Enaminomycin C
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| Category | Antibiotics |
| Catalog number | BBF-01226 |
| CAS | 68245-16-9 |
| Molecular Weight | 185.13 |
| Molecular Formula | C7H7NO5 |
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Description
It is produced by the strain of Streptomyces baarnensis 13120. It has weak activity against gram-positive bacteria and negative bacteria.
Specification
| Synonyms | (1S,6β)-4-Amino-5α-hydroxy-2-oxo-7-oxabicyclo[4.1.0]hept-3-ene-3-carboxylic acid; 7-Oxabicyclo(4.1.0)hept-3-ene-3-carboxylic acid, 4-amino-5-hydroxy-2-oxo-, (1S-(1-alpha,5-beta,6-alpha))-; (1S,2S,6S)-3-amino-2-hydroxy-5-oxo-7-oxabicyclo[4.1.0]hept-3-ene-4-carboxylic acid |
| IUPAC Name | (1S,5S,6S)-2,5-dihydroxy-4-imino-7-oxabicyclo[4.1.0]hept-2-ene-3-carboxylic acid |
| Canonical SMILES | C12C(C(=N)C(=C(C1O2)O)C(=O)O)O |
| InChI | InChI=1S/C7H7NO5/c8-2-1(7(11)12)3(9)5-6(13-5)4(2)10/h4-6,8-10H,(H,11,12)/t4-,5+,6-/m0/s1 |
| InChI Key | IFMVUTNKEOCTHY-JKUQZMGJSA-N |
Properties
| Appearance | Colorless Acicular Crystal |
| Antibiotic Activity Spectrum | Gram-positive bacteria; Gram-negative bacteria |
| Boiling Point | 478.1±45.0 °C (Predicted) |
| Melting Point | 173 °C (dec.) |
| Density | 1.873±0.06 g/cm3 (Predicted) |
| Solubility | Soluble in Water, Methanol; Fairly soluble in Acetone, Ethanol, Ethyl Acetate |
Reference Reading
1. New antibiotics, enaminomycins A, B and C. III. The structures of enaminomycins A, B and C
Y Itoh, T Haneishi, M Arai, T Hata, K Aiba, C Tamura J Antibiot (Tokyo). 1978 Sep;31(9):838-46. doi: 10.7164/antibiotics.31.838.
The structures of enaminomycins A and B were determined by their physico-chemical properties and X-ray crystallographic analyses to be 4-amino-2,5-dioxo-7-oxa-bicyclo[4,1,0]hept-3-ene-3-carboxylic acid and 2-oxo-4-amino-5-hydroxy-5-acetonyl-7-oxa-bicyclo[4,1,0]hept-3-ene-3-carboxylic acid, respectively. The structure of enaminomycin C was also determined by the analysis of NMR spectrum and other physico-chemical properties to be 2-oxo-4-amino-5-hydroxy-7-oxa-bicyclo[4,1,0]hept-3-ene-3-carboxylic acid.
2. New antibiotics, enaminomycins A, B and C. II. Physico-chemical and biological properties
Y Itoh, T Miura, T Katayama, T Haneishi, M Arai J Antibiot (Tokyo). 1978 Sep;31(9):834-7. doi: 10.7164/antibiotics.31.834.
Physico-chemical characterization of enaminomycins revealed that these antibiotics are new members of the epoxy quinone family. From elementary analysis and mass spectroscopic measurements the molecular formulae of enaminomycins A, B and C appear to be C7H5NO5, C10H11N06 and C7H7NO5, respectively. They are very unique in their chemical properties, possessing various functions, such as epoxy, primary amine and carboxylic acid, in their small structural units. Enaminomycin A, the most potent component, has activity against Gram-positive and Gram-negative bacteria and shows cytostatic effect on L1210 mouse leukemia cells in vitro, but enaminomycins B and C are only weakly active against Gram-positive and Gram-negative bacteria.
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Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
