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1393-48-2

Basic Information
CAS No.: 1393-48-2
Name: THIOSTREPTON
Molecular Structure:
Molecular Structure of 1393-48-2 (THIOSTREPTON)
Formula: C72H85 N19 O18 S5
Molecular Weight: 1665.06
Synonyms: 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-4-[(1S)-1-hydroxyethyl]-7-quinolinyl]-L-isoleucyl-L-alanyl-2,3-didehydroalanyl-L-alanyl]amino]-5-(4-carboxy-2-thiazolyl)-3,4,5,6-tetrahydro-2-pyridinyl]-4-thiazolecarbonyl-2,3-didehydroalanyl-2,3-didehydro-,(1'®4)-lactone, (4®1)-lactam (9CI); Thiostrepton(7CI,8CI); Bryamycin; Gargon; NSC 170365; NSC 81722; Thiactin; Thiostrepton A
EINECS: 215-734-9
Density: 1.64 g/cm3
Melting Point: 248-257°C (dec.)
Boiling Point: °Cat760mmHg
Flash Point: °C
Solubility: 0.24g/L(28 oC)
Hazard Symbols: Xn
Risk Codes: 22
Safety: Poison by intravenous route. Moderately toxic by intraperitoneal and intramuscular routes. When heated to decomposition it emits toxic fumes of SOx and NOx.
PSA: 701.00000
LogP: 4.08640
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Chemistry

Product Name: Thiostrepton
The MF of Thiostrepton (CAS NO.1393-48-2) is C72H85N19O18S5.

           
The MW of Thiostrepton (CAS NO.1393-48-2) is 1664.8868.
Synonyms of Thiostrepton (CAS NO.1393-48-2): Antibiotic 6761-31 ; Antibiotic X 146
Index of Refraction: 1.767 
Density: 1.64 g/ml 
Storage temp: -20 °C
Merck: 13,9440

History

 Thiostrepton was discovered by Donovick et al. who described its antibacterial properties in 1955.Dorothy Crowfoot Hodgkin solved the structure of thiostrepton in 1970.A total synthesis of Thiostrepton was completed by K.C. Nicolaou, et al. in 1995.

Uses

  Thiostrepton (CAS NO.1393-48-2) has been used in veterinary medicine in mastitis caused by gram-negative organisms and in dermatologic disorders. It is mostly used in complex ointments containing neomycin, nystatin, Thiostrepton and topical steroids. It is also active against gram-positive bacteria. It is notable that ointments for human usage contain neomycin, nystatin, and topical steroids, but no Thiostrepton.Recently, Thiostrepton has been reported to exhibit activity against breast cancer cells through targeting the transcription factor forkhead box M1.Thiostrepton is used in molecular biology as a reagent for both positive and negative selection of genes involved in nucleotide metabolism.

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intramuscular 1gm/kg (1000mg/kg)   "CRC Handbook of Antibiotic Compounds," Vols.1- , Berdy, J., Boca Raton, FL, CRC Press, 1980Vol. 4(1), Pg. 397, 1980.
mouse LD50 intraperitoneal 2gm/kg (2000mg/kg)   "CRC Handbook of Antibiotic Compounds," Vols.1- , Berdy, J., Boca Raton, FL, CRC Press, 1980Vol. 4(1), Pg. 396, 1980.
mouse LD50 intravenous 41mg/kg (41mg/kg)   "CRC Handbook of Antibiotic Compounds," Vols.1- , Berdy, J., Boca Raton, FL, CRC Press, 1980Vol. 4(1), Pg. 396, 1980.
mouse LD50 oral > 1gm/kg (1000mg/kg)   Antibiotics and Chemotherapy Vol. 6, Pg. 63, 1956.

Safety Profile

Poison by intravenous route. Moderately toxic by intraperitoneal and intramuscular routes. When heated to decomposition it emits toxic fumes of SOx and NOx.Safety information of Thiostrepton (CAS NO.1393-48-2):
Safety Statements  
S22:Do not breathe dust. 
S24/25:Avoid contact with skin and eyes.
WGK Germany  3
RTECS  XN6300100
F  10-21

Specification

 Thiostrepton is a natural cyclic oligopeptide antibiotic, derived from several strains of strepromycetes, such as Streptomyces azureus and Streptomyces laurentii.