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RS-22B

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Category Antibiotics
Catalog number BBF-03390
CAS
Molecular Weight 1068.3
Molecular Formula C55H93N3O17

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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

RS-22B is a macrolide antibiotic produced by Streptomyces violaceusniger. It is active against gram-positive, gram-negative bacteria, yeast and filamentous fungi.

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Synonyms RS-22 B
IUPAC Name 3-[[(10E,12E,18E,20E)-5,7,9,23,25,27,31,33,34,35-decahydroxy-10,14,22,26,30-pentamethyl-15-[(E)-10-[(N'-methylcarbamimidoyl)amino]dec-6-en-2-yl]-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(CC(CC(CC(CC2CC(C(C(O2)(CC1O)O)O)O)OC(=O)CC(=O)O)O)O)O)C)C)C(C)CCCC=CCCCNC(=NC)N)C)O)O)C)O
InChI InChI=1S/C55H93N3O17/c1-33-17-13-14-21-50(69)74-52(36(4)18-12-10-8-9-11-15-24-58-54(56)57-7)37(5)20-16-19-34(2)44(62)27-40(60)25-39(59)26-41(73-51(70)31-49(67)68)28-42-29-47(65)53(71)55(72,75-42)32-48(66)35(3)22-23-43(61)38(6)46(64)30-45(33)63/h8-9,13-14,16-17,19-21,33,35-48,52-53,59-66,71-72H,10-12,15,18,22-32H2,1-7H3,(H,67,68)(H3,56,57,58)/b9-8+,17-13+,20-16+,21-14+,34-19+
InChI Key AQRJZDXKNNHWLN-PSVQOQQQSA-N
Appearance Colorless Powder
Antibiotic Activity Spectrum Gram-positive bacteria; Gram-negative bacteria; yeast; fungi
Melting Point 136-139°C
1. RS-22A, B and C: new macrolide antibiotics from Streptomyces violaceusniger. I. Taxonomy, fermentation, isolation and biological activities
M Ubukata, N Shiraishi, K Kobinata, T Kudo, I Yamaguchi, H Osada, Y C Shen, K Isono J Antibiot (Tokyo). 1995 Apr;48(4):289-92. doi: 10.7164/antibiotics.48.289.
Three novel 36-membered macrolide antibiotics, RS-22A, B and C produced by Streptomyces violaceusniger have been isolated. These antibiotics were purified from an acetone extract of the mycelia followed by butanol extraction, centrifugal partition chromatography and HPLC. RS-22A, B, C showed antimicrobial activity against fungi and Gram-positive bacteria.
2. RS-22A, B and C: new macrolide antibiotics from Streptomyces violaceusniger. II. Physico-chemical properties and structure elucidation
M Ubukata, T Morita, H Osada J Antibiot (Tokyo). 1995 Apr;48(4):293-9. doi: 10.7164/antibiotics.48.293.
RS-22A, B and C are novel 36-membered macrolide antibiotics produced by Streptomyces violaceusniger. The structures of these antibiotics were unambiguously determined by 1D and 2D NMR and tandem-mass analysis of the oxidative derivative of RS-22C.

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