Pristimerin (BioDeep_00000406502)

Main id: BioDeep_00000000415

 

natural product PANOMIX_OTCML-2023


代谢物信息卡片


(2R,4aS,6aS,6aR,14aS,14bR)-10-hydroxy-11-keto-2,4a,6a,6a,9,14a-hexamethyl-1,3,4,5,6,13,14,14b-octahydropicene-2-carboxylic acid methyl ester

化学式: C30H40O4 (464.2926)
中文名称: 扁塑藤素
谱图信息: 最多检出来源 Homo sapiens(plant) 8.51%

分子结构信息

SMILES: CC1=C(C(=O)C=C2C1=CC=C1[C@@]2(C)CC[C@@]2(C)[C@@H]3C[C@@](C)(CC[C@]3(C)CC[C@]12C)C(=O)OC)O
InChI: InChI=1S/C30H40O4/c1-18-19-8-9-22-28(4,20(19)16-21(31)24(18)32)13-15-30(6)23-17-27(3,25(33)34-7)11-10-26(23,2)12-14-29(22,30)5/h8-9,16,23,32H,10-15,17H2,1-7H3/t23-,26-,27-,28+,29-,30+/m1/s1

描述信息

Pristimerin is a potent and reversible monoacylglycerol lipase (MGL) inhibitor with an IC50 of 93 nM.
Pristimerin is a potent and reversible monoacylglycerol lipase (MGL) inhibitor with an IC50 of 93 nM.
Pristimerin is a potent and reversible monoacylglycerol lipase (MGL) inhibitor with an IC50 of 93 nM.

同义名列表

30 个代谢物同义名

(2R,4aS,6aS,6aR,14aS,14bR)-10-hydroxy-11-keto-2,4a,6a,6a,9,14a-hexamethyl-1,3,4,5,6,13,14,14b-octahydropicene-2-carboxylic acid methyl ester; (2R,4aS,6aS,6aR,14aS,14bR)-10-hydroxy-2,4a,6a,6a,9,14a-hexamethyl-11-oxo-1,3,4,5,6,13,14,14b-octahydropicene-2-carboxylic acid methyl ester; methyl (2R,4aS,6aS,6aR,14aS,14bR)-10-hydroxy-2,4a,6a,6a,9,14a-hexamethyl-11-oxo-1,3,4,5,6,13,14,14b-octahydropicene-2-carboxylate; D:A-Friedo-24-noroleana-1(10),3,5,7-tetraen-29-oic acid, 3-hydroxy-2-oxo-, methyl ester, (20alpha)- (9CI); Celastrol-methylether; SDCCGMLS-0066814.P001; Spectrum4_001681; Spectrum5_000322; Spectrum3_001651; Spectrum2_000546; SPECTRUM1504181; Spectrum_001558; SpecPlus_000649; MEGxp0_000269; BSPBio_003401; DivK1c_006745; KBioSS_002038; KBioGR_001942; ACon0_000836; KBio2_007174; KBio3_002621; KBio2_004606; SPBio_000591; KBio2_002038; KBio1_001689; Pristimerin; 1258-84-0; C08633; Celastrol methyl ester; Pristimerin



数据库引用编号

30 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)

