Compound ID | 2771

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Tubercidin

Class: Natural product antibiotic

Agent Type: Natural product; Small molecule; Direct acting;
Spectrum of activity: Antimycobacterial
Mechanism of action: Interferes with glucose utilization; competes as a substrate in adenosine anabolism
Target Pathogen: Active against Mycobacterium tuberculosis
Description: Natural product from Streptomyces tubercidicus; also shows anti-tumour activity; shows host toxicity in preclinical studies
Institute where first reported: Scientific Research Institute, Tokyo
Year first mentioned: 1957
Highest development stage: Preclinical
Development status: Experimental
Chemical structure(s):
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Molecular weight: 266.25
Iso. SMILES: C1=CN(C2=NC=NC(=C21)N)[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O)O
InChI Key: HDZZVAMISRMYHH-KCGFPETGSA-N
Can. SMILES: C1=CN(C2=C1C(=NC=N2)N)[C@H]3[C@@H]([C@@H]([C@@H](CO)O3)O)O
InChI: InChI=1S/C11H14N4O4/c12-9-5-1-2-15(10(5)14-4-13-9)11-8(18)7(17)6(3-16)19-11/h1-2,4,6-8,11,16-18H,3H2,(H2,12,13,14)/t6-,7-,8-,11-/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/6245
Citations:
  • https://www.jstage.jst.go.jp/article/antibioticsa/10/5/10_201/_pdf
  • https://www.microbiologyresearch.org/content/journal/jmm/10.1099/jmm.0.001763
  • https://www.sciencedirect.com/science/article/pii/0005278767905813?via%3Dihub
  • https://microbialcellfactories.biomedcentral.com/articles/10.1186/s12934-018-0978-8

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