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α-D-lactulose | 58166-25-9

中文名称
——
中文别名
——
英文名称
α-D-lactulose
英文别名
Lactulose;(2S,3R,4S,5R,6R)-2-[(2R,3S,4S,5R)-4,5-dihydroxy-2,5-bis(hydroxymethyl)oxolan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
α-D-lactulose化学式
CAS
58166-25-9;58166-24-8;4618-18-2
化学式
C12H22O11
mdl
——
分子量
342.3
InChiKey
JCQLYHFGKNRPGE-FCVZTGTOSA-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

  • 熔点:
    ~169 °C (dec.)
  • 比旋光度:
    -47 º (C=5, H2O, 12HR)
  • 沸点:
    397.76°C (rough estimate)
  • 密度:
    1,32g/cm
  • 溶解度:
    易溶于水,微溶于甲醇,几乎不溶于甲苯。
  • LogP:
    -2.885 (est)
  • 物理描述:
    Solid
  • 碰撞截面:
    180.1 Ų [M+Na]+ [CCS Type: DT, Method: stepped-field]

计算性质

  • 辛醇/水分配系数(LogP):
    -4.3
  • 重原子数:
    23
  • 可旋转键数:
    5
  • 环数:
    2.0
  • sp3杂化的碳原子比例:
    1.0
  • 拓扑面积:
    190
  • 氢给体数:
    8
  • 氢受体数:
    11

ADMET

代谢
乳果糖主要在大肠中被存在于那里的糖解细菌代谢。特别是,这种物质被分解成乳酸和少量的乙酸和甲酸。通常栖息在大肠中、能够代谢乳果糖的特定细菌例子包括乳杆菌、拟杆菌、大肠杆菌和梭菌。
Lactulose is essentially only metabolized in the colon by saccharolytic bacteria that are present there. In particular, the substance is broken down into lactic acid and small amounts of acetic and formic acid. Specific examples of bacteria that normally inhabit the large intestine that are capable of lactulose metabolism include Lactobacilli, Bacteroides, Escherichia coli, and Clostridia.
来源:DrugBank
毒理性
  • 药物性肝损伤
乳糖醇
Compound:lactulose
来源:Drug Induced Liver Injury Rank (DILIrank) Dataset
毒理性
  • 药物性肝损伤
DILI 注解: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:没有匹配项
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. 用于研究药物诱导肝损伤的FDA批准药物标签,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:按在人体内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
  • 蛋白质结合
微量的乳果糖 - 无论是被代谢的还是未被代谢的 - 都会被身体吸收。尽管如此,关于乳果糖与蛋白质结合的数据并不容易获得或访问。
Negligible amounts of lactulose - metabolized or non-metabolized - are absorbed into the body.. Regardless, data regarding the protein binding of lactulose is not readily available or accessible.
来源:DrugBank
吸收、分配和排泄
  • 吸收
口服给药后,给予的乳果糖溶液中小于3%被小肠吸收。剩余的未被吸收的乳果糖到达大肠,在那里它被代谢——但即使如此,几乎可以忽略不计的未改变的乳果糖或其代谢物通过结肠被吸收。
After administration by the oral route, less than 3% of the given dose of lactulose solution is absorbed by the small intestine. The remaining unabsorbed lactulose reaches the large intestine where it is metabolized - but even then, negligible quantities of unchanged lactulose or its metabolites are absorbed across the colon.
来源:DrugBank
吸收、分配和排泄
  • 消除途径
任何被吸收进入循环的乳果糖的肾脏排泄量已被确定为3%或更少,并且通常在24小时内完成。任何未被吸收的乳果糖大部分随粪便排出。
The renal excretion of any lactulose that manages to be absorbed into the circulation has been determined to be 3% or less and is generally complete within 24 hours. Any unabsorbed lactulose is largely excreted with stool.
来源:DrugBank
吸收、分配和排泄
  • 分布容积
微量的乳果糖 - 无论是被代谢的还是未被代谢的 - 被吸收进入体内。大多数给予的乳果糖随后主要留在胃肠道附近区域。
Negligible amounts of lactulose - metabolized or non-metabolized - are absorbed into the body.. Most lactulose that is administered subsequently remains predominantly around the gastrointestinal tract area.
来源:DrugBank
吸收、分配和排泄
  • 清除
微量的乳果糖 - 无论是被代谢的还是未被代谢的 - 都会被身体吸收。尽管如此,关于乳果糖清除率的数据并不容易获得或访问。
Negligible amounts of lactulose - metabolized or non-metabolized - are absorbed into the body.. Regardless, data regarding the clearance of lactulose is not readily available or accessible.
来源:DrugBank

安全信息

  • TSCA:
    Yes

制备方法与用途

根据提供的信息,我可以总结出以下关于乳果糖的重要要点:

