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Safety Information

21279

Sigma-Aldrich

Calyculin A from Discodermia calyx

≥90% (HPLC)

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10 μG
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10 μG
¥46,100

About This Item

Empirical Formula (Hill Notation):
C50H81N4O15P
CAS Number:
101932-71-2
Molecular Weight:
1009.17
Beilstein:
4903216
MDL number:
MFCD06795864
UNSPSC Code:
12352200
PubChem Substance ID:
329752128
NACRES:
NA.77

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Assay

≥90% (HPLC)

form

solid

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

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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[1]

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301 + H311 + H331,H315

Hazard Classifications

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

Storage Class Code

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

PDSCL

Deleterious substance

JAN Code

21279-1EA-BULK:
21279-10UG:4548173340241
21279-VAR:
21279-BULK:
21279-1EA:4548173116037

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN0921
BCCM5531
BCCM6633
BCCJ9933
BCCH8176

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L.C. Starke et al.
The American Journal of Physiology, 264 (1993)
Michael A Kuefner et al.
International journal of radiation biology, 89(6), 424-432 (2013-02-01)
The purpose of this study was to investigate the effect of calyculin A on the number of γ-H2AX foci (phosphorylated histone variant 2AX) in lymphocytes after in vitro and in vivo irradiation with rather low doses as they are used
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.
Koji Ashizawa et al.
Theriogenology, 79(3), 558-565 (2012-12-19)
Potential mechanisms of the reversible temperature-dependent immobilization of fowl sperm were investigated. At 30 °C, motility of demembranated fowl sperm was inhibited by adding 2 mM ethylene glycol-bis (2-aminoethylether)-N,N,N',N'-tetraacetic acid (EGTA), but restored immediately after the subsequent addition of 2
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
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