Picein (BioDeep_00000003773)

   

natural product PANOMIX_OTCML-2023


代谢物信息卡片


1-(4-(((2S,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)phenyl)ethanone

化学式: C14H18O7 (298.1052)
中文名称: 4-乙酰基苯基β-D-葡糖苷, 云杉苷
谱图信息: 最多检出来源 Viridiplantae(plant) 11.78%

分子结构信息

SMILES: c1cc(ccc1C(=O)C)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O
InChI: InChI=1S/C14H18O7/c1-7(16)8-2-4-9(5-3-8)20-14-13(19)12(18)11(17)10(6-15)21-14/h2-5,10-15,17-19H,6H2,1H3/t10-,11-,12+,13-,14-/m1/s1

描述信息

Picein is a glycoside.
Picein is a natural product found in Salix candida, Halocarpus biformis, and other organisms with data available.
Picein, isolated from Picrorhiza kurroa, is a naturally occurring antioxidant[1].
Picein, isolated from Picrorhiza kurroa, is a naturally occurring antioxidant[1].

同义名列表

39 个代谢物同义名

1-(4-(((2S,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)phenyl)ethanone; 1-(4-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yloxy)phenyl)ethanone; 1-[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxyphenyl]ethanone; 1-(4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)ethan-1-one; 1-[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]ethanone; 1-[4-[3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxyphenyl]ethanone; Ethanone, 1-[4-(.beta.-D-glucopyranosyloxy)phenyl]-; ETHANONE, 1-(4-(.BETA.-D-GLUCOPYRANOSYLOXY)PHENYL)-; 1-(4-(beta-D-Glucopyranosyloxy)phenyl)ethan-1-one; 1-[4-(beta-D-Glucopyranosyloxy)phenyl]ethanone; 4-ACETYLPHENYL .BETA.-D-GLUCOPYRANOSIDE; 4-Acetylphenyl beta -D-Glucopyranoside; 4-ACETYLPHENYL BETA-D-GLUCOPYRANOSIDE; 4-Acetylphenyl ?-D-Glucopyranoside; beta-glucopyrane-4-oxyacetophenone; 4-Acetylphenyl-b-D-glucopyranoside; 4-Hydroxyacetophenone 4-glucoside; p-Acetylphenyl-.beta.-D-glucoside; p-Hydroxyacetophenone-D-glucoside; GOZCEKPKECLKNO-RKQHYHRCSA-N; Picein, analytical standard; UNII-2H3ACT49CQ; Salicinerein; Ameliaroside; PICEIN [MI]; 2H3ACT49CQ; Salinigrin; Piceoside; L-picein; Picein; Piccin; 1-[4-[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)-2-tetrahydropyranyl]oxy]phenyl]ethanone; 1-[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methylol-tetrahydropyran-2-yl]oxyphenyl]ethanone; EINECS 208-473-7; 530-14-3; C10720; 4-Acetylphenyl hexopyranoside; Picein; Picein



数据库引用编号

43 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(0)

PlantCyc(0)

代谢反应

0 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

214 个相关的物种来源信息

在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：

  • PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
  • NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
  • Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
  • Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。

