NCBI Taxonomy: 163232

Halichondria okadai (ncbi_taxid: 163232)

found 38 associated metabolites at species taxonomy rank level.

Child Taxonomies: none taxonomy data.

Okadaic acid

(2R)-3-[(2S,6R,8S,11R)-2-[(E,2R)-4-[(2S,2R,4R,6R,8aR)-4-hydroxy-2-[(1S,3S)-1-hydroxy-3-[(3R,6S)-3-methyl-1,7-dioxaspiro[5.5]undecan-2-yl]butyl]-3-methylidenespiro[4a,7,8,8a-tetrahydro-4H-pyrano[3,2-b]pyran-6,5-oxolane]-2-yl]but-3-en-2-yl]-11-hydroxy-4-methyl-1,7-dioxaspiro[5.5]undec-4-en-8-yl]-2-hydroxy-2-methylpropanoic acid

C44H68O13 (804.4659678)

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

halichondrin B

C60H86O19 (1110.5763006)

D050258 - Mitosis Modulators > D050256 - Antimitotic Agents > D050257 - Tubulin Modulators D000970 - Antineoplastic Agents > D050256 - Antimitotic Agents

Halichondrin B

7,7,14,29-tetramethyl-8,15-dimethylidene-2-(1,3,4-trihydroxybutyl)-decahydro-3H-dispiro[bis(furo[3,2-b]pyran)-5,5:2,24-[2,19,23,27,31,38,42,45,47,48,49]undecaoxundecacyclo[32.9.2.1³,⁴⁰.1³,⁴¹.1⁶,⁹.1¹²,¹⁶.0¹⁸,³⁰.0²⁰,²⁸.0²²,²⁶.0³⁷,⁴⁴.0³⁹,⁴³]nonatetracontane]-32-one

C60H86O19 (1110.5763006)

D050258 - Mitosis Modulators > D050256 - Antimitotic Agents > D050257 - Tubulin Modulators D000970 - Antineoplastic Agents > D050256 - Antimitotic Agents

okadaic acid

(2R)-3-[(2S,6R,8S,11R)-2-[(2R)-4-[(2S,2R,4R,4aS,6R,8aR)-4-hydroxy-2-[(1S,3S)-1-hydroxy-3-[(2S,3R,6S)-3-methyl-1,7-dioxaspiro[5.5]undecan-2-yl]butyl]-3-methylidenespiro[4a,7,8,8a-tetrahydro-4H-pyrano[3,2-b]pyran-6,5-oxolane]-2-yl]but-3-en-2-yl]-11-hydroxy-4-methyl-1,7-dioxaspiro[5.5]undec-4-en-8-yl]-2-hydroxy-2-methylpropanoic acid

C44H68O13 (804.4659678)

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.

4-(5-{18-[5-(4-hydroxy-2-methylbut-2-en-1-yl)-2,6,6-trimethylcyclohex-2-en-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl}-4,6,6-trimethylcyclohex-3-en-1-yl)-3-methylbut-2-en-1-ol

4-(5-{18-[5-(4-hydroxy-2-methylbut-2-en-1-yl)-2,6,6-trimethylcyclohex-2-en-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl}-4,6,6-trimethylcyclohex-3-en-1-yl)-3-methylbut-2-en-1-ol

C50H72O2 (704.5532012)

halichondrin c

C60H86O20 (1126.5712156)

(1s,1''s,2's,3r,3''s,3'as,6''s,7r,7's,7'as,9s,9''s,11r,12''s,13s,14''r,16''r,18''s,20''s,22''r,26''r,28''s,29''s,30''r,34''r,37''s,39''r,40''s,41''r,43''r,44''s)-5-(1,2-dihydroxyethyl)-7',13,14'',29''-tetramethyl-8'',15''-dimethylidene-tetrahydro-3'h-dispiro[2,6,10-trioxatricyclo[7.4.0.0³,⁷]tridecane-11,5'-furo[3,2-b]pyran-2',24''-[2,19,23,27,31,38,42,45,47,48,49]undecaoxundecacyclo[32.9.2.1³,⁴⁰.1³,⁴¹.1⁶,⁹.1¹²,¹⁶.0¹⁸,³⁰.0²⁰,²⁸.0²²,²⁶.0³⁷,⁴⁴.0³⁹,⁴³]nonatetracontan]-32''-one

