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CAS No 11115-82-5 , Enduracidin

  • Name: Enduracidin
  • Synonyms: 12772-37-1; Enramycin [INN];Enduracidin;Enramycinum; Enramycinum [INN-Latin]; UNII-4GP7CLG9EG; Enramicina [INN-Spanish];
  • CAS Registry Number:
  • Safety Statements: Poison by intravenous route. Moderately toxic by intraperitoneal route.
  • Molecular Weight: 2373.3175
  • InchiKey: NJCUSQKMYNTYOW-MWUYRYRWSA-N
  • InChI: InChI=1S/C107H138Cl2N26O31.H2O/c1-7-51(2)17-12-10-8-9-11-13-19-76(144)
    120-74(47-77(145)146)92(152)126-80-55(6)166-102(162)86(60-28-38-68(143)
    39-29-60)132-88(148)52(3)117-90(150)73(46-63-49-116-104(112)119-63)124-
    106(164)134-100(160)84(61-43-69(108)87(147)70(109)44-61)128-93(153)75
    (50-136)123-97(157)81(56-20-30-64(139)31-21-56)127-91(151)72(45-62-48-
    115-103(111)118-62)122-89(149)71(18-16-41-114-105(113)163)121-94(154)78
    (53(4)137)125-98(158)82(57-22-32-65(140)33-23-57)130-99(159)83(58-24-34-
    66(141)35-25-58)129-95(155)79(54(5)138)133-107(165)135(42-15-14-40-110)
    101(161)85(131-96(80)156)59-26-36-67(142)37-27-59;/h9,11,13,19-39,43-44,
    51-55,62-63,71-75,78-86,136-143,147H,7-8,10,12,14-18,40-42,45-50,110H2,
    1-6H3,(H,117,150)(H,120,144)(H,121,154)(H,122,149)(H,123,157)(H,125,
    158)(H,126,152)(H,127,151)(H,128,153)(H,129,155)(H,130,159)(H,131,
    156)(H,132,148)(H,133,165)(H,145,146)(H3,111,115,118)(H3,112,116,
    119)(H3,113,114,163)(H2,124,134,160,164);1H2/b11-9+,19-13+;
  • Molecular Formula: C107H140Cl2N26O32
  • Molecular Structure:CAS No:11115-82-5 Enduracidin

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11115-82-5 Enramycin HCL

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11115-82-5 Enduracidin

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11115-82-5 Enduracidin

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References of Enduracidin
Title: Enduracidin
CAS Registry Number: 11115-82-5
Synonyms: Enramycin
Literature References: Cyclodepsipeptide antibiotic produced by Streptomyces fungicidicus, strain no. B5477, from a soil sample collected in Nishinomiya, Hyogo Prefecture, Japan: Higashide et al., J. Antibiot. 21, 126 (1968). Originally thought to be a single compound. Isoln and characterization: Asai et al., ibid. 138; FR 1514139; GB 1163270 (1968, 1969 to Takeda). Manufacturing process: JP Kokai 82 79896 (1982 to Takeda), C.A. 97, 108525s (1982). Separation into two components, enduracidins A and B: Hori et al., Chem. Pharm. Bull. 21, 1171 (1973). The two components are each composed of seventeen amino acids, sixteen of which form a macrocyclic peptide lactone, and only differ by one methylene group in their fatty acid moieties. Structural studies: Hori et al., ibid. 1175. Final structure: Iwasaki et al., ibid. 1184. Antibacterial activity: Goto et al., J. Antibiot. 21, 119 (1968); Tsuchiya et al., ibid. 147; M. Kawakami et al., ibid. 24, 583 (1971). Toxicology: H. Yokotani et al., Takeda Kenkyusho Nempo 28, 76 (1969), C.A. 72, 77300s (1970).
 
Derivative Type: Monohydrochloride
Trademarks: Enradin (Takeda)
Properties: Yellowish powder, dec 234-238°. Slightly sol in water, methanol. Practically insol in acetone, ethanol, chloroform, benzene. LD50 in mice and rats (mg/kg): >10000 orally; >5000 i.m.; >5000 s.c. (Yokotani).
Toxicity data: LD50 in mice and rats (mg/kg): >10000 orally; >5000 i.m.; >5000 s.c. (Yokotani)
 
Derivative Type: Enduracidin A hydrochloride
CAS Registry Number: 33368-20-6
Molecular Formula: C107H138Cl2N26O31.HCl
Molecular Weight: 2391.76
Percent Composition: C 53.73%, H 5.86%, Cl 4.45%, N 15.23%, O 20.74%
Properties: mp 240-245°. [a]D23 +92° (c = 0.5 in DMF). uv max (0.1N HCl): 231, 272 nm.
Melting point: mp 240-245°
Optical Rotation: [a]D23 +92° (c = 0.5 in DMF)
Absorption maximum: uv max (0.1N HCl): 231, 272 nm
 
Derivative Type: Enduracidin B hydrochloride
CAS Registry Number: 34765-98-5
Molecular Formula: C108H140Cl2N26O31.HCl
Molecular Weight: 2405.79
Percent Composition: C 53.92%, H 5.91%, Cl 4.42%, N 15.14%, O 20.62%
Properties: mp 238-241°. [a]D23 +92° (c = 0.5 in DMF). uv max (0.1N HCl): 231, 272 nm.
Melting point: mp 238-241°
Optical Rotation: [a]D23 +92° (c = 0.5 in DMF)
Absorption maximum: uv max (0.1N HCl): 231, 272 nm
 
Therap-Cat: Antibacterial.
Keywords: Antibacterial (Antibiotics); Polypeptides.