K-252c
Product Code: AG-CN2-0097
Product Group: Natural Products and Extracts
Supplier: AdipoGen Life Sciences
| Code | Size | Price |
|---|
| AG-CN2-0097-M001 | 1 mg | £80.00 |
Quantity:
| AG-CN2-0097-M005 | 5 mg | £290.00 |
Quantity:
Prices exclude any Taxes / VAT
Overview
Regulatory Status: RUO
Shipping:
Ambient
Storage:
+4°C
Documents
Further Information
Alternate Names/Synonyms:
Staurosporine aglycone; Staurosporinone; Antibiotic K252c; 6,7,12,13-Tetrahydro-5H-indolo[2,3-a]pyrrolo[3,4-c]carbazol-5-one
Appearance:
Off-white to yellow crystalline solid.
CAS:
85753-43-1
EClass:
32160000
Form (Short):
liquid
Handling Advice:
Keep cool and dry.Protect from light and moisture.
InChi:
InChI=1S/C20H13N3O/c24-20-17-12(9-21-20)15-10-5-1-3-7-13(10)22-18(15)19-16(17)11-6-2-4-8-14(11)23-19/h1-8,22-23H,9H2,(H,21,24)
InChiKey:
MEXUTNIFSHFQRG-UHFFFAOYSA-N
Long Description:
Chemical. CAS: 85753-43-1. Formula: C20H13N3O. MW: 311.4. Isolated from Streptomyces longisporoflavus. Indolocarbazole alkaloid antibiotic. Potent cell permeable reversible and ATP-competitive PKC (protein kinase C) inhibitor with 10-fold selectivity over PKA (protein kinase A). Anticancer compound. Cytotoxic againt various cancer cell lines. Apoptosis inducer. Antiviral compound against GCV-sensitive and -resistant strains of human cytomegalovirus (HCMV). LACTB (beta-lactamase), malate dehydrogenase (MDH2, MDHC, MDH1B, ME1. ME2, ME3) and chymotrypsin inhibitor. Inhibits mixed lineage kinase (MLK).
MDL:
MFCD00236435
Molecular Formula:
C20H13N3O
Molecular Weight:
311.4
Package Type:
Vial
Product Description:
Indolocarbazole alkaloid antibiotic. [1]. Potent cell permeable reversible and ATP-competitive PKC (protein kinase C) inhibitor with 10-fold selectivity over PKA (protein kinase A) [1-5]. Anticancer compound. Cytotoxic againt various cancer cell lines [6, 9,11]. Apoptosis inducer [11]. Antiviral compound against GCV-sensitive and -resistant strains of human cytomegalovirus (HCMV) [7]. LACTB (beta-lactamase), malate dehydrogenase (MDH2, MDHC, MDH1B, ME1. ME2, ME3) and chymotrypsin inhibitor [8]. Inhibits mixed lineage kinase (MLK) [10].
Purity:
>97% (HPLC)
SMILES:
O=C1NCC2=C1C1=C(NC3=C1C=CC=C3)C1=C2C2=C(N1)C=CC=C2
Solubility Chemicals:
Soluble in DMSO or methanol. Insoluble in water.
Source / Host:
Isolated from Streptomyces longisporoflavus.
Transportation:
Non-hazardous
UNSPSC Category:
Natural Products/Extracts
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 2 years after receipt when stored at -20°C. Store solutions at -20°C in the dark. Stock solutions are stable for at least 3 months when stored at -20°C.
References
K-252b, c and d, potent inhibitors of protein kinase C from microbial origin: S. Nakanishi, et al.; J. Antibiot. 39, 1066 (1986) | The structures of the novel protein kinase C inhibitors K-252a, b, c and d: T. Yasuzawa, et al.; J. Antibiot. 39, 1072 (1986) | Staurosporine, K-252 and UCN-01: potent but nonspecific inhibitors of protein kinases: U.T. Ruegg & G.M. Burgess; TIPS 10, 218 (1989) | Protein kinase C inhibitors; structure-activity relationships in K252c-related compounds: S. Fabre, et al.; Bioorg. Med. Chem. 1, 193 (1993) | Non-glycosidic/non-aminoalkyl-substituted indolocarbazoles as inhibitors of protein kinase C: J. Kleinschroth, et al.; Bioorg. Med. Chem. Lett. 3, 1959 (1993) | Staurosporine aglycone (K252-c) and arcyriaflavin A from the marine ascidian, Eudistoma sp: P.A. Horton, et al.; Experientia 50, 843 (1994) | Indolocarbazoles exhibit strong antiviral activity against human cytomegalovirus and are potent inhibitors of the pUL97 protein kinase: A. Zimmermann, et al.; Antiviral Res. 48, 49 (2000) | Kinase inhibitors: not just for kinases anymore: S.L. McGovern & B.K. Shoichet; J. Med. Chem. 46, 1478 (2003) | Biological targets of antitumor indolocarbazoles bearing a sugar moiety: M. Prudhomme; Curr. Med. Chem. Anticancer Agents 4, 509 (2004) | Synthesis and mixed lineage kinase activity of pyrrolocarbazole and isoindolone analogs of (+)K-252a: R.L. Hudkins, et al.; J. Med. Chem. 50, 433 (2007) | Two indolocarbazole alkaloids with apoptosis activity from a marine-derived actinomycete Z(2)039-2: R. Liu, et al.; Arch. Pharm. Res. 30, 270 (2007)