(1s,1''s,2's,3r,3''s,3'as,6''s,7r,7's,7'as,9s,9''s,11r,12''s,13s,14''r,16''r,18''s,20''s,22''r,26''r,28''s,29''s,30''r,34''r,37''s,39''r,40''s,41''r,43''r,44''s)-5-(1,2-dihydroxyethyl)-7',13,14'',29''-tetramethyl-8'',15''-dimethylidene-tetrahydro-3'h-dispiro[2,6,10-trioxatricyclo[7.4.0.0³,⁷]tridecane-11,5'-furo[3,2-b]pyran-2',24''-[2,19,23,27,31,38,42,45,47,48,49]undecaoxundecacyclo[32.9.2.1³,⁴⁰.1³,⁴¹.1⁶,⁹.1¹²,¹⁶.0¹⁸,³⁰.0²⁰,²⁸.0²²,²⁶.0³⁷,⁴⁴.0³⁹,⁴³]nonatetracontan]-32''-one

C61H86O19 (1122.5763006)

11-ethyl-7,24,27,28-tetrahydroxy-10-methyl-21,26-diazatetracyclo[23.2.1.0⁸,¹⁵.0⁹,¹³]octacosa-1(28),3,5,16,18,26-hexaene-2,20-dione

C29H38N2O6 (510.2729728)

(1s,6s,7z,9r,10z,19r)-11-chloro-9-hydroxy-6-methyl-14-oxa-23-azatetracyclo[14.6.2.0¹,⁵.0¹⁹,²³]tetracosa-7,10,16-trien-15-one

C23H32ClNO3 (405.2070592)

(1''s,2r,2's,3''s,4s,4as,6r,6''s,7r,7's,8as,9''s,12''s,14''r,16''r,18''s,22''r,26''r,28''s,29''s,30''r,34''r,37''s,39''r,40''s,41''r,43''r,44''s)-7-hydroxy-4,7',14'',29''-tetramethyl-8'',15''-dimethylidene-32''-oxo-decahydro-3h,3'h-dispiro[pyrano[3,2-b]pyran-2,5'-furo[3,2-b]pyran-2',24''-[2,19,23,27,31,38,42,45,47,48,49]undecaoxundecacyclo[32.9.2.1³,⁴⁰.1³,⁴¹.1⁶,⁹.1¹²,¹⁶.0¹⁸,³⁰.0²⁰,²⁸.0²²,²⁶.0³⁷,⁴⁴.0³⁹,⁴³]nonatetracontan]-6-ylacetic acid

(1''s,2r,2's,3''s,4s,4as,6r,6''s,7r,7's,8as,9''s,12''s,14''r,16''r,18''s,22''r,26''r,28''s,29''s,30''r,34''r,37''s,39''r,40''s,41''r,43''r,44''s)-7-hydroxy-4,7',14'',29''-tetramethyl-8'',15''-dimethylidene-32''-oxo-decahydro-3h,3'h-dispiro[pyrano[3,2-b]pyran-2,5'-furo[3,2-b]pyran-2',24''-[2,19,23,27,31,38,42,45,47,48,49]undecaoxundecacyclo[32.9.2.1³,⁴⁰.1³,⁴¹.1⁶,⁹.1¹²,¹⁶.0¹⁸,³⁰.0²⁰,²⁸.0²²,²⁶.0³⁷,⁴⁴.0³⁹,⁴³]nonatetracontan]-6-ylacetic acid

C59H82O19 (1094.5450022)

