Graveoline (BioDeep_00000008256)

 

Secondary id: BioDeep_00000015301

human metabolite PANOMIX_OTCML-2023 natural product


代谢物信息卡片


2-(2H-1,3-benzodioxol-5-yl)-1-methyl-1,4-dihydroquinolin-4-one

化学式: C17H13NO3 (279.0895)
中文名称:
谱图信息: 最多检出来源 Homo sapiens(otcml) 9.03%

分子结构信息

SMILES: Cn1c(-c2ccc3c(c2)OCO3)cc(=O)c2ccccc21
InChI: InChI=1S/C17H13NO3/c1-18-13-5-3-2-4-12(13)15(19)9-14(18)11-6-7-16-17(8-11)21-10-20-16/h2-9H,10H2,1H3

描述信息

Graveoline is found in herbs and spices. Graveoline is an alkaloid from Ruta graveolens (rue).
Alkaloid from Ruta graveolens (rue). Graveoline is found in herbs and spices.
Graveoline (Rutamine) is an anti-cancer agent that can trigger apoptosis and autophagy in skin melanoma cells. Graveoline also exhibits antifungal activity[1].
Graveoline (Rutamine) is an anti-cancer agent that can trigger apoptosis and autophagy in skin melanoma cells. Graveoline also exhibits antifungal activity[1].

同义名列表

9 个代谢物同义名

2-(2H-1,3-benzodioxol-5-yl)-1-methyl-1,4-dihydroquinolin-4-one; 2-(1,3-Benzodioxol-5-yl)-1-methyl-4(1H)-quinolinone, 9ci; 1-Methyl-2-(3,4-methylenedioxyphenyl)-4(1H)-quinolinone; Alkaloid from ruta angustifolia plant; Graveoline; Foliosine; Graveolin; Rutamine; Graveoline



数据库引用编号

17 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)

