基本情報
- CAS
25546-65-0- 標準SMILES
NC[C@H]1O[C@H](O[C@H]2[C@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O)[C@@H](O)[C@H](N)C[C@@H]2N)[C@H](N)[C@@H](O)[C@@H]1O- InChIKey
NSKGQURZWSPSBC-VVPCINPTSA-N- 分子式
- C17H34N4O10
- 平均分子量
- 454.5 g/mol
- 単同位体質量
- 454.22749329
概要
Ribostamycin is an amino cyclitol glycoside that is 4,6-diaminocyclohexane-1,2,3-triol having a 2,6-diamino-2,6-dideoxy-alpha-D-glucosyl residue attached at position 1 and a beta-D-ribosyl residue attached at position 2. It is an antibiotic produced by Streptomyces ribosidificus (formerly S. thermoflavus). It has a role as a metabolite, an antimicrobial agent and an antibacterial drug. It is an amino cyclitol glycoside and an aminoglycoside antibiotic. It is a conjugate base of a ribostamycin(4+).
名称と識別子
- 優先名称
- Ribostamycin
- IUPAC
- (2R,3S,4R,5R,6R)-5-amino-2-(aminomethyl)-6-[(1R,2R,3S,4R,6S)-4,6-diamino-2-[(2S,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-3-hydroxycyclohexyl]oxyoxane-3,4-diol
- 現地名
- リボスタマイシン
- 英語名
- RIBOSTAMYCIN SULFATE SALT
- 分子式
- C17H34N4O10
- 分子量
- 454.47
名称と別名
ribostamycinVistamycin25546-65-0RibostamicinaRibostamycineRibostamycinumribostamycin ASF-733SF 733(2R,3S,4R,5R,6R)-5-amino-2-(aminomethyl)-6-[(1R,2R,3S,4R,6S)-4,6-diamino-2-[(2S,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-3-hydroxycyclohexyl]oxyoxane-3,4-diol2Q5JOU7T53NSC-138925
名称をさらに表示
ビスタマイシンリボスタマイシン4-O-[2,6-ジアミノ-2,6-ジデオキシ-α-D-グルコピラノシル]-5-O-(β-D-リボフラノシル)-2-デオキシ-D-ストレプタミン1-O-[(1R)-2α-(β-D-リボフラノシルオキシ)-3β-ヒドロキシ-4α,6α-ジアミノシクロヘキサン-1β-イル]-2,6-ジアミノ-2,6-ジデオキシ-α-D-グルコピラノース4-O-(2,6-ジアミノ-2,6-ジデオキシ-α-D-グルコピラノシル)-5-O-(β-D-リボフラノシル)-2-デオキシ-D-ストレプタミンヘタンマイシン抗生物質SF-733デカマイシンIV(2R,3S,4R,5R,6R)-5-アミノ-2-(アミノメチル)-6-{[(1R,2R,3S,4R,6S)-4,6-ジアミノ-2-{[(2S,3R,4S,5R)-3,4-ジヒドロキシ-5-(ヒドロキシメチル)オキソラン-2-イル]オキシ}-3-ヒドロキシシクロヘキシル]オキシ}オキサン-3,4-ジオールsf733ribomycinNSC 138925dekamyciniv
物性
構造計算による物性
- XLogP
- -6.3
- 極性表面積
- 262 Ų
- 水素結合供与体数
- 10
- 水素結合受容体数
- 14
- 回転可能結合数
- 6
- 重原子数
- 31
- 形式電荷
- 0
- 複雑度
- 593
実験および物理化学的性質
Drugs
Pharmaceuticals -> Listed in ZINC15
Pharmaceuticals -> Antibiotics
Dissociation Constants7.7
物理化学的性質
- 融点
- 192 · 192-195°; mp 175-180° (dec)
- 比旋光度
- 23 · D23 +42°
- 沸点
- 561.28 °C · 561.28°C (rough estimate)
- 比重(密度)
- 1.1751 · 1.1751 (rough estimate)
- 屈折率
- 1.67 · 1.6700 (estimate)
- 貯蔵温度
- 2 · 2-8°C
- 酸解離定数(Pka)
- 7.7 · 7.70(at 25℃)
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
- 3
- rtecs
- WK2300000
- 毒性
- mouse,LD50,intracrebral,66800ug/kg (66.8mg/kg),BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLDLUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION,Kiso to Rinsho. Clinical Report. Vol. 4, Pg. 2489, 1970.
- risk_code
- 61-20/21/22
- hazard_code
- T
- safety_code
- 53-22-36/37/39-45
化学と産業
薬理情報
ATC Code
J - Antiinfectives for systemic use
QJ - Antiinfectives for systemic use
Mechanism of Action
Aminoglycosides work by binding to the bacterial 30S ribosomal subunit (some work by binding to the 50S subunit), inhibiting the translocation of the peptidyl-tRNA from the A-site to the P-site and also causing misreading of mRNA, leaving the bacterium unable to synthesize proteins vital to its growth. However, their exact mechanism of action is not fully known.
MeSH Pharmacological ClassificationSubstances that inhibit the growth or reproduction of BACTERIA.
応用分野
説明Ribostamycin was found in the culture broth of Streptomyces ribosidificus by Meiji Seika Kaisha in 1970 in the course of screening aminoglycoside antibiotics. It is structurally related to neomycin but lacks the diaminoidose (glucose) moiety substituted on the ribose moiety. Ribostamycin is much less toxic than neomycin and shows strong activity against a variety of gram-positive and gram-negative bacteria, except Pseudomonas aeruginosa. It is used parenterally for therapy of urinary tract, respiratory tract, surgical, and other infections.
サプライヤー12 社
北京华美互利生物化工010-56205725 · [email protected]
成都超九八生物科技有限公司13348960310 13348960310 · [email protected]
Shaanxi Cuikang Pharmaceutical Technology Co., Ltd+86-13119157289 · [email protected]
武汉易泰科技有限公司上海分公司18930552037 · [email protected]
関連反応
4 件
化合物ノート
読み込み中…