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Alisamycin

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Alisamycin
Category Antibiotics
Catalog number BBF-00417
CAS 136398-54-4
Molecular Weight 520.57
Molecular Formula C29H32N2O7
Purity 95%

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Capabilities & Facilities

Fermentation Lab

4 R&D and scale-up labs

2 Preparative purification labs

Fermentation Plant

Semi pilot, pilot and industrial plant 4 Manufacturing sites 7 Production lines at pilot scale 100+ Reactors of 30-4000 L; 170+ reactors of 20 KL-30 KL; 24+ reactors of >100 KL 2 Hydrogenation reactors (200 L, 4Mpa and 1000L, 4Mpa)

Product 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.

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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
Antibiotic Activity Spectrum Gram-positive bacteria; fungi
Boiling Point 891.7 °C at 760 mmHg
Density 1.340 g/cm3
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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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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