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巴龙霉素 | 7542-37-2

中文名称
巴龙霉素
中文别名
巴母霉素
英文名称
paromomycin
英文别名
paromomycin I;(2S,3S,4R,5R,6R)-5-amino-2-(aminomethyl)-6-[(2R,3S,4R,5S)-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;paramomycin;paromomycin sulfate;humatin
巴龙霉素化学式
CAS
7542-37-2;54597-56-7
化学式
C23H45N5O14
mdl
——
分子量
615.635
InChiKey
UOZODPSAJZTQNH-LSWIJEOBSA-N
BEILSTEIN
——
EINECS
——
  • 物化性质
  • 计算性质
  • ADMET
  • 安全信息
  • SDS
  • 制备方法与用途
  • 上下游信息
  • 反应信息
  • 文献信息
  • 表征谱图
  • 同类化合物
  • 相关功能分类
  • 相关结构分类

物化性质

  • 比旋光度:
    D25 +65 ±3°
  • 沸点:
    658.93°C (rough estimate)
  • 密度:
    1.3753 (rough estimate)
  • 溶解度:
    甲醇(微溶)、水(微溶)
  • 物理描述:
    Solid
  • 碰撞截面:
    239.1 Ų [M+H]+ [CCS Type: TW, Method: calibrated with Waters Major Mix]

计算性质

  • 辛醇/水分配系数(LogP):
    -8.7
  • 重原子数:
    42
  • 可旋转键数:
    9
  • 环数:
    4.0
  • sp3杂化的碳原子比例:
    1.0
  • 拓扑面积:
    347
  • 氢给体数:
    13
  • 氢受体数:
    19

ADMET

毒理性
  • 药物性肝损伤
帕罗马霉素
Compound:paromomycin
来源:Drug Induced Liver Injury Rank (DILIrank) Dataset
毒理性
  • 药物性肝损伤
DILI 注释:无 DILI(药物性肝损伤)担忧
DILI Annotation:No-DILI-Concern
来源:Drug Induced Liver Injury Rank (DILIrank) Dataset
毒理性
  • 药物性肝损伤
标签部分:无匹配
Label Section:No match
来源:Drug Induced Liver Injury Rank (DILIrank) Dataset
毒理性
  • 药物性肝损伤
参考文献:M Chen, V Vijay, Q Shi, Z Liu, H Fang, W Tong. 美国食品药品监督管理局批准的药物标签用于研究药物诱导的肝损伤,《药物发现今日》,16(15-16):697-703, 2011. PMID:21624500 DOI:10.1016/j.drudis.2011.05.007 M Chen, A Suzuki, S Thakkar, K Yu, C Hu, W Tong. DILIrank:按人类发展药物诱导肝损伤风险排名的最大参考药物清单。《药物发现今日》2016, 21(4): 648-653. PMID:26948801 DOI:10.1016/j.drudis.2016.02.015
References:M Chen, V Vijay, Q Shi, Z Liu, H Fang, W Tong. FDA-Approved Drug Labeling for the Study of Drug-Induced Liver Injury, Drug Discovery Today, 16(15-16):697-703, 2011. PMID:21624500 DOI:10.1016/j.drudis.2011.05.007 M Chen, A Suzuki, S Thakkar, K Yu, C Hu, W Tong. DILIrank: the largest reference drug list ranked by the risk for developing drug-induced liver injury in humans. Drug Discov Today 2016, 21(4): 648-653. PMID:26948801 DOI:10.1016/j.drudis.2016.02.015
来源:Drug Induced Liver Injury Rank (DILIrank) Dataset
毒理性
  • 在妊娠和哺乳期间的影响
使用期间对哺乳的影响:目前没有关于哺乳期间临床使用巴龙霉素的信息。由于巴龙霉素口服吸收不良,它不太可能进入婴儿的血液循环或在哺乳婴儿中引起任何不良反应。 对哺乳婴儿的影响:截至修订日期,未找到相关已发布信息。 对泌乳和母乳的影响:截至修订日期,未找到相关已发布信息。
◉ Summary of Use during Lactation:No information is available on the clinical use of paromomycin during breastfeeding. Because paromomycin is poorly absorbed orally, it is not likely to reach the bloodstream of the infant or cause any adverse effects in breastfed infants. ◉ Effects in Breastfed Infants:Relevant published information was not found as of the revision date. ◉ Effects on Lactation and Breastmilk:Relevant published information was not found as of the revision date.
来源:Drugs and Lactation Database (LactMed)
吸收、分配和排泄
  • 吸收
口服给药后吸收不良,几乎100%的药物可在粪便中回收。
Poorly absorbed after oral administration, with almost 100% of the drug recoverable in the stool.
来源:DrugBank

SDS

SDS:b767b863dc3e735dd31db59fc7bce2f8
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上下游信息

