NCBI Taxonomy: 322841

Leptoclinides (ncbi_taxid: 322841)

found 30 associated metabolites at genus taxonomy rank level.

Ancestor: Didemnidae

Child Taxonomies: Leptoclinides madara, Leptoclinides echinatus, Leptoclinides variegatus, unclassified Leptoclinides

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

   

C-glycosyltryptophan

(2S)-2-amino-3-{2-[(2R,3S,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-1H-indol-3-yl}propanoic acid

C17H22N2O7 (366.1426942)


Tryptophan 2-C-mannoside, also known as 2-alpha-D-mannopyranosyl-L-tryptophan or C-mannosyltryptophan, belongs to the class of organic compounds known as indolyl carboxylic acids and derivatives. Indolyl carboxylic acids and derivatives are compounds containing a carboxylic acid chain (of at least 2 carbon atoms) linked to an indole ring. It is an L-tryptophan derivative and a C-glycosyl compound in which the hydrogen at position 2 on the indole portion has been replaced by an alpha-mannosyl residue. Tryptophan 2-C-mannoside is a very strong basic compound (based on its pKa). Tryptophan 2-C-mannoside has been identified in blood and urine and is a marker of kidney function (PMID: 29234020).

   

2-(beta-D-Mannopyranosyl)-L-tryptophan

2-amino-3-{2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-1H-indol-3-yl}propanoic acid

C17H22N2O7 (366.1426942)


   

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.

   

(2s)-5-carbamimidamido-2-[2-(6-hydroxy-1h-indol-3-yl)-2-oxoacetamido]pentanoic acid

(2s)-5-carbamimidamido-2-[2-(6-hydroxy-1h-indol-3-yl)-2-oxoacetamido]pentanoic acid

C16H19N5O5 (361.1386124)


   

(2s)-5-carbamimidamido-2-[(4-hydroxyphenyl)formamido]pentanoic acid

(2s)-5-carbamimidamido-2-[(4-hydroxyphenyl)formamido]pentanoic acid

C13H18N4O4 (294.1327988)


   

(2s)-2-amino-3-{2-[(2r,3s,4r,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-1h-indol-3-yl}propanimidamide

(2s)-2-amino-3-{2-[(2r,3s,4r,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-1h-indol-3-yl}propanimidamide

C17H24N4O5 (364.1746614)


   

4-[(2s)-2-{[(6-bromo-1h-indol-3-yl)(hydroxy)methylidene]amino}-2-carboxyethyl]-1,3-dimethyl-5-(methylsulfanyl)-2h-imidazol-2-yl

4-[(2s)-2-{[(6-bromo-1h-indol-3-yl)(hydroxy)methylidene]amino}-2-carboxyethyl]-1,3-dimethyl-5-(methylsulfanyl)-2h-imidazol-2-yl

C18H20BrN4O3S (451.043941)


   

2-{[(6-bromo-1h-indol-3-yl)(hydroxy)methylidene]amino}-3-(2-iminoimidazolidin-4-yl)propanoic acid

2-{[(6-bromo-1h-indol-3-yl)(hydroxy)methylidene]amino}-3-(2-iminoimidazolidin-4-yl)propanoic acid

C15H16BrN5O3 (393.0436446)


   

5-carbamimidamido-2-[(4-hydroxyphenyl)formamido]pentanoic acid

5-carbamimidamido-2-[(4-hydroxyphenyl)formamido]pentanoic acid

C13H18N4O4 (294.1327988)


   

5-(2-{[(6-bromo-1h-indol-3-yl)(hydroxy)methylidene]amino}-2-carboxyethyl)-1,3-dimethyl-4-(methylsulfanyl)imidazol-1-ium

5-(2-{[(6-bromo-1h-indol-3-yl)(hydroxy)methylidene]amino}-2-carboxyethyl)-1,3-dimethyl-4-(methylsulfanyl)imidazol-1-ium

[C18H20BrN4O3S]+ (451.043941)


   

(2s)-2-{[(6-bromo-1h-indol-3-yl)(hydroxy)methylidene]amino}-3-(3h-imidazol-4-yl)propanoic acid

(2s)-2-{[(6-bromo-1h-indol-3-yl)(hydroxy)methylidene]amino}-3-(3h-imidazol-4-yl)propanoic acid

C15H13BrN4O3 (376.0170968)


   

2,12,15-triazapentacyclo[11.7.1.0³,⁸.0⁹,²¹.0¹⁴,¹⁹]henicosa-1,3(8),4,6,9(21),10,12,14(19),16-nonaene-18,20-dione

2,12,15-triazapentacyclo[11.7.1.0³,⁸.0⁹,²¹.0¹⁴,¹⁹]henicosa-1,3(8),4,6,9(21),10,12,14(19),16-nonaene-18,20-dione

