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23462-25-1 | 1,6-Phenazinedicarboxylic acid
CAS No: 23462-25-1 Catalog No: AG002NC2 MDL No:MFCD00182804
Product Description
Catalog Number:
AG002NC2
Chemical Name:
1,6-Phenazinedicarboxylic acid
CAS Number:
23462-25-1
Molecular Formula:
C14H8N2O4
Molecular Weight:
268.2243
MDL Number:
MFCD00182804
IUPAC Name:
phenazine-1,6-dicarboxylic acid
InChI:
InChI=1S/C14H8N2O4/c17-13(18)7-3-1-5-9-11(7)16-10-6-2-4-8(14(19)20)12(10)15-9/h1-6H,(H,17,18)(H,19,20)
InChI Key:
MJALVONLCNWZHK-UHFFFAOYSA-N
SMILES:
OC(=O)c1cccc2c1nc1cccc(c1n2)C(=O)O
Properties
Complexity:
376
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
268.048g/mol
Formal Charge:
0
Heavy Atom Count:
20
Hydrogen Bond Acceptor Count:
6
Hydrogen Bond Donor Count:
2
Isotope Atom Count:
0
Molecular Weight:
268.228g/mol
Monoisotopic Mass:
268.048g/mol
Rotatable Bond Count:
2
Topological Polar Surface Area:
100A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
1.7
Literature
| Title | Journal |
|---|---|
| Trapped intermediates in crystals of the FMN-dependent oxidase PhzG provide insight into the final steps of phenazine biosynthesis. | Acta crystallographica. Section D, Biological crystallography 20130801 |
| Insights into a divergent phenazine biosynthetic pathway governed by a plasmid-born esmeraldin gene cluster. | Chemistry & biology 20120921 |
| New pyranonaphthoquinones and a phenazine alkaloid isolated from Streptomyces sp. IFM 11307 with TRAIL resistance-overcoming activity. | The Journal of antibiotics 20111101 |
| Isolation and purification of a modified phenazine, griseoluteic acid, produced by Streptomyces griseoluteus P510. | Research in microbiology 20110401 |
| Genetic approach for the fast discovery of phenazine producing bacteria. | Marine drugs 20110101 |
| Atomic resolution structure of EhpR: phenazine resistance in Enterobacter agglomerans Eh1087 follows principles of bleomycin/mitomycin C resistance in other bacteria. | BMC structural biology 20110101 |
| Bioactive pigments from marine bacteria: applications and physiological roles. | Evidence-based complementary and alternative medicine : eCAM 20110101 |
| Izumiphenazines A-C: isolation and structure elucidation of phenazine derivatives from Streptomyces sp. IFM 11204. | Journal of natural products 20101227 |
| Structure of the D-alanylgriseoluteic acid biosynthetic protein EhpF, an atypical member of the ANL superfamily of adenylating enzymes. | Acta crystallographica. Section D, Biological crystallography 20100601 |
| Dermacozines, a new phenazine family from deep-sea dermacocci isolated from a Mariana Trench sediment. | Organic & biomolecular chemistry 20100521 |
| Production of a Blue Pigment (Glaukothalin) by Marine Rheinheimera spp. | International journal of microbiology 20090101 |
| PhzA/B catalyzes the formation of the tricycle in phenazine biosynthesis. | Journal of the American Chemical Society 20081217 |
| Characterization of a novel phenazine antibiotic gene cluster in Erwinia herbicola Eh1087. | Molecular microbiology 20020801 |
| Phenazine biosynthesis in Pseudomonas fluorescens: branchpoint from the primary shikimate biosynthetic pathway and role of phenazine-1,6-dicarboxylic acid. | Journal of the American Chemical Society 20010926 |
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