209266-80-8

209266-80-8 structure

Name: Okadaic acid sodium
Chemical Name: okadaic acid sodium salt
CAS Number: 209266-80-8
Molecular Formula: C₄₄H₆₇NaO₁₃
Molecular Weight: 826.985
Catalog: Signaling Pathways Apoptosis Apoptosis
Create Date: 2018-09-17 20:23:09
Modify Date: 2024-01-09 11:47:49
Okadaic acid sodium, a marine toxin, is an inhibitor of protein phosphatases (PP). Okadaic acid (sodium) has a significantly higher affinity for PP2A (IC50=0.1-0.3 nM), and inhibits PP1 (IC50=15-50 nM), PP3 (IC50=3.7-4 nM), PP4 (IC50=0.1 nM), PP5 (IC50=3.5 nM), but does not inhibit PP2C. Okadaic acid sodium increases of phosphorylation of a number of proteins by inhibiting PP, and acts a tumor promoter. Okadaic acid sodium induces tau phosphorylation[1][2].

Name	okadaic acid sodium salt
Synonyms	1,7-Dioxaspiro[5.5]undec-10-ene-2-propanoic acid, α,5-dihydroxy-α,10-dimethyl-8-[(1R,2E)-1-methyl-3-[(2R,4a'R,5R,6'S,8'R,8a'S)-octahydro-8'-hydroxy-6'-[(1S,3S)-1-hydroxy-3-[(2S,3R,6S)-3-methyl-1,7-dioxaspiro[5.5]undec-2-yl]butyl]-7'-methylenespiro[furan-2(3H),2'(3'H)-pyrano[3,2-b]pyran]-5-yl]-2-propen-1-yl]-, sodium salt, (αR,2S,5R,6R,8S)- (1:1) Sodium (2R)-2-hydroxy-3-[(2S,5R,6R,8S)-5-hydroxy-8-{(2R,3E)-4-[(2R,4a'R,5R,6'S,8'R,8a'S)-8'-hydroxy-6'-{(1S,3S)-1-hydroxy-3-[(2S,3R,6S)-3-methyl-1,7-dioxaspiro[5.5]undec-2-yl]butyl}-7'-methyleneoctahydro-3H,3'H-spiro[furan-2,2'-pyrano[3,2-b]pyran]-5-yl]but-3-en-2-yl}-10-methyl-1,7-dioxaspiro[5.5]undec-10-en-2-yl]-2-methylpropanoate Okadaic acid sodium salt (high purity) Okadaic acid sodium salt,high purity 9,10-DEEPITHIO-9,10-DIDEHYDROACANTHIOFOLICIN HALOCHONDRINE A,SODIUM SALT Sodium (2R)-2-hydroxy-3-[(2S,5R,6R,8S)-5-hydroxy-8-{(2R,3E)-4-[(2R,4a'R,5R,6'S,8'R,8a'S)-8'-hydroxy-6'-{(1S,3S)-1-hydroxy-3-[(2S,3R,6S)-3-methyl-1,7-dioxaspiro[5.5]undec-2-yl]butyl}-7'-methyleneoctahydro-3H,3'H-spiro[furan-2,2'-pyrano[3,2-b]pyran]-5-yl]-3-buten-2-yl}-10-methyl-1,7-dioxaspiro[5.5]undec-10-en-2-yl]-2-methylpropanoate 9,10-DEEPITHIO-9,10-DIDEHYDROACANTHIFOLICIN SODIUM 1,7-Dioxaspiro[5.5]undec-10-ene-2-propanoic acid, α,5-dihydroxy-α,10-dimethyl-8-[(1R,2E)-1-methyl-3-[(2R,4a'R,5R,6'S,8'R,8a'S)-octahydro-8'-hydroxy-6'-[(1S,3S)-1-hydroxy-3-[(2S,3R,6S)-3-methyl -1,7-dioxaspiro[5.5]undec-2-yl]butyl]-7'-methylenespiro[furan-2(3H),2'(3'H)-pyrano[3,2-b]pyran]-5-yl]-2-propen-1-yl]-, sodium salt, (αR,2S,5R,6R,8S)- (1:1) OKADAIC ACID SODIUM okadaic acid sodium salt from prorocentrum concavum MFCD00210208

