Compound ID | 3379

Update compound information

Thiomarinol B

Class: Natural product antibiotic

Agent Type: Natural product; Small molecule; Direct acting;
Spectrum of activity: Gram-positive & Gram-negative
Mechanism of action: Protein synthesis inhibitor. Aminoacyl-tRNA synthetase inhibitor (isoleucyl-tRNA synthetase [Ile-RS] inhibitor)
Target Pathogen: Active against methicillin-resistant and -susceptible Staphylococcus aureus, Enterococcus faecalis, Escherichia coli, Salmonella enteritidis, Klebsiella pneumoniae, Enterobacter cloacae, and Pseudomonas aeruginosa
Description: Natural product from Alteromonas rava (also by Pseudoalteromonas sp.)
Institute where first reported: Sankyo Co., Ltd.
Year first mentioned: 1995
Development status: Experimental
Chemical structure(s):
Click here for structure editor
Molecular weight: 672.81
Iso. SMILES: C[C@H](/C=C/C[C@H]1CO[C@H]([C@@H]([C@@H]1O)O)[C@@H](/C(=C/C(=O)OCCCCCCCC(=O)NC2=C3C(=CS(=O)(=O)S3)NC2=O)/C)O)[C@H](C)O
InChI Key: DVQBKROGZULVGL-XVYZEKPJSA-N
Can. SMILES: C[C@H](/C=C/C[C@H]1CO[C@@H]([C@@H](/C(=C/C(=O)OCCCCCCCC(=O)NC2=C3C(=CS(=O)(=O)S3)NC2=O)/C)O)[C@@H]([C@@H]1O)O)[C@H](C)O
InChI: InChI=1S/C30H44N2O11S2/c1-17(19(3)33)10-9-11-20-15-43-28(27(38)26(20)37)25(36)18(2)14-23(35)42-13-8-6-4-5-7-12-22(34)32-24-29-21(31-30(24)39)16-45(40,41)44-29/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+/t17-,19+,20+,25-,26-,27-,28+/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/9810000
Citations:
  • https://www.sciencedirect.com/science/article/pii/S004040201730354X#sec1
  • https://www.jstage.jst.go.jp/article/antibiotics1968/48/8/48_8_907/_article/-char/en

    • AntibioticDB is supported by GARDP.

    If you have feedback, experience problems, or are interested in a collaboration, please contact us. | Terms and conditions

    The content of this site is intended for educational and scientific research purposes only and not as a source of medical advice or consultation.