利福霉素-D4
利福霉素-S(Rifamycin S)
CAS: 13553-79-2
化学式: C37H45NO12
| 中文名 | 利福霉素-S |
| 英文名 | Rifamycin S |
| 别名 | 利福霉素 利福霉素S 利福平霉素 利福霉素-S 利福霉素 S 利福霉素-D4 利福霉素钠EP杂质E 2,7-(环氧十五碳环[1,11,13]三烯亚氨基)萘并[2,1-B]呋喃-1,6,9,11(2H)-四酮,5,17,19,21-四羟基-23- 甲氧基-2,4,12,16,18,20,22-七甲基-,21-乙酸酯 |
| 英文别名 | NSC 144130 BRN 0604802 RIFAMYCIN S NCI 144-130 Rifamycin S Rifomycin S RIFAMPICIN S UNII-PI53N820JV Rifamycin EP Impurity B Rifaximin EP Impurity E (Rifamycin S) 4-dideoxy-1,4-dihydro-1,4-dioxo-rifamycin 1,4-Dideoxy-1,4-dihydro-1,4-dioxorifamycin 1,4-dideoxy-1,4-dihydro-1,4-dioxo-rifamycin 1,4-Dideoxy-1,4-dihydro-1,4-dioxo-rifamycin Rifamycin, 1,4-dideoxy-1,4-dihydro-1,4-dioxo- 2,7-(epoxypentadeca(1,11,13)trienimino)naphtho(2,1-b)furan-1,6,9,11(2h)-tetron 2,7-(Epoxypentadeca(1,11,13)trienimino)naphtho(2,1-b)furan-1,6,9,11(2H)-tetrone, 5,17,19,21-tetrahydroxy-23-methoxy-2,4,12,16,18,20,22-heptamethyl-, 21-acetate 2,7-(Epoxypentadeca[1,11,13]trienimino)naphtho[2,1-b]furan-1,6,9,11(2H)-tetrone, 5,17,19,21-tetrahydroxy-23-methoxy-2,4,12,16,18,20,22-heptamethyl-, 21-acetate (7CI,8CI) 5,17,19-trihydroxy-23-methoxy-2,4,12,16,18,20,22-heptamethyl-1,6,9,11-tetraoxo-1,2,6,9-tetrahydro-2,7-(epoxypentadeca[1,11,13]trienoimino)naphtho[2,1-b]furan-21-yl acetate (14E,24E)-5,17,19-trihydroxy-23-methoxy-2,4,12,16,18,20,22-heptamethyl-1,6,9,11-tetraoxo-1,2,6,9-tetrahydro-2,7-(epoxypentadeca[1,11,13]trienoimino)naphtho[2,1-b]furan-21-yl acetate (2S,12Z,14E,16S,17S,18R,19R,20R,21S,22R,23S,24E)-5,17,19-trihydroxy-23-methoxy-2,4,12,16,18,20,22-heptamethyl-1,6,9,11-tetraoxo-1,2,6,9-tetrahydro-2,7-(epoxypentadeca[1,11,13]trienoimino)naphtho[2,1-b]furan-21-yl acetate |
| CAS | 13553-79-2 |
| EINECS | 236-938-4 |
| 化学式 | C37H45NO12 |
| 分子量 | 695.75 |
| InChI | InChI=1/C37H45NO12/c1-16-11-10-12-17(2)36(46)38-23-15-24(40)26-27(32(23)44)31(43)21(6)34-28(26)35(45)37(8,50-34)48-14-13-25(47-9)18(3)33(49-22(7)39)20(5)30(42)19(4)29(16)41/h10-16,18-20,25,29-30,33,41-43H,1-9H3,(H,38,46)/b11-10+,14-13+,17-12-/t16-,18+,19+,20+,25-,29-,30+,33+,37-/m0/s1 |
| InChIKey | BTVYFIMKUHNOBZ-ODRIEIDWSA-N |
| 密度 | 1.2387 (rough estimate) |
| 熔点 | 179-181°C (dec.) |
| 沸点 | 700.89°C (rough estimate) |
| 比旋光度 | D20 +476° (c = 0.1 in methanol) |
| 闪点 | 508.615°C |
| 蒸汽压 | 0mmHg at 25°C |
| 溶解度 | 苯 (微溶) 、氯仿 (微溶) 、甲醇 (微溶) |
| 折射率 | 1.6630 (estimate) |
| 酸度系数 | 3.85±0.70(Predicted) |
| 存储条件 | -20°C Freezer |
| 外观 | 整洁 |
| 颜色 | Orange to Dark Orange |
| 最大波长(λmax) | ['390nm(MeOH)(lit.)'] |
| Merck | 14,8217 |
| 体外研究 | The inhibition of bacterial growth by Rifamycin SV is due to the production of active species of oxygen resulting from the oxidation-reduction cycle of Rifamycin SV in the cells. The aerobic oxidation of Rifamycin SV to Rifamycin S is induced by metal ions, such as Mn 2+ , Cu 2+ , and Co 2+ . The most effective metal ion is Mn 2+ . |
| 体内研究 | Rat liver sub-mitochondrial particles also generated hydroxyl radical in the presence of NADH and Rifamycin S. NADH dehydrogenase (complex I) as the major component involved in the reduction of Rifamycin S. Compared to NADPH, NADH is almost as effective (Rifamycin S) in catalyzing the interactions of these antibiotics with rat liver microsomes. Rifamycin S is shown to be readily reduced to Rifamycin SV, the corresponding hydroquinone by Fe(II). Rifamycin S forms a detectable Fe(II)-(Rifamycin S)3 complex. The Fe:ATP induced lipid peroxidation is completely inhibited by Rifamycin S. Rifamycin S can interact with rat liver microsomes to undergo redox-cycling, with the subsequent production of hydroxyl radicals when iron complexes are present. |
| RTECS | KD1925000 |
| 下游产品 | 对氯苯亚磺酸钠 |
利福霉素-D4 - 简介
利福霉素-S是一种广谱抗生素，其化学结构与利福霉素类似。它具有抗菌作用，对革兰氏阳性菌和一些革兰氏阴性菌具有活性。
利福霉素-S的制法主要通过微生物的发酵产生。一般使用一种名为Streptomyces aureofaciens的菌株进行发酵培养，经过提取纯化得到利福霉素-S。
最后更新：2024-04-09 19:55:45
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