Thiostrepton - 10mM in DMSO , CAS No.1393-48-2

CAS: 1393-48-2 Cat. No.: T421481 Summenformel: C72H85N19O18S5 Molekulargewicht: 1664.89 EG-Nummer: 215-734-9
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QUALITÄT & REINHEIT 10mM in DMSO
Synonyms
thiostrepton|Thiactin|Bryamycin|1393-48-2|Thiostrepton from Streptomyces azureus|Alaninamide,|NSC81722|NSC 81722|NSC170365|NSC 170365|CHEMBL1981887|CHEBI:94340|AKOS040742575|NCGC00485235-01|Thiostrepton from Streptomyces azureus, >=90% (HPLC)
Storage
Protected from light,Store at -80°C
Shipped In
Dry ice packs + Cold packs
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1ml
T421481-1ml
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39,83€
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Warum diese Qualität

10mM in DMSO für empfindliche chromatographische und analytische Workflows, die minimale Basislinieninterferenzen erfordern.

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Lagerung & Versand

Protected from light,Store at -80°C Versand Dry ice packs + Cold packs. Genaue Spezifikationen finden Sie im chargenspezifischen COA.

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Literaturbeleg

In 3 peer-reviewten Publikationen zu Chromatographie, organischer Synthese und Kreuzkupplungsreaktionen zitiert.

Übersicht

Thiostrepton is a cyclic peptide antibiotic, densely packed with thiazoles and other structurally intriguing moieties. Thiostrepton exhibits antibiotic activity through blockade of ribosome turnover after an elongation step in protein synthesis by inhibiting both the dissociation of elongation factor G (EF-G) from the ribosome and the release of inorganic phosphate from EF-G following GTP hydrolysis. Thiostrepton is also described to show efficacy against cancer cell growth through downregulation of the forkhead box M1 (FOXM1) transcription factor, commonly overexpressed in many malignancies. Thiostrepton is an inhibitor of FOXM1
A protein synthesis-inhibiting antibiotic

Spezifikationen

Synonyme
thiostrepton | Thiactin | Bryamycin | 1393-48-2 | Thiostrepton from Streptomyces azureus | Alaninamide, | NSC81722 | NSC 81722 | NSC170365 | NSC 170365 | CHEMBL1981887 | CHEBI:94340 | AKOS040742575 | NCGC00485235-01 | Thiostrepton from Streptomyces azureus, >=90% (HPLC)
Spezifikationen & Reinheit
10mM in DMSO
Biochemische und physiologische Mechanismen
Peptide antibiotic that prevents the binding of elongation factor G (EF-G) and GTP to the 50S ribosomal subunit.Potent Gram-positive antibiotic. Protein synthesis inhibitor. Inhibits FOXM1. Shows antitumor effects in vivo. Enhances cisplatin ( Asc 1398 )
Storage
Protected from light,Store at -80°C
Verschickt in
Dry ice packs + Cold packs
Dieses Produkt erfordert Kühlkettenversand. Grundversand und andere Economy-Optionen sind nicht verfügbar.
Namen und Kennungen
Pubchem Sid
Pubchem Sid Url
https://pubchem.ncbi.nlm.nih.gov/substance/528774155
Kanonisches Lächeln
CCC(C)C1C(=O)NC(C(=O)NC(=C)C(=O)NC(C(=O)NC23CCC(=NC2C4=CSC(=N4)C(C(OC(=O)C5=NC6=C(C=CC(C6O)N1)C(=C5)C(C)O)C)NC(=O)C7=CSC(=N7)C(NC(=O)C8CSC(=N8)C(=CC)NC(=O)C(NC(=O)C9=CSC3=N9)C(C)O)C(C)(C(C)O)O)C1=NC(=CS1)C(=O)NC(=C)C(=O)NC(=C)C(=O)N)C)C
IUPAC Name
N-[3-[(3-amino-3-oxoprop-1-en-2-yl)amino]-3-oxoprop-1-en-2-yl]-2-[(11Z)-37-butan-2-yl-18-(2,3-dihydroxybutan-2-yl)-11-ethylidene-59-hydroxy-8,31-bis(1-hydroxyethyl)-26,40,46-trimethyl-43-methylidene-6,9,16,23,28,38,41,44,47-nonaoxo-27-oxa-3,13,20,56-tetrathia-7,10,17,24,36,39,42,45,48,52,58,61,62,63,64-pentadecazanonacyclo[23.23.9.329,35.12,5.112,15.119,22.154,57.01,53.032,60]tetrahexaconta-2(64),4,12(63),19(62),21,29(61),30,32(60),33,51,54,57-dodecaen-51-yl]-1,3-thiazole-4-carboxamide
InChIKey
NSFFHOGKXHRQEW-BXVAPQLOSA-N
INCHI
1S/C72H85N19O18S5/c1-14-26(3)47-63(105)78-30(7)57(99)75-28(5)56(98)76-31(8)58(100)91-72-19-18-40(66-85-43(22-111-66)59(101)77-29(6)55(97)74-27(4)54(73)96)81-52(72)42-21-112-67(83-42)49(34(11)109-69(107)41-20-37(32(9)92)36-16-17-39(79-47)51(95)50(36)80-41)89-60(102)44-24-113-68(86-44)53(71(13,108)35(12)94)90-62(104)45-23-110-65(84-45)38(15-2)82-64(106)48(33(10)93)88-61(103)46-25-114-70(72)87-46/h15-17,20-22,24-26,30-35,39,45,47-49,51-53,79,92-95,108H,4-6,14,18-19,23H2,1-3,7-13H3,(H2,73,96)(H,74,97)(H,75,99)(H,76,98)(H,77,101)(H,78,105)(H,82,106)(H,88,103)(H,89,102)(H,90,104)(H,91,100)/b38-15-
Isomere SMILES
CCC(C)C1C(=O)NC(C(=O)NC(=C)C(=O)NC(C(=O)NC23CCC(=NC2C4=CSC(=N4)C(C(OC(=O)C5=NC6=C(C=CC(C6O)N1)C(=C5)C(C)O)C)NC(=O)C7=CSC(=N7)C(NC(=O)C8CSC(=N8)/C(=C/C)/NC(=O)C(NC(=O)C9=CSC3=N9)C(C)O)C(C)(C(C)O)O)C1=NC(=CS1)C(=O)NC(=C)C(=O)NC(=C)C(=O)N)C)C
WGK Deutschland
3
RTECS
XN6300100
Molekulargewicht
1664.89
Reaxy-Rn
24868543
Reaxys-RN_link_address
https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=24868543&ln=

