Rubiadin (BioDeep_00000017275)

 

Secondary id: BioDeep_00000002791, BioDeep_00000406563

human metabolite PANOMIX_OTCML-2023 blood metabolite natural product


代谢物信息卡片


9,10-Anthracenedione, 1,3-dihydroxy-2-methyl-

化学式: C15H10O4 (254.0579)
中文名称: 甲基异茜草素, 茜草素
谱图信息: 最多检出来源 Viridiplantae(plant) 13.12%

分子结构信息

SMILES: C12C(O)=C(C)C(O)=CC=1C(=O)C1=C(C=CC=C1)C2=O
InChI: InChI=1S/C15H10O4/c1-7-11(16)6-10-12(13(7)17)15(19)9-5-3-2-4-8(9)14(10)18/h2-6,16-17H,1H3

描述信息

Rubiadin is a dihydroxyanthraquinone that is anthracene-9,10-dione substituted by hydroxy groups at positions 1 and 3 and a methyl group at position 2. It has been isolated from Rubia yunnanensis. It has a role as an antibacterial agent, an antioxidant, a hepatoprotective agent and a plant metabolite.
Rubiadin is a natural product found in Coprosma tenuicaulis, Prismatomeris tetrandra, and other organisms with data available.
A dihydroxyanthraquinone that is anthracene-9,10-dione substituted by hydroxy groups at positions 1 and 3 and a methyl group at position 2. It has been isolated from Rubia yunnanensis.
Rubiadin is a dihydroxy anthraquinone isolated from Rubia cordifolia. Rubiadin has a potent antixidant activity[1].
Rubiadin is a dihydroxy anthraquinone isolated from Rubia cordifolia. Rubiadin has a potent antixidant activity[1].

同义名列表

18 个代谢物同义名

9,10-Anthracenedione, 1,3-dihydroxy-2-methyl-; 1,3-dihydroxy-2-methyl-anthracene-9,10-dione; 1,3-dihydroxy-2-methylanthracene-9,10-dione; 1,3-dihydroxy-2-methyl-9,10-anthracenedione; 1,3-dihydroxy-2-methylanthra-9,10-quinone; 1,3-dihydroxy-2-methyl-9,10-anthraquinone; ANTHRAQUINONE, 1,3-DIHYDROXY-2-METHYL-; 1,3-Dihydroxy-2-methylanthraquinone"; 1,3-dihydroxy-2-methylanthraquinone; Rubiadin, analytical standard; 2-Methylxanthopurpurin; UNII-CY0UH3X06R; RUBIADIN [MI]; CY0UH3X06R; Rubiadine; A1-06841; Rubiadin; Rubiadin



数据库引用编号

19 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)

