Compound ID | 2354

Update compound information

Thiomarinol A

Class: Natural product antibiotic

Agent Type: Natural product; Small molecule; Direct acting;
Spectrum of activity: Gram-positive
Mechanism of action: Protein synthesis inhibitor. Aminoacyl-tRNA synthetase inhibitor (isoleucyl-tRNA synthetase [IleRS] inhibitor)
Target Pathogen: Active against methicillin-resistant Staphylococcus aureus
Description: Natural product from Pseudoalteromonas sp. SANK 73390
Institute where first reported: Biomedical Research Laboratories, Sankyo Co., Ltd., Tokyo, Japan.
Year first mentioned: 1993
Development status: Experimental
Chemical structure(s):
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Molecular weight: 640.81
Iso. SMILES: CC(/C=C/CC1COC(C(C1O)O)C(/C(=C/C(=O)OCCCCCCCC(=O)NC2=C3C(=CSS3)NC2=O)/C)O)C(C)O
InChI Key: JIEMCPGFAXNCQW-BFHPBESDSA-N
Can. SMILES: CC(/C=C/CC1COC(C(/C(=C/C(=O)OCCCCCCCC(=O)NC2=C3C(=CSS3)NC2=O)/C)O)C(C1O)O)C(C)O
InChI: InChI=1S/C30H44N2O9S2/c1-17(19(3)33)10-9-11-20-15-41-28(27(38)26(20)37)25(36)18(2)14-23(35)40-13-8-6-4-5-7-12-22(34)32-24-29-21(16-42-43-29)31-30(24)39/h9-10,14,16-17,19-20,25-28,33,36-38H,4-8,11-13,15H2,1-3H3,(H,31,39)(H,32,34)/b10-9+,18-14+
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/5825095
Citations:
  • https://pubs.acs.org/doi/10.1021/jacs.1c02622
  • https://www.jstage.jst.go.jp/article/antibiotics1968/46/12/46_12_1834/_article
    • Patent: US5399711A

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