5,10-dihydrophencomycin methyl ester

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Category Bioactive by-products
Catalog number BBF-01411
CAS 193421-85-1
Molecular Weight 298.29
Molecular Formula C16H14N2O4

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Description

It has very weak activity against Escherichia coli and Bacillus subtilis.

Specification

Synonyms 5,10-Dihydro-1,6-phenazinedicarboxylic acid dimethyl ester
IUPAC Name dimethyl 5,10-dihydrophenazine-1,6-dicarboxylate
Canonical SMILES COC(=O)C1=C2C(=CC=C1)NC3=C(C=CC=C3N2)C(=O)OC
InChI InChI=1S/C16H14N2O4/c1-21-15(19)9-5-3-7-11-13(9)17-12-8-4-6-10(14(12)18-11)16(20)22-2/h3-8,17-18H,1-2H3
InChI Key UPPNHEPSLLKMGH-UHFFFAOYSA-N

Properties

Appearance Brown Acicular Crystalline
Antibiotic Activity Spectrum fungi
Melting Point 231°C

Reference Reading

1. Dihydrophencomycin methyl ester, a new phenazine derivative from a marine Streptomycete
K Pusecker, H Laatsch, E Helmke, H Weyland J Antibiot (Tokyo). 1997 Jun;50(6):479-83. doi: 10.7164/antibiotics.50.479.
The novel 5,10-dihydrophencomycin methyl ester (4) and the known microbial metabolites (2-hydroxyphenyl)-acetamide (1), menaquinone MK9 (II, III, VIII, IX-H8) (2), and phencomycin (3a) were isolated from an unidentified marine Streptomyces sp. and the structures were elucidated by NMR methods. Compound 4 shows weak antibiotic activity against Escherichia coli and Bacillus subtilis.

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