K252a

K252a

Names
Preferred IUPAC name Methyl (13S,14R,16R)-14-hydroxy-13-methyl-5-oxo-6,7,13,14,15,16-hexahydro-5H-13,16-epoxydiindolo[1,2,3-fg:3′,2′,1′-kl]pyrrolo[3,4-i][1,6]benzodiazocine-14-carboxylate
Identifiers
CAS Number	99533-80-9 N
ChEMBL	ChEMBL281948 N
ChemSpider	2299962 N
ECHA InfoCard	100.167.781
IUPHAR/BPS	336
PubChem CID	3035817
UNII	IV7H45AM5B Y
CompTox Dashboard (EPA)	DTXSID40880065
InChI InChI=1S/C27H21N3O5/c1-26-27(33,25(32)34-2)11-18(35-26)29-16-9-5-3-7-13(16)20-21-15(12-28-24(21)31)19-14-8-4-6-10-17(14)30(26)23(19)22(20)29/h3-10,18,33H,11-12H2,1-2H3,(H,28,31)/t18?,26-,27-/m1/s1 Y Key: KOZFSFOOLUUIGY-CYBHFKQVSA-N Y
Properties[1]
Chemical formula	C27H21N3O5
Molar mass	467.481 g·mol−1
Solubility in other solvents	Soluble in DMSO, dichloromethane, and methanol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is YN ?) Infobox references

K252a is an alkaloid isolated from Nocardiopsis bacteria. This staurosporine analog is a highly potent cell permeable inhibitor of CaM kinase and phosphorylase kinase (IC₅₀ = 1.8 and 1.7 nmol/L, respectively). At higher concentrations it is also an efficient inhibitor of serine/threonine protein kinases (IC₅₀ of 10 to 30 nmol/L).^{[2][3][4][5][6][7][8][9]}

K252a is reported to promote myogenic differentiation in C2 mouse myoblasts^[6] and has been shown to block the neuronal differentiation of rat pheochromocytoma PC12 cells by inhibition of trk tyrosine kinase activity.^[10]

K252a has been reported in preclinical research as a potential treatment for psoriasis^[11]

K252a inhibits tyrosine phosphorylation of Trk A induced by NGF. PC12 cells were incubated in the presence or absence of 10 ng/ml NGF with or without various concentrations of K252a.

See also

• K252b
• Lestaurtinib
• ANA-12
• Cyclotraxin B

References

Further reading

• Wood JL, Stoltz BM, Dietrich HJ (1995). "Total synthesis of (+)- and (−)-K252a". J Am Chem Soc. 117 (41): 10413–4. doi:10.1021/ja00146a039.

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