36 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 14 ABCB1, ANXA5, BCL2, BCL2L1, CASP3, CCND1, CDKN1B, EGFR, MAPK8, MSMP, MTOR, PIK3CA, TNFSF11, VEGFA
Peripheral membrane protein 3 ANXA5, GORASP1, MTOR
Endosome membrane 1 EGFR
Endoplasmic reticulum membrane 3 BCL2, EGFR, MTOR
Mitochondrion membrane 1 BCL2L1
Nucleus 10 BCL2, CASP3, CCND1, CDKN1B, EGFR, FOS, MAPK8, MTOR, PARP1, VEGFA
cytosol 11 ANXA5, BCL2, BCL2L1, CASP3, CCND1, CDKN1B, FOS, MAPK8, MTOR, PARP1, PIK3CA
dendrite 1 MTOR
nuclear body 1 PARP1
phagocytic vesicle 1 MTOR
centrosome 2 BCL2L1, CCND1
nucleoplasm 7 CASP3, CCND1, CDKN1B, FOS, MAPK8, MTOR, PARP1
RNA polymerase II transcription regulator complex 1 FOS
Cell membrane 4 ABCB1, EGFR, TNF, TNFSF11
Cytoplasmic side 3 BCL2L1, GORASP1, MTOR
lamellipodium 1 PIK3CA
ruffle membrane 1 EGFR
Early endosome membrane 1 EGFR
Multi-pass membrane protein 1 ABCB1
Golgi apparatus membrane 2 GORASP1, MTOR
Synapse 1 MAPK8
cell junction 1 EGFR
cell surface 4 ABCB1, EGFR, TNF, VEGFA
glutamatergic synapse 2 CASP3, EGFR
Golgi apparatus 2 GORASP1, VEGFA
Golgi membrane 3 EGFR, GORASP1, MTOR
lysosomal membrane 1 MTOR
mitochondrial inner membrane 1 BCL2L1
neuronal cell body 2 CASP3, TNF
sarcolemma 1 ANXA5
Cytoplasm, cytosol 2 BCL2L1, PARP1
Lysosome 1 MTOR
endosome 2 CDKN1B, EGFR
plasma membrane 5 ABCB1, EGFR, PIK3CA, TNF, TNFSF11
synaptic vesicle membrane 1 BCL2L1
Membrane 8 ABCB1, ANXA5, BCL2, EGFR, MTOR, PARP1, TNFSF11, VEGFA
apical plasma membrane 2 ABCB1, EGFR
axon 2 CCK, MAPK8
basolateral plasma membrane 1 EGFR
extracellular exosome 2 ABCB1, ANXA5
Lysosome membrane 1 MTOR
endoplasmic reticulum 4 BCL2, BCL2L1, FOS, VEGFA
extracellular space 7 CCK, EGFR, IL6, MSMP, TNF, TNFSF11, VEGFA
perinuclear region of cytoplasm 2 EGFR, PIK3CA
adherens junction 1 VEGFA
bicellular tight junction 1 CCND1
intercalated disc 1 PIK3CA
mitochondrion 3 BCL2, BCL2L1, PARP1
protein-containing complex 4 BCL2, CDKN1B, EGFR, PARP1
intracellular membrane-bounded organelle 1 CDKN1B
Microsome membrane 1 MTOR
postsynaptic density 1 CASP3
TORC1 complex 1 MTOR
TORC2 complex 1 MTOR
Single-pass type I membrane protein 1 EGFR
Secreted 5 CCK, IL6, MSMP, TNFSF11, VEGFA
extracellular region 6 ANXA5, CCK, IL6, TNF, TNFSF11, VEGFA
Mitochondrion outer membrane 3 BCL2, BCL2L1, MTOR
Single-pass membrane protein 2 BCL2, BCL2L1
mitochondrial outer membrane 3 BCL2, BCL2L1, MTOR
Mitochondrion matrix 1 BCL2L1
mitochondrial matrix 1 BCL2L1
transcription regulator complex 1 PARP1
Cytoplasm, cytoskeleton, microtubule organizing center, centrosome 1 BCL2L1
