C-19393 E5

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Category Antibiotics
Catalog number BBF-02759
CAS 83310-72-9
Molecular Weight 328.34
Molecular Formula C13H16N2O6S

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Description

It is produced by the strain of Streptomyces griseus subsp. cryophilus C-19393. C-19393 E5 has anti-gram-positive and anti-gram-negative bacteria activity and strong β-lactamase inhibition.

Specification

Synonyms Antibiotic C 19393E5; C-19393 E(5)
IUPAC Name (5R,6R)-3-[(R)-[(E)-2-acetamidoethenyl]sulfinyl]-6-[(1S)-1-hydroxyethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
Canonical SMILES CC(C1C2CC(=C(N2C1=O)C(=O)O)S(=O)C=CNC(=O)C)O
InChI InChI=1S/C13H16N2O6S/c1-6(16)10-8-5-9(22(21)4-3-14-7(2)17)11(13(19)20)15(8)12(10)18/h3-4,6,8,10,16H,5H2,1-2H3,(H,14,17)(H,19,20)/b4-3+/t6-,8+,10-,22+/m0/s1
InChI Key OLJZNOCSKZHZQJ-QGKPYDHGSA-N

Properties

Appearance White Powder
Antibiotic Activity Spectrum Gram-positive bacteria; Gram-negative bacteria
Boiling Point 706.5±60.0°C at 760 mmHg
Density 1.6±0.1 g/cm3

Reference Reading

1. C-19393 E5, a new carbapenem antibiotic. Fermentation, isolation and structure
S Harada, Y Nozaki, S Shinagawa, K Kitano J Antibiot (Tokyo). 1982 Aug;35(8):957-62. doi: 10.7164/antibiotics.35.957.
A new carbapenem antibiotic, C-19393 E5, was isolated from the culture filtrate of Streptomyces griseus subsp. cryophilus C-19393 as a minor component. The chemical structure of the antibiotic was determined by comparing its spectral data with those of the known 5,6-cis carbapenem antibiotics and confirmed by partial synthesis from epithienamycin B as shown in Fig. 1. The antibiotic has a broad antimicrobial spectrum and shows strong inhibitory activity against beta-lactamases.

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Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2

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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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