点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。



文献列表

  • Leila Elyasi, Jessica M Rosenholm, Fatemeh Jesmi, Mehrdad Jahanshahi. The Antioxidative Effects of Picein and Its Neuroprotective Potential: A Review of the Literature. Molecules (Basel, Switzerland). 2022 Sep; 27(19):. doi: 10.3390/molecules27196189. [PMID: 36234724]
  • Geneviève J Parent, Isabelle Giguère, Melissa Mageroy, Joerg Bohlmann, John J MacKay. Evolution of the biosynthesis of two hydroxyacetophenones in plants. Plant, cell & environment. 2018 03; 41(3):620-629. doi: 10.1111/pce.13134. [PMID: 29314043]
  • Melissa H Mageroy, Sharon Jancsik, Macaire Man Saint Yuen, Michael Fischer, Stephen G Withers, Christian Paetz, Bernd Schneider, John Mackay, Joerg Bohlmann. A Conifer UDP-Sugar Dependent Glycosyltransferase Contributes to Acetophenone Metabolism and Defense against Insects. Plant physiology. 2017 Oct; 175(2):641-651. doi: 10.1104/pp.17.00611. [PMID: 28794260]
  • Yong Zhao, Chang-An Geng, Hao Chen, Yun-Bao Ma, Xiao-Yan Huang, Tuan-Wu Cao, Kang He, Hao Wang, Xue-Mei Zhang, Ji-Jun Chen. Isolation, synthesis and anti-hepatitis B virus evaluation of p-hydroxyacetophenone derivatives from Artemisia capillaris. Bioorganic & medicinal chemistry letters. 2015 Apr; 25(7):1509-14. doi: 10.1016/j.bmcl.2015.02.024. [PMID: 25737008]
  • Toshio Morikawa, Katsuya Imura, Sohachiro Miyake, Kiyofumi Ninomiya, Hisashi Matsuda, Chihiro Yamashita, Osamu Muraoka, Takao Hayakawa, Masayuki Yoshikawa. Promoting the effect of chemical constituents from the flowers of Poacynum hendersonii on adipogenesis in 3T3-L1 cells. Journal of natural medicines. 2012 Jan; 66(1):39-48. doi: 10.1007/s11418-011-0549-3. [PMID: 21647585]
  • Suvi Sutela, Karoliina Niemi, Jaanika Edesi, Tapio Laakso, Pekka Saranpää, Jaana Vuosku, Riina Mäkelä, Heidi Tiimonen, Vincent L Chiang, Janne Koskimäki, Marja Suorsa, Riitta Julkunen-Tiitto, Hely Häggman. Phenolic compounds in ectomycorrhizal interaction of lignin modified silver birch. BMC plant biology. 2009 Sep; 9(?):124. doi: 10.1186/1471-2229-9-124. [PMID: 19788757]
  • Seong Ho Jeon, Wanjoo Chun, Yong Joon Choi, Yong Soo Kwon. Cytotoxic constituents from the bark of Salix hulteni. Archives of pharmacal research. 2008 Aug; 31(8):978-82. doi: 10.1007/s12272-001-1255-9. [PMID: 18787784]
  • Zu-Jian Wu, Ming-An Ouyang, Shi-Bin Wang. Two new phenolic water-soluble constituents from branch bark of Davidia involucrata. Natural product research. 2008 Apr; 22(6):483-8. doi: 10.1080/14786410600906426. [PMID: 18415854]
  • Loretta Pobłocka-Olech, Anne-Marie van Nederkassel, Yvan Vander Heyden, Mirosława Krauze-Baranowska, Daniel Glód, Tomasz Baczek. Chromatographic analysis of salicylic compounds in different species of the genus Salix. Journal of separation science. 2007 Nov; 30(17):2958-66. doi: 10.1002/jssc.200700137. [PMID: 17880029]
  • Pedro M Abreu, Hatem Braham, Hichem Ben Jannet, Zine Mighri, Susan Matthew. Antioxidant compounds from Ebenus pinnata. Fitoterapia. 2007 Jan; 78(1):32-4. doi: 10.1016/j.fitote.2006.09.013. [PMID: 17067757]
  • Bernd Kammerer, Rainer Kahlich, Claudia Biegert, Christoph H Gleiter, Lutz Heide. HPLC-MS/MS analysis of willow bark extracts contained in pharmaceutical preparations. Phytochemical analysis : PCA. 2005 Nov; 16(6):470-8. doi: 10.1002/pca.873. [PMID: 16315493]
  • Ari Tolonen, Minna Pakonen, Anja Hohtola, Jorma Jalonen. Phenylpropanoid glycosides from Rhodiola rosea. Chemical & pharmaceutical bulletin. 2003 Apr; 51(4):467-70. doi: 10.1248/cpb.51.467. [PMID: 12673010]
  • Carlos L Céspedes, Adjaci Uchoa, Juan R Salazar, Fernando Perich, Fernando Pardo. Plant growth inhibitory activity of p-hydroxyacetophenones and tremetones from Chilean endemic Baccharis species and some analogous: a comparative study. Journal of agricultural and food chemistry. 2002 Apr; 50(8):2283-92. doi: 10.1021/jf011108g. [PMID: 11929285]
  • L B Lai, V Gopalan, R H Glew. Continuous spectrophotometric assays for beta-glucosidases acting on the plant glucosides L-picein and prunasin. Analytical biochemistry. 1992 Feb; 200(2):365-9. doi: 10.1016/0003-2697(92)90480-u. [PMID: 1632501]
  • H Løkke. Picein and piceol concentrations in Norway spruce. Ecotoxicology and environmental safety. 1990 Jun; 19(3):301-9. doi: 10.1016/0147-6513(90)90032-z. [PMID: 2364913]