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Thiostrepton

CAS No.
1393-48-2
Chemical Name:
Thiostrepton
Synonyms
(-)-Nuciferine;x146;a-8506;thiactin;bryamycin;hiostrepton;Thiostreptin;Thiostrepton;THIOSTREPTION;antibioticx146
CBNumber:
CB5204768
Molecular Formula:
C72H85N19O18S5
Molecular Weight:
1664.89
MDL Number:
MFCD00135828
MOL File:
1393-48-2.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-09-12 18:53:18

Thiostrepton Properties

Melting point 248-257°C (dec.)
alpha D23 -98.5° (glacial acetic acid); -61° (dioxane); -20° (pyridine)
Density 1.0824 (rough estimate)
refractive index 1.6700 (estimate)
storage temp. Sealed in dry,Store in freezer, under -20°C
solubility Soluble in DMSO or chloroform
form Off-white powder
pka 10.43±0.46(Predicted)
color Off-white
Water Solubility 0.24g/L(28 ºC)
Merck 13,9440
Stability Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 1 week.
InChIKey NSFFHOGKXHRQEW-MRQRIGNGNA-N
EWG's Food Scores 1
FDA UNII HR4S203Y18
UNSPSC Code 12352200
NACRES NA.77

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H302+H312+H332
Precautionary statements  P271-P261-P280
Hazard Codes  Xn
Risk Statements  22
Safety Statements  22-24/25
WGK Germany  3
RTECS  XN6300100
10-21
HS Code  29419090
Storage Class 11 - Combustible Solids
Toxicity LD50 oral in mouse: > 1gm/kg
NFPA 704
0
2 0

Thiostrepton price More Price(60)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 598226 Thiostrepton - CAS 1393-48-2 - Calbiochem Thiostrepton, CAS 1393-48-2, is an antibiotic that inhibits protein synthesis by preventing binding of GTP to 50S ribosomal subunit. 1393-48-2 1g $151 2026-04-30 Buy
Sigma-Aldrich 598226 Thiostrepton - CAS 1393-48-2 - Calbiochem Thiostrepton, CAS 1393-48-2, is an antibiotic that inhibits protein synthesis by preventing binding of GTP to 50S ribosomal subunit. 1393-48-2 10g $1120 2026-04-30 Buy
Cayman Chemical 19200 Thiostrepton ≥95% 1393-48-2 500mg $76 2026-04-30 Buy
Cayman Chemical 19200 Thiostrepton ≥95% 1393-48-2 1g $115 2026-04-30 Buy
Cayman Chemical 19200 Thiostrepton ≥95% 1393-48-2 5g $494 2026-04-30 Buy
Product number Packaging Price Buy
598226 1g $151 Buy
598226 10g $1120 Buy
19200 500mg $76 Buy
19200 1g $115 Buy
19200 5g $494 Buy

Thiostrepton Chemical Properties, Uses, Production

Description

The mammalian transcription factor forkhead box M1 (FoxM1) is induced during G1 phase, with expression continuing through S phase and mitosis. Thiostrepton is a natural peptide thiazole antibiotic that inhibits FoxM1 in mammalian cells, preventing the expression of FoxM1-regulated genes, which includes FoxM1 itself. Through this mechanism, thiostrepton prevents proliferation and induces apoptosis in human cancer cells. These effects correlate with the ability of thiostrepton to act as a proteasome inhibitor.

Chemical Properties

Off-White Solid

Uses

beta-adrenergic agonist

Uses

Thiostrepton is a macrocyclic antibiotic incorporating thiazoles and other atypical amino acids. Patented in 1961, thiostrepton has been used as an antibiotic and acts by binding to ribosomes to prevent the binding of the EF-G elongation factor and GTP to the 50S ribosomal subunit. Thiostrepton is an inducer of tipA, a gene that controls the bacterial transcription regulators, TipAL and TipAS, that are central regulators in multidrug resistance. Thiostrepton is closely related to siomycin, a recently discovered inhibitor of oncogenic transcription factor, FoxM1.

Uses

A protein synthesis-inhibiting antibiotic

Uses

Natural antibiotic derived from Streptomyces.

Definition

ChEBI: A heterodetic cyclic peptide, in which the cyclisation step involves a formal lactonisation between the carboxy group of a quinaldic acid-based residue and a secondary alcohol. An antibiotic that inhibits bacterial protein synthesis. Also acts as an antitu or agent.

General Description

A thiazole-containing peptide antibiotic that inhibits protein synthesis by preventing binding of GTP to 50S ribosomal subunit. Inhibits the function of elongation factor G (EF-G) and the dissociation of EF-G from the ribosome. The thiostrepton-resistant gene is also commonly used as a selective marker for recombinant DNA/plasmid technologies.

