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Substance Name: Rifamycin B
RN: 13929-35-6
UNII: 8DDB535DJI
InChIKey: SQTCRTQCPJICLD-KTQDUKAHSA-N

Classification Codes

  • Drug / Therapeutic Agent
  • Natural Product

Molecular Formula

  • C39-H49-N-O14

Molecular Weight

  • 755.8091
 
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Names and Synonyms

Name of Substance

  • Rifamycin B

Synonyms

  • 4-O-(Carboxymethyl)rifamycin
  • EINECS 237-697-8
  • Nacimycin
  • Nancimycin
  • NCI 145-604
  • NSC 145604
  • Rifamycin B
  • Rifomycin B (6CI)
  • UNII-8DDB535DJI

Systematic Names

  • Acetic acid, ((1,2-dihydro-5,6,17,19,21-pentahydroxy-23-methoxy-2,4,12,16,18,20,22-heptamethyl-1,11-dioxo-2,7-(epoxypentadeca(1,11,13)trienimino)naphtho(2,1-b)furan-9-yl)-oxy)-, 21-acetate
  • Rifamycin, 4-O-(carboxymethyl)-

Registry Numbers

CAS Registry Number

  • 13929-35-6

FDA UNII

  • 8DDB535DJI

System Generated Number

  • 0013929356

Structure Descriptors

InChI

1S/C39H49NO14/c1-17-11-10-12-18(2)38(49)40-24-15-26(51-16-27(42)43)28-29(34(24)47)33(46)22(6)36-30(28)37(48)39(8,54-36)52-14-13-25(50-9)19(3)35(53-23(7)41)21(5)32(45)20(4)31(17)44/h10-15,17,19-21,25,31-32,35,44-47H,16H2,1-9H3,(H,40,49)(H,42,43)/b11-10+,14-13+,18-12-/t17-,19+,20+,21+,25-,31-,32+,35+,39-/m0/s1

InChIKey

SQTCRTQCPJICLD-KTQDUKAHSA-N

Smiles

Cc1c(c2c3c(cc(c2O)NC(=O)/C(=C\C=C\[C@@H]([C@@H]([C@H]([C@H]([C@H]([C@@H]([C@@H]([C@H](/C=C/O[C@@]4(C(=O)c3c1O4)C)OC)C)OC(=O)C)C)O)C)O)C)/C)OCC(=O)O)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 intravenous 1200mg/kg (1200mg/kg)   "Antibiotics: Origin, Nature, and Properties," Korzyoski, T., et al., eds., Washington, DC, American Soc. for Microbiology, 1978Vol. 1, Pg. 865, 1978.
dog LD50 oral > 3gm/kg (3000mg/kg)   Antibiotics Annual. Vol. 7, Pg. 277, 1959/1960.
guinea pig LD50 intraperitoneal 3gm/kg (3000mg/kg)   "Antibiotics: Origin, Nature, and Properties," Korzyoski, T., et al., eds., Washington, DC, American Soc. for Microbiology, 1978Vol. 1, Pg. 865, 1978.
mouse LD50 intraperitoneal > 3gm/kg (3000mg/kg)   Antibiotics Annual. Vol. 7, Pg. 277, 1959/1960.
mouse LD50 intravenous 2040mg/kg (2040mg/kg)   "Merck Index; an Encyclopedia of Chemicals, Drugs, and Biologicals", 11th ed., Rahway, NJ 07065, Merck & Co., Inc. 1989Vol. 11, Pg. 1308, 1989.
mouse LD50 oral > 3gm/kg (3000mg/kg)   Antibiotics Annual. Vol. 7, Pg. 277, 1959/1960.
mouse LD50 subcutaneous > 3gm/kg (3000mg/kg)   Antibiotics Annual. Vol. 7, Pg. 277, 1959/1960.
rat LD50 intraperitoneal > 3gm/kg (3000mg/kg)   Antibiotics Annual. Vol. 7, Pg. 277, 1959/1960.
rat LD50 intravenous 1680mg/kg (1680mg/kg)   "Antibiotics: Origin, Nature, and Properties," Korzyoski, T., et al., eds., Washington, DC, American Soc. for Microbiology, 1978Vol. 1, Pg. 865, 1978.
rat LD50 oral > 3gm/kg (3000mg/kg)   Antibiotics Annual. Vol. 7, Pg. 277, 1959/1960.
rat LD50 subcutaneous > 3gm/kg (3000mg/kg)   Antibiotics Annual. Vol. 7, Pg. 277, 1959/1960.