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21279

Calyculin A

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

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10 μG

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About This Item

Empirical Formula (Hill Notation):
C50H81N4O15P
CAS Number:
101932-71-2
Molecular Weight:
1009.17
UNSPSC Code:
12352200
PubChem Substance ID:
329752128
NACRES:
NA.77
Beilstein/REAXYS Number:
4903216
MDL number:
MFCD06795864
Assay:
≥90% (HPLC)
Form:
solid

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Product Name

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

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

assay

≥90% (HPLC)

form

solid

storage temp.

−20°C

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1 of 4

This Item
208851C5552368020
Calyculin A from Discodermia calyx ≥90% (HPLC)

Sigma-Aldrich

21279

Calyculin A from Discodermia calyx

Calyculin A, Discodermia calyx 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).

Sigma-Aldrich

208851

Calyculin A, Discodermia calyx

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

Sigma-Aldrich

C5552

Calyculin A from Discodermia calyx

Gramicidin A, High Purity, Bacillus brevis Gramicidin A, High Purity, Bacillus brevis, CAS 11029-61-1, is a naturally-occurring ion channel-forming pentadecapeptide. Causes K+/H+ exchange in mitochondria in a non-voltage dependent manner.

Sigma-Aldrich

368020

Gramicidin A, High Purity, Bacillus brevis

assay

≥90% (HPLC)

assay

≥98% (HPLC)

assay

≥90% (HPLC)

assay

≥90% (HPLC)

form

solid

form

crystalline (powder)

form

solid

form

solid

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

Biochem/physiol Actions

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

Other Notes

Potent inhibitor of protein phosphatases 1 and 2A. More than 10 times more effective for PP1 than okadaic acid

pictograms

Skull and crossbones
GHS06

signalword

Danger

Hazard Classifications

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

Storage Class

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

ppe

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN8496
BCCN8497
BCCN8498
BCCN0921
BCCM5531

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L.C. Starke et al.
The American Journal of Physiology, 264 (1993)
Haruhiko Miyata et al.
Cytoskeleton (Hoboken, N.J.), 69(4), 207-220 (2012-01-27)
Many motile processes are regulated such that movement occurs only upon activation of a signaling cascade. Sperm from a variety of species are initially quiescent and must be activated prior to beating. The signaling events leading to the activation and
A V Mel'nitskaia et al.
Tsitologiia, 54(2), 143-148 (2012-05-18)
Using voltage-clamp technique, the possible role of the cytoskeleton in the effect of pharmacological analogue of oxidized glutathione (GSSG), drug glutoxim, on Na+ transport in the frog Rana temporaria skin was investigated. It was shown for the first time that
Lucas H Ting et al.
American journal of physiology. Heart and circulatory physiology, 302(11), H2220-H2229 (2012-03-27)
Endothelial cells respond to fluid shear stress through mechanotransduction responses that affect their cytoskeleton and cell-cell contacts. Here, endothelial cells were grown as monolayers on arrays of microposts and exposed to laminar or disturbed flow to examine the relationship among
Carlos Zgheib et al.
Journal of interferon & cytokine research : the official journal of the International Society for Interferon and Cytokine Research, 32(2), 87-94 (2011-12-07)
Vascular inflammation is initiated by stimuli acting on endothelial cells. A clinical feature of vascular inflammation is increased circulating interleukin 6 (IL-6) type cytokines such as leukemia inhibitory factor (LIF), but their role in vascular inflammation is not fully defined.
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