Biochem/physiol Actions

Primary TargetEF-G

in vitro

thiostrepton inhibits the transcriptional activity and foxm1 expression, and induces strong apoptosis in human cancer cells of different origin that correlates with suppression of foxm1, including leukemia, neuroblastoma, liver cancer, melanoma and prostate cancer cells. thiostrepton binds foxm1 on the promoter site to inhibit transcriptional activity of foxm1 through the foxm1 autoregulation mechanism [1].

in vivo

thiostrepton suppressed tumor growth in a human breast cancer xenograft model. treatment with developed micelle-thiostrepton nanoparticles decreased xenograft tumor growth induced by the human mda-mb-231 breast and hepg2 liver cancer cell lines. these apoptosis activities in drug-treated tumors were correlated with in vivo suppression of oncogenic foxm1 [1].

References

[1] WILLIAM S BOWEN. Interaction of thiostrepton and elongation factor-G with the ribosomal protein L11-binding domain.[J]. The Journal of Biological Chemistry, 2005, 280 4: 2934-2943. DOI:10.1074/jbc.m407008200
[2] RUBEN L GONZALEZ  Joseph D P  Steven Chu. Thiostrepton inhibition of tRNA delivery to the ribosome.[J]. RNA, 2007: 2091-2097. DOI:10.1261/rna.499407
[3] JIMMY M-M KWOK. Thiostrepton selectively targets breast cancer cells through inhibition of forkhead box M1 expression.[J]. Molecular Cancer Therapeutics, 2008, 7 7: 2022-2032. DOI:10.1158/1535-7163.mct-08-0188

Thiostrepton Preparation Products And Raw materials

Raw materials

Preparation Products

Global Suppliers ( 213)
Supplier Tel Email Country ProdList Advantage
Zhejiang Huida Biotech Co., LTD 0571-89903022 18679456698 zilong@hizyme.com China 8001 58
SHANG HAI WEI LING BIOTECHNOLOGY CO.,LTD 021-13917490980 13917490980 81939905@qq.com China 483 58
Hangzhou Huiyi Biotechnology Co., LTD 0571-89918262 13357170655 chenlingwei@hizyme.com China 103 58
Shanghai Degayuan Biotechnology Co., Ltd 18301711315 18301711315 851746237@qq.com China 245 58
J & K SCIENTIFIC LTD. 18210857532 18210857532 jkinfo@jkchemical.com China 96815 76
3B Pharmachem (Wuhan) International Co.,Ltd. 18930552037 3bsc@sina.com China 15813 69
Beijing HwrkChemical Technology Co., Ltd 89508211 18501085097 sales.bj@hwrkchemical.com China 9407 55
LGM Pharma 1-(800)-881-8210 inquiries@lgmpharma.com United States 2110 70
Chemsky(shanghai)International Co.,Ltd. 021-50135380 shchemsky@sina.com China 32273 50
Sinopharm Chemical Reagent Co,Ltd. 86-21-63210123 sj_scrc@sinopharm.com China 9791 79

View Latest Price from Thiostrepton manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Thiostrepton pictures 2026-07-15 Thiostrepton
1393-48-2
$30.00-55.00 96.65% 10g TargetMol Chemicals Inc.
THIOSTREPTON pictures 2026-03-20 THIOSTREPTON
1393-48-2
$1.00 1kg 99% 10 mt Hebei Chuanghai Biotechnology Co., Ltd
Thiostrepton pictures 2021-07-13 Thiostrepton
1393-48-2
$10.00-15.00 1KG 99%+ HPLC Zhuozhou Wenxi import and Export Co., Ltd
  • Thiostrepton pictures
  • Thiostrepton
    1393-48-2
  • $30.00-55.00
  • 96.65%
  • TargetMol Chemicals Inc.
  • THIOSTREPTON pictures
  • THIOSTREPTON
    1393-48-2
  • $1.00
  • 99%
  • Hebei Chuanghai Biotechnology Co., Ltd
  • Thiostrepton pictures
  • Thiostrepton
    1393-48-2
  • $10.00-15.00
  • 99%+ HPLC
  • Zhuozhou Wenxi import and Export Co., Ltd

