Lupenone (BioDeep_00000313760)

Main id: BioDeep_00000000090

 

PANOMIX_OTCML-2023 Antitumor activity natural product


代谢物信息卡片


(1R,3aR,4S,5aR,5bR,7aR,11aR,11bR,13aR,13bR)-1-Isopropenyl-3a,5a,5b,8,8,11a-hexamethyl-eicosahydro-cyclopenta[a]chrysen-9-one

化学式: C30H48O (424.3705)
中文名称: 羽扇烯酮
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C=C(C)[C@@H]1CC[C@]2(C)CC[C@]3(C)[C@H](CC[C@@H]4[C@@]5(C)CCC(=O)C(C)(C)[C@@H]5CC[C@]43C)[C@@H]12
InChI: InChI=1S/C30H48O/c1-19(2)20-11-14-27(5)17-18-29(7)21(25(20)27)9-10-23-28(6)15-13-24(31)26(3,4)22(28)12-16-30(23,29)8/h20-23,25H,1,9-18H2,2-8H3/t20-,21+,22-,23+,25+,27+,28-,29+,30+/m0/s1

描述信息

Lupenone, isolated from Musa basjoo, belongs to lupane type triterpenoids. Lupenone shows various pharmacological activities including anti-inflammatory, anti-virus, anti-diabetes, anti-cancer, improving Chagas disease without major toxicity[1][2].
Lupenone is an orally active lupine-type triterpenoid that can be isolated from Musa basjoo. Lupenone Lupenone plays a role through the PI3K/Akt/mTOR and NF-κB signaling pathways. Lupenone has anti-inflammatory, antiviral, antidiabetic and anticancer activities[1][2][3].
Lupenone, isolated from Musa basjoo, belongs to lupane type triterpenoids. Lupenone shows various pharmacological activities including anti-inflammatory, anti-virus, anti-diabetes, anti-cancer, improving Chagas disease without major toxicity[1][2].

同义名列表

9 个代谢物同义名

(1R,3aR,4S,5aR,5bR,7aR,11aR,11bR,13aR,13bR)-1-Isopropenyl-3a,5a,5b,8,8,11a-hexamethyl-eicosahydro-cyclopenta[a]chrysen-9-one; Lup-20(29)-en-3-one (8CI)(9CI); ZINC04081760; AIDS-082905; AIDS082905; NSC 281807; 1617-70-5; Lupenone; Lupenone



数据库引用编号

12 个数据库交叉引用编号

分类词条

相关代谢途径

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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)

