NCBI Taxonomy: 373098
Gambierdiscus toxicus (ncbi_taxid: 373098)
found 101 associated metabolites at species taxonomy rank level.
Ancestor: Gambierdiscus
Child Taxonomies: none taxonomy data.
Okadaic acid
Okadaic acid is found in mollusks. Okadaic acid is found in the marine sponges Halichondria okadai and Halichondria melanodocia and shellfish. It is a metabolite of Prorocentrum lima. It is a diarrhetic shellfish toxin. Okadaic acid is a toxin that accumulates in bivalves and causes diarrhetic shellfish poisoning. The molecular formula of okadaic acid, which is a derivative of a C38 fatty acid, is C44H68O13. The IUPAC name of okadaic acid is (2R)-2-hydroxy-3-{(2S,5R,6R,8S)-5-hydroxy-[(1R,2E)-3-((2R,5R,6S,8R,8aS)-8-hydroxy-6-{(1S,3S)-1-hydroxy-3-[(3R,6S)-3-methyl-1,7-dioxaspiro[5.5]undec-2-yl]butyl}-7-methyleneoctahydro-3H,3H-spiro[furan-2,2-pyrano[3,2-b]pyran]-5-yl)-1-methylprop-2-en-1-yl]-10-methyl-1,7-dioxaspiro[5.5]undec-10-en-2-yl}-2-methylpropanoic acid. Okadaic acid was named from the marine sponge Halichondria okadai, from which okadaic acid was isolated for the first time. It has also been isolated from another marine sponge, H. malanodocia, as a cytotoxin. The real producer of okadaic acid is a marine dinoflagellate D009676 - Noxae > D011042 - Poisons > D008387 - Marine Toxins D009676 - Noxae > D002273 - Carcinogens D049990 - Membrane Transport Modulators D004791 - Enzyme Inhibitors D007476 - Ionophores
Gambieric acid B
D009676 - Noxae > D011042 - Poisons > D008387 - Marine Toxins D009676 - Noxae > D011042 - Poisons > D002922 - Ciguatoxins
Gambieric acid C
D009676 - Noxae > D011042 - Poisons > D008387 - Marine Toxins D009676 - Noxae > D011042 - Poisons > D002922 - Ciguatoxins
Gambierol
okadaic acid
D009676 - Noxae > D011042 - Poisons > D008387 - Marine Toxins D009676 - Noxae > D002273 - Carcinogens D049990 - Membrane Transport Modulators D004791 - Enzyme Inhibitors D007476 - Ionophores A polycyclic ether that is produced by several species of dinoflagellates, and is known to accumulate in both marine sponges and shellfish. A polyketide, polyether derivative of a C38 fatty acid, it is one of the primary causes of diarrhetic shellfish poisoning (DSP). It is a potent inhibitor of specific protein phosphatases and is known to have a variety of negative effects on cells.
ciguatoxin CTX4B
C60H84O16 (1060.5759064000001)
D009676 - Noxae > D011042 - Poisons > D008387 - Marine Toxins D009676 - Noxae > D011042 - Poisons > D002922 - Ciguatoxins
