Alisol A (BioDeep_00000011709)

 

Secondary id: BioDeep_00000175855, BioDeep_00000230343, BioDeep_00000230812, BioDeep_00001871111

PANOMIX_OTCML-2023


代谢物信息卡片


(5R,8S,9S,10S,11S,14R)-11-hydroxy-4,4,8,10,14-pentamethyl-17-[(4S,5R)-4,5,6-trihydroxy-6-methylheptan-2-yl]-1,2,5,6,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthren-3-one

化学式: C30H50O5 (490.3658)
中文名称: 阿里索尔A, 泽泻醇 A
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 67.65%

分子结构信息

SMILES: C(CC(C(=C14)CCC1(C(C([H])2C(O)C4)(C)CCC(C(C)(C)3)([H])C(CCC3=O)2C)C)C)(C(C(C)(C)O)O)O
InChI: InChI=1S/C30H50O5/c1-17(15-21(32)25(34)27(4,5)35)18-9-13-29(7)19(18)16-20(31)24-28(6)12-11-23(33)26(2,3)22(28)10-14-30(24,29)8/h17,20-22,24-25,31-32,34-35H,9-16H2,1-8H3/t17-,20+,21+,22+,24+,25-,28+,29+,30+/m1/s1



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)

2 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 15 AKT1, APOE, BCL2, CCND1, CDH1, CDH2, LIN28B, MAPK14, MARVELD1, MTOR, PIK3CA, PRKAA2, SREBF1, TJP1, VIM
Peripheral membrane protein 2 MTOR, TJP1
Endoplasmic reticulum membrane 3 BCL2, MTOR, SREBF1
Nucleus 14 AKT1, APOE, BCL2, CCND1, CDH1, LIN28B, MAPK14, MARVELD1, MTOR, PPARA, PRKAA2, SIRT3, SREBF1, TJP1
cytosol 13 AKT1, BCL2, CCND1, CDH1, LIN28B, MAPK14, MTOR, PIK3CA, PRKAA2, SLC2A4, SREBF1, TJP1, VIM
dendrite 3 APOE, MTOR, PRKAA2
phagocytic vesicle 2 MTOR, VIM
trans-Golgi network 2 CDH1, SLC2A4
centrosome 1 CCND1
nucleoplasm 10 AKT1, CCND1, CDH1, LIN28B, MAPK14, MTOR, PPARA, PRKAA2, SIRT3, SREBF1
Cell membrane 8 AKT1, CDH1, CDH2, MARVELD1, PECAM1, SLC2A4, TJP1, VIM
Cytoplasmic side 2 MTOR, TJP1
lamellipodium 4 AKT1, CDH1, CDH2, PIK3CA
Multi-pass membrane protein 3 MARVELD1, SLC2A4, SREBF1
Golgi apparatus membrane 2 MTOR, SREBF1
cell cortex 1 AKT1
cell junction 4 CDH1, CDH2, PECAM1, TJP1
cell surface 1 CDH2
glutamatergic synapse 4 AKT1, APOE, CDH1, MAPK14
Golgi apparatus 3 APOE, CDH1, PRKAA2
Golgi membrane 3 INS, MTOR, SREBF1
lysosomal membrane 1 MTOR
neuronal cell body 2 APOE, PRKAA2
postsynapse 2 AKT1, CDH1
sarcolemma 2 CDH2, SLC2A4
Lysosome 1 MTOR
Presynapse 1 SLC2A4
endosome 1 CDH1
plasma membrane 10 AKT1, APOE, CDH1, CDH2, MARVELD1, PECAM1, PIK3CA, SLC2A4, TJP1, VIM
Membrane 9 AKT1, APOE, BCL2, CDH1, CDH2, MARVELD1, MTOR, PRKAA2, SLC2A4
apical plasma membrane 2 CDH2, TJP1
axon 2 PRKAA2, VIM
basolateral plasma membrane 2 CDH2, TJP1
extracellular exosome 5 APOE, CDH1, PECAM1, SLC2A4, VIM
Lysosome membrane 1 MTOR