523 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 11 ALB, ATF4, BCL2, MAPK3, MAPK8, MTOR, NLRP3, PIK3CA, PPARG, PTK2, TYR
Peripheral membrane protein 3 GORASP1, MTOR, PTK2
Endoplasmic reticulum membrane 2 BCL2, MTOR
Nucleus 10 ALB, ATF4, BCL2, MAPK3, MAPK8, MTOR, NLRP3, PARP1, PPARG, PTK2
cytosol 11 ALB, ATF4, BCL2, MAPK3, MAPK8, MTOR, NLRP3, PARP1, PIK3CA, PPARG, PTK2
dendrite 1 MTOR
nuclear body 1 PARP1
phagocytic vesicle 1 MTOR
centrosome 3 ALB, ATF4, PTK2
nucleoplasm 6 ATF4, MAPK3, MAPK8, MTOR, PARP1, PPARG
RNA polymerase II transcription regulator complex 2 ATF4, PPARG
Cell membrane 4 ATF4, ORAI1, PTK2, TNF
Cytoplasmic side 3 GORASP1, MTOR, PTK2
lamellipodium 1 PIK3CA
Multi-pass membrane protein 1 ORAI1
Golgi apparatus membrane 3 GORASP1, MTOR, NLRP3
Synapse 1 MAPK8
cell cortex 1 PTK2
cell surface 1 TNF
glutamatergic synapse 1 MAPK3
Golgi apparatus 4 ALB, CCN2, GORASP1, MAPK3
Golgi membrane 4 GORASP1, INS, MTOR, NLRP3
lysosomal membrane 3 EGF, GAA, MTOR
neuronal cell body 1 TNF
Cytoplasm, cytosol 2 NLRP3, PARP1
Lysosome 3 GAA, MTOR, TYR
plasma membrane 8 CCN2, EGF, GAA, MAPK3, ORAI1, PIK3CA, PTK2, TNF
Membrane 7 BCL2, EGF, GAA, MTOR, NLRP3, ORAI1, PARP1
axon 1 MAPK8
basolateral plasma membrane 1 ORAI1
caveola 1 MAPK3
extracellular exosome 3 ALB, EGF, GAA
Lysosome membrane 2 GAA, MTOR
endoplasmic reticulum 3 ALB, BCL2, NLRP3
extracellular space 5 ALB, CCN2, EGF, INS, TNF
lysosomal lumen 1 GAA
perinuclear region of cytoplasm 4 PIK3CA, PPARG, PTK2, TYR
intercalated disc 1 PIK3CA
mitochondrion 4 BCL2, MAPK3, NLRP3, PARP1
protein-containing complex 4 ALB, ATF4, BCL2, PARP1
intracellular membrane-bounded organelle 5 CCN2, GAA, PPARG, PTK2, TYR
Microsome membrane 1 MTOR
TORC1 complex 1 MTOR
TORC2 complex 1 MTOR
Single-pass type I membrane protein 1 TYR
Secreted 5 ALB, CCN2, GAA, INS, NLRP3
extracellular region 8 ALB, CCN2, DNAH9, EGF, GAA, INS, NLRP3, TNF
Mitochondrion outer membrane 2 BCL2, MTOR
Single-pass membrane protein 1 BCL2
mitochondrial outer membrane 2 BCL2, MTOR
anchoring junction 2 ALB, PTK2
transcription regulator complex 1 PARP1
motile cilium 1 DNAH9
Cytoplasm, cytoskeleton, microtubule organizing center, centrosome 2 ATF4, PTK2
Nucleus membrane 1 BCL2
Bcl-2 family protein complex 1 BCL2
nuclear membrane 1 BCL2
external side of plasma membrane 1 TNF
Secreted, extracellular space, extracellular matrix 1 CCN2
dendritic spine 1 PTK2
nucleolus 1 PARP1
Melanosome membrane 1 TYR
Early endosome 1 MAPK3
Golgi-associated vesicle 1 TYR
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
Cytoplasm, perinuclear region 1 PTK2
Membrane raft 2 ORAI1, TNF
pore complex 1 BCL2
Cell junction, focal adhesion 2 MAPK3, PTK2
Cytoplasm, cytoskeleton 1 PTK2
focal adhesion 2 MAPK3, PTK2
microtubule 1 DNAH9
cis-Golgi network 1 GORASP1
extracellular matrix 1 CCN2
Nucleus, PML body 1 MTOR
PML body 1 MTOR
axoneme 1 DNAH9
nuclear speck 1 ATF4
Cytoplasm, cytoskeleton, microtubule organizing center 1 NLRP3
Inflammasome 1 NLRP3
interphase microtubule organizing center 1 NLRP3
NLRP3 inflammasome complex 1 NLRP3
Late endosome 1 MAPK3
receptor complex 1 PPARG
neuron projection 1 ATF4
ciliary basal body 2 ALB, PTK2
chromatin 3 ATF4, PARP1, PPARG
cell projection 1 PTK2
phagocytic cup 1 TNF
Chromosome 1 PARP1
cytoskeleton 2 MAPK3, PTK2
Cytoplasm, cytoskeleton, cilium basal body 1 PTK2
centriole 1 ALB
Nucleus, nucleolus 1 PARP1
spindle pole 1 ALB
nuclear replication fork 1 PARP1
chromosome, telomeric region 1 PARP1
Cytoplasm, cell cortex 1 PTK2
blood microparticle 1 ALB
Cytoplasm, cytoskeleton, cilium axoneme 1 DNAH9
Basolateral cell membrane 1 ORAI1
site of double-strand break 1 PARP1
nuclear envelope 3 MAPK3, MTOR, PARP1
Endomembrane system 2 MTOR, NLRP3
endosome lumen 1 INS
Membrane, caveola 1 MAPK3
microtubule organizing center 1 NLRP3
tertiary granule membrane 1 GAA
Melanosome 1 TYR
Nucleus speckle 1 ATF4
myelin sheath 1 BCL2
pseudopodium 1 MAPK3
stress fiber 1 PTK2
plasma membrane raft 1 ORAI1
secretory granule lumen 1 INS
Golgi lumen 1 INS
endoplasmic reticulum lumen 3 ALB, INS, MAPK3
platelet alpha granule lumen 2 ALB, EGF
phosphatidylinositol 3-kinase complex 1 PIK3CA
phosphatidylinositol 3-kinase complex, class IA 1 PIK3CA
transport vesicle 1 INS
azurophil granule membrane 1 GAA
Endoplasmic reticulum-Golgi intermediate compartment membrane 2 GORASP1, INS
9+2 motile cilium 1 DNAH9
dynein complex 1 DNAH9
Golgi apparatus, cis-Golgi network membrane 1 GORASP1
clathrin-coated endocytic vesicle membrane 1 EGF
calcium channel complex 1 ORAI1
protein-DNA complex 1 PARP1
ficolin-1-rich granule membrane 1 GAA
basal dendrite 1 MAPK8
dendrite membrane 1 ATF4
Cytoplasmic vesicle, phagosome 1 MTOR
site of DNA damage 1 PARP1
nuclear periphery 1 ATF4
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
[Poly [ADP-ribose] polymerase 1, processed N-terminus]: Chromosome 1 PARP1
[Poly [ADP-ribose] polymerase 1, processed C-terminus]: Cytoplasm 1 PARP1
autolysosome lumen 1 GAA
BAD-BCL-2 complex 1 BCL2
ATF4-CREB1 transcription factor complex 1 ATF4
ATF1-ATF4 transcription factor complex 1 ATF4
CHOP-ATF4 complex 1 ATF4
Lewy body core 1 ATF4
phosphatidylinositol 3-kinase complex, class IB 1 PIK3CA
ciliary transition fiber 1 ALB
[Isoform Alpha]: Cell membrane 1 ORAI1
outer dynein arm 1 DNAH9
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF
[Isoform beta]: Cell membrane 1 ORAI1
distal portion of axoneme 1 DNAH9


