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M-230B

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Category Antibiotics
Catalog number BBF-03632
CAS
Molecular Weight 621.84
Molecular Formula C35H59NO8

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Fermentation Lab

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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

M-230B is originally isolated from Myxococcus xanthus M516E. It has anti-gram-negative and weak anti-gram-positive activity.

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IUPAC Name (12Z,14E,26E)-16-ethyl-6,8,9-trihydroxy-12-(methoxymethyl)-25,27-dimethyl-2-propyl-1-oxa-4-azacyclooctacosa-12,14,26-triene-3,20,28-trione
Canonical SMILES CCCC1C(=O)NCC(CC(C(CCC(=CC=CC(CCCC(=O)CCCCC(C=C(C(=O)O1)C)C)CC)COC)O)O)O
InChI InChI=1S/C35H59NO8/c1-6-12-33-34(41)36-23-30(38)22-32(40)31(39)20-19-28(24-43-5)16-10-14-27(7-2)15-11-18-29(37)17-9-8-13-25(3)21-26(4)35(42)44-33/h10,14,16,21,25,27,30-33,38-40H,6-9,11-13,15,17-20,22-24H2,1-5H3,(H,36,41)/b14-10+,26-21+,28-16-
InChI Key CANOHYLGAOUVMU-JCRVAUONSA-N
Appearance Colorless Acicular Crystal
Antibiotic Activity Spectrum Gram-positive bacteria; Gram-negative bacteria
Boiling Point 802.5±65.0°C at 760 mmHg
Melting Point 113°C
Density 1.0±0.1 g/cm3
1. A macrocyclic antibiotic M-230B produced by Myxococcus xanthus. Isolation and characterization
N Onishi, K Izaki, H Takahashi J Antibiot (Tokyo). 1984 Jan;37(1):13-9. doi: 10.7164/antibiotics.37.13.
Myxococcus xanthus strain M516E produced at least three related antibiotics against Gram-positive and Gram-negative bacteria. From physico-chemical properties, a main component was identical to myxovirescin A and a second component, designated M-230B was found to be an antibiotic which is closely related to myxovirescin A. The structure of M-230B was determined from its physico-chemical properties, especially from 13C NMR spectrum as compared with that of myxovirescin A. The addition of alcohol, such as isobutyl alcohol, to the culture medium markedly stimulated production of the antibiotics.
2. Novel macrocyclic antibiotics: megovalicins A, B, C, D, G and H. II. Isolation and chemical structures of megovalicins
S Takayama, S Yamanaka, S Miyashiro, Y Yokokawa, H Shibai J Antibiot (Tokyo). 1988 Apr;41(4):439-45. doi: 10.7164/antibiotics.41.439.
Myxococcus flavescens AJ12298 was found to produce the complex of macrocyclic antibiotics named megovalicins. The physico-chemical studies revealed that megovalicins C and B were identical to myxovirescin A1 and antibiotic M-230B, respectively, and that megovalicins A, D, G and H were closely related new antibiotics.
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