Compound ID | 3380

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Thiomarinol C

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):
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Molecular weight: 624.81
Iso. SMILES: C[C@H](/C=C/C[C@H]1CO[C@H]([C@@H]([C@@H]1O)O)C/C(=C/C(=O)OCCCCCCCC(=O)NC2=C3C(=CSS3)NC2=O)/C)[C@H](C)O
InChI Key: KYCIRSXXQPEBCI-UYGPANRWSA-N
Can. SMILES: C/C(=C\C(=O)OCCCCCCCC(=O)NC1=C2C(=CSS2)NC1=O)/C[C@H]3[C@@H]([C@@H]([C@@H](C/C=C/[C@@H](C)[C@H](C)O)CO3)O)O
InChI: InChI=1S/C30H44N2O8S2/c1-18(14-23-28(37)27(36)21(16-40-23)11-9-10-19(2)20(3)33)15-25(35)39-13-8-6-4-5-7-12-24(34)32-26-29-22(17-41-42-29)31-30(26)38/h9-10,15,17,19-21,23,27-28,33,36-37H,4-8,11-14,16H2,1-3H3,(H,31,38)(H,32,34)/b10-9+,18-15+/t19-,20+,21+,23+,27-,28+/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/9852119
Citation: https://www.jstage.jst.go.jp/article/antibiotics1968/48/8/48_8_907/_article/-char/en

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