(3S)-3-[(2S,3R,5S)-5-[(2R)-3-[(1R,3S,5R,7S,9R,11S,14S,16R,17R,18S,20R,21R,22Z,25S,27R,29S,31R,34S,35R,37S,39R,41S)-17,34-dihydroxy-11-[(E,4R)-5-hydroxy-2,4-dimethylpent-2-enyl]-9,18,21,27,29,34-hexamethyl-12-methylidene-2,6,10,15,19,26,30,36,40-nonaoxanonacyclo[23.18.0.03,20.05,18.07,16.09,14.027,41.029,39.031,37]tritetracont-22-en-35-yl]-2-hydroxypropyl]-3-methyloxolan-2-yl]butanoic acid
D009676 - Noxae > D011042 - Poisons > D008387 - Marine Toxins D009676 - Noxae > D011042 - Poisons > D002922 - Ciguatoxins
(3s)-3-[(2s,3r,5s)-5-[(2r)-3-[(1s,3r,5s,7r,9s,11r,14r,16r,17s,18s,20s,21s,22z,25r,27s,29r,31s,34r,35s,37r,39s,41r)-17,34-dihydroxy-11-[(2e,4r)-5-hydroxy-2,4-dimethylpent-2-en-1-yl]-9,18,21,27,29,34-hexamethyl-12-methylidene-2,6,10,15,19,26,30,36,40-nonaoxanonacyclo[23.18.0.0³,²⁰.0⁵,¹⁸.0⁷,¹⁶.0⁹,¹⁴.0²⁷,⁴¹.0²⁹,³⁹.0³¹,³⁷]tritetracont-22-en-35-yl]-2-hydroxypropyl]-3-methyloxolan-2-yl]butanoic acid
(3s)-3-[(2r,3s,5r)-5-[(2r)-3-[(1s,3r,5s,7r,9s,11r,14r,16s,17s,18r,20s,21s,22z,25r,27s,29r,31s,34s,35s,37r,39s,41r)-17,34-dihydroxy-11-[(2e,4r)-5-hydroxy-2,4-dimethylpent-2-en-1-yl]-9,18,21,27,29,34-hexamethyl-12-methylidene-2,6,10,15,19,26,30,36,40-nonaoxanonacyclo[23.18.0.0³,²⁰.0⁵,¹⁸.0⁷,¹⁶.0⁹,¹⁴.0²⁷,⁴¹.0²⁹,³⁹.0³¹,³⁷]tritetracont-22-en-35-yl]-2-hydroxypropyl]-3-methyloxolan-2-yl]butanoic acid
(2r)-3-[(2s,5s,6s,10s)-10-[(2s)-4-[(1r,3s,6'r,8'r,8'as)-8'-hydroxy-6'-[(1s,3s)-1-hydroxy-3-[(3r,6s)-3-methyl-1,7-dioxaspiro[5.5]undecan-2-yl]butyl]-7'-methylidene-hexahydrospiro[cyclopentane-1,2'-pyrano[3,2-b]pyran]-3-yl]but-3-en-2-yl]-5-hydroxy-8-methyl-1-oxaspiro[5.5]undec-7-en-2-yl]-2-hydroxy-2-methylpropanoic acid
(3s)-3-[(2s,3r,5s)-5-[(2r)-3-[(1s,3r,5s,7r,9s,11r,14r,16s,17s,18r,20s,21s,22z,25r,27s,29r,31s,34r,35s,37r,39s,41r)-17,34-dihydroxy-11-[(2e,4r)-5-hydroxy-2,4-dimethylpent-2-en-1-yl]-9,18,21,27,29,34-hexamethyl-12-methylidene-2,6,10,15,19,26,30,36,40-nonaoxanonacyclo[23.18.0.0³,²⁰.0⁵,¹⁸.0⁷,¹⁶.0⁹,¹⁴.0²⁷,⁴¹.0²⁹,³⁹.0³¹,³⁷]tritetracont-22-en-35-yl]-2-hydroxypropyl]-3-methyloxolan-2-yl]butanoic acid
(3s)-3-[(2s,3r,5s)-5-[(2s)-3-[(1s,3r,5s,7r,9s,11r,14r,16s,17s,18r,20s,21s,22z,25r,27s,29r,31s,34r,35s,37r,39s,41r)-17,34-dihydroxy-11-[(2e,4r)-5-hydroxy-2,4-dimethylpent-2-en-1-yl]-9,18,21,27,29-pentamethyl-12-methylidene-2,6,10,15,19,26,30,36,40-nonaoxanonacyclo[23.18.0.0³,²⁰.0⁵,¹⁸.0⁷,¹⁶.0⁹,¹⁴.0²⁷,⁴¹.0²⁹,³⁹.0³¹,³⁷]tritetracont-22-en-35-yl]-2-hydroxypropyl]-3-methyloxolan-2-yl]butanoic acid
16-(buta-1,3-dien-1-yl)-43,44,49,54,58-pentamethyl-2,7,11,17,21,26,33,37,41,46,51,57-dodecaoxaspiro[dodecacyclo[30.28.0.0³,²⁷.0⁶,²⁵.0⁸,²².0¹⁰,²⁰.0¹²,¹⁸.0³⁴,⁵⁸.0³⁶,⁵⁶.0³⁸,⁵².0⁴⁰,⁵⁰.0⁴²,⁴⁷]hexacontane-45,2'-oxolane]-4,14,23,29-tetraene-19,48,59-triol