148 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 AIMP2, ANXA5, AR, BCL2, CA2, CAPN1, CASP3, CASP8, CTNNB1, HEY1, HPGDS
Peripheral membrane protein 1 ANXA5
Endoplasmic reticulum membrane 2 BCL2, CYP1A2
Nucleus 10 AIMP2, AR, BCL2, CASP3, CASP8, CTNNB1, H2AX, HEY1, PARP1, PCNA
cytosol 13 AIMP2, ANXA5, AR, BCL2, CA2, CAPN1, CASP3, CASP8, CTNNB1, GPT, GSR, HPGDS, PARP1
nuclear body 2 PARP1, PCNA
centrosome 3 CTNNB1, H2AX, PCNA
nucleoplasm 9 AR, CASP3, CASP8, CTNNB1, H2AX, HEY1, HPGDS, PARP1, PCNA
Cell membrane 4 CA2, CAPN1, CTNNB1, TNF
lamellipodium 2 CASP8, CTNNB1
Synapse 1 CTNNB1
cell cortex 1 CTNNB1
cell junction 1 CTNNB1
cell surface 1 TNF
glutamatergic synapse 2 CASP3, CTNNB1
neuronal cell body 2 CASP3, TNF
presynaptic membrane 1 CTNNB1
sarcolemma 1 ANXA5
Cytoplasm, cytosol 2 AIMP2, PARP1
Lysosome 2 CAPN1, SGSH
plasma membrane 5 AR, CA2, CAPN1, CTNNB1, TNF
Membrane 7 AIMP2, ANXA5, AR, BCL2, CAPN1, CTNNB1, PARP1
basolateral plasma membrane 1 CTNNB1
extracellular exosome 9 ANXA5, CA2, CAPN1, CTNNB1, GPT, GSR, H2AX, PCNA, SGSH
endoplasmic reticulum 1 BCL2
extracellular space 1 TNF
lysosomal lumen 1 SGSH
perinuclear region of cytoplasm 1 CTNNB1
Schaffer collateral - CA1 synapse 1 CTNNB1
adherens junction 1 CTNNB1
apicolateral plasma membrane 1 CTNNB1
bicellular tight junction 1 CTNNB1
mitochondrion 5 BCL2, CAPN1, CASP8, GSR, PARP1
protein-containing complex 5 AR, BCL2, CASP8, CTNNB1, PARP1
intracellular membrane-bounded organelle 2 CYP1A2, HPGDS
Microsome membrane 1 CYP1A2
postsynaptic density 1 CASP3
extracellular region 3 ANXA5, CAPN1, TNF
Mitochondrion outer membrane 1 BCL2
Single-pass membrane protein 1 BCL2
mitochondrial outer membrane 2 BCL2, CASP8
mitochondrial matrix 1 GSR
transcription regulator complex 2 CTNNB1, PARP1
Nucleus membrane 1 BCL2
Bcl-2 family protein complex 1 BCL2
nuclear membrane 1 BCL2
external side of plasma membrane 3 ANXA5, GSR, TNF
Z disc 1 CTNNB1
beta-catenin destruction complex 1 CTNNB1
nucleolus 1 PARP1
Wnt signalosome 1 CTNNB1
apical part of cell 2 CA2, CTNNB1
cell-cell junction 1 CTNNB1
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
postsynaptic membrane 1 CTNNB1
Cell projection, lamellipodium 1 CASP8
Membrane raft 1 TNF
pore complex 1 BCL2
Cytoplasm, cytoskeleton 1 CTNNB1
focal adhesion 3 ANXA5, CAPN1, CTNNB1
Cell junction, adherens junction 1 CTNNB1
flotillin complex 1 CTNNB1
collagen-containing extracellular matrix 1 ANXA5
fascia adherens 1 CTNNB1
lateral plasma membrane 1 CTNNB1
nuclear speck 2 AR, H2AX
Zymogen granule membrane 1 ANXA5
chromatin 4 AR, HEY1, PARP1, PCNA
phagocytic cup 1 TNF
cell periphery 1 CTNNB1
Chromosome 2 H2AX, PARP1
cytoskeleton 1 CASP8
Cytoplasm, cytoskeleton, cilium basal body 1 CTNNB1
Nucleus, nucleolus 1 PARP1
spindle pole 1 CTNNB1
nuclear replication fork 2 PARP1, PCNA
chromosome, telomeric region 2 PARP1, PCNA
postsynaptic density, intracellular component 1 CTNNB1
microvillus membrane 1 CTNNB1
site of double-strand break 2 H2AX, PARP1
nuclear envelope 1 PARP1
Endomembrane system 1 CTNNB1
Cornified envelope 1 CAPN1
euchromatin 1 CTNNB1
cell body 1 CASP8
replication fork 2 H2AX, PCNA
myelin sheath 2 BCL2, CA2
ficolin-1-rich granule lumen 1 CAPN1
male germ cell nucleus 2 H2AX, PCNA
XY body 1 H2AX
beta-catenin-TCF complex 1 CTNNB1
condensed nuclear chromosome 1 H2AX
presynaptic active zone cytoplasmic component 1 CTNNB1
vesicle membrane 1 ANXA5
nuclear lamina 1 PCNA
protein-DNA complex 2 CTNNB1, PARP1
CD95 death-inducing signaling complex 1 CASP8
death-inducing signaling complex 2 CASP3, CASP8
ripoptosome 1 CASP8
nucleosome 1 H2AX
aminoacyl-tRNA synthetase multienzyme complex 1 AIMP2
catenin complex 1 CTNNB1
site of DNA damage 2 H2AX, PARP1
cyclin-dependent protein kinase holoenzyme complex 1 PCNA
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
calpain complex 1 CAPN1
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
PCNA complex 1 PCNA
PCNA-p21 complex 1 PCNA
replisome 1 PCNA
beta-catenin-TCF7L2 complex 1 CTNNB1
beta-catenin-ICAT complex 1 CTNNB1
Scrib-APC-beta-catenin complex 1 CTNNB1
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


文献列表

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  • Le Trung Hieu, Nguyen Thi Hoa, Adam Mechler, Quan V Vo. The Theoretical and Experimental Insights into the Radical Scavenging Activity of Rubiadin. The journal of physical chemistry. B. 2023 Dec; 127(51):11045-11053. doi: 10.1021/acs.jpcb.3c06366. [PMID: 38103025]
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  • Suizhen Cai, Yuyu Chen, Jiawei Chen, Wen Wei, Jinquan Pan, Haojie Wu. Rubiadin-1-methyl ether inhibits BECN1 transcription and Beclin1-dependent autophagy during osteoclastogenesis by inhibiting NF-κB p65 activation. Experimental biology and medicine (Maywood, N.J.). 2023 Sep; ?(?):15353702231198071. doi: 10.1177/15353702231198071. [PMID: 37750211]
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  • Juan Francisco Micheloud, Laura S Aguirre, Juliana Marioni, Maria Laura Mugas, José Luis Cabrera, Olga Gladys Martinez, Silvina Carola Gallardo, Eduardo Juan Gimeno, Susana Carolina Núñez-Montoya. Experimental poisoning by Heterophyllaea pustulata Hook. f. (Rubiaceae) in goats. Clinical, biochemical and toxicological aspects. Toxicon : official journal of the International Society on Toxinology. 2019 Jul; 165(?):56-61. doi: 10.1016/j.toxicon.2019.04.015. [PMID: 31029636]
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  • Natalia Belen Rumie Vittar, Laura Comini, Ivana Maria Fernadez, Elizabeth Agostini, Susana Nuñez-Montoya, Jose Luis Cabrera, Viviana Alicia Rivarola. Photochemotherapy using natural anthraquinones: Rubiadin and Soranjidiol sensitize human cancer cell to die by apoptosis. Photodiagnosis and photodynamic therapy. 2014 Jun; 11(2):182-92. doi: 10.1016/j.pdpdt.2014.02.002. [PMID: 24561303]
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  • Kaoru Inoue, Midori Yoshida, Miwa Takahashi, Hitoshi Fujimoto, Makoto Shibutani, Masao Hirose, Akiyoshi Nishikawa. Carcinogenic potential of alizarin and rubiadin, components of madder color, in a rat medium-term multi-organ bioassay. Cancer science. 2009 Dec; 100(12):2261-7. doi: 10.1111/j.1349-7006.2009.01342.x. [PMID: 19793347]
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