Anonaine (BioDeep_00000004263)

 

Secondary id: BioDeep_00000383431

human metabolite Endogenous natural product


代谢物信息卡片


3,5-dioxa-11-azapentacyclo[10.7.1.0²,⁶.0⁸,²⁰.0¹⁴,¹⁹]icosa-1(20),2(6),7,14,16,18-hexaene

化学式: C17H15NO2 (265.1103)
中文名称: 番荔枝碱
谱图信息: 最多检出来源 Homo sapiens(not specific) 50%

分子结构信息

SMILES: c1ccc2c(c1)CC1NCCc3cc4c(c-2c31)OCO4
InChI: InChI=1S/C17H15NO2/c1-2-4-12-10(3-1)7-13-15-11(5-6-18-13)8-14-17(16(12)15)20-9-19-14/h1-4,8,13,18H,5-7,9H2

描述信息

Alkaloid from Annona muricata (soursop) and Nelumbo nucifera (East India lotus). Anonaine is found in many foods, some of which are sugar apple, sacred lotus, fruits, and custard apple.
Anonaine is found in cherimoya. Anonaine is an alkaloid from Annona muricata (soursop) and Nelumbo nucifera (East India lotus

同义名列表

8 个代谢物同义名

3,5-dioxa-11-azapentacyclo[10.7.1.0²,⁶.0⁸,²⁰.0¹⁴,¹⁹]icosa-1(20),2(6),7,14,16,18-hexaene; 1,2-Methylenedioxynoraporphine; (-)-Annonaine; (-)-anonaine; (+)-Anonaine; anonaine; Anonain; (-)-Annonaine



数据库引用编号

20 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)

