(-)-Pinoresinol (BioDeep_00000000789)

 

Secondary id: BioDeep_00000230388, BioDeep_00000402938, BioDeep_00000896688

human metabolite PANOMIX_OTCML-2023


代谢物信息卡片


(2S,3R,4S,5S,6R)-2-[4-[(3R,3aS,6R,6aS)-3-(4-hydroxy-3-methoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-2-methoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

化学式: C26H32O11 (520.1944522)
中文名称: 松脂醇-4-O-BETA-D-吡喃葡萄糖苷, (+)-表松脂素-4-O-Β-D-葡萄糖苷
谱图信息: 最多检出来源 Viridiplantae(plant) 14.29%

分子结构信息

SMILES: COC(C=C1[C@@H]2[C@](CO[C@@H]3C4=CC(OC)=C(O)C=C4)([H])[C@]3([H])CO2)=C(C=C1)O[C@@H]([C@@H]([C@@H](O)[C@@H]5O)O)O[C@@H]5CO
InChI: InChI=1S/C26H32O11/c1-32-18-7-12(3-5-16(18)28)24-14-10-35-25(15(14)11-34-24)13-4-6-17(19(8-13)33-2)36-26-23(31)22(30)21(29)20(9-27)37-26/h3-8,14-15,20-31H,9-11H2,1-2H3

描述信息

(-)-pinoresinol is a member of the class of compounds known as lignan glycosides. Lignan glycosides are aromatic polycyclic compounds containing a carbohydrate component glycosidically linked to a lignan moiety. They include 1-aryltetralin lactones (-)-pinoresinol is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). (-)-pinoresinol can be found in a number of food items such as java plum, peach, soursop, and oregon yampah, which makes (-)-pinoresinol a potential biomarker for the consumption of these food products (-)-pinoresinol is a lignan found in Styrax species and in Forsythia suspensa. It is also found in the caterpillar of the cabbage butterfly, Pieris rapae where it serves as a defence against ants .
(-)-Pinoresinol glucoside is a glycoside and a lignan.
(-)-Pinoresinol glucoside is a natural product found in Balanophora japonica, Balanophora laxiflora, and other organisms with data available.
Pinoresinol 4-O-β-D-glucopyranoside ((+)-Pinoresinol 4-O-β-D-glucopyranoside) is the major active furofuran type lignans in Fructus Forsythiae. Pinoresinol 4-O-β-D-glucopyranoside shows antioxidant, blood pressure reducing, and cyclic adenosine monophosphate (cAMP) phosphodiesterase inhibitory effects[1].
Pinoresinol 4-O-β-D-glucopyranoside ((+)-Pinoresinol 4-O-β-D-glucopyranoside) is the major active furofuran type lignans in Fructus Forsythiae. Pinoresinol 4-O-β-D-glucopyranoside shows antioxidant, blood pressure reducing, and cyclic adenosine monophosphate (cAMP) phosphodiesterase inhibitory effects[1].

同义名列表

12 个代谢物同义名

(2S,3R,4S,5S,6R)-2-[4-[(3R,3aS,6R,6aS)-3-(4-hydroxy-3-methoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-2-methoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol; (2S,3R,4S,5S,6R)-2-{4-[(1R,3aS,4R,6aS)-4-(4-hydroxy-3-methoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl]-2-methoxyphenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol; Epipinoresinol-4-O-beta-D-glucoside; Epipinoresinol-4-O-β-D-glucoside; (-)-Pinoresinol 4-O-glucoside; (-)-pinoresinol glucoside; (-)-Pinoresinol; (+)-epipinoresinol-4-O-β-D-glucoside; Pinoresinol 4-O-β-D-glucopyranoside; Pinoresinol O-hexoside; Symplocosin; (+)-Pinoresinol 4-O-β-D-glucopyranoside



数据库引用编号

27 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)

25 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

  • Kwang Ho Lee, Se Yun Jeong, Kun Hee Park, Seon-Hee Kim, Yoon-Joo Ko, Jin-Chul Kim, Jung Kyu Kim, Ki Hyun Kim. Ginkgonitroside, a new nitrophenyl glycoside and bioactive compounds from Ginkgo biloba leaves controlling adipocyte and osteoblast differentiation. Bioorganic & medicinal chemistry letters. 2021 10; 50(?):128322. doi: 10.1016/j.bmcl.2021.128322. [PMID: 34407463]
  • Di Zhou, Hongyan Wei, Zhe Jiang, Xuezheng Li, Kun Jiao, Xiaoguang Jia, Yue Hou, Ning Li. Natural potential neuroinflammatory inhibitors from Alhagi sparsifolia Shap. Bioorganic & medicinal chemistry letters. 2017 02; 27(4):973-978. doi: 10.1016/j.bmcl.2016.12.075. [PMID: 28073678]
  • Shuang Liang, Yun-Heng Shen, Jun-Mian Tian, Zhi-Jun Wu, Hui-Zi Jin, Wei-Dong Zhang, Shi-Kai Yan. Phenylpropanoids from Daphne feddei and their inhibitory activities against NO production. Journal of natural products. 2008 Nov; 71(11):1902-5. doi: 10.1021/np8004166. [PMID: 18986199]