endoplasmic reticulum 3 APOE, BCL2, SREBF1
extracellular space 3 APOE, INS, PECAM1
perinuclear region of cytoplasm 3 CDH1, PIK3CA, SLC2A4
Cell junction, tight junction 1 TJP1
adherens junction 3 CDH1, CDH2, TJP1
apicolateral plasma membrane 2 CDH2, TJP1
bicellular tight junction 2 CCND1, TJP1
gap junction 1 TJP1
intercalated disc 3 CDH2, PIK3CA, TJP1
intercellular canaliculus 1 TJP1
mitochondrion 4 BCL2, MAPK14, SIRT3, TJP1
protein-containing complex 6 AKT1, BCL2, PECAM1, SIRT3, SREBF1, TJP1
Microsome membrane 1 MTOR
postsynaptic density 1 CDH2
TORC1 complex 1 MTOR
TORC2 complex 1 MTOR
Single-pass type I membrane protein 3 CDH1, CDH2, PECAM1
Secreted 2 APOE, INS
extracellular region 4 APOE, CDH1, INS, MAPK14
cytoplasmic side of plasma membrane 1 CDH1
Mitochondrion outer membrane 2 BCL2, MTOR
Single-pass membrane protein 1 BCL2
mitochondrial outer membrane 2 BCL2, MTOR
Mitochondrion matrix 1 SIRT3
mitochondrial matrix 1 SIRT3
Nucleus membrane 2 BCL2, CCND1
Bcl-2 family protein complex 1 BCL2
nuclear membrane 3 BCL2, CCND1, CDH1
external side of plasma membrane 2 PECAM1, SLC2A4
Endosome, multivesicular body 1 APOE
Extracellular vesicle 1 APOE
Secreted, extracellular space, extracellular matrix 1 APOE
chylomicron 1 APOE
high-density lipoprotein particle 1 APOE
low-density lipoprotein particle 1 APOE
multivesicular body 2 APOE, SLC2A4
very-low-density lipoprotein particle 1 APOE
actin cytoskeleton 1 CDH1
T-tubule 1 SLC2A4
microtubule cytoskeleton 1 AKT1
nucleolus 1 LIN28B
Early endosome 1 APOE
apical part of cell 2 CDH2, TJP1
cell-cell junction 3 AKT1, CDH2, PECAM1
clathrin-coated pit 1 SLC2A4
vesicle 1 AKT1
presynaptic active zone membrane 1 CDH2
Cell membrane, sarcolemma 1 CDH2
Cytoplasm, perinuclear region 1 SLC2A4
Membrane raft 2 PECAM1, SLC2A4
pore complex 1 BCL2
Cytoplasm, cytoskeleton 2 MARVELD1, VIM
focal adhesion 2 CDH2, VIM
spindle 1 AKT1
Cell junction, adherens junction 2 CDH1, CDH2
flotillin complex 1 CDH1
extracellular matrix 1 APOE
Peroxisome 1 VIM
sarcoplasmic reticulum 1 SLC2A4
Nucleus, PML body 1 MTOR
PML body 1 MTOR
Mitochondrion intermembrane space 1 AKT1
mitochondrial intermembrane space 1 AKT1
collagen-containing extracellular matrix 2 APOE, CDH2
fascia adherens 1 CDH2
intermediate filament 1 VIM
lateral plasma membrane 1 CDH1
nuclear speck 2 MAPK14, PRKAA2
neuron projection 2 CDH2, VIM
ciliary basal body 1 AKT1
chromatin 2 PPARA, SREBF1
cell leading edge 1 VIM
cell projection 1 TJP1
cytoskeleton 2 MARVELD1, VIM
