MM-55268

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Category Antibiotics
Catalog number BBF-03670
CAS 137053-19-1
Molecular Weight 1985.95
Molecular Formula C87H91Cl5N8O35

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Description

It is a kind of glycopeptide antibiotic originally isolated from Amycolatopsis NCIB 40089 with good activity against Gram-positive bacteria.

Specification

Synonyms Ristomycin A aglycone, 5,22,31,45,55-pentachloro-7-demethyl-64-O-demethyl-34-O-((2-deoxy-2-((1-oxodecyl)amino)-alpha-D-glucopyranuronosyl)amino)-44-O-beta-D-glucopyranosyl-56-O-beta-D-mannopyranosyl-N15-methyl-
IUPAC Name 2-[3-carboxy-6-(decanoylamino)-4,5-dihydroxyoxan-2-yl]oxy-5,15,32,43,65-pentachloro-18,26,31,47,49-pentahydroxy-22-(methylamino)-21,35,38,54,56,59-hexaoxo-44-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-64-[4,5,6-trihydroxy-3-(hydroxymethyl)oxan-2-yl]oxy-7,13,28-trioxa-20,36,39,53,55,58-hexazaundecacyclo[38.14.2.23,6.214,17.219,34.18,12.123,27.129,33.141,45.010,37.046,51]hexahexaconta-3,5,8,10,12(64),14,16,23(61),24,26,29(60),30,32,41(57),42,44,46(51),47,49,62,65-henicosaene-52-carboxylic acid
Canonical SMILES CCCCCCCCCC(=O)NC1C(C(C(C(O1)OC2C3C(=O)NC(C4=C(C(=CC(=C4)O)O)C5=C(C(=CC(=C5)C(C(=O)N3)NC(=O)C6C7=CC(=C(C(=C7)OC8=C(C=C2C=C8Cl)Cl)OC9C(C(C(C(O9)O)O)O)CO)OC1=C(C=C(C=C1)C(C1C(=O)NC(C2=C(C(=CC(=C2)OC2=C(C=CC(=C2)C(C(=O)N1)NC)O)O)Cl)C(=O)N6)O)Cl)Cl)OC1C(C(C(C(O1)CO)O)O)O)C(=O)O)C(=O)O)O)O
InChI InChI=1S/C87H91Cl5N8O35/c1-3-4-5-6-7-8-9-10-52(107)94-81-68(113)66(111)54(82(122)123)86(134-81)131-71-33-18-42(90)73(43(91)19-33)129-50-22-32-21-49(74(50)133-85-39(27-101)64(109)69(114)84(126)135-85)128-47-14-12-30(16-40(47)88)63(108)61-79(120)97-59(38-25-35(26-46(106)55(38)92)127-48-20-29(11-13-44(48)104)56(93-2)75(116)99-61)78(119)96-58(32)76(117)95-57-31-15-37(72(41(89)17-31)132-87-70(115)67(112)65(110)51(28-102)130-87)53-36(23-34(103)24-45(53)105)60(83(124)125)98-80(121)62(71)100-77(57)118/h11-26,39,51,54,56-71,81,84-87,93,101-106,108-115,126H,3-10,27-28H2,1-2H3,(H,94,107)(H,95,117)(H,96,119)(H,97,120)(H,98,121)(H,99,116)(H,100,118)(H,122,123)(H,124,125)
InChI Key WYCHNRSSNSYYGA-UHFFFAOYSA-N

Properties

Antibiotic Activity Spectrum Gram-positive bacteria

Reference Reading

1. MM 55266 and MM 55268, glycopeptide antibiotics produced by a new strain of Amycolatopsis. Isolation, purification and structure determination
S J Box, N J Coates, C J Davis, M L Gilpin, C S Houge-Frydrych, P H Milner J Antibiot (Tokyo). 1991 Aug;44(8):807-13. doi: 10.7164/antibiotics.44.807.
Two novel glycopeptide antibiotics MM 55266 and MM 55268 containing fatty acid acyl functions, and of molecular formula C86H89N8O35Cl5 and C87H91N8O35Cl5, respectively, have been isolated and identified from a complex produced by Amycolatopsis sp. NCIB 40089. Fermentation conditions for their production, and methods for their isolation are described. Structures have been deduced by use of COSY and NOE NMR techniques and supported by chemical degradation studies. Both glycopeptides possessed good antibacterial activity against Gram-positive organisms.

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It is commonly abbreviated as: C1V1 = C2V2

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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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