| Identification | Back Directory | [Name]
tomaymycin | [CAS]
35050-55-6 | [Synonyms]
tomaymycin
NSC 177499
2-Ethylidene-1,2,3,10,11,11a-hexahydro-8-hydroxy-7,11-dimethoxy-5H-pyrrolo[2,1-c][1,4]benzodiazepin-5-one
(2E,11R,11aS)-2-Ethylidene-1,2,3,10,11,11a-hexahydro-8-hydroxy-7,11-dimethoxy-5H-pyrrolo[2,1-c][1,4]benzodiazepin-5-one
5H-Pyrrolo[2,1-c][1,4]benzodiazepin-5-one, 2-ethylidene-1,2,3,10,11,11a-hexahydro-8-hydroxy-7,11-dimethoxy-, (2E,11R,11aS)- | [Molecular Formula]
C16H20N2O4 | [MDL Number]
MFCD01687073 | [MOL File]
35050-55-6.mol | [Molecular Weight]
304.34 |
| Chemical Properties | Back Directory | [Melting point ]
145.5°C | [Boiling point ]
445.17°C (rough estimate) | [density ]
1.1328 (rough estimate) | [refractive index ]
1.5800 (estimate) | [pka]
8.66±0.40(Predicted) |
| Hazard Information | Back Directory | [Uses]
Tomaymycin is an antitumor antibiotic. Tomaymycin has antimicrobial activity against Grampositive bacteria[1][2]. | [Definition]
ChEBI: (E)-tomaymycin is the (E)-isomer of tomaymycin. | [in vivo]
Tomaymycin, an antiphage antibiotic is produced by cultivation of Streptomyces achromogenes var. tomaymyceticus in a lactose-bouillon medium enriched with yeast extract and phosphate salts. The antiphage activity is strong against Escherichia coli T1, T3 phages and Bacillus subtilis M-2, SP-10 phages. The LD50 (i.p.) of tomaymycin for mice is estimated at 3.0 mg/kg. | [References]
[1] F L Boyd, et al. Characterization of a unique tomaymycin-d(CICGAATTCICG)2 adduct containing two drug molecules per duplex by NMR, fluorescence, and molecular modeling studies. Biochemistry. 1990 Mar 6;29(9):2387-403. DOI:10.1021/bi00461a024
[2] K Arima, et al. Studies on tomaymycin, a new antibiotic. I. Isolation and properties of tomaymycin. J Antibiot (Tokyo). 1972 Aug;25(8):437-44. DOI:10.7164/antibiotics.25.437 |
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