Cell projection, podosome 1 TJP1
podosome 1 TJP1
Secreted, extracellular space 1 APOE
Golgi apparatus, trans-Golgi network 1 CDH1
Nucleus, nucleolus 1 LIN28B
spindle pole 1 MAPK14
blood microparticle 1 APOE
nuclear envelope 2 MTOR, SREBF1
Endomembrane system 2 MTOR, SLC2A4
endosome lumen 1 INS
microtubule organizing center 1 VIM
Cytoplasmic vesicle membrane 2 SLC2A4, SREBF1
Melanosome 1 APOE
cytoplasmic stress granule 1 PRKAA2
myelin sheath 1 BCL2
intermediate filament cytoskeleton 1 VIM
clathrin-coated vesicle 1 SLC2A4
trans-Golgi network transport vesicle 1 SLC2A4
plasma membrane raft 1 CDH2
ficolin-1-rich granule lumen 1 MAPK14
secretory granule lumen 2 INS, MAPK14
secretory granule membrane 1 PECAM1
Golgi lumen 1 INS
endoplasmic reticulum lumen 3 APOE, CDH2, INS
nuclear matrix 1 VIM
transcription repressor complex 1 CCND1
phosphatidylinositol 3-kinase complex 1 PIK3CA
phosphatidylinositol 3-kinase complex, class IA 1 PIK3CA
transport vesicle 1 INS
tight junction 1 TJP1
anaphase-promoting complex 1 CDH1
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
ER to Golgi transport vesicle membrane 1 SREBF1
Nucleus matrix 1 VIM
vesicle membrane 1 SLC2A4
clathrin-coated endocytic vesicle membrane 1 APOE
[Isoform 2]: Nucleus 1 CDH1
synaptic cleft 1 APOE
postsynaptic specialization membrane 1 CDH2
apical junction complex 2 CDH1, TJP1
nucleotide-activated protein kinase complex 1 PRKAA2
Cell junction, desmosome 2 CDH1, CDH2
desmosome 2 CDH1, CDH2
[Isoform Long]: Cell membrane 1 PECAM1
Cytoplasmic vesicle, phagosome 1 MTOR
catenin complex 2 CDH1, CDH2
platelet alpha granule membrane 1 PECAM1
Cytoplasmic vesicle, COPII-coated vesicle membrane 1 SREBF1
cyclin-dependent protein kinase holoenzyme complex 1 CCND1
discoidal high-density lipoprotein particle 1 APOE
endocytic vesicle lumen 1 APOE
chylomicron remnant 1 APOE
intermediate-density lipoprotein particle 1 APOE
lipoprotein particle 1 APOE
multivesicular body, internal vesicle 1 APOE
BAD-BCL-2 complex 1 BCL2
cyclin D1-CDK4 complex 1 CCND1
insulin-responsive compartment 1 SLC2A4
[Isoform Delta15]: Cell junction 1 PECAM1
cyclin D1-CDK6 complex 1 CCND1
[Sterol regulatory element-binding protein 1]: Endoplasmic reticulum membrane 1 SREBF1
[Processed sterol regulatory element-binding protein 1]: Nucleus 1 SREBF1
[Isoform SREBP-1aDelta]: Nucleus 1 SREBF1
[Isoform SREBP-1cDelta]: Nucleus 1 SREBF1
phosphatidylinositol 3-kinase complex, class IB 1 PIK3CA