43 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 ANXA5, BCL2, BCL2L1, BECN1, BIRC5, CASP3, CASP9, ESR1, HSP90AA1, NOS3, NR3C1, PTGS2, XDH, XIAP
Golgi apparatus, trans-Golgi network membrane 1 BECN1
Peripheral membrane protein 4 ANXA5, BECN1, ESR1, PTGS2
Endosome membrane 2 BECN1, SLC6A4
Endoplasmic reticulum membrane 4 BCL2, BECN1, CYP1A2, PTGS2
Mitochondrion membrane 2 BCL2L1, BECN1
Cytoplasmic vesicle, autophagosome 1 BECN1
Nucleus 11 BCL2, BECN1, BIRC5, CASP3, CASP9, ESR1, HSP90AA1, NOS3, NR3C1, PARP1, XIAP
autophagosome 1 BECN1
cytosol 14 ANXA5, BCL2, BCL2L1, BECN1, BIRC5, CASP3, CASP9, ESR1, HSP90AA1, NOS3, NR3C1, PARP1, XDH, XIAP
dendrite 1 BECN1
mitochondrial membrane 1 BECN1
nuclear body 2 BECN1, PARP1
phagocytic vesicle 1 BECN1
phosphatidylinositol 3-kinase complex, class III 1 BECN1
trans-Golgi network 1 BECN1
centrosome 2 BCL2L1, NR3C1
nucleoplasm 8 BIRC5, CASP3, ESR1, HSP90AA1, NOS3, NR3C1, PARP1, XIAP
Cell membrane 4 ESR1, HSP90AA1, SLC6A4, TNF
Cytoplasmic side 2 BCL2L1, ESR1
Multi-pass membrane protein 1 SLC6A4
Synapse 2 NR3C1, SLC6A4
cell surface 2 HSP90AA1, TNF
glutamatergic synapse 1 CASP3
Golgi apparatus 2 ESR1, NOS3
Golgi membrane 1 NOS3
mitochondrial inner membrane 1 BCL2L1
neuronal cell body 3 CASP3, HSP90AA1, TNF
presynaptic membrane 1 SLC6A4
sarcolemma 1 ANXA5
Cytoplasm, cytosol 2 BCL2L1, PARP1
Presynapse 1 SLC6A4
endosome 1 BECN1
plasma membrane 5 ESR1, HSP90AA1, NOS3, SLC6A4, TNF
synaptic vesicle membrane 1 BCL2L1
Membrane 7 ANXA5, BCL2, ESR1, HSP90AA1, NR3C1, PARP1, SLC6A4
apical plasma membrane 1 HSP90AA1
basolateral plasma membrane 1 HSP90AA1
caveola 2 NOS3, PTGS2
extracellular exosome 2 ANXA5, HSP90AA1
endoplasmic reticulum 4 BCL2, BCL2L1, BECN1, PTGS2
extracellular space 2 TNF, XDH
lysosomal lumen 1 HSP90AA1
perinuclear region of cytoplasm 2 HSP90AA1, NOS3
mitochondrion 6 BCL2, BCL2L1, CASP9, HSP90AA1, NR3C1, PARP1
protein-containing complex 8 BCL2, BIRC5, CASP9, ESR1, HSP90AA1, NR3C1, PARP1, PTGS2
intracellular membrane-bounded organelle 1 CYP1A2
Microsome membrane 2 CYP1A2, PTGS2
postsynaptic density 1 CASP3
extracellular region 3 ANXA5, HSP90AA1, TNF
Mitochondrion outer membrane 2 BCL2, BCL2L1
Single-pass membrane protein 2 BCL2, BCL2L1
mitochondrial outer membrane 2 BCL2, BCL2L1
Mitochondrion matrix 1 BCL2L1
mitochondrial matrix 2 BCL2L1, NR3C1
transcription regulator complex 2 ESR1, PARP1
Cytoplasm, cytoskeleton, microtubule organizing center, centrosome 2 BCL2L1, NR3C1
Cytoplasmic vesicle, secretory vesicle, synaptic vesicle membrane 1 BCL2L1
Nucleus membrane 2 BCL2, BCL2L1
Bcl-2 family protein complex 2 BCL2, BCL2L1
nuclear membrane 2 BCL2, BCL2L1
external side of plasma membrane 2 ANXA5, TNF
microtubule cytoskeleton 1 BIRC5
nucleolus 1 PARP1
midbody 1 BIRC5
Cytoplasm, P-body 1 NOS3
P-body 1 NOS3
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
postsynaptic membrane 1 SLC6A4
Membrane raft 2 SLC6A4, TNF
pore complex 1 BCL2
Cell junction, focal adhesion 1 SLC6A4
Cytoplasm, cytoskeleton, spindle 2 BIRC5, NR3C1
focal adhesion 2 ANXA5, SLC6A4
microtubule 1 BIRC5
spindle 2 BIRC5, NR3C1
Peroxisome 1 XDH
sarcoplasmic reticulum 1 XDH
collagen-containing extracellular matrix 2 ANXA5, HSP90AA1
nuclear speck 1 NR3C1
interphase microtubule organizing center 1 BIRC5
Nucleus inner membrane 1 PTGS2
Nucleus outer membrane 1 PTGS2
nuclear inner membrane 1 PTGS2
nuclear outer membrane 1 PTGS2
Cell projection, neuron projection 1 SLC6A4
Zymogen granule membrane 1 ANXA5
neuron projection 2 PTGS2, SLC6A4
chromatin 3 ESR1, NR3C1, PARP1
axonal growth cone 1 HSP90AA1
phagocytic cup 1 TNF
Chromosome 3 BIRC5, NR3C1, PARP1
cytoskeleton 1 NOS3
centriole 1 BIRC5
brush border membrane 1 HSP90AA1
Nucleus, nucleolus 1 PARP1
nuclear replication fork 1 PARP1
chromosome, telomeric region 1 PARP1
nuclear chromosome 1 BIRC5
site of double-strand break 1 PARP1
nuclear envelope 1 PARP1
Endomembrane system 1 SLC6A4
Chromosome, centromere 1 BIRC5
Chromosome, centromere, kinetochore 1 BIRC5
phagophore assembly site 1 BECN1
phosphatidylinositol 3-kinase complex, class III, type I 1 BECN1
phosphatidylinositol 3-kinase complex, class III, type II 1 BECN1
Nucleus, nucleoplasm 1 NR3C1
Melanosome 1 HSP90AA1
Cytoplasm, Stress granule 1 NOS3
cytoplasmic stress granule 1 NOS3
euchromatin 1 ESR1
dendritic growth cone 1 HSP90AA1
myelin sheath 2 BCL2, HSP90AA1
sperm mitochondrial sheath 1 HSP90AA1
sperm plasma membrane 1 HSP90AA1
ficolin-1-rich granule lumen 1 HSP90AA1
secretory granule lumen 1 HSP90AA1
endoplasmic reticulum lumen 1 PTGS2
kinetochore 1 BIRC5
endocytic vesicle membrane 1 NOS3
apoptosome 1 CASP9
chromosome, centromeric region 1 BIRC5
vesicle membrane 1 ANXA5
chromosome passenger complex 1 BIRC5
[Isoform 1]: Nucleus 1 ESR1
cytoplasmic microtubule 1 BIRC5
protein-DNA complex 1 PARP1
spindle microtubule 1 BIRC5
survivin complex 1 BIRC5
death-inducing signaling complex 1 CASP3
site of DNA damage 1 PARP1
[Isoform Alpha]: Cytoplasm 1 NR3C1
endocytic vesicle lumen 1 HSP90AA1
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
[Isoform Beta]: Nucleus 1 NR3C1
[Isoform Alpha-B]: Nucleus 1 NR3C1
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
cytoplasmic side of mitochondrial outer membrane 1 BECN1
serotonergic synapse 1 SLC6A4
caspase complex 1 CASP9
[Isoform Bcl-X(L)]: Mitochondrion inner membrane 1 BCL2L1
[Beclin-1-C 35 kDa]: Mitochondrion 1 BECN1
[Beclin-1-C 37 kDa]: Mitochondrion 1 BECN1
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


