Plantamoside (BioDeep_00000000362)

   

PANOMIX_OTCML-2023


代谢物信息卡片


[(2R,3R,4R,5R,6R)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-2-(hydroxymethyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-tetrahydropyran-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate

化学式: C29H36O16 (640.2003)
中文名称: 车前子甙, 大车前苷
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 82.86%

分子结构信息

SMILES: C1=CC(=C(C=C1CCOC2C(C(C(C(O2)CO)OC(=O)C=CC3=CC(=C(C=C3)O)O)OC4C(C(C(C(O4)CO)O)O)O)O)O)O
InChI: InChI=1S/C29H36O16/c30-11-19-22(37)23(38)24(39)29(42-19)45-27-25(40)28(41-8-7-14-2-5-16(33)18(35)10-14)43-20(12-31)26(27)44-21(36)6-3-13-1-4-15(32)17(34)9-13/h1-6,9-10,19-20,22-35,37-40H,7-8,11-12H2/b6-3+/t19-,20-,22-,23+,24-,25-,26-,27-,28-,29+/m1/s1

描述信息

Plantamajoside is a hydroxycinnamic acid.
Plantamajoside is a natural product found in Primulina eburnea, Plantaginaceae, and other organisms with data available.
Plantamajoside is a phenylpropanoid glycoside isolated from Plantago asiatica L.(Plantaginaceae). Plantamajoside has protective effects on LPS-induced acute lung injury (ALI) mice model. Plantamajoside has the potential for the treatment of pulmonary inflammation[1].
Plantamajoside is a phenylpropanoid glycoside isolated from Plantago asiatica L.(Plantaginaceae). Plantamajoside has protective effects on LPS-induced acute lung injury (ALI) mice model. Plantamajoside has the potential for the treatment of pulmonary inflammation[1].

同义名列表

13 个代谢物同义名

[(2R,3R,4R,5R,6R)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-2-(hydroxymethyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-tetrahydropyran-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate; (E)-(2R,3R,4R,5R,6R)-6-(3,4-Dihydroxyphenethoxy)-5-hydroxy-2-(hydroxymethyl)-4-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)tetrahydro-2H-pyran-3-yl 3-(3,4-dihydroxyphenyl)acrylate; (2R,3R,4R,5R,6R)-6-(3,4-dihydroxyphenethoxy)-5-hydroxy-2-(hydroxymethyl)-4-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)tetrahydro-2H-pyran-3-yl (E)-3-(3,4-dihydroxyphenyl)acrylate; (E)-(2R,3R,4R,5R,6R)-6-(3,4-Dihydroxyphenethoxy)-5-hydroxy-2-(hydroxymethyl)-4-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)tetrahydro-2H-pyran-3-yl3-(3,4-dihydroxyphenyl)acrylate; [(2R,3R,4R,5R,6R)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-2-(hydroxymethyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate; (E)-6-(3,4-Dihydroxyphenethoxy)-5-hydroxy-2-(hydroxymethyl)-4-((3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)tetrahydro-2H-pyran-3-yl 3-(3,4-; Purpureaside A; Plantamajoside; Purpureasid-A; Plantamoside; C29H36O16; AC1NQZ35; Plantamajoside



数据库引用编号

16 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)

