O9381

Okadaic acid

from Prorocentrum concavum, 92-100% (HPLC), powder, protein phosphatase 1 inhibitor

• Sinónimos: OA
• Fórmula empírica (notación de Hill): C₄₄H₆₈O₁₃
• Número de CAS: 78111-17-8
• Peso molecular: 805.00
• Número MDL: MFCD00083455
• Código UNSPSC: 12352106
• ID de la sustancia en PubChem: 24898069
• NACRES: NA.77

Propiedades

• Nombre del producto: Okadaic acid from Prorocentrum concavum, 92-100% (HPLC)
• Nivel de calidad: 200
• Ensayo: 92-100% (HPLC)
• Formulario: powder
• solubilidad: DMSO: ≥1 mg/mL; ethanol: ≥1 mg/mL; methanol: ≥1 mg/mL; H₂O: insoluble
• temp. de almacenamiento: −20°C
• cadena SMILES: 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
• 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
• Clave InChI: QNDVLZJODHBUFM-WFXQOWMNSA-N

Descripción

Descripción general

Okadaic acid is a polyether fatty acid.[1] It is a marine toxin produced by the genera of Prorocentrum and Dinophysis.[2]

Aplicación

Okadaic acid from Prorocentrum concavum has been used as a phosphatase inhibitor:

• to inhibit protein phosphatase 2 in spermatocytes culture[3]
• to treat SH-SY5Y cells to prevent dephosphorylation to maintain tau[4]
• to treat human embryonic kidney 293T cells (HEK293T) or H4 cells to analyse its effect on fused in sarcoma (FUS) protein[5]

Acciones bioquímicas o fisiológicas

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.

Okadaic acid is a dinoflagellate toxin and an ionophore-like polyether derivative of a 38 carbon, fatty acid.

Características y beneficios

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.

Nota de preparación

Isolated from unialgal cultures of dinoflagellates.

Información de seguridad

• Pictogramas: GHS06
• Palabra de señalización: Danger
• Frases de peligro: H301 + H311 + H331,H315
• Consejos de prudencia: P261 - P264 - P280 - P301 + P310 - P302 + P352 + P312 - P304 + P340 + P311
• Clasificaciones de peligro: Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Skin Irrit. 2
• Código de clase de almacenamiento: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• Clase de riesgo para el agua (WGK): WGK 3
• Punto de inflamabilidad (°F): Not applicable
• Punto de inflamabilidad (°C): Not applicable
• Equipo de protección personal: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges