Chemicals and Drugs

Novobiocin

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)

National Library of MedicineMedical Subject Headings2026

Structured Summary

Abstract

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)

Chemical Identity

Chemical Information

Molecular Formula
C31H36N2O11
Molecular Weight
612.6 g/mol
CAS Registry No.
303-81-1
IUPAC Name
[(3R,4S,5R,6R)-5-hydroxy-6-[4-hydroxy-3-[[4-hydroxy-3-(3-methylbut-2-enyl)benzoyl]amino]-8-methyl-2-oxochromen-7-yl]oxy-3-methoxy-2,2-dimethyloxan-4-yl] carbamate
InChIKey
YJQPYGGHQPGBLI-KGSXXDOSSA-N
SMILES
CC1=C(C=CC2=C1OC(=O)C(=C2O)NC(=O)C3=CC(=C(C=C3)O)CC=C(C)C)O[C@H]4[C@@H]([C@@H]([C@H](C(O4)(C)C)OC)OC(=O)N)O
MeSH Unique ID
D009675
Source
PubChem CID 54675769

MeSH Record

Classification

Broader headings

Related Concepts

Knowledge Graph

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Drug Class

Pharmacological Action

MeSH Record

Synonyms

8 entry terms
  • Crystallinic Acid
  • Streptonivicin
  • Novobiocin Calcium
  • Novobiocin Sodium
  • Novobiocin, Monosodium Salt
  • Calcium, Novobiocin
  • Monosodium Salt Novobiocin
  • Sodium, Novobiocin

MeSH Record

Aspects Covered

26 allowable subheadings

Indexed with the subheadings administration & dosage, adverse effects, agonists, analogs & derivatives, analysis, antagonists & inhibitors, biosynthesis, blood, cerebrospinal fluid, chemical synthesis, chemistry, classification, economics, history, immunology, isolation & purification, metabolism, pharmacokinetics, pharmacology, poisoning, radiation effects, standards, supply & distribution, therapeutic use, toxicity, urine.

MeSH Hierarchy

Tree Numbers

  1. D03w.383.663.283.446w.139w.500w
  2. D03w.633.100.150.446w.139w.500w
  3. D09w.408w.554w

AMA Style

References

  1. National Library of Medicine. Novobiocin. Medical Subject Headings (MeSH). 2026. Unique ID D009675. http://id.nlm.nih.gov/mesh/2026/D009675
  2. Novobiocin. In: Wikipedia. https://en.wikipedia.org/wiki/Novobiocin
  3. Novobiocin. In: Wikidata. https://www.wikidata.org/wiki/Q1639291
  4. Novobiocin. In: PubChem Compound. CID 54675769. https://pubchem.ncbi.nlm.nih.gov/compound/54675769