Noguchi,H.,Kuwano,H.,Kobayashi,S., and Mishima,H.
TITLE:Isolation and Structure of Antipeptic Ulcer Diterpene from Thai Medicinal Plant. PubMed ID:729109
JOURNAL:Chem.Pharm.Bull.
VOL:26 PAGE : 3117 -3123 (1978)
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[0010]
AUTHOR:Oda, T., Ushiyama, S., Matsuda, K., and Iijima, Y.
TITLE:Effect of an anti-ulcer drug, plaunotol, and its metabolites on NAD+ dependent 15-hydroxyprostaglandin dehydrogenase from gastric mucosa PubMed ID:3193851
JOURNAL:Life Sci.
VOL:43 PAGE : 1647-1652 (1988)
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[0011]
AUTHOR:Ushiyama, S., Matsuda, K., Asai, F., and Yamazaki, M.
TITLE:Stimulation of prostaglandin production by (2E,6Z,10E)-7-hydroxymethyl-3,11,15-trimethyl-2,6,10,14-++ +hexadecatetrae n-1-ol (plaunotol), a new anti-ulcer drug, in vitro and in vivo PubMed ID:3101705
JOURNAL:Biochem Pharmacol.
VOL:36 PAGE : 369-375 (1987)
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[0012]
AUTHOR:Kobayashi,S.,Ishibashi,C.,Morita,A.,Matsuda,H., and Ogiso,A.
TITLE:Anti-ulcer Activation of (E, Z, E)-7-Hydroxymethyl-3, 11, 15-trimethyl-2, 6, 10, 14-hexadecatraen-1-ol (CS-684), a New Acyclic Diterpene Alcohol from a Thai Medicial plant, on Experimental Aucte Gastric and Duodenal Ulcers
JOURNAL:Ouyouyakuri
VOL:244 PAGE : 599 -607 (1982)
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[0035]
AUTHOR:Komai,T.,Ikeda,T.,Kawai,K.,Hannda,T.,and Tanaka,M.
TITLE:Absorption, Distribution,Excretion and Metabolism of Plaunotol in Rat and Dog
JOURNAL:Prog.Med
VOL:5 PAGE : 849 -862 (1985)
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Last updated June 19, 2007. Copyright © 1989-2007 Japanese Conference on the Biochemistry of Lipids (JCBL). All rights reserved.