Rosaramicin
Rosaramicin
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Names |
IUPAC name
(1S,2R,3R,7R,8S,9S,10R,12R,14E,16S)-3-Ethyl-7-hydroxy-2,8,12,16-tetramethyl-5,13-dioxo-10-(2-oxoethyl)-4,17-dioxabicyclo[14.1.0]heptadec-14-en-9-yl 3,4,6-trideoxy-3-(dimethylamino)-β-D-xylo-hexopyranoside |
Other names
Rosamicin; Juvenimicin A3 |
Identifiers |
ChEMBL |
ChEMBL8965 |
ChemSpider |
5020508 |
InChI=1S/C31H51NO9/c1-9-25-20(5)29-31(6,41-29)12-10-23(34)17(2)14-21(11-13-33)28(19(4)24(35)16-26(36)39-25)40-30-27(37)22(32(7)8)15-18(3)38-30/h10,12-13,17-22,24-25,27-30,35,37H,9,11,14-16H2,1-8H3/b12-10+/t17-,18-,19+,20-,21+,22+,24-,25-,27-,28-,29+,30+,31+/m1/s1 Key: IUPCWCLVECYZRV-JZMZINANSA-N InChI=1/C31H51NO9/c1-9-25-20(5)29-31(6,41-29)12-10-23(34)17(2)14-21(11-13-33)28(19(4)24(35)16-26(36)39-25)40-30-27(37)22(32(7)8)15-18(3)38-30/h10,12-13,17-22,24-25,27-30,35,37H,9,11,14-16H2,1-8H3/b12-10+/t17-,18-,19+,20-,21+,22+,24-,25-,27-,28-,29+,30+,31+/m1/s1 Key: IUPCWCLVECYZRV-JZMZINANBR
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Jmol-3D images |
Image |
PubChem |
6537204 |
O=CC[C@@H]2[C@H](O[C@@H]1O[C@@H](C[C@H](N(C)C)[C@H]1O)C)[C@@H](C)[C@H](O)CC(=O)O[C@H](CC)[C@@H](C)[C@@H]3O[C@]3(\C=C\C(=O)[C@H](C)C2)C
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Properties |
Molecular formula |
C31H51NO9 |
Molar mass |
581.74 g·mol−1 |
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa) |
Infobox references |
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Rosaramicin (rosamicin) is an antibacterial substance chemically a lipid soluble basic macrolide similar to erythromycin but with a better activity against Gram-negative bacteria.
Experiments in dogs have shown that it is more concentrated in the prostate than erythromycin is, and thus may be better for treating infections of that organ. [1]
References
- ↑ Baumueller A, Kjaer TB, Madsen PO (September 1977). "Prostatic tissue and secretion concentrations of rosamicin and erythromycin. Experimental studies in the dog". Invest Urol 15 (2): 158–60. PMID 903212.