Dokumentation

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Erweiterte Daten

Taxonomic Classification

Taxonomy Tree

KingdomOrganic compounds
SuperclassOrganic acids and derivatives
KlasseCarboxylic acids and derivatives
SubclassAmino acids, peptides, and analogues
Intermediate Tree Nodes Peptides
Direct ParentCyclic peptides
Alternative Parents Pyridinecarboxylic acids  Tetrahydropyridines  2,4-disubstituted thiazoles  Aralkylamines  Imidothiolactones  Thiazolines  Tertiary alcohols  Cyclic carboximidic acids  Heteroaromatic compounds  Secondary alcohols  Amino acids and derivatives  Carboxylic acid esters  Ketimines  Lactones  Dialkylamines  Polyols  Propargyl-type 1,3-dipolar organic compounds  Oxacyclic compounds  Azacyclic compounds  Hydrocarbon derivatives  Organic oxides  Aromatic alcohols  
Molecular FrameworkAromatic heteropolycyclic compounds
Substituents Cyclic alpha peptide - Pyridine carboxylic acid - 2,4-disubstituted 1,3-thiazole - Tetrahydropyridine - Aralkylamine - Pyridine - Imidothiolactone - Azole - Tertiary alcohol - Heteroaromatic compound - Thiazole - Meta-thiazoline - Cyclic carboximidic acid - Carboxylic acid ester - Ketimine - Lactone - Secondary alcohol - Amino acid or derivatives - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Carboximidic acid - Carboximidic acid derivative - Azacycle - Secondary aliphatic amine - Organoheterocyclic compound - Oxacycle - Polyol - Secondary amine - Imine - Aromatic alcohol - Amine - Organonitrogen compound - Organooxygen compound - Alcohol - Organic oxide - Hydrocarbon derivative - Organic nitrogen compound - Organic oxygen compound - Aromatic heteropolycyclic compound
BeschreibungThis compound belongs to the class of organic compounds known as cyclic peptides. These are compounds containing a cyclic moiety bearing a peptide backbone.
External Descriptors Not available
3D-Struktur
Interaktives chemisches Strukturmodell





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Wirkungsmechanismen
Zertifikate (CoA, COO, BSE/TSE und Analyse-Diagramm)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:
Chemische und physikalische Eigenschaften
EmpfindlichkeitLight sensitive;Moisture sensitive
Schmelzpunkt (°C)246-256°C
Molekulargewicht1664.900 g/mol
XLogP30.600
Hydrogen Bond Donor Count17
Hydrogen Bond Acceptor Count31
Rotatable Bond Count12
Exact Mass1663.49 Da
Monoisotopic Mass1663.49 Da
Topological Polar Surface Area701.000 Ų
Heavy Atom Count114
Formal Charge0
Complexity3940.000
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count17
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds1
Covalently-Bonded Unit Count1
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