5-(1,2-dihydroxyethyl)-41'',46''-dihydroxy-7',13,14'',29''-tetramethyl-8'',15''-dimethylidene-tetrahydro-3'h-dispiro[2,6,10-trioxatricyclo[7.4.0.0³,⁷]tridecane-11,5'-furo[3,2-b]pyran-2',24''-[2,19,23,27,31,38,42,45,47,48,49]undecaoxundecacyclo[32.9.2.1³,⁴⁰.1³,⁴¹.1⁶,⁹.1¹²,¹⁶.0¹⁸,³⁰.0²⁰,²⁸.0²²,²⁶.0³⁷,⁴⁴.0³⁹,⁴³]nonatetracontan]-32''-one

5-(1,2-dihydroxyethyl)-41'',46''-dihydroxy-7',13,14'',29''-tetramethyl-8'',15''-dimethylidene-tetrahydro-3'h-dispiro[2,6,10-trioxatricyclo[7.4.0.0³,⁷]tridecane-11,5'-furo[3,2-b]pyran-2',24''-[2,19,23,27,31,38,42,45,47,48,49]undecaoxundecacyclo[32.9.2.1³,⁴⁰.1³,⁴¹.1⁶,⁹.1¹²,¹⁶.0¹⁸,³⁰.0²⁰,²⁸.0²²,²⁶.0³⁷,⁴⁴.0³⁹,⁴³]nonatetracontan]-32''-one

C61H86O21 (1154.5661306)

(1r,5s,6r,7e,9s,10z,19s)-11-chloro-9-hydroxy-6-methyl-14-oxa-23-azatetracyclo[14.6.2.0¹,⁵.0¹⁹,²³]tetracosa-7,10,16-trien-15-one

C23H32ClNO3 (405.2070592)

(1''r,2r,2's,3''r,3ar,3'as,5r,6''s,7s,7's,7as,7'as,9''s,12''r,14''s,16''s,18''s,20''s,22''r,26''r,28''s,29''r,30''r,34''r,37''s,39''s,40''s,41''s,43''r,44''s)-7,7',14'',29''-tetramethyl-8'',15''-dimethylidene-2-[(1s,3s)-1,3,4-trihydroxybutyl]-decahydro-3'h-dispiro[bis(furo[3,2-b]pyran)-5,5':2',24''-[2,19,23,27,31,38,42,45,47,48,49]undecaoxundecacyclo[32.9.2.1³,⁴⁰.1³,⁴¹.1⁶,⁹.1¹²,¹⁶.0¹⁸,³⁰.0²⁰,²⁸.0²²,²⁶.0³⁷,⁴⁴.0³⁹,⁴³]nonatetracontan]-32''-one

(1''r,2r,2's,3''r,3ar,3'as,5r,6''s,7s,7's,7as,7'as,9''s,12''r,14''s,16''s,18''s,20''s,22''r,26''r,28''s,29''r,30''r,34''r,37''s,39''s,40''s,41''s,43''r,44''s)-7,7',14'',29''-tetramethyl-8'',15''-dimethylidene-2-[(1s,3s)-1,3,4-trihydroxybutyl]-decahydro-3'h-dispiro[bis(furo[3,2-b]pyran)-5,5':2',24''-[2,19,23,27,31,38,42,45,47,48,49]undecaoxundecacyclo[32.9.2.1³,⁴⁰.1³,⁴¹.1⁶,⁹.1¹²,¹⁶.0¹⁸,³⁰.0²⁰,²⁸.0²²,²⁶.0³⁷,⁴⁴.0³⁹,⁴³]nonatetracontan]-32''-one

C60H86O19 (1110.5763006)

(3e,5e,7s,8r,9s,10s,11s,13r,15s,16e,18e,24s,25s)-11-ethyl-7,20,24,27,28-pentahydroxy-10-methyl-21,26-diazatetracyclo[23.2.1.0⁸,¹⁵.0⁹,¹³]octacosa-1(28),3,5,16,18,20,26-heptaen-2-one

C29H38N2O6 (510.2729728)

(2e)-4-[(1r,5r)-5-[(1e,3e,5e,7e,9e,11e,13e,15e,17e)-18-[(1r,5r)-5-[(2e)-4-hydroxy-2-methylbut-2-en-1-yl]-2,6,6-trimethylcyclohex-2-en-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]-4,6,6-trimethylcyclohex-3-en-1-yl]-3-methylbut-2-en-1-ol