Thiostrepton Spectrum

Thiostrepton (200 mg) BryaMycin, Thiactin, AlaninaMide, X 146, A 8506, 6761-31 Thiostrepton, froM StreptoMyces sp. x146 Alaninamide, L-threonyl-(4S)-2-(1Z)-1-amino-1-propenyl-4,5-dihydro-4-thiazolecarbonyl-2-(1S,2S,3R)-1-amino-2,3-dihydroxy-2-methylbutyl-4-thiazolecarbonyl-2-(5R,6S)-6-2-(1S,2R)-1-amino-2-hydroxypropyl-4-thiazolyl-5-N-(7R,8S)-2-carboxy-7,8-dihydro-8-hydroxy THIOSTREPTION thiostrepton from streptomyces azureus Thiostrepton, 96%, from Streptomyces sp. Thiostrepton - CAS 1393-48-2 - Calbiochem AlaninaMide,N-[(7R,8S)-2-carboxy-7,8-dihydro-8-hydroxy-4-[(1S)-1-hydroxyethyl]-7-quinolinyl]-L-isoleucyl-L-alanyl-2,3-didehydroalanyl-L-alanyl-2-[(4aR,11S,14Z,18S,21S,28S,32aS)-4a-aMino-21-[(1S,2R)-1,2-dihydroxy-1-Methylpropyl]-14-ethylidene-3,4,4a,9,10,1 a-8506 antibiotic6761-31 antibiotica8506 antibioticx146 bryamycin thiactin Alaninamide, N-[(7R,8S)-2-carboxy-7,8-dihydro-8-hydroxy-4-[(1S)-1-hydroxyethyl]-7-quinolinyl]-L-isoleucyl-L-alanyl-2,3-didehydroalanyl-L-alanyl-2-[(4aR,11S,14Z,18S,21S,28S,32aS)-4a-amino-21-[(1S,2R)-1,2-dihydroxy-1-methylpropyl]-14-ethylidene-3,4,4a,9,10,11,12,13,14,18,19,20,21,27,28,32a-hexadecahyd... THIOSTREPTON USP/EP/BP N-[(7R,8S)-2-Carboxy-7,8-dihydro-8-hydroxy-4-[(1S)-1-hydroxyethyl]-7-quinolinyl]-L-isoleucyl-L-alanyl-2,3-didehydroalanyl-L-alanyl-2-[(4aR,11S,14Z,18S,21S,28S,32aS)-4a-amino-21-[(1S,2R)-1,2-dihydroxy-1-methylpropyl]-14-ethylidene-3,4,4a,9,10,11,12,13,14,18,19,20,21,27,28,32a-hexadecahydro-11,28-bis[(1R)-1-hydroxyethyl]-9,12,19,26-tetraoxo-17H,26H-8,5:18,15:25,22:32,29-tetranitrilo-5H,15H-pyrido[3,2-m][1,11,17,24,4,7,20,27]tetrathiatetraazacyclotriacontin-2-yl]-4-thiazolecarbonyl-2,3-didehydroalanyl-2,3-didehydro-alaninamide,(1→528)-lactone hiostrepton Thiostrepton, USP Thiostreptin N-[(7R,8S)-2-Carboxy-7,8-dihydro-8-hydroxy-4-[(1S)-1-hydroxyethyl]-7-quinolinyl]-L-isoleucyl-L-alanyl-2,3-didehydroalanyl-L-alanyl-2-[(4aR,11S,14Z,18S,21S,28S,32aS)-4a-amino-21-[(1S,2R)-1,2-dihydroxy-1-methylpropyl]-14-ethylidene-3,4,4a,9,10,11,12,13,14,18,19,20,21,27,28,32a-hexadecahydro-11,28-bis[(1R)-1-hydroxyethyl]-9,12,19,26-tetraoxo-17H,26H-8,5:18,15:25,22:32,29-tetranitrilo-5H,15H-pyrido[3,2-m][1,11,17,24,4,7,20,27]tetrathiatetraazacyclotriacontin-2-yl]-4-thiazolecarbonyl-2,3-didehydroala Thiostrepton, 10 mM in DMSO THIOSTREPTON USP (NON-STERILE BULK FORM) Thiostreptomycin (-)-Nuciferine Thiostrepton 1393-48-2 C72H85N19O18S5 Antibiotics T-Z Antibiotics Antibiotics A to Z BioChemical Inhibitors BETAPACE antibiotic Peptide Synthesis/Antibiotics Amino Acids & Derivatives Intermediates & Fine Chemicals Pharmaceuticals Antibacterial Antibiotics Antibiotics A to Antibiotics by Application Antibiotics T-ZAntibiotics Chemical Structure Class Gene Regulation and Expression Genetic Marker SelectionAntibiotics Interferes with Protein SynthesisSpectrum of Activity L - ZAntibiotics Mechanism of Action PeptidesCell Signaling and Neuroscience Organics RNA-Protein Translation InhibitorsMore...Close...