  1. 乳果糖是一种淡黄色透明黏稠液体,相对密度1.35,折射率1.47,甜度相当于蔗糖的48%-62%。

  2. 它可以降低血氨并有缓泻作用,用于治疗习惯性便秘、氨性肝昏迷和高血氨症等。

  3. 工业上可作为间接营养增补剂使用。我国GB 2760-86规定可用于乳粉(15g/kg)、饼干(2.0g/kg)、饮料(液态或固态)(1.5g/kg,以异构化乳糖干物质计)。

  4. 主要由乳糖在碱性条件下进行异构化反应制得。主要成分是50%以上的异构化乳糖,含有少量未反应的乳糖和分解产物果糖、半乳糖及葡萄糖。

  5. 乳果糖为人体肠道益生菌双歧杆菌的增殖因子,可帮助消化吸收蛋白质和乳糖,产生B族维生素等。

  6. 小白鼠经口LD₅₀值大于21.5g/kg,大白鼠经口LD₅₀值47.2g/kg,毒性较低。

  7. 可用于治疗便秘、肝性脑病等相关疾病,但孕妇、哺乳期妇女及某些特殊患者应慎用或禁用。

  8. 作为一种食品添加剂,可用于特定食品中,但需严格控制添加量。

上下游信息

  • 上游原料
    中文名称 英文名称 CAS号 化学式 分子量
  • 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:
    α-D-lactulose 在 acetate buffer 、 recombinant Pyrrococcus furiosus β-glycosidase 作用下, 反应 0.08h, 生成 D-吡喃葡萄糖果糖
    参考文献:
    名称:
    Enzymatic Production and Complete Nuclear Magnetic Resonance Assignment of the Sugar Lactulose
    摘要:
    The enzymatic transgalactosylation from lactose to fructose leading to the prebiotic disaccharide lactulose was investigated using the beta-galactosidase from Aspergillus oryzae and the hyperthermostable beta-glycosidase from Pyrococcus furiosus (CeIB). The conditions for highest lactulose yields relative to the initial lactose concentration were established on a 1 mL scale. Dependent on the initial molar ratio of lactose to fructose, more or fewer oligosaccharides other than lactulose were generated. Bioconversions on a 30 mL scale in a stirred glass reactor were performed, and lactulose yields of 46 mmol/L (44% relative to lactose) for CeIB and 30 mmol/L (30% relative to lactose) for A. oryzae beta-galactosidase were achieved. Only <5% of other oligosaccharides were detectable. The corresponding productivities were 24 and 16 mmol/L/h, respectively. The molecular structure of lactulose was investigated in detail and confirmed after purification of the reaction solution by LC-MS and 1 D and 2D NMR. Lactulose (4-O-beta-D-galactopyranosyl-D-fructose) was unambiguously proved to be the major transglycosylation disaccharide.
    DOI:
    10.1021/jf048912y
  • 作为产物:
    描述:
    Lactose 在 sodium hydroxide 作用下, 以 为溶剂, 反应 0.02h, 生成 α-D-lactulose
    参考文献:
    名称:
    微波辅助将乳糖异构化为乳果糖,以及乳清蛋白和肽与乳果糖和乳糖的美拉德共轭。
    摘要:
    通过微波加热将乳糖异构化为乳果糖,并通过甲醇法将其纯化为具有约72%乳果糖含量的产物。然后,通过微波,将乳糖和富含乳果糖的产物(PLu)与乳清蛋白分离物(WPI)或其抗氧化剂水解物(WPH)偶联。乳糖比PLu具有更高的美拉德反应性,而WPH比WPI具有更高的反应性。然而,WPI糖系统的褐变强度高于WPH糖对。原子力显微镜显示,与WPH-PLu对应物(约≈39nm)相比,WPI-PLu结合物的颗粒更大(约≈103 nm)。美拉德共轭逐渐增加了WPI / WPH-糖对的自由基清除活性,并增加了共轭时间,并改善了WPI和WPH的起泡性能。与未反应的配对物相比,WPI / WPH-糖结合物显示出更高的溶解度和乳化指数。对于天然WPI,β-乳球蛋白不会通过体外胃消化而降解,而对于WPH-PLu共轭物则完全降解。
    DOI:
    10.1016/j.foodchem.2015.12.094
  • 作为试剂:
    描述:
    α-D-lactulose蔗糖α-D-lactulose蔗糖 作用下, 生成 Sucrose lactitol
    参考文献:
    名称:
    Methods for reducing cholesterol levels
    摘要:
    本发明涉及一种制备含蔗糖甜味剂或含蔗糖食品和饮料的过程,其特征在于向成分蔗糖中添加麦芽糖醇和/或乳糖醇以减少这些产品的热量价值,并且摄入这些产品将抑制血液和肝脏糖和胆固醇水平的增加。
    公开号:
    US03957976A1
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文献信息

