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顺-3-癸烯酸 | 2430-93-5

中文名称
顺-3-癸烯酸
中文别名
——
英文名称
(Z)-dec-3-enoic acid
英文别名
cis-dec-3-enoic acid;(Z)-3-decenoic acid;cis-3-decenoic acid;(3Z)-decenoic acid;Z-3-decenoic acid;dec-3c-enoic acid
顺-3-癸烯酸化学式
CAS
2430-93-5
化学式
C10H18O2
mdl
——
分子量
170.252
InChiKey
CPVUNKGURQKKKX-FPLPWBNLSA-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:
    1.4-4.0 °C
  • 沸点:
    278.5±9.0 °C(Predicted)
  • 密度:
    0.936±0.06 g/cm3(Predicted)
  • LogP:
    3.382 (est)
  • 物理描述:
    Liquid

计算性质

  • 辛醇/水分配系数(LogP):
    3.4
  • 重原子数:
    12
  • 可旋转键数:
    7
  • 环数:
    0.0
  • sp3杂化的碳原子比例:
    0.7
  • 拓扑面积:
    37.3
  • 氢给体数:
    1
  • 氢受体数:
    2

安全信息

  • 海关编码:
    2916190090

SDS

SDS:efe2f9631ec921cda60d13b7de6b4e89
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上下游信息

反应信息

  • 作为反应物:
    描述:
    顺-3-癸烯酸草酰氯 作用下, 以 乙醚二氯甲烷 为溶剂, 反应 19.5h, 生成 (Z)-4-十一烯酸乙酯
    参考文献:
    名称:
    Chemistry and Photochemistry Attending the Inactivation of Escherichia coli .beta.-Hydroxydecanoyl Thiol Ester Dehydrase by an Acetylenic Diazoketone
    摘要:
    beta-Hydroxydecanoyl thiol ester dehydrase from Escherichia coli, an enzyme that catalyzes both dehydration and allylic rearrangement reactions, has been shown previously to undergo mechanism-based inactivation by the acetylenic substrate analog 1-diazo-4-undecyn-2-one (DUO). Details of the chemistry and photochemistry of DUO are now presented. Analysis of DUO-inactivated dehydrase by N-15 NMR spectroscopy indicates that DUO quantitatively alkylates histidine-70. Long-wavelength photoirradiation leads to spectrophotometrically observable changes in the DUO-dehydrase adduct. The structural changes were characterized by a combination of methods. Samples of protein that had been inactivated with [1-C-13]-, [(2)-C-13]-, and [3-C-13]DUO were analyzed by C-13 NMR spectroscopy, both prior and subsequent to photoirradiation. By comparisons of the chemical shifts of the enriched atoms of the inactivator moiety with those of model compounds, it was confirmed that the alpha-diazoketone moiety is retained in DUO-inactivated dehydrase and that photoirradiation leads to Wolff rearrangement of the alpha-diazoketone moiety followed by attack of a nucleophile on the resulting ketene. Proteolytic degradation of photoirradiated; DUO-inactivated dehydrase gave peptides that were analyzed by Edman sequencing and by mass spectrometry. The results are consistent with a single protein modification (at H70), and attack on the ketene by water, leading to a carboxylic acid. Samples of intact native, DUO-inactivated, and photoirradiated, DUO-inactivated dehydrase were analyzed by electrospray ionization mass spectrometry, the results of which clearly support the hypothesis that the ketene suffers attack by water. In light of recent results from X-ray crystallography, it is proposed that the water that attacks the ketene is one of two bound water molecules with specific roles in the binding and/or catalytic turnover of substrate. A Michael addition-elimination mechanism is presented to explain the unexpected hydrolytic lability of the DUO-dehydrase adduct.
    DOI:
    10.1021/ja00091a001
  • 作为产物:
    描述:
    3-癸炔-1-醇chromium(VI) oxide氢气高碘酸 作用下, 以 喹啉乙腈正戊烷 为溶剂, 生成 顺-3-癸烯酸
    参考文献:
    名称:
    的结构-气味关系(ż)-3-链烯-1-醇,(Ž)-3-烯醛,和(Ž)-3-链烯酸
    摘要:
    (Z)-3-不饱和挥发性酸,醇和醛通常在食品和其他天然来源中发现,它们在食品的吸引力中起着至关重要的作用,而且在昆虫学中还具有化学传递功能。然而,直到今天仍未对其气味特性,特别是对人类的气味特性进行系统的研究。为了弥合这一差距,通过气体确定了(Z)-3-烯烃-1-醇,(Z)-3-烯烃和(Z)-3-链烯酸的同源系列的空气中的气味阈值和气味质量色谱-嗅觉测定法。发现(Z)-3-alken-1-ols和(Z)-3-链烯醛随着链长的增加而变化,从草绿色变为整体的脂肪和柑橘样肥皂性状。另一方面,(Z)-3-链烯酸的气味质量从其俗称的俗气,发汗到类似塑料依次变到蜡质。关于它们的气味效力,发现空气中的最低阈值是(Z)-3-己醛,(Z)-3-辛烯酸和(Z)-3-辛烯醛。
    DOI:
    10.1021/acs.jafc.6b04780
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文献信息