(2e)-4-[(1r,5r)-5-[(1e,3e,5e,7e,9e,11e,13e,15e,17e)-18-[(1r,5r)-5-[(2e)-4-hydroxy-2-methylbut-2-en-1-yl]-2,6,6-trimethylcyclohex-2-en-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]-4,6,6-trimethylcyclohex-3-en-1-yl]-3-methylbut-2-en-1-ol

C50H72O2 (704.5532012)

11-chloro-9-hydroxy-6-methyl-14-oxa-23-azatetracyclo[14.6.2.0¹,⁵.0¹⁹,²³]tetracosa-7,10,16-trien-15-one

C23H32ClNO3 (405.2070592)

(2r)-3-[(2s,5r,6r,8s)-8-[(2r,3e)-4-[(2r,4'ar,5r,6's,8'r,8'as)-8'-hydroxy-6'-[(1s,3s)-1-hydroxy-3-[(2s,3r,6r)-3-methyl-1,7-dioxaspiro[5.5]undecan-2-yl]butyl]-7'-methylidene-hexahydrospiro[oxolane-2,2'-pyrano[3,2-b]pyran]-5-yl]but-3-en-2-yl]-5-hydroxy-10-methyl-1,7-dioxaspiro[5.5]undec-10-en-2-yl]-2-hydroxy-2-methylpropanoic acid

(2r)-3-[(2s,5r,6r,8s)-8-[(2r,3e)-4-[(2r,4'ar,5r,6's,8'r,8'as)-8'-hydroxy-6'-[(1s,3s)-1-hydroxy-3-[(2s,3r,6r)-3-methyl-1,7-dioxaspiro[5.5]undecan-2-yl]butyl]-7'-methylidene-hexahydrospiro[oxolane-2,2'-pyrano[3,2-b]pyran]-5-yl]but-3-en-2-yl]-5-hydroxy-10-methyl-1,7-dioxaspiro[5.5]undec-10-en-2-yl]-2-hydroxy-2-methylpropanoic acid

C44H68O13 (804.4659678)

(1''s,2r,2's,3''r,4s,4as,6r,6''s,7r,7's,8as,9''s,12''s,14''r,16''r,18''s,22''r,26''r,28''s,29''s,30''r,34''r,37''s,39''r,40''r,41''r,43''r,44''s,46''r)-7,41'',46''-trihydroxy-4,7',14'',29''-tetramethyl-8'',15''-dimethylidene-32''-oxo-decahydro-3h,3'h-dispiro[pyrano[3,2-b]pyran-2,5'-furo[3,2-b]pyran-2',24''-[2,19,23,27,31,38,42,45,47,48,49]undecaoxundecacyclo[32.9.2.1³,⁴⁰.1³,⁴¹.1⁶,⁹.1¹²,¹⁶.0¹⁸,³⁰.0²⁰,²⁸.0²²,²⁶.0³⁷,⁴⁴.0³⁹,⁴³]nonatetracontan]-6-ylacetic acid

(1''s,2r,2's,3''r,4s,4as,6r,6''s,7r,7's,8as,9''s,12''s,14''r,16''r,18''s,22''r,26''r,28''s,29''s,30''r,34''r,37''s,39''r,40''r,41''r,43''r,44''s,46''r)-7,41'',46''-trihydroxy-4,7',14'',29''-tetramethyl-8'',15''-dimethylidene-32''-oxo-decahydro-3h,3'h-dispiro[pyrano[3,2-b]pyran-2,5'-furo[3,2-b]pyran-2',24''-[2,19,23,27,31,38,42,45,47,48,49]undecaoxundecacyclo[32.9.2.1³,⁴⁰.1³,⁴¹.1⁶,⁹.1¹²,¹⁶.0¹⁸,³⁰.0²⁰,²⁸.0²²,²⁶.0³⁷,⁴⁴.0³⁹,⁴³]nonatetracontan]-6-ylacetic acid

C59H82O21 (1126.5348322)