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Merck

O7760

Okadaic acid sodium salt from Prorocentrum concavum

≥90% (HPLC), film

Synonyme(s) :

OA

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About This Item

Formule empirique (notation de Hill) :
C44H67NaO13
Numéro CAS:
Poids moléculaire :
826.98
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352106
MDL number:

Nom du produit

Okadaic acid sodium salt from Prorocentrum concavum, ≥90% (HPLC), film

InChI

1S/C44H68O13.Na/c1-25-21-34(55-44(23-25)35(46)12-11-31(54-44)24-41(6,50)40(48)49)26(2)9-10-30-14-18-43(53-30)19-15-33-39(57-43)36(47)29(5)38(52-33)32(45)22-28(4)37-27(3)13-17-42(56-37)16-7-8-20-51-42;/h9-10,23,26-28,30-39,45-47,50H,5,7-8,11-22,24H2,1-4,6H3,(H,48,49);/q;+1/p-1/b10-9+;/t26-,27-,28+,30+,31+,32+,33-,34+,35-,36-,37+,38+,39-,41-,42+,43-,44-;/m1./s1

SMILES string

[Na+].C[C@@H]1CC[C@]2(CCCCO2)O[C@@H]1[C@@H](C)C[C@H](O)[C@H]3O[C@@H]4CC[C@@]5(CC[C@@H](O5)\C=C\[C@@H](C)[C@@H]6CC(C)=C[C@@]7(O[C@@H](CC[C@H]7O)C[C@@](C)(O)C([O-])=O)O6)O[C@H]4[C@H](O)C3=C

InChI key

BYHIFOCTDVNQQT-GHIYGBLASA-M

biological source

plant (Prorocentrum concavum)

assay

≥90% (HPLC)

form

film

color

translucent

solubility

0.1% acetic acid in CH3CN: H2O (1:1): 250 μg/mL, clear, colorless

storage temp.

−20°C

Quality Level

Catégories apparentées

Biochem/physiol Actions

Dinoflagellate toxin and an ionophore-like polyether derivative of a 38 carbon, fatty acid. Readily enters cells. Inhibitor of type 1 and type 2A protein phosphatases. Does not inhibit tyrosine phosphatases, alkaline phosphatases or acid phosphatase. Known tumor promotor. Used to study various cellular processes including cell cycle, apoptosis, nitric oxide metabolism and calcium signaling.
Okadaic acid is a dinoflagellate toxin and an ionophore-like polyether derivative of a 38 carbon, fatty acid.

Features and Benefits

This compound is featured on the Phosphoprotein Phosphatases (Serine/Threonine) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

pictograms

Skull and crossbones

signalword

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Skin Irrit. 2

Classe de stockage

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3


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Consulter la Bibliothèque de documents

Diego Figueroa et al.
Journal of toxicology and environmental health. Part A, 83(15-16), 573-588 (2020-07-21)
Okadaic acid-group (OA-group) is a set of lipophilic toxins produced only in seawater by species of the Dinophysis and Prorocentrum genera, and characterized globally by being associated with harmful algal blooms (HABs). The diarrhetic shellfish poisoning toxins okadaic acid (OA)
Zhiyuan Fang et al.
Autophagy, 19(8), 2240-2256 (2023-02-14)
Acetaminophen (APAP) overdose is the predominant cause of drug-induced liver injury worldwide. The macroautophagy/autophagy-lysosomal pathway (ALP) is involved in the APAP hepatotoxicity. TFEB (transcription factor EB) promotes the expression of genes related to autophagy and lysosomal biogenesis, thus, pharmacological activation
Ning Zhang et al.
Autophagy, 6(8), 1157-1167 (2010-10-12)
FTY720, a sphingosine analog, is a novel immunosuppressant currently undergoing multiple clinical trials for the prevention of organ transplant rejection and treatment of various autoimmune diseases. Recent studies indicate an additional cytotoxic effect of FTY720 and its preclinical efficacy in
Abira Rajah et al.
Scientific reports, 9(1), 11430-11430 (2019-08-09)
Cell migration is an important biological phenomenon involved in many homeostatic and aberrant physiological processes. Phosphorylation of the focal adhesion adaptor protein, paxillin, on serine 273 (S273) has been implicated as a key regulator of cell migration. Here, it is
Yunzhong Zhang et al.
Journal of cellular physiology, 236(2), 1345-1361 (2020-07-14)
Fibroblast growth factor 21 (FGF21) as a metabolic stress hormone, is mainly secreted by the liver. In addition to its well-defined roles in energy homeostasis, FGF21 has been shown to promote remyelination after injury in the central nervous system. In

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