Roseorubicin A
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| Category | Antibiotics |
| Catalog number | BBF-02209 |
| CAS | 70559-00-1 |
| Molecular Weight | 1043.20 |
| Molecular Formula | C54H78N2O18 |
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Description
It is produced by the strain of Actinomyces roseoviolaceus A529. It has anti-gram-positive bacteria and mycobacterium effect, and Roseorubicin A has stronger antibacterial effect than B. It also inhibits leukaemia L1210 with IC50 of 0.04 μg/mL.
Specification
| Synonyms | BRN 1419073 |
| IUPAC Name | 10-[4-(dimethylamino)-5-[4-(dimethylamino)-5-[4-hydroxy-5-[5-(5-hydroxy-6-methyloxan-2-yl)oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-9-ethyl-4,6,9,11-tetrahydroxy-8,10-dihydro-7H-tetracene-5,12-dione |
| Canonical SMILES | CCC1(CCC2=C(C1OC3CC(C(C(O3)C)OC4CC(C(C(O4)C)OC5CC(C(C(O5)C)OC6CCC(C(O6)C)OC7CCC(C(O7)C)O)O)N(C)C)N(C)C)C(=C8C(=C2O)C(=O)C9=C(C8=O)C=CC=C9O)O)O |
| InChI | InChI=1S/C54H78N2O18/c1-11-54(64)20-19-30-43(49(63)45-44(47(30)61)48(62)42-29(46(45)60)13-12-14-34(42)58)53(54)74-40-22-32(56(9)10)50(27(5)68-40)72-39-21-31(55(7)8)51(26(4)67-39)73-41-23-35(59)52(28(6)69-41)71-38-18-16-36(25(3)66-38)70-37-17-15-33(57)24(2)65-37/h12-14,24-28,31-33,35-41,50-53,57-59,61,63-64H,11,15-23H2,1-10H3 |
| InChI Key | IWFXKTHFKLCDQJ-UHFFFAOYSA-N |
Properties
| Appearance | Red Powder |
| Antibiotic Activity Spectrum | Gram-positive bacteria; mycobacteria; neoplastics (Tumor) |
| Melting Point | 143-147°C |
Reference Reading
1. Electrochemical reduction pathways of anthracycline antibiotics
H Berg, G Horn, W Ihn J Antibiot (Tokyo). 1982 Jul;35(7):800-5. doi: 10.7164/antibiotics.35.800.
The preparative electrochemical reduction of a series of anthracycline antibiotics was performed using the technique of large scale electrolysis and d. c. polarography for recording different reaction pathways. The reduction products were identified by mass spectrometric and chromatographic analyses. Only anthracyclines with sugar residues in the C-10 position chromatographic analyses. Only anthracyclines with sugar residues in the C-10 position (iremycin, roseorubicin A) were reduced reversibly by 2e- to the corresponding hydroquinones. All others with sugar residues in the C-7 position (daunomycin, 5-iminodaunomycin, adriamycin, carminomycin, beta-rhodomycin II, aclacinomycin A, 1-deoxypyrromycin) showed an irreversible behavior because of the reductive splitting of the glycosidic bond after formation of 7-deoxy compounds or -- if the C-11 OH-group was not present -- of dimers, respectively.
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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 ╳
