octadecatetraenoic acid |
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CHEBI:37810 |
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A polyunsaturated fatty acid whose structure contains double bonds at any four positions of an 18-carbon straight chain. |
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This entity has been manually annotated by the ChEBI Team.
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Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
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View more via ChEBI Ontology
Outgoing
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octadecatetraenoic acid
(CHEBI:37810)
is a
fatty acid 18:4
(CHEBI:132503)
octadecatetraenoic acid
(CHEBI:37810)
is a
long-chain fatty acid
(CHEBI:15904)
octadecatetraenoic acid
(CHEBI:37810)
is a
octadecanoid
(CHEBI:36326)
octadecatetraenoic acid
(CHEBI:37810)
is a
straight-chain fatty acid
(CHEBI:59202)
octadecatetraenoic acid
(CHEBI:37810)
is conjugate acid of
octadecatetraenoate
(CHEBI:78050)
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Incoming
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monoacylglycerol 18:4
(CHEBI:142218)
has functional parent
octadecatetraenoic acid
(CHEBI:37810)
(5Z,9Z,12Z,15Z)-octadecatetraenoic acid
(CHEBI:86135)
is a
octadecatetraenoic acid
(CHEBI:37810)
(9Z,11E,13E,15Z)-4-oxo-9,11,13,15-octadecatetraenoic acid
(CHEBI:138781)
is a
octadecatetraenoic acid
(CHEBI:37810)
5,8,11,14-octadecatetraenoic acid
(CHEBI:177985)
is a
octadecatetraenoic acid
(CHEBI:37810)
all-cis-octadeca-6,9,12,15-tetraenoic acid
(CHEBI:32389)
is a
octadecatetraenoic acid
(CHEBI:37810)
Chrysobalanic acid
(CHEBI:187125)
is a
octadecatetraenoic acid
(CHEBI:37810)
parinaric acid
(CHEBI:32408)
is a
octadecatetraenoic acid
(CHEBI:37810)
octadecatetraenoate
(CHEBI:78050)
is conjugate base of
octadecatetraenoic acid
(CHEBI:37810)
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18:4
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ChEBI
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C18:4
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ChEBI
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octadecatetraenoic acids
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ChEBI
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Romano G, Miralto A, Ianora A (2010) Teratogenic effects of diatom metabolites on sea urchin Paracentrotus lividus embryos. Marine drugs 8, 950-967 [PubMed:20479962] [show Abstract] The diatom-derived polyunsaturated aldehydes (PUAs), 2-trans,4-trans-decadienal, 2-trans,4-trans-octadienal, 2-trans,4-trans,7-octatrienal, 2-trans,4-trans-heptadienal, as well as tridecanal were tested on early and later larval development in the sea urchin Paracentrotus lividus. We also tested the effect of some of the more abundant diatom polyunsaturated fatty acids (PUFAs) on development, in particular 5,8,11,14,17-eicosapentaenoic acid (EPA), one of the main precursors of diatom PUAs, as well as 4,7,10,13,16,19-docosahexaenoic acid (DHA), 6,9,12,15-octadecatetraenoic acid (stearidonic acid), 6,9,12-octadecatrienoic acid (gamma-linolenic acid) and 9,12-octadecadienoic acid (linoleic acid). PUAs blocked sea urchin cell cleavage in a dose dependent manner and with increasing chain length from C7 to C10 PUAs, with arrest occurring at 27.27 microM with heptadienal, 16.13 microM with octadienal, 11.47 microM with octatrienal and 5.26 microM with decadienal. Of the PUFAs tested, only EPA and stearidonic acid blocked cleavage, but at much higher concentrations compared to PUAs (331 microM for EPA and 181 microM for stearidonic acid). Sub-lethal concentrations of decadienal (1.32-5.26 microM) delayed development of embryos and larvae which showed various degrees of malformations depending on the concentrations tested. Sub-lethal concentrations also increased the proportion of TUNEL-positive cells indicating imminent death in embryos and larvae. Using decadienal as a model PUA, we show that this aldehyde can be detected spectrophotometrically for up to 14 days in f/2 medium. |
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2011-01-26
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Several isomers occur naturally, including the 3E, 9Z, 12Z, 15Z-isomer, found in seed oil, and the all-Z isomer, found in fish oil. --http://science.jrank.org/pages/37649/octadecatetraenoic-acid.html.
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2011-01-26
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The all-cis-6,9,12,15-isomer (stearidonic acid) is abundant in diatoms.
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