Thiolutin

Chemical Information
Thiolutin is a dithiolopyrrolone antibiotic that is 4,5-dihydro[1,2]dithiolo[4,3-b]pyrrole in which the hydrogens at positions 4,5 and 6 have been replaced by methyl, oxo and acetamido groups, respectively. It is a potent inhibitor of RNA polymerases, inhibits the angiogenesis of human umbilical vein endothelial cells, and also inhibits JAMM metalloproteases. It has a role as a toxin, an antibacterial agent, an antineoplastic agent, an antifungal agent, an EC 2.7.7.6 (RNA polymerase) inhibitor, a chelator, a protein synthesis inhibitor, an angiogenesis inhibitor, a marine metabolite and a bacterial metabolite. It is a dithiolopyrrolone antibiotic and a member of acetamides. It is functionally related to a holomycin.
| CAS Number | 87-11-6 |
| PubChem CID | 6870 |
| IUPAC Name | N-(4-methyl-5-oxodithiolo[4,3-b]pyrrol-6-yl)acetamide |
| Molecular Formula | C8H8N2O2S2 |
| Molecular Weight | 228.3 |
| XLogP | -0.6 |
| Topological Polar Surface Area | 100 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 4 |
| Rotatable Bond Count | 1 |
| Heavy Atom Count | 14 |
| Formal Charge | 0 |
| Complexity | 387 |
| Property | Value |
|---|---|
| Molecular Weight | 228.3 |
| XLogP3 | -0.6 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 4 |
| Rotatable Bond Count | 1 |
| Exact Mass | 228.00271985 |
| Monoisotopic Mass | 228.00271985 |
| Topological Polar Surface Area | 100 Ų |
| Heavy Atom Count | 14 |
| Formal Charge | 0 |
| Complexity | 387 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| Covalently-Bonded Unit Count | 1 |
| Compound Is Canonicalized | Yes |
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