Skip to Content
Merck
All Photos(1)

Key Documents

O8010

Sigma-Aldrich

Okadaic acid ammonium salt from Prorocentrum concavum

≥90% (HPLC), solid

Synonym(s):

OA

Sign Into View Organizational & Contract Pricing


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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Li-Ping Nan et al.
Connective tissue research, 61(6), 554-567 (2019-07-12)
Purpose: To investigate the protective effect of naringin (Nar) on H2O2-induced apoptosis of nucleus pulposus-derived mesenchymal stem cells (NPMSC) and the potential mechanism in this process. Methods: Rat NPMSC were cultured in MSC culture medium or culture medium with different
Dong-Keon Kim et al.
Cancers, 12(9) (2020-09-17)
Octamer-binding transcription factor 4 (Oct4) plays an important role in maintaining pluripotency in embryonic stem cells and is closely related to the malignancies of various cancers. Although posttranslational modifications of Oct4 have been widely studied, most of these have not
Yun-Ling He et al.
Cell death & disease, 13(11), 966-966 (2022-11-18)
Mitophagy is an important metabolic mechanism that modulates mitochondrial quality and quantity by selectively removing damaged or unwanted mitochondria. BNIP3 (BCL2/adenovirus e1B 19 kDa protein interacting protein 3), a mitochondrial outer membrane protein, is a mitophagy receptor that mediates mitophagy under

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service