246 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 BCL2, CASP3, CASP7, CASP8, CASP9, DDC, EGFR, FOXO1, HPGDS, MCL1, PIK3CA, TNK1
Peripheral membrane protein 2 BCL2L2, TNK1
Endosome membrane 1 EGFR
Endoplasmic reticulum membrane 3 BCL2, EGFR, RTN4
Mitochondrion membrane 1 BCL2L2
Nucleus 8 BCL2, CASP3, CASP7, CASP8, CASP9, EGFR, FOXO1, MCL1
cytosol 11 BCL2, BCL2L2, CASP3, CASP7, CASP8, CASP9, DDC, FOXO1, HPGDS, MCL1, PIK3CA
nucleoplasm 6 CASP3, CASP7, CASP8, FOXO1, HPGDS, MCL1
Cell membrane 4 EGFR, HAVCR1, RAB5B, RTN4
Lipid-anchor 1 RAB5B
Cytoplasmic side 2 RAB5B, RTN4
lamellipodium 2 CASP8, PIK3CA
ruffle membrane 1 EGFR
Early endosome membrane 2 EGFR, RAB5B
Multi-pass membrane protein 1 RTN4
Synapse 1 RTN4
cell junction 2 EGFR, RTN4
cell surface 2 EGFR, HAVCR1
glutamatergic synapse 3 CASP3, EGFR, RTN4
Golgi membrane 2 EGFR, INS
lysosomal membrane 1 GAA
neuronal cell body 2 CASP3, RTN4
Cytoplasm, cytosol 1 CASP7
Lysosome 1 GAA
endosome 2 EGFR, RAB5B
plasma membrane 7 EGFR, GAA, HAVCR1, PIK3CA, RAB5B, RTN4, TNK1
synaptic vesicle membrane 1 RAB5B
Membrane 7 BCL2, BCL2L2, EGFR, GAA, MCL1, RAB5B, TNK1
apical plasma membrane 1 EGFR
basolateral plasma membrane 1 EGFR
extracellular exosome 3 DDC, GAA, RAB5B
Lysosome membrane 1 GAA
endoplasmic reticulum 2 BCL2, RTN4
extracellular space 3 CASP7, EGFR, INS
lysosomal lumen 1 GAA
perinuclear region of cytoplasm 2 EGFR, PIK3CA
intercalated disc 1 PIK3CA
mitochondrion 6 BCL2, BCL2L2, CASP8, CASP9, FOXO1, MCL1
protein-containing complex 4 BCL2, CASP8, CASP9, EGFR
intracellular membrane-bounded organelle 3 GAA, HPGDS, RAB5B
postsynaptic density 2 CASP3, RTN4
Single-pass type I membrane protein 2 EGFR, HAVCR1
Secreted 2 GAA, INS
extracellular region 2 GAA, INS
Mitochondrion outer membrane 1 BCL2
Single-pass membrane protein 2 BCL2, MCL1
mitochondrial outer membrane 4 BCL2, BCL2L2, CASP8, MCL1
Extracellular side 1 RTN4
anchoring junction 1 RTN4
motile cilium 1 HAVCR1
Nucleus membrane 1 BCL2
Bcl-2 family protein complex 3 BCL2, BCL2L2, MCL1
nuclear membrane 2 BCL2, EGFR
Early endosome 1 RAB5B
Cell projection, lamellipodium 1 CASP8
Membrane raft 1 EGFR
pore complex 1 BCL2
focal adhesion 1 EGFR
intracellular vesicle 1 EGFR
receptor complex 1 EGFR
neuron projection 1 RTN4
chromatin 1 FOXO1
cytoskeleton 1 CASP8
Secreted, extracellular space 1 CASP7
nuclear envelope 1 RTN4
Endomembrane system 1 RAB5B
endosome lumen 1 INS
myosin complex 1 MCL1
Nucleus, nucleoplasm 1 MCL1
tertiary granule membrane 1 GAA
Melanosome 1 RAB5B
cell body 1 CASP8
myelin sheath 1 BCL2
basal plasma membrane 1 EGFR
synaptic membrane 1 EGFR
secretory granule lumen 1 INS
secretory granule membrane 1 RAB5B
Golgi lumen 1 INS
endoplasmic reticulum lumen 1 INS
phosphatidylinositol 3-kinase complex 1 PIK3CA
phosphatidylinositol 3-kinase complex, class IA 1 PIK3CA
endocytic vesicle 1 RAB5B
transport vesicle 1 INS
azurophil granule membrane 1 GAA
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
apoptosome 1 CASP9
clathrin-coated endocytic vesicle membrane 1 EGFR
ficolin-1-rich granule membrane 1 GAA
CD95 death-inducing signaling complex 1 CASP8
death-inducing signaling complex 2 CASP3, CASP8
ripoptosome 1 CASP8
multivesicular body, internal vesicle lumen 1 EGFR
Shc-EGFR complex 1 EGFR
autolysosome lumen 1 GAA
BAD-BCL-2 complex 1 BCL2
phosphatidylinositol 3-kinase complex, class IB 1 PIK3CA
caspase complex 1 CASP9
endoplasmic reticulum tubular network 1 RTN4
endoplasmic reticulum tubular network membrane 1 RTN4
[Isoform a]: Endoplasmic reticulum membrane 1 RTN4
[Isoform b]: Endoplasmic reticulum membrane 1 RTN4
[Isoform C]: Endoplasmic reticulum membrane 1 RTN4


