CAS 3930-19-6

Streptonigrin

Description:

Streptonigrin is a naturally occurring antibiotic and antitumor agent, primarily derived from the bacterium *Streptomyces griseus*. It is characterized by its complex structure, which includes a quinone moiety and a nitrogen-containing heterocyclic ring. Streptonigrin exhibits potent biological activity, particularly against a range of cancer cell lines and certain bacterial strains, making it of interest in medicinal chemistry. Its mechanism of action involves the generation of reactive oxygen species, leading to DNA damage and subsequent cell death. However, its clinical use is limited due to toxicity and side effects, including potential damage to healthy tissues. Streptonigrin is also known for its ability to chelate metal ions, which may contribute to its biological effects. As a compound with a CAS number of 3930-19-6, it is classified under various chemical databases, and its handling requires caution due to its cytotoxic properties. Research continues to explore its potential applications and the development of derivatives with improved therapeutic profiles.

Formula: C₂₅H₂₂N₄O₈

InChI: 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: InChIKey=PVYJZLYGTZKPJE-UHFFFAOYSA-N

SMILES: NC=1C(=C(C)C(C(O)=O)=NC1C=2N=C3C(=CC2)C(=O)C(OC)=C(N)C3=O)C4=C(O)C(OC)=C(OC)C=C4

Synonyms:

• (4E)-5-amino-6-(7-amino-6-methoxy-5,8-dioxo-5,8-dihydroquinolin-2-yl)-4-(4,5-dimethoxy-6-oxocyclohexa-2,4-dien-1-ylidene)-3-methyl-1,4-dihydropyridine-2-carboxylic acid
• (4R)-5-Amino-6-(7-amino-5,8-dihydro-6-methoxy-5,8-dioxo-2-quinolinyl)-4-(2-hydroxy-3,4-dimethoxyphenyl)-3-methyl-2-pyridinecarboxylic acid
• (4Z)-5-amino-6-(7-amino-6-methoxy-5,8-dioxo-5,8-dihydroquinolin-2-yl)-4-(4,5-dimethoxy-6-oxocyclohexa-2,4-dien-1-ylidene)-3-methyl-1,4-dihydropyridine-2-carboxylic acid
• (R)-Streptonigrin
• 2-Pyridinecarboxylic acid, 5-amino-6-(7-amino-5,8-dihydro-6-methoxy-5,8-dioxo-2-quinolinyl)-4-(2-hydroxy-3,4-dimethoxyphenyl)-3-methyl-, (4R)-
• 5-Amino-6-(7-Amino-6-Methoxy-5,8-Dioxo-5,8-Dihydroquinolin-2-Yl)-4-(2-Hydroxy-3,4-Dimethoxyphenyl)-3-Methylpyridine-2-Carboxylic Acid
• 5-Amino-6-(7-amino-5,8-dihydro-6-methoxy-5,8-dioxo-2-quinolyl)-4-(2-hydroxy-3,4-dimethoxyphenyl)-3-methylpicolinic acid
• 5278Rp
• Abbott Crystalline antibiotic
• Ao 50165L302
• Bruneomycin
• NSC 45383
• NSC 56748
• NSC 83950
• Nigrin
• Picolinic acid, 5-amino-6-(7-amino-5,8-dihydro-6-methoxy-5,8-dioxo-2-quinolyl)-4-(2-hydroxy-3,4-dimethoxyphenyl)-3-methyl-
• Rufocromomycin
• Streptonigran
• Streptonigrin

BRUNEOMYCIN

CAS: 3930-19-6

Formula: C₂₅H₂₂N₄O₈

Purity: 95%

Color and Shape: Solid

Molecular weight: 506.4642

Ref: IN-DA00C65U

Streptonigrin

CAS: 3930-19-6

Formula: C₂₅H₂₂N₄O₈

Purity: ≥ 98.0%

Color and Shape: Dark red to dark brown powder

Molecular weight: 506.5

Ref: 7W-GA0014

Streptonigrin

CAS: 3930-19-6

Streptonigrin, from Streptomyces flocculus, has anti-tumor and anti-bacterial properties, inhibiting PAD1-4.

Formula: C₂₅H₂₂N₄O₈

Purity: 98%

Color and Shape: Solid

Molecular weight: 506.46

Ref: TM-T16946

Streptonigrin from Streptomyces flocculus

Controlled Product

CAS: 3930-19-6

Formula: C₂₅H₂₂N₄O₈

Color and Shape: Neat

Molecular weight: 506.464

Ref: TR-S687555

Steptonigrin

CAS: 3930-19-6

Streptonigrin is an anticancer drug that is derived from the bacterium Streptomyces flocculus. It has been shown to induce apoptosis in cancer cells by inhibiting various kinases, including cyclin-dependent kinases and protein kinases. Streptonigrin has been found to be effective against a variety of tumors, including those of Chinese hamster ovary cells and human urine-derived cancer cells. This inhibitor analog also has a potent inhibitory effect on tumor growth in vivo.

Formula: C₂₅H₂₂N₄O₈

Purity: Min. 95%

Molecular weight: 506.5 g/mol

Ref: 3D-ETB89379