Compound ID | 3424

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Thiomarinol D

Synonym(s): Thiomarinol E  |  Thiomarinol F  |  Thiomarinol G

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 [IleRS] inhibitor)
Target Pathogen: Broad spectrum activity
Description: Natural product from Alteromonas rava
Institute where first reported: Sankyo Co., Ltd.
Year first mentioned: 1997
Development status: Experimental
Chemical structure(s):
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Molecular weight: 654.84
Iso. SMILES: CC[C@@H]([C@H](C)/C=C/C[C@H]1CO[C@H]([C@@H]([C@@H]1O)O)[C@@H](/C(=C/C(=O)OCCCCCCCC(=O)NC2=C3C(=CSS3)NC2=O)/C)O)O
InChI Key: WJDAODOGPRMXNX-ZFNRTSIQSA-N
Can. SMILES: CC[C@@H]([C@H](C)/C=C/C[C@H]1CO[C@@H]([C@@H](/C(=C/C(=O)OCCCCCCCC(=O)NC2=C3C(=CSS3)NC2=O)/C)O)[C@@H]([C@@H]1O)O)O
InChI: InChI=1S/C31H46N2O9S2/c1-4-22(34)18(2)11-10-12-20-16-42-29(28(39)27(20)38)26(37)19(3)15-24(36)41-14-9-7-5-6-8-13-23(35)33-25-30-21(17-43-44-30)32-31(25)40/h10-11,15,17-18,20,22,26-29,34,37-39H,4-9,12-14,16H2,1-3H3,(H,32,40)(H,33,35)/b11-10+,19-15+/t18-,20+,22+,26-,27-,28-,29+/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/70697771
Citation: https://www.jstage.jst.go.jp/article/antibiotics1968/50/5/50_5_449/_article/-char/en

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