S1014

Streptonigrin

from Streptomyces flocculus, ≥98% (HPLC), powder, apoptosis inducer

• Synonym(s): Bruneomycin, Nigrin
• Empirical Formula (Hill Notation): C₂₅H₂₂N₄O₈
• CAS Number: 3930-19-6
• Molecular Weight: 506.46
• NACRES: NA.77
• PubChem Substance ID: 24899458
• UNSPSC Code: 12352200
• EC Number: 223-501-8
• MDL number: MFCD00063401
• Beilstein/REAXYS Number: 599390
• Assay: ≥98%

Properties

• Product Name: Streptonigrin from Streptomyces flocculus, ≥98%
• Quality Segment: 200
• assay: ≥98%
• antibiotic activity spectrum: viruses
• mode of action: DNA synthesis | interferes
• storage temp.: 2-8°C
• SMILES string: COc1ccc(c(O)c1OC)-c2c(C)c(nc(c2N)-c3ccc4C(=O)C(OC)=C(N)C(=O)c4n3)C(O)=O
• InChI: 1S/C25H22N4O8/c1-9-14(10-6-8-13(35-2)23(36-3)20(10)30)15(26)19(29-17(9)25(33)34)12-7-5-11-18(28-12)22(32)16(27)24(37-4)21(11)31/h5-8,30H,26-27H2,1-4H3,(H,33,34)
• InChI key: PVYJZLYGTZKPJE-UHFFFAOYSA-N

Description

Biochem/physiol Actions

Streptonigrin (SN) is an aminoquinone antitumour antibiotic. Its antineoplastic activity requires reductive activation by Xanthine-converting enzymes. It induces apoptosis by a mechanism involving NF-κB. DNA cleavage reaction and chromosome damage by SN are influenced by the nature of the metal ion present and dependent on the production of free radicals. Its antibiotic activity is iron-activated.

Safety Information

• pictograms: GHS06
• signalword: Danger
• hcodes: H300
• pcodes: P264 - P270 - P301 + P310 - P405 - P501
• Hazard Classifications: Acute Tox. 1 Oral
• Storage Class: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges