Alisamycin
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| Category | Antibiotics |
| Catalog number | BBF-00417 |
| CAS | 136398-54-4 |
| Molecular Weight | 520.57 |
| Molecular Formula | C29H32N2O7 |
| Purity | 95% |
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Description
It is produced by the strain of Streptomyces actuosus (Str. sp. Y-8831582). It has anti-gram-positive bacteria, Candida and other fungi activity, and also has weak inhibition of L1210 leukemia cell activity.
Specification
| Synonyms | 2,4,6-Heptatrienamide, 7-(4-((5-cyclohexyl-1-oxo-2,4-pentadienyl)amino)-2-hydroxy-5-oxo-7-oxabicyclo(4.1.0)hept-3-en-2-yl)-N-(2-hydroxy-5-oxo-1-cyclopenten-1-yl)-; 2,4,6-Heptatrienamide,7-[(1S,2R,6R)-4-[[(2E,4E)-5-cyclohexyl-1-oxo-2,4-pentadienyl]amino]-2-hydroxy-5-oxo-7-oxabicyclo[4.1.0]hept-3-en-2-yl]-N-(2-hydroxy-5-oxo-1-cyclopenten-1-yl)-,(2E,4E,6E)-(9CI); 7-Oxabicyclo[4.1.0]heptane, 2,4,6-heptatrienamidederiv.; (-)-Alisamycin |
| IUPAC Name | (2E,4E,6E)-7-[4-[[(2E,4E)-5-cyclohexylpenta-2,4-dienoyl]amino]-2-hydroxy-5-oxo-7-oxabicyclo[4.1.0]hept-3-en-2-yl]-N-(2-hydroxy-5-oxocyclopenten-1-yl)hepta-2,4,6-trienamide |
| Canonical SMILES | C1CCC(CC1)C=CC=CC(=O)NC2=CC(C3C(C2=O)O3)(C=CC=CC=CC(=O)NC4=C(CCC4=O)O)O |
| InChI | InChI=1S/C29H32N2O7/c32-21-15-16-22(33)25(21)31-24(35)13-6-1-2-9-17-29(37)18-20(26(36)27-28(29)38-27)30-23(34)14-8-7-12-19-10-4-3-5-11-19/h1-2,6-9,12-14,17-19,27-28,32,37H,3-5,10-11,15-16H2,(H,30,34)(H,31,35)/b2-1+,12-7+,13-6+,14-8+,17-9+ |
| InChI Key | JNNCGBMBOYDZEW-CXNWBYPBSA-N |
Properties
| Antibiotic Activity Spectrum | Gram-positive bacteria; fungi |
| Boiling Point | 891.7 °C at 760 mmHg |
| Density | 1.340 g/cm3 |
Reference Reading
1. Alisamycin, a new antibiotic of the manumycin group. I. Taxonomy, production, isolation and biological activity
C M Franco, R Maurya, E K Vijayakumar, S Chatterjee, J Blumbach, B N Ganguli J Antibiot (Tokyo). 1991 Dec;44(12):1289-93. doi: 10.7164/antibiotics.44.1289.
Alisamycin is a new member of the manumycin group of antibiotics produced by Streptomyces sp. HIL Y-88,31582, which taxonomically appears to be Streptomyces actuosus. Alisamycin is active against Gram-positive bacteria and fungi, and has a weak antitumour activity.
2. EI-1511-3, -5 and EI-1625-2, novel interleukin-1 beta converting enzyme inhibitors produced by Streptomyces sp. E-1511 and E-1625. III. Biochemical properties of EI-1511-3, -5 and EI-1625-2
T Tanaka, E Tsukuda, Y Uosaki, Y Matsuda J Antibiot (Tokyo). 1996 Nov;49(11):1085-90. doi: 10.7164/antibiotics.49.1085.
EI-1511-3, -5 and EI-1625-2, novel interleukin-1 beta converting enzyme (ICE) inhibitors from the culture broths of Streptomyces sp. selectively inhibited the recombinant human ICE activity with IC50 values of 0.09, 0.38 and 0.2 microM, respectively, without inhibiting elastase and cathepsin B. Manumycin G, ent-alisamycin, U-56,407, and manumycin A and B isolated simultaneously from the same strains also inhibited ICE. EI-1511-3, -5 and EI-1625-2 also inhibited mature interleukin-1 beta secretion from THP-1 cells with IC50 values of 5.4, 3.6 and 2.2 microM, respectively. In this article, biological properties of EI-1511-3, -5 and EI-1625-2 and, in addition, properties of manumycin-related compound are 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 ╳