23 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。

亚细胞结构定位 关联基因列表
Cytoplasm 12 AKT1, BCL2, CASP3, CDH1, HDAC2, MAPK14, NOS2, PIK3CA, PRKAA2, PTGS2, SRC, VEGFA
Peripheral membrane protein 2 GORASP1, PTGS2
Endoplasmic reticulum membrane 2 BCL2, PTGS2
Nucleus 13 AKT1, BCL2, CASP3, CDH1, GABPA, HDAC2, MAPK14, NOS2, PARP1, PCNA, PRKAA2, SRC, VEGFA
cytosol 10 AKT1, BCL2, CASP3, CDH1, MAPK14, NOS2, PARP1, PIK3CA, PRKAA2, SRC
dendrite 1 PRKAA2
nuclear body 2 PARP1, PCNA
trans-Golgi network 1 CDH1
centrosome 1 PCNA
nucleoplasm 11 AKT1, CASP3, CDH1, GABPA, HDAC2, MAPK14, NOS2, PARP1, PCNA, PRKAA2, SRC
Cell membrane 4 AKT1, CDH1, SRC, TNF
Lipid-anchor 1 SRC
Cytoplasmic side 1 GORASP1
lamellipodium 3 AKT1, CDH1, PIK3CA
ruffle membrane 1 SRC
Golgi apparatus membrane 1 GORASP1
cell cortex 1 AKT1
cell junction 2 CDH1, SRC
cell surface 2 TNF, VEGFA
glutamatergic synapse 5 AKT1, CASP3, CDH1, MAPK14, SRC
Golgi apparatus 4 CDH1, GORASP1, PRKAA2, VEGFA
Golgi membrane 1 GORASP1
mitochondrial inner membrane 1 SRC
neuronal cell body 4 CASP3, PRKAA2, SRC, TNF
postsynapse 2 AKT1, CDH1
Cytoplasm, cytosol 2 NOS2, PARP1
Lysosome 1 SRC
endosome 1 CDH1
plasma membrane 6 AKT1, CDH1, NOS2, PIK3CA, SRC, TNF
Membrane 7 AKT1, BCL2, CDH1, HDAC2, PARP1, PRKAA2, VEGFA
axon 2 CCK, PRKAA2
caveola 2 PTGS2, SRC
extracellular exosome 4 CDH1, MMP9, PCNA, SRC
endoplasmic reticulum 3 BCL2, PTGS2, VEGFA
extracellular space 5 CCK, IL10, MMP9, TNF, VEGFA
perinuclear region of cytoplasm 4 CDH1, NOS2, PIK3CA, SRC
adherens junction 2 CDH1, VEGFA
intercalated disc 1 PIK3CA
mitochondrion 4 BCL2, MAPK14, PARP1, SRC
protein-containing complex 5 AKT1, BCL2, HDAC2, PARP1, PTGS2
Microsome membrane 1 PTGS2
postsynaptic density 1 CASP3
ESC/E(Z) complex 1 HDAC2
Single-pass type I membrane protein 1 CDH1
Secreted 3 CCK, IL10, VEGFA
extracellular region 7 CCK, CDH1, IL10, MAPK14, MMP9, TNF, VEGFA
cytoplasmic side of plasma membrane 1 CDH1
Mitochondrion outer membrane 1 BCL2
Single-pass membrane protein 1 BCL2
mitochondrial outer membrane 1 BCL2
transcription regulator complex 1 PARP1
Nucleus membrane 1 BCL2
Bcl-2 family protein complex 1 BCL2
nuclear membrane 2 BCL2, CDH1
external side of plasma membrane 1 TNF
Secreted, extracellular space, extracellular matrix 2 MMP9, VEGFA
actin cytoskeleton 1 CDH1
microtubule cytoskeleton 1 AKT1
nucleolus 1 PARP1
Cytoplasm, P-body 1 NOS2
P-body 1 NOS2
cell-cell junction 1 AKT1
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
vesicle 1 AKT1
Cytoplasm, perinuclear region 2 NOS2, SRC
Mitochondrion inner membrane 1 SRC
Membrane raft 2 SRC, TNF
pore complex 1 BCL2
Cell junction, focal adhesion 1 SRC
Cytoplasm, cytoskeleton 1 SRC
focal adhesion 1 SRC
spindle 1 AKT1
