dinophysistoxin 2 (CHEBI:145981)

CHEBI:145981 - dinophysistoxin 2

ChEBI ID	CHEBI:145981
ChEBI Name	dinophysistoxin 2
Stars
Definition	A ketal that is a rare marine toxin structurally related to okadaic acid. Found yearly along with okadaic acid in Portuguese shellfish, its presence has been correlated with the occurrence of Dinophysis acta.
Last Modified	22 August 2023
Submitter	Marcus Ennis
Downloads	Molfile

Formula	C44H68O13
Net Charge	0
Average Mass	805.015
Monoisotopic Mass	804.46599
SMILES	[H][C@@]12O[C@]3(CC[C@H](/C=C/[C@@H](C)[C@]4([H])CC(C)=C[C@@]5(O[C@H](C[C@@](C)(O)C(=O)O)CC[C@H]5O)O4)O3)CC[C@H]1O[C@H]([C@@H](O)C[C@H](C)[C@]1([H])CCC[C@@]3(OCCC[C@H]3C)O1)C(=C)[C@H]2O
InChI	InChI=1S/C44H68O13/c1-25-21-35(56-44(23-25)36(46)14-13-31(54-44)24-41(6,50)40(48)49)26(2)11-12-30-15-18-42(53-30)19-16-34-39(57-42)37(47)29(5)38(52-34)32(45)22-27(3)33-10-7-17-43(55-33)28(4)9-8-20-51-43/h11-12,23,26-28,30-39,45-47,50H,5,7-10,13-22,24H2,1-4,6H3,(H,48,49)/b12-11+/t26-,27+,28-,30+,31+,32+,33+,34-,35+,36-,37-,38+,39-,41-,42-,43-,44-/m1/s1
InChIKey	BRFKTXCAUCYQBT-KIXJXINUSA-N

Species of Metabolite	Component	Source	Comments
Dinophysis acuta (ncbitaxon:150597)	-	PubMed (10775759)

Roles Classification

toxin Poisonous substance produced by a biological organism such as a microbe, animal or plant.

EC 3.1.3.16 (phosphoprotein phosphatase) inhibitor Any EC 3.1.3.* (phosphoric monoester hydrolase) inhibitor that interferes with the action of phosphoprotein phosphatase (EC 3.1.3.16).

ChEBI Ontology

Outgoing Relation(s)
	dinophysistoxin 2 (CHEBI:145981) has functional parent okadaic acid (CHEBI:44658)
	dinophysistoxin 2 (CHEBI:145981) has role EC 3.1.3.16 (phosphoprotein phosphatase) inhibitor (CHEBI:37153)
	dinophysistoxin 2 (CHEBI:145981) has role toxin (CHEBI:27026)
	dinophysistoxin 2 (CHEBI:145981) is a ketal (CHEBI:59777)

IUPAC Name
(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,6R,11R)-11-methyl-1,7-dioxaspiro[5.5]undecan-2-yl]butyl}-7'-methylidenehexahydro-3'H-spiro[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

Synonyms	Source
(2R)-2-hydroxy-3-[(2S,5R,6R,8S)-5-hydroxy-8-{(2R,3E)-4-[(2R,4a'R,5R,6'S,8'R,8a'S)-8'-hydroxy-6'-{(1S,3S)-1-hydroxy-3-[(2S,6R,11R)-11-methyl-1,7-dioxaspiro[5.5]undecan-2-yl]butyl}-7'-methyleneoctahydro-3H,3'H-spiro[furan-2,2'-pyrano[3,2-b]pyran]-5-yl]but-3-en-2-yl}-10-methyl-1,7-dioxaspiro[5.5]undec-10-en-2-yl]-2-methylpropanoic acid	IUPAC
DTX 2	ChEBI
DTX-2	ChemIDplus
Dinophysistoxin-2	ChemIDplus
DTX2	ChEBI

Registry Numbers	Sources
CAS:139933-46-3	ChemIDplus

Citations