C60H84O16 (1060.5759064000001)
(3s)-5-{[(2r,3e)-5-[(1s,3r,5s,7r,9s,11r,14r,16s,17s,18r,20s,21s,22z,25r,27s,29r,31s,34r,35s,37r,39s,41r)-35-[(2r)-3-[(2s,4r,5s)-5-[(2s)-1-carboxypropan-2-yl]-4-methyloxolan-2-yl]-2-hydroxypropyl]-17,34-dihydroxy-9,18,21,27,29,34-hexamethyl-12-methylidene-2,6,10,15,19,26,30,36,40-nonaoxanonacyclo[23.18.0.0³,²⁰.0⁵,¹⁸.0⁷,¹⁶.0⁹,¹⁴.0²⁷,⁴¹.0²⁹,³⁹.0³¹,³⁷]tritetracont-22-en-11-yl]-2,4-dimethylpent-3-en-1-yl]oxy}-3-methyl-5-oxopentanoic acid
3-(5-{3-[17,34-dihydroxy-11-(5-hydroxy-2,4-dimethylpent-2-en-1-yl)-9,18,21,27,29-pentamethyl-12-methylidene-2,6,10,15,19,26,30,36,40-nonaoxanonacyclo[23.18.0.0³,²⁰.0⁵,¹⁸.0⁷,¹⁶.0⁹,¹⁴.0²⁷,⁴¹.0²⁹,³⁹.0³¹,³⁷]tritetracont-22-en-35-yl]-2-hydroxypropyl}-3-methyloxolan-2-yl)butanoic acid
(2r)-3-[(2s,5r,6r,10r)-10-[(2s,3e)-4-[(1r,3s,6's,8'r,8'as)-8'-hydroxy-6'-[(1s,3s)-1-hydroxy-3-[(3r,6s)-3-methyl-1,7-dioxaspiro[5.5]undecan-2-yl]butyl]-7'-methylidene-hexahydrospiro[cyclopentane-1,2'-pyrano[3,2-b]pyran]-3-yl]but-3-en-2-yl]-5-hydroxy-8-methyl-1-oxaspiro[5.5]undec-7-en-2-yl]-2-hydroxy-2-methylpropanoic acid
(3s)-3-[(2s,3r,5s)-5-[(2r)-3-[(1s,3r,5s,7r,9s,11r,14r,16r,17s,18s,20s,21s,22z,25r,27s,29r,31s,34r,35s,37r,39s,41r)-17,34-dihydroxy-11-[(2e,4r)-5-hydroxy-2,4-dimethylpent-2-en-1-yl]-9,18,21,27,29-pentamethyl-12-methylidene-2,6,10,15,19,26,30,36,40-nonaoxanonacyclo[23.18.0.0³,²⁰.0⁵,¹⁸.0⁷,¹⁶.0⁹,¹⁴.0²⁷,⁴¹.0²⁹,³⁹.0³¹,³⁷]tritetracont-22-en-35-yl]-2-hydroxypropyl]-3-methyloxolan-2-yl]butanoic acid
(3r)-3-[(2r,3s,5r)-5-[(2r)-3-[(1s,3r,5s,7r,9s,11r,14r,16s,17s,18r,20s,21s,22z,25r,27s,29r,31s,34s,35s,37r,39s,41r)-17,34-dihydroxy-11-[(2e,4r)-5-hydroxy-2,4-dimethylpent-2-en-1-yl]-9,18,21,27,29-pentamethyl-12-methylidene-2,6,10,15,19,26,30,36,40-nonaoxanonacyclo[23.18.0.0³,²⁰.0⁵,¹⁸.0⁷,¹⁶.0⁹,¹⁴.0²⁷,⁴¹.0²⁹,³⁹.0³¹,³⁷]tritetracont-22-en-35-yl]-2-hydroxypropyl]-3-methyloxolan-2-yl]butanoic acid
(3s)-3-[(2s,3r,5s)-5-[(2r)-3-[(1s,3r,5s,7r,9s,11r,14r,16s,17s,18r,20s,21s,22z,25r,27s,29r,31s,34r,35s,37r,39s,41r)-17,34-dihydroxy-11-[(2e,4r)-5-hydroxy-2,4-dimethylpent-2-en-1-yl]-9,18,21,27,29-pentamethyl-12-methylidene-2,6,10,15,19,26,30,36,40-nonaoxanonacyclo[23.18.0.0³,²⁰.0⁵,¹⁸.0⁷,¹⁶.0⁹,¹⁴.0²⁷,⁴¹.0²⁹,³⁹.0³¹,³⁷]tritetracont-22-en-35-yl]-2-hydroxypropyl]-3-methyloxolan-2-yl]butanoic acid
5-{[5-(35-{3-[5-(1-carboxypropan-2-yl)-4-methyloxolan-2-yl]-2-hydroxypropyl}-17,34-dihydroxy-9,18,21,27,29-pentamethyl-12-methylidene-2,6,10,15,19,26,30,36,40-nonaoxanonacyclo[23.18.0.0³,²⁰.0⁵,¹⁸.0⁷,¹⁶.0⁹,¹⁴.0²⁷,⁴¹.0²⁹,³⁹.0³¹,³⁷]tritetracont-22-en-11-yl)-2,4-dimethylpent-3-en-1-yl]oxy}-3-methyl-5-oxopentanoic acid