文献列表

  • Huihong Li, Caiyun Zhang, Yangjie Zhou, Yunfei Deng, Xiaoqing Zheng, Xiehua Xue. Neurovascular protection of alisol A on cerebral ischemia mice through activating the AKT/GSK3β pathway. Aging. 2023 10; 15(20):11639-11653. doi: 10.18632/aging.205151. [PMID: 37889534]
  • Taotao Lu, Linlin Ding, Xiaoqing Zheng, Yongxu Li, Wei Wei, Weilin Liu, Jing Tao, Xiehua Xue. Alisol A Exerts Neuroprotective Effects Against HFD-Induced Pathological Brain Aging via the SIRT3-NF-κB/MAPK Pathway. Molecular neurobiology. 2023 Sep; ?(?):. doi: 10.1007/s12035-023-03592-5. [PMID: 37659035]
  • Fei Yang, Lihua Gu, Zhuzhen Han, Zhengtao Wang. Rapid screening for natural lipase inhibitors from Alisma orientale combining high-performance thin-layer chromatography-bioautography with mass spectrometry. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2021 Apr; 1170(?):122599. doi: 10.1016/j.jchromb.2021.122599. [PMID: 33713950]
  • Yanyan Shi, Mopei Wang, Pan Wang, Ting Zhang, Jingyi Yu, Lunyong Shi, Mo Li, Hao Wang, Qingying Zhang, Hongmei Zhao. Alisol A is potentially therapeutic in human breast cancer cells. Oncology reports. 2020 09; 44(3):1266-1274. doi: 10.3892/or.2020.7654. [PMID: 32582967]
  • Xiaomei Xu, Lisha Li, Yamin Zhang, Xuehua Lu, Wei Lin, Shuangshuang Wu, Xia Qin, Rongqing Xu, Wenjin Lin. Hypolipidemic effect of Alisma orientale (Sam.) Juzep on gut microecology and liver transcriptome in diabetic rats. PloS one. 2020; 15(10):e0240616. doi: 10.1371/journal.pone.0240616. [PMID: 33035272]
  • Chiakang Ho, Ya Gao, Danning Zheng, Yanjun Liu, Shengzhou Shan, Bin Fang, Yixuan Zhao, Dingzhong Song, Yifan Zhang, Qingfeng Li. Alisol A attenuates high-fat-diet-induced obesity and metabolic disorders via the AMPK/ACC/SREBP-1c pathway. Journal of cellular and molecular medicine. 2019 08; 23(8):5108-5118. doi: 10.1111/jcmm.14380. [PMID: 31144451]
  • Ya-Li Wang, Jian-Chao Zhao, Jia-Hao Liang, Xiang-Ge Tian, Xiao-Kui Huo, Lei Feng, Jing Ning, Chao Wang, Bao-Jing Zhang, Gang Chen, Ning Li, Cheng-Peng Sun. A bioactive new protostane-type triterpenoid from Alisma plantago-aquatica subsp. orientale (Sam.) Sam. Natural product research. 2019 Mar; 33(6):776-781. doi: 10.1080/14786419.2017.1408106. [PMID: 29183156]
  • Fei Xu, Cai Lu, Qinan Wu, Wei Gu, Jun Chen, Fang Fang, Bo Zhao, Wenjia Du, Min You. Studies on the lipid-regulating mechanism of alisol-based compounds on lipoprotein lipase. Bioorganic chemistry. 2018 10; 80(?):347-360. doi: 10.1016/j.bioorg.2018.07.001. [PMID: 29986183]
  • Maoliang Liao, Haihua Shang, Yazhuo Li, Tian Li, Miao Wang, Yanan Zheng, Wenbin Hou, Changxiao Liu. An integrated approach to uncover quality marker underlying the effects of Alisma orientale on lipid metabolism, using chemical analysis and network pharmacology. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2018 Jun; 45(?):93-104. doi: 10.1016/j.phymed.2018.04.006. [PMID: 29705003]
  • Zhen-Peng Mai, Kun Zhou, Guang-Bo Ge, Chao Wang, Xiao-Kui Huo, Pei-Pei Dong, Sa Deng, Bao-Jing Zhang, Hou-Li Zhang, Shan-Shan Huang, Xiao-Chi Ma. Protostane Triterpenoids from the Rhizome of Alisma orientale Exhibit Inhibitory Effects on Human Carboxylesterase 2. Journal of natural products. 2015 Oct; 78(10):2372-80. doi: 10.1021/acs.jnatprod.5b00321. [PMID: 26425784]
