K252b information

K252b
Names
	IUPAC name (15S,16R,18R)-16-Hydroxy-15-methyl-3-oxo-28-oxa-4,14,19-triazaoctacyclo[12.11.2.115,18.02,6.07,27.08,13.019,26.020,25]octacosa-1,6,8,10,12,20,22,24,26-nonaene-16-carboxylic acid
Identifiers
CAS Number	99570-78-2;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:208814;
ChEMBL	ChEMBL140600; ChEMBL4750633;
ChemSpider	8156936;
PubChem CID	3814; 9981344; 9846716;
CompTox Dashboard (EPA)	90433626;
	InChI InChI=1S/C26H19N3O5/c1-25-26(33,24(31)32)10-17(34-25)28-15-8-4-2-6-12(15)19-20-14(11-27-23(20)30)18-13-7-3-5-9-16(13)29(25)22(18)21(19)28/h2-9,17,33H,10-11H2,1H3,(H,27,30)(H,31,32)/t17-,25+,26+/m1/s1 Key: AMSOPBXQXSAAAC-PLZPTFKGSA-N;
	SMILES C[C@@]12[C@](C[C@@H](O1)N3C4=CC=CC=C4C5=C6C(=C7C8=CC=CC=C8N2C7=C53)CNC6=O)(C(=O)O)O;
Properties
Chemical formula	C26H19N3O5
Molar mass	453.454 g·mol−1
Appearance	White to light yellow powder
Solubility	soluble in DMSO, methanol
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

K252b is an ectoprotein kinase inhibitor, which is involved in the abolishment of the effects of nerve growth factors on PC12 and peripheral neuron system (PNS) neurons. When it is present in very low concentrations, it prolongs the survivorship of hippocampal, septal and cortical neurons deprived of glucose.^[2]

K252b is related to K252a and staurosporine, which are low-molecular-weight alkaloids.^[3] Staurosporine was discovered in 1977 while screening for microbial alkaloids using chemical detection methods. K252 was discovered in 1986 as a related natural indolocarbazole product. In 2007, K252b was found to have an inhibitory effect on mycobacterial protein kinase PknB. This is a receptor-like transmembrane protein. The PknB gene can be found in all known mycobacterial genomes. Staurosporine and K252a have inhibitory effects on the growth of Mycobacterium tuberculosis, but K252b failed to inhibit bacterial growth.

^ "K252b | Fermentek". www.fermentek.com. Retrieved 13 March 2024.
^ Cheng, Bin; Barger, Steven W.; Mattson, Mark P. (April 1994). "Staurosporine, K-252a, and K-252b Stabilize Calcium Homeostasis and Promote Survival of CNS Neurons in the Absence of Glucose". Journal of Neurochemistry. 62 (4): 1319–1329. doi:10.1046/j.1471-4159.1994.62041319.x. ISSN 0022-3042. PMID 7510777. S2CID 19294051.
^ Nakano, Hirofumi; Ōmura, Satoshi (January 2009). "Chemical biology of natural indolocarbazole products: 30 years since the discovery of staurosporine". The Journal of Antibiotics. 62 (1): 17–26. doi:10.1038/ja.2008.4. ISSN 1881-1469. PMID 19132059.

[1] "K252b | Fermentek". www.fermentek.com. Retrieved 13 March 2024.

[2] Cheng, Bin; Barger, Steven W.; Mattson, Mark P. (April 1994). "Staurosporine, K-252a, and K-252b Stabilize Calcium Homeostasis and Promote Survival of CNS Neurons in the Absence of Glucose". Journal of Neurochemistry. 62 (4): 1319–1329. doi:10.1046/j.1471-4159.1994.62041319.x. ISSN 0022-3042. PMID 7510777. S2CID 19294051.

[3] Nakano, Hirofumi; Ōmura, Satoshi (January 2009). "Chemical biology of natural indolocarbazole products: 30 years since the discovery of staurosporine". The Journal of Antibiotics. 62 (1): 17–26. doi:10.1038/ja.2008.4. ISSN 1881-1469. PMID 19132059.

K252b information

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K252b

List of biomolecules

K252a