文献列表

  • Fatma Kübra Ata, Fahriye Ercan, Serap Yalcin Azarkan. In vivo, in vitro and Molecular Modelling Analysis of Isoquercetin, Roseoside, Coreximine, Anonaine, and Arianacin Molecules. Current computer-aided drug design. 2022; 18(3):168-184. doi: 10.2174/1573409918666220509213313. [PMID: 35538817]
  • Yan-Ping Liu, Tong-Wei Wang, Zhen Xie, Yuan Bian, Yun-Yao Liu, Ruo-Qing Guan, Ze-Yu Liu, Lei Qiang, Guang-Ying Chen, Yan-Hui Fu. Artapilosines A and B, Unusual Phenanthrene Derivatives Related to Aporphine Alkaloids from Artabotrys pilosus. Journal of natural products. 2021 12; 84(12):3117-3121. doi: 10.1021/acs.jnatprod.1c00896. [PMID: 34812640]
  • Emmanoel V Costa, Liviane do N Soares, Jamal da Silva Chaar, Valdenizia R Silva, Luciano de S Santos, Hector H F Koolen, Felipe M A da Silva, Josean F Tavares, Gokhan Zengin, Milena B P Soares, Daniel P Bezerra. Benzylated Dihydroflavones and Isoquinoline-Derived Alkaloids from the Bark of Diclinanona calycina (Annonaceae) and Their Cytotoxicities. Molecules (Basel, Switzerland). 2021 Jun; 26(12):. doi: 10.3390/molecules26123714. [PMID: 34207059]
  • Douglas Costa Gontijo, Geraldo Célio Brandão, Maria Fernanda Alves do Nascimento, Alaíde Braga de Oliveira. Antiplasmodial activity and cytotoxicity, isolation of active alkaloids, and dereplication of Xylopia sericea leaves ethanol extract by UPLC-DAD-ESI-MS/MS. The Journal of pharmacy and pharmacology. 2019 Feb; 71(2):260-269. doi: 10.1111/jphp.13029. [PMID: 30303245]
  • Mohamad Norisham Mohamad Rosdi, Shahkila Mohd Arif, Mohamad Hafizi Abu Bakar, Siti Aisyah Razali, Razauden Mohamed Zulkifli, Harisun Ya'akob. Molecular docking studies of bioactive compounds from Annona muricata Linn as potential inhibitors for Bcl-2, Bcl-w and Mcl-1 antiapoptotic proteins. Apoptosis : an international journal on programmed cell death. 2018 01; 23(1):27-40. doi: 10.1007/s10495-017-1434-7. [PMID: 29204721]
  • N Lall, N Kishore, D Bodiba, G More, E Tshikalange, H Kikuchi, Y Oshima. Alkaloids from aerial parts of Annona senegalensis against Streptococcus mutans. Natural product research. 2017 Aug; 31(16):1944-1947. doi: 10.1080/14786419.2016.1263847. [PMID: 27984920]
  • Ya-Fei Kang, Chi-Ming Liu, Chiu-Li Kao, Chung-Yi Chen. Antioxidant and anticancer constituents from the leaves of Liriodendron tulipifera. Molecules (Basel, Switzerland). 2014 Apr; 19(4):4234-45. doi: 10.3390/molecules19044234. [PMID: 24705566]
  • Felipe M A da Silva, Afonso D L de Souza, Hector H F Koolen, Andersson Barison, Mayara E Vendramin, Emmanoel V Costa, Antonio G Ferreira, Maria Lúcia B Pinheiro. Phytochemical study of the alkaloidal fractions of Unonopsis duckei R. E. Fr. guided by electrospray ionisation ion-trap tandem mass spectrometry. Phytochemical analysis : PCA. 2014 Jan; 25(1):45-9. doi: 10.1002/pca.2458. [PMID: 23922254]
  • Hsing-Tan Li, Hui-Ming Wu, Hsin-Liang Chen, Chi-Ming Liu, Chung-Yi Chen. The pharmacological activities of (-)-anonaine. Molecules (Basel, Switzerland). 2013 Jul; 18(7):8257-63. doi: 10.3390/molecules18078257. [PMID: 23857128]
  • Chung-Yi Chen, Tsan-Zon Liu, Wei-Chang Tseng, Fung-Jou Lu, Ray-Ping Hung, Chi-Hung Chen, Ching-Hsein Chen. (-)-Anonaine induces apoptosis through Bax- and caspase-dependent pathways in human cervical cancer (HeLa) cells. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2008 Aug; 46(8):2694-702. doi: 10.1016/j.fct.2008.04.024. [PMID: 18524447]
  • C Y Chen, F R Chang, Y C Shih, T J Hsieh, Y C Chia, H Y Tseng, H C Chen, S J Chen, M C Hsu, Y C Wu. Cytotoxic constituents of Polyalthia longifolia var. pendula. Journal of natural products. 2000 Nov; 63(11):1475-8. doi: 10.1021/np000176e. [PMID: 11087586]