FCE 21424
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| Category | Antibiotics |
| Catalog number | BBF-02834 |
| CAS | |
| Molecular Weight | 781.76 |
| Molecular Formula | C38H43N3O15 |
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Description
FCE 21424 is produced by the strain of Streptomyces peucetius. Its IC50 inhibitory effect on HeLa and P388 cells was less than that of dunomycin, and its anti-P388 effect was stronger than that of dunomycin in vivo.
Specification
| Synonyms | 2,4,6(1H,3H,5H)-Pyrimidinetrione, 5-[(2R,4R,5S,6aS,8S,10R,10aS)-8-[[(1R,3S)-3-acetyl-1,2,3,4,6,11-hexahydro-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-1-naphthacenyl]oxy]octahydro-2-[(2S)-2-hydroxypropyl]-4,10-dimethylpyrano[3,4-d]-1,3,6-dioxazocin-5-yl]- |
| IUPAC Name | 5-[(2R,4R,5S,6aS,8S,10R,10aS)-8-[[(1R,3S)-3-acetyl-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-2,4-dihydro-1H-tetracen-1-yl]oxy]-2-[(2S)-2-hydroxypropyl]-4,10-dimethyl-4,5,6,6a,7,8,10,10a-octahydropyrano[3,4-d][1,3,6]dioxazocin-5-yl]-1,3-diazinane-2,4,6-trione |
| Canonical SMILES | CC1C(NC2CC(OC(C2OC(O1)CC(C)O)C)OC3CC(CC4=C3C(=C5C(=C4O)C(=O)C6=C(C5=O)C(=CC=C6)OC)O)(C(=O)C)O)C7C(=O)NC(=O)NC7=O |
| InChI | InChI=1S/C38H43N3O15/c1-13(42)9-22-53-14(2)29(28-35(48)40-37(50)41-36(28)49)39-19-10-23(54-15(3)34(19)56-22)55-21-12-38(51,16(4)43)11-18-25(21)33(47)27-26(31(18)45)30(44)17-7-6-8-20(52-5)24(17)32(27)46/h6-8,13-15,19,21-23,28-29,34,39,42,45,47,51H,9-12H2,1-5H3,(H2,40,41,48,49,50)/t13-,14+,15+,19-,21+,22+,23+,29+,34+,38-/m0/s1 |
| InChI Key | VYVYRFZPGDQXLQ-RLZOOHAISA-N |
Properties
| Antibiotic Activity Spectrum | neoplastics (Tumor) |
| Melting Point | 205-208°C |
| Density | 1.6±0.1 g/cm3 |
Reference Reading
1. New biosynthetic anthracyclines related to barminomycins incorporating barbiturates in their moiety
G Cassinelli, E Arlandini, M Ballabio, T Bordoni, C Geroni, F Giuliani, A Grein, S Merli, G Rivola J Antibiot (Tokyo). 1990 Jan;43(1):19-28. doi: 10.7164/antibiotics.43.19.
Three new anthracyclines, FCE 21424 (2), FCE 24366 (3) and FCE 24367 (4), were isolated from culture broths of Streptomyces peucetius and its mutant strains after addition of sodium barbiturates during the fermentation. Structural assignment, achieved through spectroscopic and degradative studies, that the new anthracyclines had a common barminomycin-like structure incorporating different barbiturate moieties. The new anthracyclines were found to display outstanding cytotoxicity and remarkable potency "in vivo" against P388 ascitic leukemia.
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Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
