パロモマイシン硫酸塩
(2S,3S,4R,5R,6R)-5-amino-2-(aminomethyl)-6-[(2R,3S,4R)-5-[(1R,2R,3S,5R,6S)-3,5-diamino-2-[(2S,3R,4R,5S,6R)-3-amino-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-hydroxycyclohexyl]oxy-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxyoxane-3,4-diol;sulfuric acid
基本情報
- CAS
1263-89-4- 標準SMILES
NC[C@@H]1O[C@H](O[C@@H]2[C@@H](CO)OC(O[C@@H]3[C@@H](O)[C@H](N)C[C@H](N)[C@H]3O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3N)[C@@H]2O)[C@H](N)[C@@H](O)[C@@H]1O.O=S(=O)(O)O- InChIKey
LJRDOKAZOAKLDU-KYOKIHSVSA-N- 分子式
- C23H47N5O18S
- 平均分子量
- 713.7 g/mol
- 単同位体質量
- 713.26368084
名称と識別子
- 優先名称
- (2S,3S,4R,5R,6R)-5-amino-2-(aminomethyl)-6-[(2R,3S,4R)-5-[(1R,2R,3S,5R,6S)-3,5-diamino-2-[(2S,3R,4R,5S,6R)-3-amino-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-hydroxycyclohexyl]oxy-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxyoxane-3,4-diol;sulfuric acid
- IUPAC
- (2S,3S,4R,5R,6R)-5-amino-2-(aminomethyl)-6-[(2R,3S,4R)-5-[(1R,2R,3S,5R,6S)-3,5-diamino-2-[(2S,3R,4R,5S,6R)-3-amino-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-hydroxycyclohexyl]oxy-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxyoxane-3,4-diol;sulfuric acid
- 現地名
- パロモマイシン硫酸塩
- 英語名
- PAROMOMYCIN SULFATE
- 分子式
- C23H47N5O18S
- 分子量
- 713.71
名称と別名
SR-05000001838SPECTRUM1503228HMS1922I19Pharmakon1600-01503228CCG-40304NSC758421(2S,3S,4R,5R,6R)-5-amino-2-(aminomethyl)-6-[(2R,3S,4R)-5-[(1R,2R,3S,5R,6S)-3,5-diamino-2-[(2S,3R,4R,5S,6R)-3-amino-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-hydroxycyclohexyl]oxy-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxyoxane-3,4-diol;sulfuric acidSR-05000001838-1SR-05000001838-2パロモマイシン硫酸塩標準品パロモマイシン硫酸塩硫酸パロモマイシン
名称をさらに表示
パロモマイシン 硫酸塩パロモマイシン硫酸塩 (JAN)4-O-(2-アミノ-2-デオキシ-α-D-グルコピラノシル)-5-O-[3-O-(2,6-ジアミノ-2,6-ジデオキシ-β-L-イドピラノシル)-β-D-リボフラノシル]-2-デオキシ-D-ストレプタミン/硫酸,(1:x)PAROMOMYCIN SULPHATEsulfhumatinNEOMYCIN EPAROMOMYCIN SULFATE SALTNeomycin Sulfate EP Impurity EO - 2, 6 - Diamino - 2, 6 - dideoxy - b - L - idopyranosyl - (1,3) - O - b - D - ribofuranosyl - (1,5) - O - [2 - amino - 2 - deoxy - a - D - glucopyranosyl - (1,4) ] - 2 - deoxy - streptamine sulfate
物性
構造計算による物性
- 極性表面積
- 430 Ų
- 水素結合供与体数
- 15
- 水素結合受容体数
- 23
- 回転可能結合数
- 9
- 重原子数
- 47
- 形式電荷
- 0
- 複雑度
- 952
物理化学的性質
- 融点
- 145 °C · 145 °C (decomp)
- 比旋光度
- 25 · D25 +50.5° (c = 1.5 in water pH 6)
- 貯蔵温度
- Keep in dark place,Inert atmosphere,Room temperature
- 溶解性
- 2 O: · H2O: 50mg/mL ストック溶液は 2～8°C で保存してください。 37°C でわずか 5 日間安定です。
- 外見
- 粉
- 色
- ホワイトからオフホワイト
- 水溶解度
- 水に溶ける
- Merck
- 14 · 14,7041
- BRN
- 5715182 · 5715182
- 安定性
- 吸湿性
- InChIKey
- LJRDOKAZOAKLDU-UDXJMMFXSA-N
- CAS データベース
- 1263 · 1263-89-4
- EPAの化学物質情報
- Paromomycin sulfate (1263-89-4)
化学的性質
化学的特性PAROMOMYCIN SULFATE is White to Off-White Solid
安全と法規制
安全情報は参考情報です。供給元の安全データシート（SDS）、適用法令、専門家による評価に代わるものではありません。
安全データ
- wgk
- 2
- rtecs
- WK2320000
- 毒性
- LD50 in mice (mg/kg): ~15,000 orally; 700 s.c.; 110 i.v. (Di Marco, Bertazzoli)
- hs_code
- 2941901010
- risk_code
- 23/24/25-36/38-39/23/24/25-61-36/37/38
- hazard_code
- Xi
- safety_code
- 26-36/37-45-38-36
- ストレージクラス
- 11 - Combustible Solids
化学と産業
応用分野
用途アミノグリコシド系抗生物質 です。細菌リボソーム 30S と結合し、タン パク質合成を阻害します。グラム陽性、グラ ム陰性菌に対して抗菌作用を示します。抗条 虫剤としても用いられています
説明Paromomycin was found in the culture broth of Streptomyces rimosus forma paromomycinus by Parke Davis & Co. in 1959. In the same year it was found in the culture broth of S. Crestomyceticus by Farmitalia and named amminosidin. Paromomycin is related structurally to neomycin, but it has a hydroxyl group at the 6 position, whereas neomycin has an amino group. Its antibacterial activity is weaker than that of neomycin, but its toxicity is much less. Paromomycin is used by intramuscular injection for therapy of respiratory, urinary, and surgical infections and by oral administration to treat dysentery and salmonellosis.
使用PAROMOMYCIN SULFATE is an aminogycoside antibiotic designed to fight intestinal infections such as cryptosporidiosis, amoebiasis, and leishmaniasis. Its antiprotozoal activity makes it an effecive histomonostatic feed addit ive in turkey poults experimentally infected with Histomonas meleagridis.
一般的な説明Chemical structure: aminoglycoside
調製方法
純化方法Purify it by dissolving it in H2O (0.5g/10mL) and adding excess EtOH, filter or collect and wash with EtOH, then Et2O by centrifugation, and dry it in vacuo. An aqueous solution is stable at 37o for a week but longer at 0-5o. The free base [7542-37-2] is a white amorphous powder which should be stored under N2 because it is strongly basic and can absorb CO2 from the atmosphere. It is soluble in MeOH (less soluble in EtOH) and has [] D 25 +65o (c 1.5, MeOH). It is an antimicrobial against Gram +ve and Gram –ve bacteria and is antiamoebic. It inhibits initiation and peptide elongation during protein synthesis. [Haskell et al. J Am Chem Soc 8 1 , 3480, 3482 1959, Hichens & Rinehart J Am Chem Soc 85 1547 1963, Beilstein 18 III/IV 7534.]
補足説明
定義ChEBI: An aminoglycoside sulfate salt resulting from the treatment of paromomycin with sulfuric acid. A broad-spectrum antibiotic, it is used for the treatment of acute and chronic intestinal protozoal infections, but is not effective for extraintestinal protozoa infections. It is also used as a therapeutic against visceral leishmaniasis.
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