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Category Antibiotics
Catalog number BBF-03578
Molecular Weight 182.13
Molecular Formula C7H6N2O4

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G7063-2 is produced by the strain of Streptomyces sp. It has anti-Gram-positive bacteria, negative bacteria and fungi activities.


Synonyms Antibiotic G-7063-2; 2-Amino-3,6-dioxo-4,5-epoxy-1-cyclohexene-1-carboxamide; 4-Amino-7-oxa-bicyclo(4.1.0)hept-3-ene-2,5-dione-3-carboxamide
IUPAC Name 2-hydroxy-4-imino-5-oxo-7-oxabicyclo[4.1.0]hept-2-ene-3-carboxamide
Canonical SMILES C12C(O1)C(=O)C(=N)C(=C2O)C(=O)N
InChI InChI=1S/C7H6N2O4/c8-2-1(7(9)12)3(10)5-6(13-5)4(2)11/h5-6,8,10H,(H2,9,12)


Appearance Yellow Crystalline
Antibiotic Activity Spectrum Gram-positive bacteria; Gram-negative bacteria; fungi
Melting Point 180°C

Reference Reading

1. The structure of manumycin. III. Absolute configuration and conformational studies
R Thiericke, M Stellwaag, A Zeeck, G Snatzke J Antibiot (Tokyo). 1987 Nov;40(11):1549-54. doi: 10.7164/antibiotics.40.1549.
Chromic acid oxidation of manumycin (1), an antibiotic produced by Streptomyces parvulus (strain Tü 64), led to the isolation of 2-(2-methyl-4-oxo-2-pentenoylamino)-5,6-epoxy-1,4-benzoquinone (3) and (-)-(R)-2-methylhexanoic acid (4). From the absolute configuration of 4, determined by comparing its optical rotation with published data, follows the absolute configuration at the center of chirality in the diene side chain of manumycin (1) to be (6'R). Based on the direct comparison of the CD spectra of the two chromic acid oxidation products 2 and 3 with those of the antibiotic G7063-2 (5) and (-)-terreic acid (6) the stereochemistry at C-5 and C-6 of 1 was determined as (5R, 6S). From the negative CD-couplet of manumycin (1) its stereochemistry at C-4 was assigned as (4R).
2. G7063-2, a new nitrogen-containing antibiotic of the epoxydon group, isolated from the fermentation broth of a species of Streptomyces
M Noble, D Noble, R B Sykes J Antibiot (Tokyo). 1977 Jun;30(6):455-9. doi: 10.7164/antibiotics.30.455.
Antibiotic G7063-2, isolated from a Streptomyces species, is a new nitrogen-containing analogue of phyllostine and terreic acid. In vitro G7063-2 is moderately active against both Gram-positive and Gram-negative bacteria and weakly active against fungi. It is toxic to mice.
3. Stereochemistry of the epoxydon group antibiotic G7063-2 isolated from a Streptomyces species HPL Y-25711
G C Reddy, R S Sood, S R Nadkarni, J Reden, B N Ganguli, H W Fehlhaber, G Snatzke J Antibiot (Tokyo). 1984 Dec;37(12):1596-9. doi: 10.7164/antibiotics.37.1596.
The absolute configuration of the ring system of the antibiotic G7063-2 has been established as being the same as that reported for terreic acid, based on circular dichroism data. During structure elucidation experiments, reaction with ethereal diazomethane gave an adduct whose structure is proposed.

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