文献列表

  • Laina Zarisa Mohd Kamal, Mowaffaq Adam Ahmed Adam, Siti Nurfatimah Mohd Shahpudin, Ahmad Naqeeb Shuib, Rosline Sandai, Norazian Mohd Hassan, Yasser Tabana, Dayang Fredalina Basri, Leslie Thian Lung Than, Doblin Sandai. Identification of Alkaloid Compounds Arborinine and Graveoline from Ruta angustifolia (L.) Pers for their Antifungal Potential against Isocitrate lyase (ICL1) gene of Candida albicans. Mycopathologia. 2021 May; 186(2):221-236. doi: 10.1007/s11046-020-00523-z. [PMID: 33550536]
  • Md Moshfekus Saleh-E-In, Ayan Roy, Muhammad Abdullah Al-Mansur, Choudhury Mahmood Hasan, Md Matiur Rahim, Nasim Sultana, Shamim Ahmed, Md Rabiul Islam, Johannes van Staden. Isolation and in silico prediction of potential drug-like compounds from Anethum sowa L. root extracts targeted towards cancer therapy. Computational biology and chemistry. 2019 Feb; 78(?):242-259. doi: 10.1016/j.compbiolchem.2018.11.025. [PMID: 30584950]
  • Olívia Moreira Sampaio, Lucas Campos Curcino Vieira, Barbara Sayuri Bellete, Beatriz King-Diaz, Blas Lotina-Hennsen, Maria Fátima das Graças Fernandes da Silva, Thiago André Moura Veiga. Evaluation of Alkaloids Isolated from Ruta graveolens as Photosynthesis Inhibitors. Molecules (Basel, Switzerland). 2018 Oct; 23(10):. doi: 10.3390/molecules23102693. [PMID: 30347671]
  • Elina Karhu, Janne Isojärvi, Pia Vuorela, Leena Hanski, Adyary Fallarero. Identification of Privileged Antichlamydial Natural Products by a Ligand-Based Strategy. Journal of natural products. 2017 10; 80(10):2602-2608. doi: 10.1021/acs.jnatprod.6b01052. [PMID: 29043803]
  • Samrat Ghosh, Kausik Bishayee, Anisur Rahman Khuda-Bukhsh. Graveoline isolated from ethanolic extract of Ruta graveolens triggers apoptosis and autophagy in skin melanoma cells: a novel apoptosis-independent autophagic signaling pathway. Phytotherapy research : PTR. 2014 Aug; 28(8):1153-62. doi: 10.1002/ptr.5107. [PMID: 24343999]
  • Amber L Hale, Kumudini M Meepagala, Anna Oliva, Giovanni Aliotta, Stephen O Duke. Phytotoxins from the leaves of Ruta graveolens. Journal of agricultural and food chemistry. 2004 Jun; 52(11):3345-9. doi: 10.1021/jf0497298. [PMID: 15161195]
  • Anna Oliva, Kumudini M Meepagala, David E Wedge, Dewayne Harries, Amber L Hale, Giovanni Aliotta, Stephen O Duke. Natural fungicides from Ruta graveolens L. leaves, including a new quinolone alkaloid. Journal of agricultural and food chemistry. 2003 Feb; 51(4):890-6. doi: 10.1021/jf0259361. [PMID: 12568545]