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Octacosamicin B

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Category Antibiotics
Catalog number BBF-02145
CAS 122005-24-7
Molecular Weight 638.79
Molecular Formula C32H54N4O9

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Fermentation Lab

4 R&D and scale-up labs

2 Preparative purification labs

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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

Octacosamicin B is originally isolated from Amycolatops azurea MG 398-hF9 (FERM P-8865). It has the function of resisting bacterium, yeast, and filamentous fungus, but the function of resisting bacterium is weak.

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IUPAC Name 2-[[(12E,14E,20E,22E)-28-[carbamimidoyl(hydroxy)amino]-2,3,5,7-tetrahydroxy-8-methyl-19-oxooctacosa-12,14,20,22-tetraenoyl]amino]acetic acid
Canonical SMILES CC(CCCC=CC=CCCCC(=O)C=CC=CCCCCCN(C(=N)N)O)C(CC(CC(C(C(=O)NCC(=O)O)O)O)O)O
InChI InChI=1S/C32H54N4O9/c1-24(27(39)21-26(38)22-28(40)30(43)31(44)35-23-29(41)42)17-13-9-5-2-3-6-10-14-18-25(37)19-15-11-7-4-8-12-16-20-36(45)32(33)34/h2-3,5-7,11,15,19,24,26-28,30,38-40,43,45H,4,8-10,12-14,16-18,20-23H2,1H3,(H3,33,34)(H,35,44)(H,41,42)/b5-2+,6-3+,11-7+,19-15+
InChI Key YRBWJHGUKBSDDE-RLZHPBLRSA-N
Appearance Colorless Amorphous Powder
Antibiotic Activity Spectrum fungi; yeast
Melting Point 92-107°C
1. Novel antifungal antibiotics octacosamicins A and B. II. The structure elucidation using various NMR spectroscopic methods
K Dobashi, H Naganawa, Y Takahashi, T Takita, T Takeuchi J Antibiot (Tokyo). 1988 Nov;41(11):1533-41. doi: 10.7164/antibiotics.41.1533.
The structures of octacosamicins A and B, two new antifungal antibiotics, were studied by spectrometries and chemical modifications. The 2D NMR techniques including 1H-detected heteronuclear multiple bond correlation method were successfully applied to this study. These antibiotics have unique linear chain structure possessing N-hydroxyguanidyl group at the terminal.
2. Novel antifungal antibiotics octacosamicins A and B. I. Taxonomy, fermentation and isolation, physico-chemical properties and biological activities
K Dobashi, N Matsuda, M Hamada, H Naganawa, T Takita, T Takeuchi J Antibiot (Tokyo). 1988 Nov;41(11):1525-32. doi: 10.7164/antibiotics.41.1525.
Two antifungal antibiotics octacosamicins A and B were isolated from the culture broth of a strain of actinomycetes, which was identified as a strain of Amycolatopsis. These antibiotics were isolated by resin adsorption and purified by column chromatography and preparative HPLC. Both antibiotics were found to be new substances from their physico-chemical properties. They showed broad antifungal spectra.

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