C18H9N3O2 (299.0694734)


   

5-bromo-2,12,15-triazapentacyclo[11.7.1.0³,⁸.0⁹,²¹.0¹⁴,¹⁹]henicosa-1,3(8),4,6,9(21),10,12,14,16,18-decaen-20-one

5-bromo-2,12,15-triazapentacyclo[11.7.1.0³,⁸.0⁹,²¹.0¹⁴,¹⁹]henicosa-1,3(8),4,6,9(21),10,12,14,16,18-decaen-20-one

C18H8BrN3O (360.9850698)


   

3-amino-n-(2-{[2-(1h-indol-3-yl)ethyl]-c-hydroxycarbonimidoyl}ethyl)propanimidic acid

3-amino-n-(2-{[2-(1h-indol-3-yl)ethyl]-c-hydroxycarbonimidoyl}ethyl)propanimidic acid

C16H22N4O2 (302.1742672)


   

5-carbamimidamido-2-[2-(6-hydroxy-1h-indol-3-yl)-2-oxoacetamido]pentanoic acid

5-carbamimidamido-2-[2-(6-hydroxy-1h-indol-3-yl)-2-oxoacetamido]pentanoic acid

C16H19N5O5 (361.1386124)


   

2-{[(6-bromo-1h-indol-3-yl)(hydroxy)methylidene]amino}-3-(3h-imidazol-4-yl)propanoic acid

2-{[(6-bromo-1h-indol-3-yl)(hydroxy)methylidene]amino}-3-(3h-imidazol-4-yl)propanoic acid

C15H13BrN4O3 (376.0170968)


   

(2s)-2-{[(6-bromo-1h-indol-3-yl)(hydroxy)methylidene]amino}-5-carbamimidamidopentanoic acid

(2s)-2-{[(6-bromo-1h-indol-3-yl)(hydroxy)methylidene]amino}-5-carbamimidamidopentanoic acid

C15H18BrN5O3 (395.0592938)


   

(2s)-5-carbamimidamido-2-[2-(1h-indol-3-yl)-2-oxoacetamido]pentanoic acid

(2s)-5-carbamimidamido-2-[2-(1h-indol-3-yl)-2-oxoacetamido]pentanoic acid

C16H19N5O4 (345.1436974)


   

(2r)-2-({[6-bromo-5-(4-hydroxybenzoyloxy)-1h-indol-3-yl](hydroxy)methylidene}amino)butanedioic acid

(2r)-2-({[6-bromo-5-(4-hydroxybenzoyloxy)-1h-indol-3-yl](hydroxy)methylidene}amino)butanedioic acid

C20H15BrN2O8 (490.001173)


   

5-carbamimidamido-2-{[hydroxy(1h-indol-3-yl)methylidene]amino}pentanoic acid

5-carbamimidamido-2-{[hydroxy(1h-indol-3-yl)methylidene]amino}pentanoic acid

C15H19N5O3 (317.14878239999996)


   

(2s)-2-{[(6-bromo-1h-indol-3-yl)(hydroxy)methylidene]amino}-3-[(4r)-2-iminoimidazolidin-4-yl]propanoic acid

(2s)-2-{[(6-bromo-1h-indol-3-yl)(hydroxy)methylidene]amino}-3-[(4r)-2-iminoimidazolidin-4-yl]propanoic acid

C15H16BrN5O3 (393.0436446)


   

(2r)-5-carbamimidamido-2-[2-(6-hydroxy-1h-indol-3-yl)-2-oxoacetamido]pentanoic acid

(2r)-5-carbamimidamido-2-[2-(6-hydroxy-1h-indol-3-yl)-2-oxoacetamido]pentanoic acid

C16H19N5O5 (361.1386124)


   

2-{[(6-bromo-1h-indol-3-yl)(hydroxy)methylidene]amino}-5-carbamimidamidopentanoic acid

2-{[(6-bromo-1h-indol-3-yl)(hydroxy)methylidene]amino}-5-carbamimidamidopentanoic acid

C15H18BrN5O3 (395.0592938)


   

5-carbamimidamido-2-[2-(1h-indol-3-yl)-2-oxoacetamido]pentanoic acid

5-carbamimidamido-2-[2-(1h-indol-3-yl)-2-oxoacetamido]pentanoic acid

C16H19N5O4 (345.1436974)


   

(2r)-5-carbamimidamido-2-{[hydroxy(1h-indol-3-yl)methylidene]amino}pentanoic acid

(2r)-5-carbamimidamido-2-{[hydroxy(1h-indol-3-yl)methylidene]amino}pentanoic acid

C15H19N5O3 (317.14878239999996)


   

(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)