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Key Documents

O8010

Sigma-Aldrich

Okadaic acid ammonium salt from Prorocentrum concavum

≥90% (HPLC), solid

Synonym(s):

OA

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About This Item

Empirical Formula (Hill Notation):
C44H68O13 · NH3
CAS Number:
Molecular Weight:
822.03
MDL number:
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.77

biological source

plant (Prorocentrum concavum)

Quality Level

Assay

≥90% (HPLC)

form

solid

color

white

solubility

H2O: 0.1 mg/mL
DMSO: soluble
ethanol: soluble

storage temp.

−20°C

SMILES string

[H][N+]([H])([H])[H].[H][C@]1(CC[C@@H](O)[C@@]2(O[C@@H](CC(C)=C2)C(C)\C=C\[C@@]3([H])CC[C@@]4(CCC5O[C@H]([C@@H](O)C[C@H](C)C6O[C@@]7(CCCCO7)CC[C@H]6C)C(=C)[C@@H](O)[C@]5([H])O4)O3)O1)C[C@@](C)(O)C([O-])=O

InChI

1S/C44H68O13.H3N/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);1H3/b10-9+;/t26-,27-,28+,30+,31+,32+,33?,34+,35-,36-,37?,38+,39-,41-,42+,43-,44-;/m1./s1

InChI key

ZBOMSHVRJSJGNR-JBNKPAQWSA-N

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.

Pictograms

Skull and crossbones

Signal Word

Danger

Hazard Statements

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


Certificates of Analysis (COA)

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