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Key Documents

O7885

Sigma-Aldrich

Okadaic acid potassium salt from Prorocentrum concavum

≥90% (HPLC), powder

Synonym(s):

OA

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About This Item

Empirical Formula (Hill Notation):
C44H67KO13
CAS Number:
Molecular Weight:
843.09
MDL number:
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.77

biological source

plant (Prorocentrum concavum)

Quality Level

Assay

≥90% (HPLC)

form

powder

color

white

solubility

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

storage temp.

−20°C

SMILES string

[K+].CC(CC(O)C1OC2CCC3(CCC(C)(O3)\C=C\C(C)C4CC(C)=CC5(O4)OC(C)(CCC5O)CC(C)(O)C([O-])=O)OC2C(O)C1=C)C6CC7(CCCOC7)COC6C

InChI

1S/C46H72O13.K/c1-27-20-35(56-46(22-27)36(48)12-15-42(7,59-46)24-43(8,52)40(50)51)28(2)10-14-41(6)17-18-45(58-41)16-11-34-39(57-45)37(49)30(4)38(55-34)33(47)21-29(3)32-23-44(26-54-31(32)5)13-9-19-53-25-44;/h10,14,22,28-29,31-39,47-49,52H,4,9,11-13,15-21,23-26H2,1-3,5-8H3,(H,50,51);/q;+1/p-1/b14-10+;

InChI key

CWKZDWKRECTBCU-KMZJGFRYSA-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.

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

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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’.

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Yulan Zhao et al.
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Our preliminary research revealed that metformin, a classic anti-diabetic drug, could rescue Parkin protein expression and mitophagy in high glucose-challenged human renal epithelial cells in vitro, but the molecular mechanism remains to be explored. In the study, Human Renal Cortical
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Myosin Light Chain (MLC) regulates platelet contraction through its phosphorylation by Myosin Light Chain Kinase (MLCK) or dephosphorylation by Myosin Light Chain Phosphatase (MLCP). The correlation between platelet contraction force and levels of MLC phosphorylation is unknown. We investigate the
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Nature communications, 12(1), 4230-4230 (2021-07-11)
Extracellular matrix protein-1 (ECM1) promotes tumorigenesis in multiple organs but the mechanisms associated to ECM1 isoform subtypes have yet to be clarified. We report in this study that the secretory ECM1a isoform induces tumorigenesis through the GPR motif binding to
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Autophagy, 18(6), 1274-1296 (2021-09-18)
Cancer cell growth is dependent upon the sustainability of proliferative signaling and resisting cell death. Macroautophagy/autophagy promotes cancer cell growth by providing nutrients to cells and preventing cell death. This is in contrast to autophagy promoting cell death under some
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