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Substance Name: Ramoplanin [USAN:INN]
RN: 76168-82-6
UNII: 0WX9996O2G
InChIKey: FSBZBQUUCNYWOK-YIOPJBSBSA-N

Note

  • A macrocyclic depsipeptide with both ester and amide linkages and disaccharide and lipid appendages; from Actinoplanes sp. ATCC 33076; complex of three closely-related polypeptides containing chlorinated phenyl moieties & mannose.

Molecular Formula

  • Unspecified

Molecular Weight

  • 2254.079
 

Classification Codes

  • Anti-Bacterial Agents
  • Anti-Infective Agents
  • Antibacterial
  • Drug / Therapeutic Agent
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Names and Synonyms

Name of Substance

  • Ramoplanin
  • Ramoplanin [USAN:INN]

Synonyms

  • A 16686
  • A 16686A
  • Antibiotic A 16686
  • Glycolipodepsi peptide antibiotic produced by actinoplanes species ATCC33076. Ramoplanin is a complex antibiotic consisting of a main component designated as ramoplanin A2 and a small amount of related substances, ramoplanin A1, A'1, A'2, A3, and A'3
  • MDL 62,198
  • Ramoplanin
  • UNII-0WX9996O2G

Systematic Names

  • Antibiotic A 16686, 2-(((3alpha,5beta)-3-hydroxy-7,24-dioxocholan-24-yl)amino)-, (SP-4-2)-
  • Glycolipodepsi peptide antibiotic produced by actinoplanes species ATCC33076
  • Ramoplanin

Registry Numbers

CAS Registry Number

  • 76168-82-6

FDA UNII

  • 0WX9996O2G

System Generated Number

  • 0076168826

Structure Descriptors

InChI

1S/C106H170ClN21O30/c1-8-9-10-11-15-22-80(140)114-75(50-78(110)138)96(147)118-76(51-79(111)139)97(148)124-86(60-25-36-66(133)37-26-60)102(153)117-72(21-17-46-109)92(143)120-83(56(6)130)100(151)126-89(63-31-42-69(136)43-32-63)105(156)127-88(62-29-40-68(135)41-30-62)104(155)121-82(55(5)129)99(150)119-74(48-58-18-13-12-14-19-58)95(146)116-71(20-16-45-108)93(144)123-87(61-27-38-67(134)39-28-61)103(154)122-84(57(7)131)101(152)125-85(59-23-34-65(132)35-24-59)98(149)112-52-81(141)115-73(47-53(2)3)94(145)113-54(4)91(142)128-90(106(157)158)64-33-44-77(137)70(107)49-64/h10-15,18-19,22,53-57,59-77,82-90,129-137H,8-9,16-17,20-21,23-52,108-109H2,1-7H3,(H2,110,138)(H2,111,139)(H,112,149)(H,113,145)(H,114,140)(H,115,141)(H,116,146)(H,117,153)(H,118,147)(H,119,150)(H,120,143)(H,121,155)(H,122,154)(H,123,144)(H,124,148)(H,125,152)(H,126,151)(H,127,156)(H,128,142)(H,157,158)/b11-10-,22-15-/t54-,55+,56+,57+,59?,60?,61?,62?,63?,64?,65?,66?,67?,68?,69?,70?,71-,72-,73+,74+,75+,76?,77?,82+,83-,84+,85?,86-,87?,88-,89-,90?/m1/s1

InChIKey

FSBZBQUUCNYWOK-YIOPJBSBSA-N

Smiles

CCC/C=C\C=C/C(=O)N[C@@H](CC(=O)N)C(=O)NC(CC(=O)N)C(=O)N[C@H](C1CCC(CC1)O)C(=O)N[C@H](CCCN)C(=O)N[C@H]([C@H](C)O)C(=O)N[C@H](C2CCC(CC2)O)C(=O)N[C@H](C3CCC(CC3)O)C(=O)N[C@@H]([C@H](C)O)C(=O)N[C@@H](Cc4ccccc4)C(=O)N[C@H](CCCN)C(=O)NC(C5CCC(CC5)O)C(=O)N[C@@H]([C@H](C)O)C(=O)NC(C6CCC(CC6)O)C(=O)NCC(=O)N[C@@H](CC(C)C)C(=O)N[C@H](C)C(=O)NC(C7CCC(C(C7)Cl)O)C(=O)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 500mg/kg (500mg/kg)   Japanese Kokai Tokyo Koho Patents. Vol. #81-97237,
mouse LD50 intravenous 122mg/kg (122mg/kg)   Journal of Antibiotics. Vol. 37, Pg. 318, 1984.
rat LD50 oral 2gm/kg (2000mg/kg)   Journal of Antibiotics. Vol. 37, Pg. 318, 1984.