cis-2-tetradecenoic acid | 55928-66-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: cis-2-tetradecenoic acid
• 英文别名: (Z)-tetradec-2-enoic acid
• CAS: 55928-66-0
• 化学式: C₁₄H₂₆O₂
• 分子量: 226.359
• InChiKey: IBYFOBGPNPINBU-SEYXRHQNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  16
• 可旋转键数：
  11
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  methyl (Z)-2-tetracenoate 在 lithium hydroxide monohydrate 、 水 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 3.0h， 生成 cis-2-tetradecenoic acid
  参考文献：
  名称：

  Separation and synthesis of the new DSFs

  摘要：

  The three active compounds of DSF (the diffusible signal factor) family were purified from the culture fluid of rpfC (enzyme for DSF biosynthesis) mutated Xac (X. axonopo-dis pvciWi). These structures were characterized by C-13 NMR, H-1 NMR, HMBC, COSY, HMQC, MS-ESI, and named as (Z)-2-tetradecenoic acid (EDSF), (Z)-13-methyl-2-tetradecenoic acid (FDSF) and (Z)-12-methyl-2-tetradecenoic acid (GDSF). Also, starting from the corresponding tetradecanal or its homologue, three DSFs were synthesized by two steps to confirm the molecular structures. Finally, the X-gluc (the solution of 5-Bromo-4-chloro-3-indolyl-beta-D-glucuronidecyclohexylam monium salt) activities of these DSFs were tested, and the activity of the compounds can be listed as follows, form the most active compound to the least active compound, FDSF>GDSF>EDSF.

  DOI：

  10.33224/rrch.2020.65.4.10

文献信息

• Aciculitins A−C:  Cytotoxic and Antifungal Cyclic Peptides from the Lithistid Sponge <i>Aciculites </i><i>orientalis</i>
  作者：Carole A. Bewley、Haiyin He、David H. Williams、D. John Faulkner

  DOI：10.1021/ja953628w

  日期：1996.1.1

  The lithistid sponge Aciculites orientalis contains three cyclic peptides, aciculitins A-C (1-3), that are identical except for homologous lipid residues. The structure of the major peptide, aciculitin B (2), was elucidated by interpretation of spectroscopic data. The aciculitins consist of a bicyclic peptide that contains an unusual histidino-tyrosine bridge. Attached to the bicyclic peptide are C-13-C-15 2,3-dihydroxy-4,6-dienoic acids bearing D-lyxose at the 3-position. The structures of aciculitamides A (4) and B (5), which are artifacts obtained earlier from this sponge, are also presented. The aciculitins 1--3 inhibited the growth of Candida albicans and were cytotoxic toward the HCT-116 cell line.
• RECOMBINANT MICROORGANISM HAVING A PRODUCING ABILITY OF POLYLACTATE OR ITS COPOLYMERS AND METHOD FOR PREPARING POLYLACTATE OR ITS COPOLYMERS USING THE SAME
  申请人：LG Chem, Ltd.

  公开号：EP2242845A2

  公开（公告）日：2010-10-27
• ANTIBIOTIC COMPOSITION AND ITS USES
  申请人：Agency for Science, Technology and Research

  公开号：US20140228312A1

  公开（公告）日：2014-08-14

  The present invention relates to a composition comprising: an antibiotic selected from the group consisting of an aminoglycoside antibiotic, a beta-lactam antibiotic, an ansamycin antibiotic, a macrolide antibiotic, a sulfonamide antibiotic, a quinolone antibiotic, an oxazolidinone antibiotic, a glycopeptide antibiotic, and a mixture thereof; and a fatty acid represented by formula (I), a stereoisomer, a salt or an ester thereof, wherein R1 is a substituted or unsubstituted aliphatic group.
• LONG CHAIN FATTY ACID FORMULATIONS AND THEIR USE IN INHIBITING SALMONELLA INFECTION
  申请人：CORNELL UNIVERSITY

  公开号：US20200330420A1

  公开（公告）日：2020-10-22

  A method for inhibiting or preventing Salmonella invasion of the intestinal epithelium in a subject, the method comprising enterally administering to the subject a pharmaceutically effective amount of a fatty acid dissolved or suspended in a pharmaceutically acceptable carrier, wherein the fatty acid contains 10 to 30 carbon atoms, wherein the fatty acid is more particularly an unsaturated fatty acid containing 1-4 carbon-carbon double bonds and/or 1 or 2 carbon-carbon triple bonds, or the fatty acid is more particularly a cis-unsaturated fatty acid, or the fatty acid is more particularly a cis-2-unsaturated fatty acid having the formula: wherein n is an integer of 6-26, and the fatty acid optionally includes a second carbon-carbon double bond resulting from removal of two hydrogen atoms on adjacent carbon atoms.
• US4665201A
  申请人：——

  公开号：US4665201A

  公开（公告）日：1987-05-12