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Merck

S1014

Streptonigrin

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

Synonym(s):

Bruneomycin, Nigrin

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About This Item

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%
Quality level:
200

Key Documents

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Product Name

Streptonigrin from Streptomyces flocculus, ≥98%

InChI key

PVYJZLYGTZKPJE-UHFFFAOYSA-N

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)

SMILES string

COc1ccc(c(O)c1OC)-c2c(C)c(nc(c2N)-c3ccc4C(=O)C(OC)=C(N)C(=O)c4n3)C(O)=O

assay

≥98%

antibiotic activity spectrum

viruses

mode of action

DNA synthesis | interferes

storage temp.

2-8°C

Quality Level

200

Related Categories

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.

pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H300

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

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Certificates of Analysis (COA)

Lot/Batch Number
0000445554
0000445555
0000445555
0000445554
0000371941

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Kevin Fiscella et al.
Annals of family medicine, 8(1), 11-18 (2010-01-13)
Findings are conflicting about the relationship between vitamin D levels and cardiovascular mortality. We wanted to determine the contribution of vitamin D levels to black-white disparities in cardiovascular mortality. We examined the association of serum 25(OH)D levels with cardiovascular mortality
Zoe Heather et al.
Molecular microbiology, 70(5), 1274-1292 (2008-11-08)
In this study, we determined the function of a novel non-ribosomal peptide synthetase (NRPS) system carried by a streptococcal integrative conjugative element (ICE), ICESe2. The NRPS shares similarity with the yersiniabactin system found in the high-pathogenicity island of Yersinia sp.
Ameen A Salahudeen et al.
Nature, 588(7839), 670-675 (2020-11-26)
The distal lung contains terminal bronchioles and alveoli that facilitate gas exchange. Three-dimensional in vitro human distal lung culture systems would strongly facilitate the investigation of pathologies such as interstitial lung disease, cancer and coronavirus disease 2019 (COVID-19) pneumonia caused
Wen-Chih Wu et al.
Annals of surgery, 252(1), 11-17 (2010-05-28)
Anemia and operative blood loss are common in the elderly, but evidence is lacking on whether intraoperative blood transfusions can reduce the risk of postoperative death. We analyzed retrospective data from 239,286 patients 65 years of older who underwent major
Laura C C Cook et al.
mBio, 10(3) (2019-06-27)
Streptococcus pyogenes (group A streptococcus [GAS]) is a serious human pathogen with the ability to colonize mucosal surfaces such as the nasopharynx and vaginal tract, often leading to infections such as pharyngitis and vulvovaginitis. We present genome-wide transcriptome sequencing (RNASeq)
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