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O7760

Sigma-Aldrich

Okadaic acid sodium salt from Prorocentrum concavum

≥90% (HPLC), film

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Synonym(s):
OA
Empirical Formula (Hill Notation):
C44H67NaO13
CAS Number:
209266-80-8
Molecular Weight:
826.98
MDL number:
MFCD00210208
PubChem Substance ID:
329818921
NACRES:
NA.77

biological source

plant (Prorocentrum concavum)

Quality Level

200

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

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

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

InChI key

BYHIFOCTDVNQQT-GHIYGBLASA-M

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.

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
GHS06

Signal Word

Danger

Hazard Statements

H301 + H311 + H331 - H315

Hazard Classifications

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

Storage Class Code

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

WGK

WGK 3

Regulatory Information

高风险级别生物产品--毒素类产品

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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)
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