Cytoplasmic vesicle, secretory vesicle, synaptic vesicle membrane 1 BCL2L1
Nucleus membrane 3 BCL2, BCL2L1, CCND1
Bcl-2 family protein complex 2 BCL2, BCL2L1
nuclear membrane 4 BCL2, BCL2L1, CCND1, EGFR
external side of plasma membrane 2 ANXA5, TNF
Secreted, extracellular space, extracellular matrix 1 VEGFA
nucleolus 1 PARP1
recycling endosome 1 TNF
Single-pass type II membrane protein 2 TNF, TNFSF11
Apical cell membrane 1 ABCB1
Membrane raft 2 EGFR, TNF
pore complex 1 BCL2
focal adhesion 2 ANXA5, EGFR
cis-Golgi network 1 GORASP1
extracellular matrix 1 VEGFA
intracellular vesicle 1 EGFR
Nucleus, PML body 1 MTOR
PML body 1 MTOR
collagen-containing extracellular matrix 1 ANXA5
secretory granule 1 VEGFA
receptor complex 1 EGFR
Zymogen granule membrane 1 ANXA5
chromatin 2 FOS, PARP1
phagocytic cup 1 TNF
Chromosome 1 PARP1
Nucleus, nucleolus 1 PARP1
nuclear replication fork 1 PARP1
chromosome, telomeric region 1 PARP1
site of double-strand break 1 PARP1
nuclear envelope 2 MTOR, PARP1
Endomembrane system 1 MTOR
myelin sheath 1 BCL2
basal plasma membrane 1 EGFR
synaptic membrane 1 EGFR
endoplasmic reticulum lumen 1 IL6
nuclear matrix 1 FOS
transcription repressor complex 1 CCND1
platelet alpha granule lumen 1 VEGFA
phosphatidylinositol 3-kinase complex 1 PIK3CA
phosphatidylinositol 3-kinase complex, class IA 1 PIK3CA
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 GORASP1
Golgi apparatus, cis-Golgi network membrane 1 GORASP1
[Isoform 2]: Cytoplasm 1 TNFSF11
[Tumor necrosis factor ligand superfamily member 11, soluble form]: Secreted 1 TNFSF11
vesicle membrane 1 ANXA5
clathrin-coated endocytic vesicle membrane 1 EGFR
protein-DNA complex 2 FOS, PARP1
external side of apical plasma membrane 1 ABCB1
basal dendrite 1 MAPK8
death-inducing signaling complex 1 CASP3
Cytoplasmic vesicle, phagosome 1 MTOR
site of DNA damage 1 PARP1
cyclin-dependent protein kinase holoenzyme complex 1 CCND1
multivesicular body, internal vesicle lumen 1 EGFR
Shc-EGFR complex 1 EGFR
transcription factor AP-1 complex 1 FOS
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
interleukin-6 receptor complex 1 IL6
endothelial microparticle 1 ANXA5
[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
cyclin D1-CDK4 complex 1 CCND1
[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
cyclin D1-CDK6 complex 1 CCND1
phosphatidylinositol 3-kinase complex, class IB 1 PIK3CA
Cul4A-RING E3 ubiquitin ligase complex 1 CDKN1B
[Isoform Bcl-X(L)]: Mitochondrion inner membrane 1 BCL2L1
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


