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Thiolutin

CAT: 0607-A4547-10Size: 10 mgDry Ice: NoHazardous: No
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CAT#:0607-A4547-10Size:10 mg
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Description
RNA polymerase inhibitor,antibiotic
CAS Number
87-11-6
Product Name Alternative
N-(4-methyl-5-oxodithiolo[4,3-b]pyrrol-6-yl)acetamide
Field of Research
Chromatin Epigenetics RNA Polymerase
Purity
≥97.00%
Form
A crystalline solid
Solubility
Limited solubility, soluble in DMSO
Smiles
CC(=O)NC1=C2C(=CSS2)N(C1=O)C
Molecular Formula
C8H8N2O2S2
Molecular Weight
228.28
Shipping Conditions
Blue ice
Storage Conditions
Desiccate at -20°C.

Chemical Information

Thiolutin

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antibiotic that is 4,5-dihydro[1,2]dithiolo[4,3-b]pyrrole in which the hydrogens at positions 4,5 and 6 have been replaced by methyl, oxo and acetamido groups, respectively.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 Number87-11-6
PubChem CID6870
IUPAC NameN-(4-methyl-5-oxodithiolo[4,3-b]pyrrol-6-yl)acetamide
Molecular FormulaC8H8N2O2S2
Molecular Weight228.3
XLogP-0.6
Topological Polar Surface Area100
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count4
Rotatable Bond Count1
Heavy Atom Count14
Formal Charge0
Complexity387
SMILES
CC(=O)NC1=C2C(=CSS2)N(C1=O)C
InChI
InChI=1S/C8H8N2O2S2/c1-4(11)9-6-7-5(3-13-14-7)10(2)8(6)12/h3H,1-2H3,(H,9,11)
InChIKey
MHMRAFONCSQAIA-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Thiolutin
CAS: 87-11-6
CID: 6870
Formula: C8H8N2O2S2
MW: 228.3
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight228.3
XLogP3-0.6
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count4
Rotatable Bond Count1
Exact Mass228.00271985
Monoisotopic Mass228.00271985
Topological Polar Surface Area100 Ų
Heavy Atom Count14
Formal Charge0
Complexity387
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes