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Shurimycin B

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Category Antibiotics
Catalog number BBF-02908
CAS 143906-45-0
Molecular Weight 1096.39
Molecular Formula C57H97N3O17

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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 Str. hygroscopicus A1491. It has anti-gram-positive bacteria and fungi effects.

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Synonyms Scopafungin, 35-[9-[[bis(methylamino)methylene]amino]-1-methyl-5-nonenyl]-2,3-didehydro-35-de[11-[[imino(methylamino)methyl]amino]-1,3-dimethyl-7-undecenyl]-2-demethyl-3-deoxy-30-methyl-; Antibiotic MBA 028-24B
IUPAC Name 3-[[(10E,12E,18Z,20E)-15-[(E)-10-[(N,N'-dimethylcarbamimidoyl)amino]dec-6-en-2-yl]-5,7,9,23,25,27,31,33,34,35-decahydroxy-8,10,14,22,26,30-hexamethyl-17-oxo-16,37-dioxabicyclo[31.3.1]heptatriaconta-10,12,18,20-tetraen-3-yl]oxy]-3-oxopropanoic acid
Canonical SMILES CC1CCC(C(C(CC(C(C=CC=CC(=O)OC(C(C=CC=C(C(C(C(CC(CC(CC2CC(C(C(O2)(CC1O)O)O)O)OC(=O)CC(=O)O)O)O)C)O)C)C)C(C)CCCC=CCCCNC(=NC)NC)C)O)O)C)O
InChI InChI=1S/C57H97N3O17/c1-34-19-15-16-23-51(70)76-54(37(4)20-14-12-10-11-13-17-26-60-56(58-8)59-9)38(5)22-18-21-36(3)53(72)40(7)46(64)28-41(61)27-42(75-52(71)32-50(68)69)29-43-30-48(66)55(73)57(74,77-43)33-49(67)35(2)24-25-44(62)39(6)47(65)31-45(34)63/h10-11,15-16,18-19,21-23,34-35,37-49,53-55,61-67,72-74H,12-14,17,20,24-33H2,1-9H3,(H,68,69)(H2,58,59,60)/b11-10+,19-15+,22-18+,23-16-,36-21+
InChI Key FTSHIRULWVXAOC-RKGHMIIGSA-N
Appearance Colorless Powder
Antibiotic Activity Spectrum Gram-positive bacteria; Fungi
Boiling Point 1148.8°C at 760 mmHg
Melting Point 130°C (dec.)
Density 1.24 g/cm3
Solubility Soluble in Methanol, Acetone
1. N'-methylniphimycin, a novel minor congener of niphimycin from Streptomyces spec. 57-13
V Ivanova, R Schlegel, K Dornberger J Basic Microbiol. 1998;38(5-6):415-9. doi: 10.1002/(sici)1521-4028(199811)38:5/63.0.co;2-z.
A novel natural niphimycin analog, N'-methylniphimycin was isolated from the culture broth of the Streptomyces spec. 57-13. The chemical constitution was elucidated from the physico-chemical properties, NMR techniques and mass spectrometry to be a 36-membered macrolide related to azalomycin F5a, shurimycin B and RS-22C. N'-methylniphimycin displayed moderate activity against some yeasts and filamentous fungi.
2. Structural studies of new macrolide antibiotics, shurimycins A and B
S Kumazawa, Y Asami, K Awane, H Ohtani, C Fukuchi, T Mikawa, T Hayase J Antibiot (Tokyo). 1994 Jun;47(6):688-96. doi: 10.7164/antibiotics.47.688.
The structures of new antibiotics, shurimycins A and B produced by Streptomyces hygroscopicus A1491, were elucidated from the physico-chemical properties, 2D NMR techniques and chemical degradation experiments to be 36-membered macrolides related to azalomycins, scopafungin and guanidylfungins. Shurimycins were active against fungi and Gram-positive bacteria.

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