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Substance Name: Novobiocin sodium [USP]
RN: 1476-53-5
UNII: Q9S9NQ5YIY
InChIKey: WWPRGAYLRGSOSU-RNROJPEYSA-M

Note

  • An antibiotic compound derived from Streptomyces niveus. It has a chemical structure similar to coumarin. Novobiocin binds to DNA gyrase, and blocks adenosine triphosphatase (ATPase) activity. (From Reynolds, Martindale The Extra Pharmacopoeia, 30th ed, p189)

Molecular Formulas

  • C31-H35-N2-Na-O11
  • C31-H35-N2-O11.Na
  • C31-H36-N2-O11.Na

Molecular Weight

  • 634.6105
 

Classification Codes

  • Antibacterial
  • Drug / Therapeutic Agent
  • Mutation Data
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Names and Synonyms

Name of Substance

  • Novobiocin monosodium salt
  • Novobiocin sodium [USP]

Synonyms

  • Albadry
  • Albamycin
  • Albamycin (capsule)
  • Albamycin Capsules
  • Antibiotic from Streptomyces spheroides
  • Benzamide, N-(7-((3-O-(aminocarbonyl)-6-deoxy-5-C-methyl-4-O-methyl-beta-L-lyxo-hexopyranosyl)oxy)-4-hydroxy-8-methyl-2-oxo-2H-1-benzopyran-3-yl)-4-hydroxy-3-(3-methyl-2-butenyl-, monosodium salt
  • Cardelmycin sodium salt
  • Cathomycin
  • component of Albamycin Capsules
  • Drygard/Biodry
  • EINECS 216-023-6
  • Inabiocin
  • Monosodium novobiocin
  • Novobiocin monosodium
  • Novobiocin natrium
  • Novobiocin sodium
  • Novobiocin sodium salt (VAN)
  • Novobiocin, monosodium salt
  • Novobiocin, sodium deriv.
  • Novobiocina Bomaca
  • NSC 2382
  • PA 93 Na salt
  • Sodium albamycin
  • Sodium novobiocin
  • Streptonivicin sodium salt
  • U 6591
  • U-6591
  • UNII-Q9S9NQ5YIY
  • Vulcamycin

Systematic Names

  • Benzamide, N-(7-((3-O-(aminocarbonyl)-6-deoxy-5-C-methyl-4-O-methyl-beta-L-lyxo-hexopyranosyl)oxy)-4-hydroxy-8-methyl-2-oxo-2H-1-benzopyran-3-yl)-4-hydroxy-3-(3-methyl-2-butenyl)-, monosodium salt
  • Novobiocin sodium
  • Novobiocin, monosodium salt

Registry Numbers

CAS Registry Number

  • 1476-53-5

FDA UNII

  • Q9S9NQ5YIY

Related Registry Number

  • 303-81-1 (Parent)

System Generated Number

  • 0001476535

Molecular Formulas

Molecular Formulas

  • C31-H35-N2-Na-O11
  • C31-H35-N2-O11.Na
  • C31-H36-N2-O11.Na

Molecular Formula Fragments

  • C31-H35-N2-O11
  • C31-H36-N2-O11
  • COMPONENT
  • Na

Structure Descriptors

InChI

InChI=1S/C31H36N2O11.Na/c1-14(2)7-8-16-13-17(9-11-19(16)34)27(37)33-21-22(35)18-10-12-20(15(3)24(18)42-28(21)38)41-29-23(36)25(43-30(32)39)26(40-6)31(4,5)44-29;/h7,9-13,23,25-26,29,34-36H,8H2,1-6H3,(H2,32,39)(H,33,37);/q;+1/p-1/t23-,25+,26-,29-;/m1./s1

InChIKey

WWPRGAYLRGSOSU-RNROJPEYSA-M

Smiles

[Na+].CO[C@@H]1[C@@H](OC(=O)N)[C@@H](O)[C@H](Oc2ccc3C(=C(NC(=O)c4ccc(O)c(CC=C(C)C)c4)C(=O)Oc3c2C)[O-])OC1(C)C

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LD50 intraperitoneal 12mg/kg (12mg/kg)   "Compounds Available for Fundamental Research, Volume II-6, Antibiotics, A Program of Upjohn Company Research Laboratory." Vol. 2(6), Pg. -, 1971.
guinea pig LD50 subcutaneous 28mg/kg (28mg/kg)   "Compounds Available for Fundamental Research, Volume II-6, Antibiotics, A Program of Upjohn Company Research Laboratory." Vol. 2(6), Pg. -, 1971.
mouse LD50 intraperitoneal 262mg/kg (262mg/kg)   Antibiotics and Chemotherapy Vol. 6, Pg. 226, 1956.
mouse LD50 intravenous 407mg/kg (407mg/kg)   Antibiotics and Chemotherapy Vol. 6, Pg. 226, 1956.
mouse LD50 oral 962mg/kg (962mg/kg)   Antibiotics and Chemotherapy Vol. 6, Pg. 226, 1956.
mouse LD50 subcutaneous 395mg/kg (395mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 8, Pg. 386, 1958.
rat LD50 intravenous 385mg/kg (385mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 8, Pg. 386, 1958.
rat LD50 oral 3500mg/kg (3500mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 8, Pg. 386, 1958.
rat LD50 subcutaneous 450mg/kg (450mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 8, Pg. 386, 1958.