  • [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。
  • ANTHELMINTIC COMPOUNDS AND COMPOSITIONS AND METHOD OF USING THEREOF
    申请人:Meng Charles Q.
    公开号:US20140142114A1
    公开(公告)日:2014-05-22
    The present invention relates to novel anthelmintic compounds of formula (I) below: wherein Y and Z are independently a bicyclic carbocyclic or a bicyclic heterocyclic group, or one of Y or Z is a bicyclic carbocyclic or a bicyclic heterocyclic group and the other of Y or Z is alkyl, alkenyl, alkynyl, cycloalkyl, phenyl, heterocyclyl or heteroaryl, and variables X 1 , X 2 , X 3 , X 4 , X 5 , X 6 , X 7 and X 8 are as defined herein. The invention also provides for veterinary compositions comprising the anthelmintic compounds of the invention, and their uses for the treatment and prevention of parasitic infections in animals.
    本发明涉及以下式(I)的新型驱虫化合物: 其中 Y和Z分别是双环碳环或双环杂环基团,或者Y或Z中的一个是双环碳环或双环杂环基团,另一个是烷基,烯基,炔基,环烷基,苯基,杂环基或杂芳基,以及变量X 1 ,X 2 ,X 3 ,X 4 ,X 5 ,X 6 ,X 7 和X 8 如本文所定义。本发明还提供了包含本发明的驱虫化合物的兽药组合物,以及它们用于治疗和预防动物寄生虫感染的用途。
  • [EN] ANTHELMINTIC DEPSIPEPTIDE COMPOUNDS<br/>[FR] COMPOSÉS DEPSIPEPTIDIQUES ANTHELMINTHIQUES
    申请人:MERIAL INC
    公开号:WO2018093920A1
    公开(公告)日:2018-05-24
    The present invention provides cyclic depsipeptide compounds of formula (I) wherein the stereochemical configuration of at least one carbon atom bearing the groups Cy1, Cy2, R1, R2, R3, R4, Ra and Rb is inverted compared with the naturally occurring cyclic depsipeptide PF1022A. The invention also provides compositions comprising the compounds that are effective against parasites that harm animals. The compounds and compositions may be used for combating parasites in or on mammals and birds. The invention also provides for an improved method for eradicating, controlling and preventing parasite infestation in birds and mammals.
    本发明提供了公式(I)的环状脱氨肽化合物,其中至少一个碳原子的立体化学构型与自然存在的环状脱氨肽PF1022A的基团Cy1、Cy2、R1、R2、R3、R4、Ra和Rb相比发生了倒置。该发明还提供了包含这些化合物的组合物,对危害动物的寄生虫具有有效性。这些化合物和组合物可用于对抗哺乳动物和鸟类体内或体表的寄生虫。该发明还提供了一种改进的方法,用于根除、控制和预防鸟类和哺乳动物的寄生虫感染。
  • [EN] ANTI-STAPHYLOCOCCUS AUREUS ANTIBODY RIFAMYCIN CONJUGATES AND USES THEREOF<br/>[FR] CONJUGUÉS D'ANTICORPS ANTI STAPHYLOCOQUE DORÉ ET DE RIFAMYCINE ET UTILISATIONS DE CEUX-CI
    申请人:GENENTECH INC
    公开号:WO2016090038A1
    公开(公告)日:2016-06-09
    The invention provides anti-Staphylococcus aureus antibody rifamycin antibiotic conjugates and methods of using same.
    本发明提供了抗金黄色葡萄球菌抗体利福霉素抗生素偶联物及其使用方法。
  • BENZAZEPINE DERIVATIVE, PROCESS FOR PRODUCING THE SAME, AND USE
    申请人:Takeda Chemical Industries, Ltd.
    公开号:EP1422228A1
    公开(公告)日:2004-05-26
    The present invention provides a novel benzazepine derivative represented by formula : wherein, R1 is a 5- or 6-membered aromatic ring, R2 is lower alkyl group, etc., Y is an optionally substituted imino group, ring A and ring B are independently an optionally substituted aromatic ring, W is formula -W1-X2-W2- (W1 and W2 are independently S(O)m1 (m1 is 0, 1 or 2), etc., and X2 is an optionally substituted alkylene groupetc. ), a preparation method and use thereof.
    本发明提供了一种新型的苯并氮杂环衍生物,其由以下公式表示: 其中,R1是一个5-或6-成员的芳香环,R2是低级烷基团等,Y是可选地取代的亚氨基,环A和环B是独立地选自一个可选地取代的芳香环,W是公式-W1-X2-W2-(W1和W2是独立地为S(O)m1(m1是0、1或2)等,X2是一个可选地取代的亚烷基团等),其制备方法及其用途。
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