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05288

Sigma-Aldrich

K-252a

from Nocardiopsis sp.

Synonym(s):

Protein kinase inhibitor

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About This Item

Empirical Formula (Hill Notation):
C27H21N3O5
CAS Number:
99533-80-9
Molecular Weight:
467.47
MDL number:
MFCD00161522
UNSPSC Code:
12352200
PubChem Substance ID:
329747678
NACRES:
NA.85

biological source

Nocardiopsis sp.

form

powder

antibiotic activity spectrum

viruses

mode of action

enzyme | inhibits

storage temp.

−20°C

SMILES string

[H][C@]12C[C@](O)(C(=O)OC)[C@](C)(O1)n3c4ccccc4c5c6CNC(=O)c6c7c8ccccc8n2c7c35

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

InChI key

KOZFSFOOLUUIGY-SOLYNIJKSA-N

Gene Information

human ... NTRK1(4914)
rat ... Prkca(24680)

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Application

K-252a is used to inhibit protein kinases involved in cell signaling processes, including CaM kinase; phosphorylase kinase, serine/threonine kinases, Trk. It is used to inhibit the actions of nerve growth factor (NGF) on PC1 2 cells and to inhibit smooth muscle myosin light chain kinase .

Biochem/physiol Actions

Potent inhibitor of various protein kinases including protein kinase A, C, and G. It is is reported to selectively inhibit the actions of nerve growth factor (NGF) on PC1 2 cells and has been shown to inhibit smooth muscle myosin light chain kinase .

Related product

Product No.
Description
Pricing

Pictograms

Health hazard
GHS08

signalword

Danger

Hazard Classifications

Repr. 1B - STOT SE 2

target_organs

Eyes,Central nervous system

Storage Class

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

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

Certificates of Analysis (COA)

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S Nakanishi et al.
The Journal of biological chemistry, 263(13), 6215-6219 (1988-05-05)
Effects of K-252a, (8R*, 9S*, 11S*)-(-)-9-hydroxy-9-methoxycarbonyl-8-methyl-2,3,9,10-tetrahydro-8, 11-epoxy-1H,8H,11H-2,7b,11a-triazadibenzo[a,g]cycloocta [cde]trinden-1-one, purified from the culture broth of Nocardiopsis sp., on the activity of myosin light chain kinase were investigated. 1) K-252a (1 x 10(-5) M) affected three characteristic properties of chicken gizzard myosin-B
S Koizumi et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 8(2), 715-721 (1988-02-01)
K-252a, a kinase inhibitor isolated from the culture broth of Nocardiopsis sp., selectively inhibits the actions of nerve growth factor (NGF) on PC 12 cells. At a concentration of 200 nM, K-252a prevents neurite generation initiated by NGF, but not
A new antibiotic SF-2370 produced by Actinomadura.
M Sezaki et al.
The Journal of antibiotics, 38(10), 1437-1439 (1985-10-01)
Inhibition of actin-myosin-ATP interaction of smooth muscle native actomyosin is not closely associated with inhibition of its myosin light chain phosphorylation: studies with derivatives of antibiotic SF-2370.
K Kohama et al.
Progress in clinical and biological research, 315, 460-462 (1989-01-01)
Monique Rascher et al.
Biomolecules, 10(10) (2020-10-18)
Medicinal mushrooms of the genus Hericium are known to produce secondary metabolites with homeostatic properties for the central nervous system. We and others have recently demonstrated that among these metabolites cyathane diterpenoids and in particular erinacine C possess potent neurotrophin
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