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C5552

Calyculin A

Name: Calyculin A
Brand: SIGMA
Price: 243 USD
Availability: InStock

from sea sponge (Discodermia calyx), ≥90% (HPLC), solid, protein phosphatases types 1 and 2A inhibitor

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Talla/SKU	Disponibilidad	Precio
10 μg	Disponible para enviar HOYdesdeMILWAUKEE	$243.00

Acerca de este artículo

Fórmula empírica (notación de Hill):

C₅₀H₈₁N₄O₁₅P

Número CAS:

101932-71-2

Peso molecular:

1009.17

UNSPSC Code:

12352200

PubChem Substance ID:

24892795

NACRES:

NA.77

Beilstein/REAXYS Number:

4903216

MDL number:

MFCD06795864

Assay:

≥90% (HPLC)

Form:

solid

$243.00

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Propiedades

Nombre del producto

Calyculin A from Discodermia calyx, ≥90% (HPLC), solid

biological source

sea sponge (Discodermia calyx)

Quality Segment

200

assay

≥90% (HPLC)

form

solid

mol wt

~_1.0 kDa

color

white

mp

247-249 °C

solubility

DMSO: soluble, ethanol: soluble

storage temp.

−20°C

SMILES string

COC[C@@H]([C@H](O)[C@H](O)C(=O)NCC[C@H](C)c1nc(\C=C\C[C@@H]2O[C@]3(C[C@@H](O)[C@@H]2C)OC([C@H](C[C@H](O)[C@H](C)[C@H](O)[C@H](C)\C=C(C)\C(C)=C\C=C\C(C)=C/C#N)OC)[C@H](OP(O)(O)=O)C3(C)C)co1)N(C)C

InChI

1S/C50H81N4O15P/c1-29(20-22-51)16-14-17-30(2)32(4)24-33(5)42(57)35(7)38(55)25-41(65-13)45-46(69-70(61,62)63)49(8,9)50(68-45)26-39(56)34(6)40(67-50)19-15-18-36-27-66-48(53-36)31(3)21-23-52-47(60)44(59)43(58)37(28-64-12)54(10)11/h14-18,20,24,27,31,33-35,37-46,55-59H,19,21,23,25-26,28H2,1-13H3,(H,52,60)(H2,61,62,63)/b16-14+,18-15+,29-20-,30-17+,32-24+/t31-,33+,34-,35-,37-,38-,39+,40-,41-,42+,43-,44-,45+,46-,50+/m0/s1

InChI key

FKAWLXNLHHIHLA-YCBIHMBMSA-N

Descripción

General description

Calyculin A is derived from the marine sponge Discodermia calyx. It corresponds to a molecular weight of 1008 Da.

Application

Calyculin A from Discodermia calyx has been used:

as an inhibitor of serine-threonine protein phosphatase 2A
as an inhibitor of cyclin D1 phosphatase in human breast cancer cells
as an inhibitor of protein phosphatase 2A (PP2A) and PP1 in mouse melanoma cell lines B16-F0 cells

Biochem/physiol Actions

Inhibitor of protein phosphatases types 1 and 2A; marine toxin, potent tumor promotor.

Calyculin A from Discodermia calyx binds to the okadaic acid receptors. In smooth muscles, it activates calcium channel. Calyculin A regulates protein phosphorylation thereby regulating capacitation in sperm. It enhances phosphorylation of nuclear factor κ-light-chain-enhancer of activated B cells (NF-κB) and apoptosis.

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.

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Este artículo	21279	208851	574776
Sigma-Aldrich C5552 Calyculin A from Discodermia calyx	Sigma-Aldrich 21279 Calyculin A from Discodermia calyx	Sigma-Aldrich 208851 Calyculin A, Discodermia calyx	Sigma-Aldrich 574776 Swinholide A, Theonella swinhoei
description ≥90% (HPLC), solid	description ≥90% (HPLC)	description Calyculin A, CAS 101932-71-2, is a cell-permeable inhibitor of protein phosphatase 2A (IC₅₀ = 0.5-1 nM) and protein phosphatase 1 (PP1; IC₅₀ = 2 nM).	description A dimeric dilactone macrolide that is cytotoxic to a variety of cancer cell lines in vitro.
assay ≥90% (HPLC)	assay ≥90% (HPLC)	assay ≥98% (HPLC)	assay ≥98% (HPLC)
form solid	form solid	form crystalline (powder)	form oil
Quality Level 200	Quality Level -	Quality Level 100	Quality Level 100
mol wt ~_1.0 kDa	mol wt -	mol wt -	mol wt -
storage temp. −20°C	storage temp. −20°C	storage temp. −20°C	storage temp. −20°C
solubility ethanol: soluble, DMSO: soluble	solubility -	solubility ethanol: 2 mg/mL, DMSO: soluble	solubility ethanol: soluble, acetone: soluble

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Pictogramas

GHS06

Palabra de advertencia

Danger

Códigos de peligro

H301 + H311 + H331,H315

Indicaciones de precaución

P261 - P264 - P280 - P301 + P310 - P302 + P352 + P312 - P304 + P340 + P311

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Skin Irrit. 2

Clase de almacenamiento

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

¿Qué está pasando?

WGK 3

Punto de inflamación (°F)

Not applicable

Punto de inflamación (°C)

Not applicable

EPI (equipos de protección individual)

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

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Lot/Batch Number

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