3β-β-D-glucopyranosyloxy-5α-androstan-17-one | 29685-47-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: 3β-β-D-glucopyranosyloxy-5α-androstan-17-one
• 英文别名: 3β-β-D-Glucopyranosyloxy-5α-androstan-17-on；epiandrosterone 3-beta-D-glucoside；(3S,5S,8R,9S,10S,13S,14S)-10,13-dimethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,4,5,6,7,8,9,11,12,14,15,16-tetradecahydrocyclopenta[a]phenanthren-17-one
• CAS: 29685-47-0
• 化学式: C₂₅H₄₀O₇
• 分子量: 452.588
• InChiKey: KNJIBCLNEUIEHR-ZZYATJHVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  32
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.96
• 拓扑面积：
  116
• 氢给体数：
  4
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  表雄酮 在 甲醇 、 sodium methylate 、 silver carbonate 、 苯 作用下， 生成 3β-β-D-glucopyranosyloxy-5α-androstan-17-one
  参考文献：
  名称：

  关于类固醇。（第35部分）。用于表示类固醇的糖衍生物

  摘要：

  DOI：

  10.1002/hlca.19440270125

文献信息

• Modulation of the P2Y2 receptor pathway
  申请人：P2-Science APS

  公开号：EP2036567A2

  公开（公告）日：2009-03-18

  The present invention relates to the field of regulating the activity of the purinergic receptors for the modulation of the vascular tone, particularly for the purpose of treatment of haemodynamic conditions by overriding of vasoconstriction activity, such as increases in sympathic vasoconstriction. Modulators, such as UTP analogues as described herein are preferably specific for P2Y2. Compounds capable of stimulating the P2Y2 receptor are suitable for the treatment or prevention wherein inhibition of vasoconstriction activity is desirable such as hypertension and hypertension relates disorders or diseases, whereas compound capable of counteracting the activity of the P2Y2 receptor are suitable for the treatment of or prevention wherein inhibition of vasodilatation is desirable.

  本发明涉及调节嘌呤能受体活性以调节血管张力的领域，特别是通过抑制血管收缩活性（如交感血管收缩增加）来治疗血流动力学疾病。调节剂，如本文所述的UTP 类似物，最好对 P2Y2 具有特异性。能够刺激 P2Y2 受体的化合物适用于治疗或预防需要抑制血管收缩活性的疾病，如高血压和高血压相关失调或疾病，而能够抵消 P2Y2 受体活性的化合物适用于治疗或预防需要抑制血管舒张的疾病。
• Compounds that bind P2Y2 or P2Y1 receptors
  申请人：——

  公开号：US20040116339A1

  公开（公告）日：2004-06-17

  The invention provides peptides and compounds that can bind to P2Y 2 receptors that are useful for modulating the secretion of mucus within mucosal surfaces.

  本发明提供了能与 P2Y 2 受体，可用于调节粘膜表面的粘液分泌。
• Steinegger; Katz, Pharmaceutica Acta Helvetiae, 1947, vol. 22, p. 1,5
  作者：Steinegger、Katz

  DOI：——

  日期：——
• Glucoside der Sterin- und Sexualhormonreihe. Ein Beitrag zur Stereochemie epimerer Alkohole
  作者：Karl Miescher、Werner H. Fischer

  DOI：10.1002/hlca.19380210147

  日期：——
• Molecular cloning and characterization of one member of 3β-hydroxy sterol glucosyltransferase gene family in Withania somnifera
  作者：Lokendra Kumar Sharma、Bhaskara Reddy Madina、Pankaj Chaturvedi、Rajender Singh Sangwan、Rakesh Tuli

  DOI：10.1016/j.abb.2007.01.024

  日期：2007.4

  Sterol glycosides are constituents of plant cell membranes. Glucosylations of the sterols are catalyzed by sterol glucosyltransferases (SGTs), which are members of family 1 glycosyltransferases. We have identified the family of SGT genes expressed in the leaves of a medicinal plant Withania somnifera. One member (SGTL1) of this gene family was cloned. The full-length cDNA sequence of SGTL1 represents 2532 bp, comprising untranslated regions (UTRs) of 337 and 89 bp at the 5' and 3' ends, respectively. The amino acid sequence deduced from the 2103 bp open reading frame (ORF) showed homology (67-45%) to the reported plant SGTs. The presence of two putative transmembrane domains suggested the association of SGTL1 with membrane. The SGTL1 was expressed in Escherichia coli and recombinant enzyme from the supernatant was partially purified and biochemically characterized. The relative activity and kinetic properties of SGTL1 for different sterols were compared with a recombinant SGT (GenBank Accession No. Z83833) of Arabidopsis thaliana (AtSGT). Both the recombinant enzymes showed activity with 3-beta-OH sterols. The distribution of SGTL1 transcript in W. somnifera, as determined by quantitative PCR, showed higher expression in roots and mature leaves. Expression of the SGTL1 transcript in the leaves of W. somnifera was enhanced following the application of salicylic acid. In contrast, it decreased rapidly on exposure of the plants to heat shock, suggesting functional role of the enzyme in biotic and abiotic stresses. (c) 2007 Elsevier Inc. All rights reserved.