文献列表

  • Li Tao, Xiangyu Xia, Shujing Kong, Tingye Wang, Fangtian Fan, Weimin Wang. Natural pentacyclic triterpenoid from Pristimerin sensitizes p53-deficient tumor to PARP inhibitor by ubiquitination of Chk1. Pharmacological research. 2024 Feb; ?(?):107091. doi: 10.1016/j.phrs.2024.107091. [PMID: 38316371]
  • Jian Sun, Zhaochun Tian, Jing Wu, Jiafei Li, Qixia Wang, Shuhong Huang, Meng Wang. Pristimerin Exerts Pharmacological Effects Through Multiple Signaling Pathways: A Comprehensive Review. Drug design, development and therapy. 2024; 18(?):1673-1694. doi: 10.2147/dddt.s460093. [PMID: 38779590]
  • Fan Yang, Xiao-Lan Jiang, Akash Tariq, Sehrish Sadia, Zeeshan Ahmed, Jordi Sardans, Muhammad Aleem, Riaz Ullah, Rainer W Bussmann. Potential medicinal plants involved in inhibiting 3CLpro activity: A practical alternate approach to combating COVID-19. Journal of integrative medicine. 2022 11; 20(6):488-496. doi: 10.1016/j.joim.2022.08.001. [PMID: 35985974]
  • YingZheng Wang, WeiKe Feng, XueZhen Wang, Xiao Li, Yue Mou, XiaoYan Wang, YaNan Zhang. The multifaceted mechanisms of pristimerin in the treatment of tumors state-of-the-art. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2022 Oct; 154(?):113575. doi: 10.1016/j.biopha.2022.113575. [PMID: 35988422]
  • Kajal Nagpal, Madhukar Garg, Deepshi Arora, Abhilasha Dubey, Ajmer Singh Grewal. An extensive review on phytochemistry and pharmacological activities of Indian medicinal plant Celastrus paniculatus Willd. Phytotherapy research : PTR. 2022 May; 36(5):1930-1951. doi: 10.1002/ptr.7424. [PMID: 35199395]
  • Anders Rehfeld, Christian Marcus Pedersen. Lupeol and pristimerin do not inhibit activation of the human sperm CatSper Ca(2+)-channel. F1000Research. 2022; 11(?):222. doi: 10.12688/f1000research.109279.2. [PMID: 36016990]
  • Xiao-Long Hu, Qi-Wei He, Huan Long, Li-Xin Zhang, Rong Wang, Bao-Lin Wang, Jia-Hao Feng, Quan Wang, Ji-Qin Hou, Xiao-Qi Zhang, Wen-Cai Ye, Hao Wang. Synthesis and Biological Evaluation of Celastrol Derivatives with Improved Cytotoxic Selectivity and Antitumor Activities. Journal of natural products. 2021 07; 84(7):1954-1966. doi: 10.1021/acs.jnatprod.1c00262. [PMID: 34170694]
  • Qun Zhao, Yun Bi, Jian Guo, Ying-Xiang Liu, Jing Zhong, Long-Rui Pan, Yan Tan, Xian-Jun Yu. Pristimerin protects against inflammation and metabolic disorder in mice through inhibition of NLRP3 inflammasome activation. Acta pharmacologica Sinica. 2021 Jun; 42(6):975-986. doi: 10.1038/s41401-020-00527-x. [PMID: 32989235]
  • Qi-Wei He, Jia-Hao Feng, Xiao-Long Hu, Huan Long, Xue-Feng Huang, Zhen-Zhou Jiang, Xiao-Qi Zhang, Wen-Cai Ye, Hao Wang. Synthesis and Biological Evaluation of Celastrol Derivatives as Potential Immunosuppressive Agents. Journal of natural products. 2020 09; 83(9):2578-2586. doi: 10.1021/acs.jnatprod.0c00067. [PMID: 32822186]
  • Dina S El-Agamy, Ahmed A Shaaban, Hamdi H Almaramhy, Sarah Elkablawy, Mohamed A Elkablawy. Pristimerin as a Novel Hepatoprotective Agent Against Experimental Autoimmune Hepatitis. Frontiers in pharmacology. 2018; 9(?):292. doi: 10.3389/fphar.2018.00292. [PMID: 29643811]
  • Sandra M Oramas-Royo, Haydee Chávez, Patricia Martín-Rodíguez, Leandro Fernández-Pérez, Angel G Ravelo, Ana Estévez-Braun. Cytotoxic triterpenoids from Maytenus retusa. Journal of natural products. 2010 Dec; 73(12):2029-34. doi: 10.1021/np100517u. [PMID: 21090801]
  • Young Bae Ryu, Su-Jin Park, Young Min Kim, Ju-Yeon Lee, Woo Duck Seo, Jong Sun Chang, Ki Hun Park, Mun-Chual Rho, Woo Song Lee. SARS-CoV 3CLpro inhibitory effects of quinone-methide triterpenes from Tripterygium regelii. Bioorganic & medicinal chemistry letters. 2010 Mar; 20(6):1873-6. doi: 10.1016/j.bmcl.2010.01.152. [PMID: 20167482]
  • Gonzalo J Mena-Rejón, Aida R Pérez-Espadas, Rosa E Moo-Puc, Roberto Cedillo-Rivera, I L Bazzocchi, I A Jiménez-Diaz, Leovigildo Quijano. Antigiardial activity of triterpenoids from root bark of Hippocratea excelsa. Journal of natural products. 2007 May; 70(5):863-5. doi: 10.1021/np060559y. [PMID: 17385912]
  • O Shirota, H Morita, K Takeya, H Itokawa. Cytotoxic aromatic triterpenes from Maytenus ilicifolia and Maytenus chuchuhuasca. Journal of natural products. 1994 Dec; 57(12):1675-81. doi: 10.1021/np50114a009. [PMID: 7714534]