K-252a

Names

[ Name ]:
K-252a

[Synonym ]:
antibiotick252a
PROTEIN KINASE INHIBITOR FROM NORCARDIOP SIS SP.
PROTEIN KINASE INHIBITOR K-252A
PROTEIN KINASE INHIBITOR
K252a
K-252A,NOCARDIOPSIS SP
K-252a
Methyl (15S,16R,18R)-16-hydroxy-15-methyl-3-oxo-28-oxa-4,14,19-triazaoctacyclo[12.11.2.1.0.0.0.0.0]octacosa-1,6,8,10,12,20,22,24,26-nonaene-16-carboxylate
6,9-Epoxy-15H-diindolo[1,2,3-fg:3',2',1'-kl]pyrrolo[3,4-i][1,6]benzodiazocine-7-carboxylic acid, 6,7,8,9,16,17-hexahydro-7-hydroxy-6-methyl-15-oxo-, methyl ester, (6S,7R,9R)-
antibioticsf2370
sf2370

Biological Activity

[Description]:

K-252a, a staurosporine analog isolated from Nocardiopsis sp. soil fungi, inhibits protein kinase, with IC50 values of 470 nM, 140 nM, 270 nM, and 1.7 nM for PKC, PKA, Ca2+/calmodulin-dependent kinase type II, and phosphorylase kinase, respectively[1][2].

[Related Catalog]:

Signaling Pathways >> Epigenetics >> PKC

Signaling Pathways >> Neuronal Signaling >> CaMK

Research Areas >> Infection

Signaling Pathways >> Protein Tyrosine Kinase/RTK >> PKA

Signaling Pathways >> Stem Cell/Wnt >> PKA

Signaling Pathways >> TGF-beta/Smad >> PKC

[Target]

IC50: 470 nM (PKC), 140 nM (PKA), 270 nM (Ca2+/calmodulin-dependent kinase type II), 1.7 nM (phosphorylase kinase)[1][2].

[References]

[1]. Yasuzawa, T., et al. The structures of the novel protein kinase C inhibitors K-252a, b, c AND d Journal of Antibiotics 39(8), 1072-1078 (1986).

[2]. Davis, P.D., et al. Inhibitors of protein kinase C. 1.1 2,3-bisarylmaleimides Journal of Medicinal Chemistry 35, 177-184 (1992).

Chemical & Physical Properties

[ Density]:
1.7±0.1 g/cm3

[ Boiling Point ]:
685.3±55.0 °C at 760 mmHg

[ Molecular Formula ]:
C₂₇H₂₁N₃O₅

[ Molecular Weight ]:
467.473

[ Flash Point ]:
368.2±31.5 °C

[ Exact Mass ]:
467.148132

[ PSA ]:
94.72000

[ LogP ]:
4.23

[ Vapour Pressure ]:
0.0±2.2 mmHg at 25°C

[ Index of Refraction ]:
1.841

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: KC6500000

CAS REGISTRY NUMBER :: 99533-80-9

LAST UPDATED :: 199212

DATA ITEMS CITED :: 1

MOLECULAR FORMULA :: C27-H21-N3-O5

MOLECULAR WEIGHT :: 467.51

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD - Lethal dose

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: >300 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: JANTAJ Journal of Antibiotics. (Japan Antibiotics Research Assoc., 2-20-8 Kamiosaki, Shinagawa-ku, Tokyo, 141, Japan) V.2-5, 1948-52; V.21- 1968- Volume(issue)/page/year: 38,1437,1985

Safety Information

[ Symbol ]:

GHS08

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H360D-H371

[ Precautionary Statements ]:
P201-P260-P308 + P311

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Hazard Codes ]:
Xi: Irritant;

[ Safety Phrases ]:
22-24/25

[ RIDADR ]:
NONH for all modes of transport

[ RTECS ]:
NZ0550000

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

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Related Compounds

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