cis-Golgi network 1 GORASP1
Cell junction, adherens junction 1 CDH1
flotillin complex 1 CDH1
extracellular matrix 1 VEGFA
Peroxisome 1 NOS2
peroxisomal matrix 1 NOS2
Mitochondrion intermembrane space 1 AKT1
mitochondrial intermembrane space 1 AKT1
collagen-containing extracellular matrix 1 MMP9
secretory granule 1 VEGFA
lateral plasma membrane 1 CDH1
nuclear speck 2 MAPK14, PRKAA2
Nucleus inner membrane 1 PTGS2
Nucleus outer membrane 1 PTGS2
nuclear inner membrane 1 PTGS2
nuclear outer membrane 1 PTGS2
Late endosome 1 SRC
neuron projection 1 PTGS2
ciliary basal body 1 AKT1
chromatin 4 GABPA, HDAC2, PARP1, PCNA
phagocytic cup 1 TNF
Chromosome 1 PARP1
podosome 1 SRC
Golgi apparatus, trans-Golgi network 1 CDH1
Nucleus, nucleolus 1 PARP1
spindle pole 1 MAPK14
nuclear replication fork 2 PARP1, PCNA
chromosome, telomeric region 3 HDAC2, PARP1, PCNA
actin filament 1 SRC
site of double-strand break 1 PARP1
nuclear envelope 1 PARP1
cytoplasmic stress granule 1 PRKAA2
replication fork 1 PCNA
dendritic growth cone 1 SRC
myelin sheath 1 BCL2
synaptic membrane 1 SRC
ficolin-1-rich granule lumen 2 MAPK14, MMP9
secretory granule lumen 1 MAPK14
endoplasmic reticulum lumen 1 PTGS2
male germ cell nucleus 1 PCNA
platelet alpha granule lumen 1 VEGFA
phosphatidylinositol 3-kinase complex 1 PIK3CA
phosphatidylinositol 3-kinase complex, class IA 1 PIK3CA
tertiary granule lumen 1 MMP9
histone deacetylase complex 1 HDAC2
anaphase-promoting complex 1 CDH1
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 GORASP1
NuRD complex 1 HDAC2
Golgi apparatus, cis-Golgi network membrane 1 GORASP1
nuclear lamina 1 PCNA
[Isoform 2]: Nucleus 1 CDH1
Sin3-type complex 1 HDAC2
protein-DNA complex 1 PARP1
death-inducing signaling complex 1 CASP3
apical junction complex 1 CDH1
nucleotide-activated protein kinase complex 1 PRKAA2
postsynaptic specialization, intracellular component 1 SRC
Cell junction, desmosome 1 CDH1
desmosome 1 CDH1
catenin complex 1 CDH1
site of DNA damage 1 PARP1
cyclin-dependent protein kinase holoenzyme complex 1 PCNA
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
cortical cytoskeleton 1 NOS2
[Poly [ADP-ribose] polymerase 1, processed N-terminus]: Chromosome 1 PARP1
[Poly [ADP-ribose] polymerase 1, processed C-terminus]: Cytoplasm 1 PARP1
BAD-BCL-2 complex 1 BCL2
dendritic filopodium 1 SRC
PCNA complex 1 PCNA
PCNA-p21 complex 1 PCNA
replisome 1 PCNA
[N-VEGF]: Cytoplasm 1 VEGFA
[VEGFA]: Secreted 1 VEGFA
[Isoform L-VEGF189]: Endoplasmic reticulum 1 VEGFA
[Isoform VEGF121]: Secreted 1 VEGFA
[Isoform VEGF165]: Secreted 1 VEGFA
VEGF-A complex 1 VEGFA
phosphatidylinositol 3-kinase complex, class IB 1 PIK3CA
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


