SF-1623
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| Category | Antibiotics |
| Catalog number | BBF-02444 |
| CAS | 56487-86-6 |
| Molecular Weight | 499.5 |
| Molecular Formula | C15H21N3O10S3 |
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Description
SF-1623 is a cephamycin antibiotic produced by the the fermentation of Streptomyces chartreusis. It is active against gram-negative bacteria.
Specification
| Synonyms | SF 1623 |
| IUPAC Name | (6R,7S)-7-[[(5R)-5-amino-5-carboxypentanoyl]amino]-7-methoxy-8-oxo-3-(sulfosulfanylmethyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid |
| Canonical SMILES | COC1(C2N(C1=O)C(=C(CS2)CSS(=O)(=O)O)C(=O)O)NC(=O)CCCC(C(=O)O)N |
| InChI | InChI=1S/C15H21N3O10S3/c1-28-15(17-9(19)4-2-3-8(16)11(20)21)13(24)18-10(12(22)23)7(5-29-14(15)18)6-30-31(25,26)27/h8,14H,2-6,16H2,1H3,(H,17,19)(H,20,21)(H,22,23)(H,25,26,27)/t8-,14-,15+/m1/s1 |
| InChI Key | GBKBBXIMFKWXGE-BKQRNIBNSA-N |
Properties
| Appearance | White Solid |
| Antibiotic Activity Spectrum | Gram-negative bacteria |
| Melting Point | 160-165°C (dec.) |
| Solubility | Soluble in water. |
Reference Reading
1. Synthesis and biological activity of 7 beta-(2-amino-2-carboxy)-ethylthioacetamido-7 alpha-methoxycephalosporin derivatives
K Iwamatsu, S Inouye, T Tsuruoka, K Mizutani, S Omoto, H Ogino, K Miyauchi, T Watanabe, T Niida J Antibiot (Tokyo). 1983 Mar;36(3):229-41. doi: 10.7164/antibiotics.36.229.
C-7 and C-3 substituents of a new antibiotic SF-1623 were chemically modified to improve the bioactivity, and substituent effect at C-7 and C-3 was examined on the basis of MIC and ED50 values against selected bacteria. Among a large number of derivatives, MT-141 possessing 2-D-2-amino-2-carboxyethylthioacetamido residue at C-7 and N-methyltetrazolyl-thiomethyl residue at C-3 showed a high order of antibacterial activity in vitro and especially in vivo.
2. Discovery, isolation and structure of novel cephamycins of Streptomyces chartreusis
S Inouye, M Kojima, T Shomura, K Iwamatsu, T Niwa, Y Kondo, T Niida, Y Ogawa, K Kusama J Antibiot (Tokyo). 1983 Feb;36(2):115-24. doi: 10.7164/antibiotics.36.115.
By the use of HPLC technique after treatment with beta-lactamases, two novel cephamycins, SF-1623 and SF-1623B, were discovered and isolated from the fermentation broth of Streptomyces chartreusis SF-1623. The structures of SF-1623 and SF-1623B were determined to contain 3-sulfothiomethyl and 3-hydroxymethyl groups respectively, by chemical and enzymatic transformation reactions. Studies on the fermentation condition and process for the large scale preparation of antibiotic SF-1623 are also described.
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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 ╳