  • [EN] COMPOUNDS AND COMPOSITIONS FOR INTRACELLULAR DELIVERY OF THERAPEUTIC AGENTS<br/>[FR] COMPOSÉS ET COMPOSITIONS D'ADMINISTRATION INTRACELLULAIRE D'AGENTS THÉRAPEUTIQUES
    申请人:MODERNATX INC
    公开号:WO2018170306A1
    公开(公告)日:2018-09-20
    The disclosure features novel lipids and compositions involving the same. Nanoparticle compositions include a novel lipid as well as additional lipids such as phospholipids, structural lipids, and PEG lipids. Nanoparticle compositions further including therapeutic and/or prophylactics such as RNA are useful in the delivery of therapeutic and/or prophylactics to mammalian cells or organs to, for example, regulate polypeptide, protein, or gene expression.
    该披露涉及新型脂质和相关组合物。纳米粒子组合物包括一种新型脂质以及额外的脂质,如磷脂、结构脂质和PEG脂质。纳米粒子组合物还包括治疗和/或预防措施,如RNA,在将治疗和/或预防措施传递给哺乳动物细胞或器官方面非常有用,例如,调节多肽、蛋白质或基因表达。
  • A versatile and convenient protocol for the stereocontrolled synthesis of olefinic insect pheromones
    作者:Andrei A. Vasil'ev、Alexei L. Vlasyuk、Galina D. Gamalevich、Edward P. Serebryakov
    DOI:10.1016/0968-0896(96)00016-8
    日期:1996.3
    supplemented by an enzymatic hydrolysis, was successfully applied to the synthesis of configurationally pure (gp > or = 98%) pheromones of the furniture carpet beetle, dry bean beetle, rusty grain beetle, square-necked grain beetle and a trail-following pheromone mimic for subterranean termites.
    2,4-二烯酸烷基酯的Horner-Emmons合成与在复杂的L.Cr(CO)3催化剂(L = 3CO或芳烃)上的氢化反应相结合,提供了一种通用的,立体控制的且操作简单的方法(Z)-二取代的(Z)-三取代的(E)-三取代的烯烃和跳过的(Z,Z)-二取代的二烯烃具有均聚物类型的功能。该方案,有时还辅以酶促水解,已成功地应用于家具地毯甲虫,干豆甲虫,生锈的谷物甲虫,方颈谷物甲虫和小径的构型纯(gp>或= 98%)信息素的合成信息素模仿地下白蚁。
  • [EN] COMPOUNDS AND COMPOSITIONS FOR INTRACELLULAR DELIVERY OF AGENTS<br/>[FR] COMPOSÉS ET COMPOSITIONS POUR L'ADMINISTRATION INTRACELLULAIRE D'AGENTS
    申请人:MODERNATX INC
    公开号:WO2018232120A1
    公开(公告)日:2018-12-20
    The disclosure features amino lipids and compositions involving the same. Nanoparticle compositions include an amino lipid as well as additional lipids such as phospholipids, structural lipids, PEG lipids, or a combination thereof. Nanoparticle compositions further including therapeutic and/or prophylactic agents such as RNA are useful in the delivery of therapeutic and/or prophylactic agents to mammalian cells or organs to, for example, regulate polypeptide, protein, or gene expression.
    该披露涉及氨基脂质和包含氨基脂质的组合物。纳米粒子组合物包括氨基脂质以及额外的脂质,如磷脂、结构脂质、PEG脂质或二者的组合。纳米粒子组合物还包括治疗和/或预防剂,如RNA,可用于将治疗和/或预防剂传递到哺乳动物细胞或器官,例如,调节多肽、蛋白质或基因表达。