Description	Okadaic acid sodium, a marine toxin, is an inhibitor of protein phosphatases (PP). Okadaic acid (sodium) has a significantly higher affinity for PP2A (IC50=0.1-0.3 nM), and inhibits PP1 (IC50=15-50 nM), PP3 (IC50=3.7-4 nM), PP4 (IC50=0.1 nM), PP5 (IC50=3.5 nM), but does not inhibit PP2C. Okadaic acid sodium increases of phosphorylation of a number of proteins by inhibiting PP, and acts a tumor promoter. Okadaic acid sodium induces tau phosphorylation[1][2].
Related Catalog	Signaling Pathways >> Apoptosis >> Apoptosis Research Areas >> Cancer Signaling Pathways >> Metabolic Enzyme/Protease >> Phosphatase Research Areas >> Neurological Disease
Target	PP1:15-50 nM (IC50) PP2A:0.1-0.3 nM (IC50) PP3:3.7-4 nM (IC50) PP4:0.1 nM (IC50) PP5:3.5 nM (IC50) PP2B:~4000 nM (IC50) PP7:>1000 nM (IC50)
In Vitro	Okadaic acid sodium (0-100 nM；24 小时或 48 小时) 抑制 AGS、MNK-45、Caco 2 细胞的增殖[3]。 Okadaic acid sodium (10 nM；8 小时) 增加大鼠皮层神经元中的 Drp1 磷酸化和线粒体裂变[4]。 Cell Proliferation Assay[3] Cell Line: AGS, MNK-45 and Caco 2 cell lines Concentration: 0-100 nM Incubation Time: 24 h or 48 h Result: Inhibited the proliferation of AGS, MNK-45, Caco 2 cells.
In Vivo	Okadaic acid sodium (100 μM；单侧注射到外侧杏仁核) 在注射后 24 小时，诱导解剖学上不同大脑区域的 Tau 磷酸化和蛋白质聚集[5]。
References	[1]. Kleppe R, et al. Cell Death Inducing Microbial Protein Phosphatase Inhibitors--Mechanisms of Action. Mar Drugs. 2015 Oct 22;13(10):6505-20. [2]. Valdiglesias V, et al. Okadaic acid: more than a diarrheic toxin. Mar Drugs. 2013 Oct 31;11(11):4328-49. [3]. del Campo M, et al. Okadaic acid toxin at sublethal dose produced cell proliferation in gastric and colon epithelial cell lines. Mar Drugs. 2013;11(12):4751-4760. [4]. Cho MH, et al. Increased phosphorylation of dynamin-related protein 1 and mitochondrial fission in okadaic acid-treated neurons. Brain Res. 2012 May 15;1454:100-10. [5]. Baker S, et al. A local insult of okadaic acid in wild-type mice induces tau phosphorylation and protein aggregation in anatomically distinct brain regions. Acta Neuropathol Commun. 2016;4:32.

Molecular Formula	C₄₄H₆₇NaO₁₃
Molecular Weight	826.985
Exact Mass	826.447937
PSA	185.66000
LogP	3.87890
Storage condition	20°C

Symbol	GHS06
Signal Word	Danger
Hazard Statements	H301 + H311 + H331-H315
Precautionary Statements	Missing Phrase - N15.00950417-P261-P280-P302 + P352 + P312-P304 + P340 + P312-P403 + P233
Hazard Codes	T
Risk Phrases	R23/24/25;R38
Safety Phrases	S28-S36/37/39-S38-S45
RIDADR	UN 3462 6.1/PG 1

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