  • Megumi Sumino, Yuko Saito, Fumio Ikegami, Takao Namiki. A simultaneous determination of principal compounds in tokishakuyakusan by high-performance liquid chromatography with diode array detector. Journal of chromatographic science. 2015 Feb; 53(2):320-4. doi: 10.1093/chromsci/bmu062. [PMID: 24981981]
  • Wen Xu, Ting Li, Jian-Fang Qiu, Shui-Sheng Wu, Ming-Qing Huang, Li-Gen Lin, Qing-Wen Zhang, Xiu-Ping Chen, Jin-Jian Lu. Anti-proliferative activities of terpenoids isolated from Alisma orientalis and their structure-activity relationships. Anti-cancer agents in medicinal chemistry. 2015; 15(2):228-35. doi: 10.2174/1871520614666140601213514. [PMID: 24893804]
  • Michael Adams, Sofia Gschwind, Stefanie Zimmermann, Marcel Kaiser, Matthias Hamburger. Renaissance remedies: Antiplasmodial protostane triterpenoids from Alisma plantago-aquatica L. (Alismataceae). Journal of ethnopharmacology. 2011 Apr; 135(1):43-7. doi: 10.1016/j.jep.2011.02.026. [PMID: 21354292]
  • Yue Yu, Qing Li, Kaishun Bi, Pu Xie, Guoguang Yang, Xiaohui Chen. A sensitive liquid chromatography-mass spectrometry method for simultaneous determination of alisol A and alisol A 24-acetate from Alisma orientale (Sam.) Juz. in rat plasma. Analytical and bioanalytical chemistry. 2011 Jan; 399(3):1363-9. doi: 10.1007/s00216-010-4426-9. [PMID: 21107819]
  • Jun-Ho Lee, Yoo-Jin Lee, Seok-Woo Kang, Yangseok Kim, Minkyu Shin, Moochang Hong, Eun-Kyoung Seo, Sung-Hoon Kim, Seung-Yeol Nah, Hyunsu Bae. Effects of protostane-type triterpenoids on the 5-HT3A receptor-mediated ion current in Xenopus oocytes. Brain research. 2010 May; 1331(?):20-7. doi: 10.1016/j.brainres.2010.03.041. [PMID: 20307506]
  • Quan Zhang, Zhi-Yong Jiang, Jie Luo, Yun-Bao Ma, Ji-Feng Liu, Rui-Hua Guo, Xue-Mei Zhang, Jun Zhou, Wei Niu, Fei-Fei Du, Li Li, Chuan Li, Ji-Jun Chen. Anti-HBV agents. Part 3: preliminary structure-activity relationships of tetra-acylalisol A derivatives as potent hepatitis B virus inhibitors. Bioorganic & medicinal chemistry letters. 2009 Dec; 19(23):6659-65. doi: 10.1016/j.bmcl.2009.10.006. [PMID: 19853440]
  • Jing Zhang, Wenyu Yang, Xingfu Chen, Weiguo Liu, Shenglun Chen, Gang Du. [Variation in yield and quality of Alisma orientalis grown under different ecological climatic regions]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2009 Nov; 34(22):2857-61. doi: ". [PMID: 20209945]
  • Quan Zhang, Zhi-Yong Jiang, Jie Luo, Ji-Feng Liu, Yun-Bao Ma, Rui-Hua Guo, Xue-Mei Zhang, Jun Zhou, Ji-Jun Chen. Anti-HBV agents. Part 2: synthesis and in vitro anti-hepatitis B virus activities of alisol A derivatives. Bioorganic & medicinal chemistry letters. 2009 Apr; 19(8):2148-53. doi: 10.1016/j.bmcl.2009.02.122. [PMID: 19289281]
  • Chaofeng Zhang, Aichun Zhou, Mian Zhang. [Chemical constituents of Alisma orientalis and their immunosuppressive function]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2009 Apr; 34(8):994-8. doi: . [PMID: 19639784]
  • Qiang Liao, Wen-Yu Yang, Xing-Fu Chen, Xiong Yao. [Effects of S-3307 on the yield and main ingredients of Alisma plantago-aquatica]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2008 Dec; 33(24):2901-4. doi: ". [PMID: 19294845]
  • Quan Zhang, Zhi-Yong Jiang, Jie Luo, Pi Cheng, Yun-Bao Ma, Xue-Mei Zhang, Feng-Xue Zhang, Jun Zhou, Ji-Jun Chen. Anti-HBV agents. Part 1: Synthesis of alisol A derivatives: a new class of hepatitis B virus inhibitors. Bioorganic & medicinal chemistry letters. 2008 Aug; 18(16):4647-50. doi: 10.1016/j.bmcl.2008.07.012. [PMID: 18644720]