  • Merging Domino and Redox Chemistry: Stereoselective Access to Di- and Trisubstituted β,γ-Unsaturated Acids and Esters
    作者:David Tejedor、Gabriela Méndez-Abt、Leandro Cotos、Fernando García-Tellado
    DOI:10.1002/chem.201103763
    日期:2012.3.19
    Merging is the game! The coupling of a domino reaction and an internal neutral redox reaction constitutes an excellent manifold for the stereoselective synthesis of di‐ and trisubstituted olefins featuring a malonate unit, an ester, or a free carboxylic acid as substituents at the allylic position (see scheme; MW=microwave). The reaction utilizes simple starting materials (propargyl vinyl ethers),
    合并就是游戏!多米诺反应和内部中性氧化还原反应的耦合构成了立体选择合成二丙和三取代烯烃的极佳歧管,该二取代和三取代的烯烃在丙二酸位置上具有丙二酸酯单元,酯或游离羧酸作为取代基(请参见示意图; MW) =微波)。该反应使用简单的原料(炔丙基乙烯基醚),甲醇或水作为溶剂,并且使用非常简单且易于使用的实验方案。
  • Inhibitory Effect of 2-(E-2-Alkenoylamino)ethyl Alkyl Sulfides on Gastric Ulceration in Rats. II. Structure and Activity Relationships of 2-(E-n or Z-n-Decenoylamino)ethyl Alkyl Sulfides.
    作者:Isao KOHDA、Masakazu IWAI、Masahiro WATANABE、Yoshio ARAKAWA、Chikara FUKAYA、Kazumasa YOKOYAMA、Yasuhiro KOHAMA、Tsutomu MIMURA
    DOI:10.1248/cpb.39.1546
    日期:——
    The analogues of 2-(E-n or Z-n-decenoylamino)ethyl carbamoylmethyl sulfide, including the modifications of sulfide portion, double bond in decenoyl chain and alkyl sulfide moiety, were synthesized and their inhibitory effects on stress-induced ulceration in rats were compared.Replacing the sulfura atom by methylene group or oxygen atom reduced the effect of potency. Saturation of the double bond in the decenoyl chain tended to reduce the anti-ulcerogenic activity in rats. There was no relationship between the position of double bond in decenoyl chain and the pharmacological activity. On the other hand, compounds with E-configuration showed stronger anti-ulcer activity than the corresponding Z-type of compounds. Among 9 kinds of S substituted alkyl groups for carbamoylmethyl, 2-(E-2-decenoylamino)ethyl 2-cyclohexylethyl sulfide showed the most potent anti-ulcerogenic activity in rats and also showed the lowest acute toxicity in mice.
    2-(E型或Z型n-癸烯酰氨基)乙基氨基甲酰甲硫醚类似物,包括硫醚部分、癸烯酰链中的双键以及烷基硫醚部分的修饰,被合成并比较了它们对大鼠应激性溃疡的抑制作用。用甲撑基或氧原子取代硫原子会降低药效。饱和癸烯酰链中的双键倾向于降低抗溃疡活性。癸烯酰链中双键的位置与药理活性没有关系。另一方面,具有E型构型的化合物显示出比相应的Z型化合物更强的抗溃疡活性。在9种S取代的烷基中,2-(E-2-癸烯酰氨基)乙基2-环己基乙基硫醚在大鼠中显示出最强的抗溃疡活性,在小鼠中也显示出最低的急性毒性。
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