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Thiolutin

CAT: 1410-M35936-01Size: 2 mgDry Ice: NoHazardous: No
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CAT#:1410-M35936-01Size:2 mg
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Description
Thiolutin (Acetopyrrothin) is an inhibitor of endothelial cell adhesion and produced by Streptomyces. Thiolutin shows antibiotic and anti-angiogenic properties. Thiolutin induces the phosphorylation of Hsp27 rapidly.
CAS Number
87-11-6
Stability
≥ 2 years
Purity
>98% (HPLC)
Weight
228.29
Molecular Formula
C8H8N2O2S2
Notes
Research use only, not for human use.
Receptor
Antibiotic | Antibacterial

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antibiotic that is 4,5-dihydro[1,2]dithiolo[4,3-b]pyrrole in which the hydrogens at positions 4,5 and 6 have been replaced by methyl, oxo and acetamido groups, respectively.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...
View on PubChemRaw 3D data
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

Alternative Products

CatalogName
A4547-5Thiolutin
A15386-50Thiolutin 50mg
A15386-10Thiolutin 10mg
HY-N6712RThiolutin (Standard)
A15386-100Thiolutin 100mg
A15386-25Thiolutin 25mg

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