(rac)-Streptonigrin , CAS No.1079893-79-0

CAS: 1079893-79-0 Cat. No.: R1418795 EC Number: 223-501-8 PubChem CID: 5298

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

(rac)-Streptonigrin ((rac)-Bruneomycin) is the racemic form of Streptonigrin. Streptonigrin is a natural product produced by the actinobacterium Streptomyces flocculus , exhibiting antitumor and antibacterial activities. Streptonigrin can act as a pan-PAD inhibitor, with IC 50 values of 48.3 μM, 26.1 μM, 0.43 μM, and 2.5 μM for PAD1 , PAD2 , PAD3 , and PAD4 , respectively.

Specifications

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Action Type

INHIBITOR

Names and Identifiers

• Canonical Smiles: CC1=C(C(=C(N=C1C(=O)O)C2=NC3=C(C=C2)C(=O)C(=C(C3=O)N)OC)N)C4=C(C(=C(C=C4)OC)OC)O
• IUPAC Name: 5-amino-6-(7-amino-6-methoxy-5,8-dioxoquinolin-2-yl)-4-(2-hydroxy-3,4-dimethoxyphenyl)-3-methylpyridine-2-carboxylic acid
• InChIKey: 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)
• Isomeric SMILES: CC1=C(C(=C(N=C1C(=O)O)C2=NC3=C(C=C2)C(=O)C(=C(C3=O)N)OC)N)C4=C(C(=C(C=C4)OC)OC)O
• RTECS: TJ7350000
• Alternate CAS: 3930-19-6
• PubChem CID: 5298
• NSC Number: 45383
• MeSH Entry Terms: Brunemycin;Bruneomycin;Nigrin;NSC 45383;NSC-45383;NSC45383;Rufocromomycin;Streptonigrin

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Pyridines and derivatives
      • Subclass Bipyridines and oligopyridines

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Pyridines and derivatives
• Subclass: Bipyridines and oligopyridines
• Intermediate Tree Nodes: Not available
• Direct Parent: Bipyridines and oligopyridines
• Alternative Parents: Phenylpyridines Quinoline quinones Dimethoxybenzenes Hydroquinolines Methoxyphenols Pyridinecarboxylic acids Phenoxy compounds Aryl ketones Anisoles 1-hydroxy-4-unsubstituted benzenoids Alkyl aryl ethers Aminopyridines and derivatives Methylpyridines Heteroaromatic compounds Vinylogous esters Vinylogous amides Amino acids Monocarboxylic acids and derivatives Enamines Azacyclic compounds Carboxylic acids Hydrocarbon derivatives Organic oxides Organopnictogen compounds Monoalkylamines
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: 4-phenylpyridine - Quinoline quinone - Bipyridine - Methoxyphenol - Dihydroquinoline - Dimethoxybenzene - O-dimethoxybenzene - Pyridine carboxylic acid - Pyridine carboxylic acid or derivatives - Phenol ether - Phenoxy compound - Methoxybenzene - Anisole - Aryl ketone - Methylpyridine - Phenol - 1-hydroxy-4-unsubstituted benzenoid - Alkyl aryl ether - Aminopyridine - Monocyclic benzene moiety - Benzenoid - Heteroaromatic compound - Vinylogous amide - Vinylogous ester - Ketone - Amino acid or derivatives - Amino acid - Azacycle - Carboxylic acid derivative - Carboxylic acid - Enamine - Ether - Monocarboxylic acid or derivatives - Organopnictogen compound - Organic oxygen compound - Amine - Organic nitrogen compound - Hydrocarbon derivative - Organic oxide - Primary amine - Organooxygen compound - Organonitrogen compound - Primary aliphatic amine - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as bipyridines and oligopyridines. These are organic compounds containing two pyridine rings linked to each other.
• External Descriptors: pyridines - quinolone

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y