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| CAS No.: | 1393-48-2 |
|---|---|
| Name: | THIOSTREPTON |
| Molecular Structure: | |
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| 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.
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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.