CHEBI:145981 - dinophysistoxin 2

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name dinophysistoxin 2
ChEBI ID CHEBI:145981
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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C44H68O13
Net Charge 0
Average Mass 805.015
Monoisotopic Mass 804.46599
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
SMILES [C@@]12(O[C@]3([C@H](O)C(=C)[C@@H]([C@@H](O)C[C@@H]([C@]4(O[C@]5(OCCC[C@H]5C)CCC4)[H])C)O[C@@H]3CC1)[H])O[C@H](CC2)\C=C\[C@H]([C@]6(O[C@]7(O[C@H](C[C@](C(=O)O)(O)C)CC[C@H]7O)C=C(C)C6)[H])C
Metabolite of Species Details
Dinophysis acuta (NCBI:txid150597) See: PubMed
Roles Classification
Biological Role(s): 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).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Sources
(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
Dinophysistoxin-2 ChemIDplus
DTX 2 ChEBI
DTX-2 ChemIDplus
DTX2 ChEBI
Registry Number Type Source
139933-46-3 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
10400295 PubMed citation Europe PMC
10775759 PubMed citation Europe PMC
15141105 PubMed citation Europe PMC
17092529 PubMed citation Europe PMC
17286044 PubMed citation Europe PMC
18226903 PubMed citation Europe PMC
18342356 PubMed citation Europe PMC
19481560 PubMed citation Europe PMC
19916524 PubMed citation Europe PMC
22285596 PubMed citation Europe PMC
23406170 PubMed citation Europe PMC
25238672 PubMed citation Europe PMC
28089692 PubMed citation Europe PMC
28223118 PubMed citation Europe PMC
30176657 PubMed citation Europe PMC
Last Modified
22 August 2023
General Comment
2020-02-03 Structure taken from CAS.