文献列表

  • Ji-Mu Wu, Getu Zhaori, Li Mei, Xiao-Man Ren, Arong Tong Laga, Batu Deligen. Plantamajoside modulates immune dysregulation and hepatic lipid metabolism in rats with nonalcoholic fatty liver disease via AMPK/Nrf2 elevation. The Kaohsiung journal of medical sciences. 2023 Jun; ?(?):. doi: 10.1002/kjm2.12712. [PMID: 37265208]
  • Lu Zhang, Yi-Ning Guo, Jing Liu, Lin-Hai Wang, Han-Qin Wu, Ting Wang, Bo Deng, Jun-Yan Wang, Lu Lu, Zi-Xin Chen, Jia-Qi He, Bi-Rong Liang, Huan Li, Yu-Sheng Huang, Zhong-Qi Yang, Shao-Xiang Xian, Ling-Jun Wang, Xiao-Han Ye. Plantamajoside attenuates cardiac fibrosis via inhibiting AGEs activated-RAGE/autophagy/EndMT pathway. Phytotherapy research : PTR. 2022 Nov; ?(?):. doi: 10.1002/ptr.7663. [PMID: 36349468]
  • Huiling Guo, Chuanhua Feng, Lvjiang Hu, Xiaojuan Zhao, Xiaolin Tang, Yan Huang, Jiangnan Luo, Mengtian Xu, Wei Xie. Exploration of a ternary deep eutectic solvent for the efficient extraction of plantamajoside, acteoside, quercetin and kaempferol from Plantago asiatica L. Phytochemical analysis : PCA. 2022 Jan; 33(1):94-104. doi: 10.1002/pca.3071. [PMID: 34137102]
  • Linlin Shang, Lv Pin, Shanshan Zhu, Xiaohang Zhong, Yubiao Zhang, Mao Shun, Yunen Liu, Mingxiao Hou. Plantamajoside attenuates isoproterenol-induced cardiac hypertrophy associated with the HDAC2 and AKT/ GSK-3β signaling pathway. Chemico-biological interactions. 2019 Jul; 307(?):21-28. doi: 10.1016/j.cbi.2019.04.024. [PMID: 31009642]
  • Lizhi Bai, Li Han, Xiaoguang Lu, Xin Kang, Zhiwei Fan, Rong Xing, Dangxia Zhou. UHPLC-MS/MS determination and pharmacokinetic study of plantamajoside in rat plasma after oral administration of single plantamajoside and Plantago asiatica extract. Biomedical chromatography : BMC. 2017 May; 31(5):. doi: 10.1002/bmc.3883. [PMID: 27808441]
  • Won-Rak Son, Mi-Hyun Nam, Chung-Oui Hong, Yoonsook Kim, Kwang-Won Lee. Plantamajoside from Plantago asiatica modulates human umbilical vein endothelial cell dysfunction by glyceraldehyde-induced AGEs via MAPK/NF-κB. BMC complementary and alternative medicine. 2017 Jan; 17(1):66. doi: 10.1186/s12906-017-1570-1. [PMID: 28109289]
  • Ha-Young Jung, Dong-Won Seo, Chung-Oui Hong, Ji-Yeon Kim, Sung-Yong Yang, Kwang-Won Lee. Nephroprotection of plantamajoside in rats treated with cadmium. Environmental toxicology and pharmacology. 2015 Jan; 39(1):125-36. doi: 10.1016/j.etap.2014.11.012. [PMID: 25499790]
  • Yujuan Li, Lin Gan, George Q Li, Li Deng, Xinshi Zhang, Yulin Deng. Pharmacokinetics of plantamajoside and acteoside from Plantago asiatica in rats by liquid chromatography-mass spectrometry. Journal of pharmaceutical and biomedical analysis. 2014 Feb; 89(?):251-6. doi: 10.1016/j.jpba.2013.11.014. [PMID: 24316425]
  • Fang Geng, Li Yang, Guixin Chou, Zhengtao Wang. Bioguided isolation of angiotensin-converting enzyme inhibitors from the seeds of Plantago asiatica L. Phytotherapy research : PTR. 2010 Jul; 24(7):1088-94. doi: 10.1002/ptr.3071. [PMID: 19998322]
  • Yun-Chang Koo, Sung-Hoon Jung, Ji-Hee Yang, Yung-Sun Ryu, Eun-Jin Kim, Kwang-Won Lee. Cytogenetic investigation of chromosomal aberrations in cells treated with plantamajoside from Plantago asiatica. Phytotherapy research : PTR. 2009 Oct; 23(10):1479-81. doi: 10.1002/ptr.2802. [PMID: 19288521]
  • Soo-Youn Choi, Sung-Hoon Jung, Hyun-Sun Lee, Kwen-Woo Park, Bong-Sik Yun, Kwang-Won Lee. Glycation inhibitory activity and the identification of an active compound in Plantago asiatica extract. Phytotherapy research : PTR. 2008 Mar; 22(3):323-9. doi: 10.1002/ptr.2316. [PMID: 18167045]
  • Byung-Gyu Park, Hyun-Sun Lee, Sung-Hoon Jung, Chung-Oui Hong, Hye-Jin Won, Ho-Young Park, Yung-Sun Ryu, Sung-Joon Lee, Kyoung-Heon Kim, Kuen-Woo Park, Kwang-Won Lee. A 90 day repeated oral toxicity study on plantamajoside concentrate from Plantago asiatica. Phytotherapy research : PTR. 2007 Dec; 21(12):1118-23. doi: 10.1002/ptr.2217. [PMID: 17622978]
  • Man-Yuan Wang, Lan Yang, You-You Tu. [Phenylethanoid glycosides from stem of Chirita longgangensis var. hongyao]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2005 Dec; 30(24):1921-3. doi: . [PMID: 16494024]