(3s)-5-{[(2r,3e)-5-[(1s,3r,5s,7r,9s,11r,14r,16s,17s,18r,20s,21s,22z,25r,27s,29r,31s,34r,35s,37r,39s,41r)-35-[(2r)-3-[(2s,4r,5s)-5-[(2s)-1-carboxypropan-2-yl]-4-methyloxolan-2-yl]-2-hydroxypropyl]-17,34-dihydroxy-9,18,21,27,29-pentamethyl-12-methylidene-2,6,10,15,19,26,30,36,40-nonaoxanonacyclo[23.18.0.0³,²⁰.0⁵,¹⁸.0⁷,¹⁶.0⁹,¹⁴.0²⁷,⁴¹.0²⁹,³⁹.0³¹,³⁷]tritetracont-22-en-11-yl]-2,4-dimethylpent-3-en-1-yl]oxy}-3-methyl-5-oxopentanoic acid
(3r)-5-{[(2s,3e)-5-[(1s,3r,5s,7r,9s,11r,14r,16s,17s,18r,20s,21s,22z,25r,27s,29r,31s,34s,35s,37r,39s,41r)-35-[(2r)-3-[(2r,4s,5r)-5-[(2r)-1-carboxypropan-2-yl]-4-methyloxolan-2-yl]-2-hydroxypropyl]-17,34-dihydroxy-9,18,21,27,29,34-hexamethyl-12-methylidene-2,6,10,15,19,26,30,36,40-nonaoxanonacyclo[23.18.0.0³,²⁰.0⁵,¹⁸.0⁷,¹⁶.0⁹,¹⁴.0²⁷,⁴¹.0²⁹,³⁹.0³¹,³⁷]tritetracont-22-en-11-yl]-2,4-dimethylpent-3-en-1-yl]oxy}-3-methyl-5-oxopentanoic acid
3-(5-{3-[17,34-dihydroxy-11-(5-hydroxy-2,4-dimethylpent-2-en-1-yl)-9,18,21,27,29,34-hexamethyl-12-methylidene-2,6,10,15,19,26,30,36,40-nonaoxanonacyclo[23.18.0.0³,²⁰.0⁵,¹⁸.0⁷,¹⁶.0⁹,¹⁴.0²⁷,⁴¹.0²⁹,³⁹.0³¹,³⁷]tritetracont-22-en-35-yl]-2-hydroxypropyl}-3-methyloxolan-2-yl)butanoic acid
(3s)-3-[(2r,3s,5r)-5-[(2r)-3-[(1s,3r,5s,7r,9s,11r,14r,16s,17s,18r,20s,21s,22z,25r,27s,29r,31s,34s,35s,37r,39s,41r)-17,34-dihydroxy-11-[(2e,4r)-5-hydroxy-2,4-dimethylpent-2-en-1-yl]-9,18,21,27,29-pentamethyl-12-methylidene-2,6,10,15,19,26,30,36,40-nonaoxanonacyclo[23.18.0.0³,²⁰.0⁵,¹⁸.0⁷,¹⁶.0⁹,¹⁴.0²⁷,⁴¹.0²⁹,³⁹.0³¹,³⁷]tritetracont-22-en-35-yl]-2-hydroxypropyl]-3-methyloxolan-2-yl]butanoic acid
(1r,3s,6r,8s,10r,12s,16r,18r,19r,20s,22r,25s,27r,29z,32s,34r,36s,38r,40s,42r,43s,44s,45s,47s,48s,49s,50r,52s,54r,56r,58s,59r)-16-[(1e)-buta-1,3-dien-1-yl]-43,44,49,54,58-pentamethyl-2,7,11,17,21,26,33,37,41,46,51,57-dodecaoxaspiro[dodecacyclo[30.28.0.0³,²⁷.0⁶,²⁵.0⁸,²².0¹⁰,²⁰.0¹²,¹⁸.0³⁴,⁵⁸.0³⁶,⁵⁶.0³⁸,⁵².0⁴⁰,⁵⁰.0⁴²,⁴⁷]hexacontane-45,2'-oxolane]-4,14,23,29-tetraene-19,48,59-triol
C60H84O16 (1060.5759064000001)
(1r,3s,6r,8s,10r,12s,16r,18r,19r,20s,22r,25s,27r,29z,32s,34r,36s,38r,40s,42r,43s,44s,45r,47s,48s,49s,50r,52s,54r,56r,58s,59s)-16-[(1e)-buta-1,3-dien-1-yl]-43,44,49,54,58-pentamethyl-2,7,11,17,21,26,33,37,41,46,51,57-dodecaoxaspiro[dodecacyclo[30.28.0.0³,²⁷.0⁶,²⁵.0⁸,²².0¹⁰,²⁰.0¹²,¹⁸.0³⁴,⁵⁸.0³⁶,⁵⁶.0³⁸,⁵².0⁴⁰,⁵⁰.0⁴²,⁴⁷]hexacontane-45,2'-oxolane]-4,14,23,29-tetraene-19,48,59-triol
C60H84O16 (1060.5759064000001)