  • 下游产品
    中文名称 英文名称 CAS号 化学式 分子量

反应信息

  • 作为反应物:
    描述:
    巴龙霉素吡啶盐酸sodium hydroxide 、 molecular sieve 、 三氟甲磺酸三甲基硅酯triflic azidesodium methylatepotassium carbonate三甲基膦 作用下, 以 四氢呋喃甲醇二氯甲烷 为溶剂, 反应 59.5h, 生成 6'-hydroxyl-ribostamycin
    参考文献:
    名称:
    有效合成新霉素B相关氨基糖苷
    摘要:
    化学合成了氨基糖苷类6'-羟基-核糖霉素和5-(α-新烟酰胺)-2-脱氧链胺胺。这些化合物将用作比较新霉素B与RNA结合的亲和力和特异性的标准。
    DOI:
    10.1016/s0040-4039(00)00586-4
  • 作为产物:
    描述:
    paromomycin sulfate 在 Amberlist IRA 400 OH(-) 作用下, 生成 巴龙霉素
    参考文献:
    名称:
    Synthesis of Multifunctional PAMAM–Aminoglycoside Conjugates with Enhanced Transfection Efficiency
    摘要:
    The development of multifunctional vectors for efficient and safe gene delivery is one of the major challenges for scientists working in the gene therapy field. In this context, we have designed a novel type of aminoglycoside-rich dendrimers with a defined structure based on polyamidoamine (PAMAM) in order to develop efficient, nontoxic gene delivery vehicles. Three different conjugates, i.e., PAMAM G4-neamine, -paromomycin, and -neomycin, were synthesized and characterized by nuclear magnetic resonance (NMR) and MALDI analysis. The conjugates were found to self-assemble electrostatically with plasmid DNA, and unlike neamine conjugate, each at its optimum showed increased gene delivery potency compared to PAMAM G4 dendrimer in three different cell lines, along with negligible cytotoxicity. These results all disclosed aminoglycosides as suitable functionalities for tailoring safe and efficient multifunctional gene delivery vectors.
    DOI:
    10.1021/bc4003635
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文献信息

  • [EN] DERIVATIVES OF AMANITA TOXINS AND THEIR CONJUGATION TO A CELL BINDING MOLECULE<br/>[FR] DÉRIVÉS DE TOXINES D'AMANITES ET LEUR CONJUGAISON À UNE MOLÉCULE DE LIAISON CELLULAIRE
    申请人:HANGZHOU DAC BIOTECH CO LTD
    公开号:WO2017046658A1
    公开(公告)日:2017-03-23
    Derivatives of Amernita toxins of Formula (I), wherein, formula (a) R 1, R 2, R 3, R 4, R 5, R 6, R 7, R 8, R 9, R 10, X, L, m, n and Q are defined herein. The preparation of the derivatives. The therapeutic use of the derivatives in the targeted treatment of cancers, autoimmune disorders, and infectious diseases.
    Amernita毒素的衍生物的化学式(I),其中,化学式(a)中的R 1、R 2、R 3、R 4、R 5、R 6、R 7、R 8、R 9、R 10、X、L、m、n和Q在此处被定义。这些衍生物的制备。这些衍生物在靶向治疗癌症、自身免疫性疾病和传染病中的治疗用途。
  • [EN] A CONJUGATE OF A CYTOTOXIC AGENT TO A CELL BINDING MOLECULE WITH BRANCHED LINKERS<br/>[FR] CONJUGUÉ D'UN AGENT CYTOTOXIQUE À UNE MOLÉCULE DE LIAISON CELLULAIRE AVEC DES LIEURS RAMIFIÉS
    申请人:HANGZHOU DAC BIOTECH CO LTD
    公开号:WO2020257998A1
    公开(公告)日:2020-12-30
    Provided is a conjugation of cytotoxic drug to a cell-binding molecule with a side-chain linker. It provides side-chain linkage methods of making a conjugate of a cytotoxic molecule to a cell-binding ligand, as well as methods of using the conjugate in targeted treatment of cancer, infection and immunological disorders.
    提供了一种将细胞毒性药物与一个侧链连接分子结合的共轭物。它提供了制备细胞毒性分子与细胞结合配体的共轭物的侧链连接方法,以及在靶向治疗癌症、感染和免疫性疾病中使用该共轭物的方法。
  • [EN] CROSS-LINKED PYRROLOBENZODIAZEPINE DIMER (PBD) DERIVATIVE AND ITS CONJUGATES<br/>[FR] DÉRIVÉ DE DIMÈRE DE PYRROLOBENZODIAZÉPINE RÉTICULÉ (PBD) ET SES CONJUGUÉS
    申请人:HANGZHOU DAC BIOTECH CO LTD
    公开号:WO2020006722A1
    公开(公告)日:2020-01-09
    A novel cross-linked cytotoxic agents, pyrrolobenzo-diazepine dimer (PBD) derivatives, and their conjugates to a cell-binding molecule, a method for preparation of the conjugates and the therapeutic use of the conjugates.
    一种新型的交联细胞毒剂,吡咯苯并二氮杂环二聚体(PBD)衍生物,以及它们与细胞结合分子的结合物,一种制备这些结合物的方法以及这些结合物的治疗用途。
  • [EN] IMIDAZOLIUM REAGENT FOR MASS SPECTROMETRY<br/>[FR] RÉACTIF D'IMIDAZOLIUM POUR SPECTROMÉTRIE DE MASSE
    申请人:HOFFMANN LA ROCHE
    公开号:WO2021234004A1
    公开(公告)日:2021-11-25
    The present invention relates to compounds which are suitable to be used in mass spectrometry as well as methods of mass spectrometric determination of analyte molecules using said compounds.
    本发明涉及适用于质谱的化合物,以及利用该化合物进行分析物分子的质谱测定方法。
  • [EN] ANTIBACTERIAL COMPOUNDS<br/>[FR] COMPOSÉS ANTIBACTÉRIENS
    申请人:MASSACHUSETTS GEN HOSPITAL
    公开号:WO2019199979A1
    公开(公告)日:2019-10-17
    The present application provides compounds of formula: Methods of using these compounds for killing bacterial growth and treating bacterial infections are also provided.
    本申请提供了以下化合物的公式:还提供了使用这些化合物杀灭细菌生长和治疗细菌感染的方法。
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