Calyculin A from Discodermia calyx

SIGMA/C5552 - ≥90% (HPLC), solid

CAS Number: 101932-71-2
Empirical Formula (Hill Notation): C₅₀H₈₁N₄O₁₅P
Molecular Weight: 1009.17
MDL Number: MFCD06795864
Linear Formula: C₅₀H₈₁N₄O₁₅P
Product Type: Chemical

Catalog Number	PKG Qty.	Price	Quantity


45-C5552-10UG	10 µg	$243.00 1/EA		Add To Favorites

Properties
Descriptions
Safety Info.
Basic Data

assay	≥90% (HPLC)
biological source	sea sponge (Discodermia calyx)
color	white
form	solid
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
mol wt	~_1.0 kDa
mp	247-249 °C
Quality Level	200
SMILES string	COC[C@@H]([C@H](O)[C@H](O)C(=O)NCC[C@H](C)c1nc(C=CC[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)=CC=CC(C)=C/C#N)OC)[C@H](OP(O)(O)=O)C3(C)C)co1)N(C)C
solubility	DMSO: soluble
	ethanol: soluble
storage temp.	−20°C

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:	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.
Biochem/physiol Actions:	Inhibitor of protein phosphatases types 1 and 2A; marine toxin, potent tumor promotor.
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:	Calyculin A is derived from the marine sponge Discodermia calyx. It corresponds to a molecular weight of 1008 Da.

Symbol	GHS06
Signal word	Danger
Hazard statements	H301 + H311 + H331 - H315
Precautionary statements	P261 - P264 - P280 - P301 + P310 - P302 + P352 + P312 - P304 + P340 + P311
Hazard Codes	T
Risk Statements	23/24/25-38
Safety Statements	36/37/39-45
RIDADR	UN 3462 6.1 / PGIII
WGK Germany	WGK 3
Flash Point(F)	Not applicable
Flash Point(C)	Not applicable

Purity	≥90% (HPLC)
mp	247-249 °C
Storage Temp.	−20°C
UNSPSC	12352200

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