Okadaic acid from Prorocentrum concavum

SIGMA/O9381 - 92-100% (HPLC)

Synonym: OA

CAS Number: 78111-17-8
Empirical Formula (Hill Notation): C₄₄H₆₈O₁₃
Molecular Weight: 805.00
MDL Number: MFCD00083455
Linear Formula: C₄₄H₆₈O₁₃
Product Type: Chemical

Catalog Number	PKG Qty.	Price	Quantity


45-O9381-25UG	25 µg	$380.00 1/EA		Add To Favorites
45-O9381-.1MG	0.1 mg	$1170.00 1/EA		Add To Favorites

Properties
Descriptions
Safety Info.
Basic Data

assay	92-100% (HPLC)
form	powder
InChI	1S/C44H68O13/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)/b10-9+/t26-,27-,28+,30+,31+,32+,33-,34+,35-,36-,37+,38+,39-,41-,42+,43-,44-/m1/s1
InChI key	QNDVLZJODHBUFM-WFXQOWMNSA-N
Quality Level	200
SMILES string	O[C@@H](C[C@@H]([C@@]1([H])O[C@@]2(CCCCO2)CC[C@H]1C)C)[C@]3([H])C([C@@H](O)[C@]4([H])O[C@]5(CC[C@@](/C=C/[C@@H](C)[C@@]6([H])O[C@]7(O[C@H](C[C@@](C)(O)C(O)=O)CC[C@H]7O)C=C(C)C6)([H])O5)CC[C@@]4([H])O3)=C
solubility	DMSO: ≥1 mg/mL
	ethanol: ≥1 mg/mL
	H₂O: insoluble
	methanol: ≥1 mg/mL
storage temp.	−20°C

Application:	Okadaic acid from Prorocentrum concavum has been used as a phosphatase inhibitor: • to inhibit protein phosphatase 2 in spermatocytes culture • to treat SH-SY5Y cells to prevent dephosphorylation to maintain tau • to treat human embryonic kidney 293T cells (HEK293T) or H4 cells to analyse its effect on fused in sarcoma (FUS) protein
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.
Biochem/physiol Actions:	Okadaic acid is a dinoflagellate toxin and an ionophore-like polyether derivative of a 38 carbon, fatty acid.
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 .
General description:	Okadaic acid is a polyether fatty acid. It is a marine toxin produced by the genera of Prorocentrum and Dinophysis.
Preparation Note:	Isolated from unialgal cultures of dinoflagellates.

Symbol	GHS06
Signal word	Danger
Hazard statements	H301 + H311 + H331 - H315
Precautionary statements	P280 - P301 + P310 + P330 - P302 + P352 + P312 - P304 + P340 + P311
Hazard Codes	T
Risk Statements	23/24/25-38
Safety Statements	26-36/37-45
RIDADR	UN 3462 6.1 / PGIII
WGK Germany	WGK 3
Flash Point(F)	Not applicable
Flash Point(C)	Not applicable

Purity	92-100% (HPLC)
Storage Temp.	−20°C
UNSPSC	12352106

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