文献列表

  • Xiangpei Wang, Mei Liu, Xiaofen Li, Mei Zhang, Feng Xu, Hongyun Liu, Hongmei Wu. Utilizing molecular docking and cell validation to explore the potential mechanisms of lupenone attenuating the inflammatory response via NF-κB pathway. Scientific reports. 2024 01; 14(1):625. doi: 10.1038/s41598-024-51150-3. [PMID: 38182871]
  • Hongmei Wu, Feng Xu, Xulong Huang, Xiaofen Li, Piao Yu, Lingling Zhang, Xiaosong Yang, Juan Kong, Cheng Zhen, Xiangpei Wang. Lupenone improves type 2 diabetic nephropathy by regulating NF-κB pathway-mediated inflammation and TGF-β1/Smad/CTGF-associated fibrosis. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2023 Sep; 118(?):154959. doi: 10.1016/j.phymed.2023.154959. [PMID: 37478684]
  • Sandip Debnath, Taha Alqahtani, Ali Alqahtani, Hanan M Alharbi, Shopnil Akash. Lupenone, a wonder chemical obtained from Euphorbia segetalis to boost affinity for the transcriptional factor escalating drought-tolerance in Solanum Lycopersicum: A cutting-edge computational biology approach. PloS one. 2023; 18(11):e0281293. doi: 10.1371/journal.pone.0281293. [PMID: 37939107]
  • Feng Xu, Mei Zhang, Hongmei Wu, Yuanmin Wang, Ye Yang, Xiangpei Wang. Study on the mechanism of lupenone for treating type 2 diabetes by integrating pharmacological evaluation and network pharmacology. Pharmaceutical biology. 2022 Dec; 60(1):997-1010. doi: 10.1080/13880209.2022.2067568. [PMID: 35635284]
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  • Feng Xu, Hongmei Wu, Yuanmin Wang, Ye Yang, Yuan Gao, Xiangpei Wang. Determination of lupenone and β-sitosterol in Rhizoma Musae by UPLC with DAD and ELSD. Journal of chromatographic science. 2015 Nov; 53(10):1714-9. doi: 10.1093/chromsci/bmv079. [PMID: 26126840]
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