Compound ID | 3218

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Ravidomycin

Synonym(s): AY-25,545  |  AY 25,545  |  AY-25545+N3226  |  Deacetylravidomycin N-oxide

Class: Natural product antibiotic

Agent Type: Natural product; Small molecule; Direct acting;
Spectrum of activity: Gram-positive & Antimycobacterial
Mechanism of action: DNA synthesis inhibitor
Target Pathogen: Active against Staphylococcus aureus (including penicillin-resistant strain), Streptococcus faecalis, and Mycobacterium tuberculosis var hominis
Description: Natural product from Streptomyces ravidus; shows antitumor effect; aminoglycoside scaffold
Institute where first reported: Department of Microbiology, Ayerst Research Laboratories
Year first mentioned: 1983
Development status: Experimental
Chemical structure(s):
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Molecular weight: 563.6
Iso. SMILES: C[C@@H]1[C@@H]([C@@H]([C@H](C(O1)C2=C3C(=C(C=C2)O)C(=CC4=C3OC(=O)C5=C4C(=CC(=C5)C=C)OC)OC)O)N(C)C)OC(=O)C
InChI Key: GHLIFBNIGXVDHM-VQXSZRIGSA-N
Can. SMILES: C=CC1=CC2=C(C3=CC(=C4C(=CC=C(C4=C3OC2=O)C5[C@@H]([C@H]([C@H]([C@@H](C)O5)OC(=O)C)N(C)C)O)O)OC)C(=C1)OC
InChI: InChI=1S/C31H33NO9/c1-8-16-11-19-23(21(12-16)37-6)18-13-22(38-7)25-20(34)10-9-17(24(25)29(18)41-31(19)36)30-27(35)26(32(4)5)28(14(2)39-30)40-15(3)33/h8-14,26-28,30,34-35H,1H2,2-7H3/t14-,26-,27-,28+,30?/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/126647
Citations:
  • https://www.jstage.jst.go.jp/article/antibiotics1968/37/1/37_1_71/_article/-char/en
  • https://www.jstage.jst.go.jp/article/antibiotics1968/36/4/36_4_355/_article/-char/en

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