anthraglycoside B (BioDeep_00000230214)

 

Secondary id: BioDeep_00000003780, BioDeep_00000228553, BioDeep_00000228554, BioDeep_00000230215, BioDeep_00000268814, BioDeep_00000860901

PANOMIX_OTCML-2023


代谢物信息卡片


1,6-Dihydroxy-3-methyl-8-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)anthracene-9,10-dione

化学式: C21H20O10 (432.1056)
中文名称: 大黄素-1-O-葡萄糖苷, 大黄素8-葡萄糖苷, 大黄素-8-Β-D-吡喃葡萄糖苷, 大黄素-8-O-β-D-吡喃葡萄糖苷
谱图信息: 最多检出来源 Viridiplantae(plant) 26.27%

分子结构信息

SMILES: C12C(=O)C3=C(C=C(C=C3O)C)C(=O)C=1C=C(C=C2O[C@H]1[C@H](O)[C@H]([C@H](O)[C@@H](CO)O1)O)O
InChI: InChI=1S/C21H20O10/c1-7-2-9-14(11(24)3-7)18(27)15-10(16(9)25)4-8(23)5-12(15)30-21-20(29)19(28)17(26)13(6-22)31-21/h2-5,13,17,19-24,26,28-29H,6H2,1H3/t13-,17-,19+,20-,21-/m1/s1

描述信息

Emodin 8-glucoside is a dihydroxyanthraquinone.
Emodin-8-glucoside is a natural product found in Rheum palmatum, Rumex patientia, and other organisms with data available.
See also: Reynoutria multiflora root (has part).
Emodin-1-O-β-D-glucopyranoside, isolated from medicinal plant Polygonum cuspidatum Sieb. & Zucc, is a potent and noncompetitive bacterial neuraminidase (BNA) inhibitor with an IC50 of 0.85 μM[1].
Emodin-1-O-β-D-glucopyranoside, isolated from medicinal plant Polygonum cuspidatum Sieb. & Zucc, is a potent and noncompetitive bacterial neuraminidase (BNA) inhibitor with an IC50 of 0.85 μM[1].
Emodin-8-glucoside is an anthraquinone derivative isolated from Aloe vera, binds to minor groove of DNA[1].
Emodin-8-glucoside is an anthraquinone derivative isolated from Aloe vera, binds to minor groove of DNA[1].

同义名列表

48 个代谢物同义名

1,6-Dihydroxy-3-methyl-8-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)anthracene-9,10-dione; 1,6-dihydroxy-3-methyl-8-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-anthracene-9,10-dione; 1,6-dihydroxy-3-methyl-8-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyanthracene-9,10-dione; 9,10-Anthracenedione, 1-(.beta.-D-glucopyranosyloxy)-3,8-dihydroxy-6-methyl-; 9,10-Anthracenedione, 1-(beta-D-glucopyranosyloxy)-3,8-dihydroxy-6-methyl-; 1-beta-D-Glucopyranosyloxy-3-methyl-6-hydroxy-8-hydroxy-9,10-anthraquinone; 1-(.BETA.-D-GLUCOPYRANOSYLOXY)-3,8-DIHYDROXY-6-METHYL-9,10-ANTHRACENEDIONE; 9,10-Anthracenedione, 1-(ss-D-glucopyranosyloxy)-3,8-dihydroxy-6-methyl-; 1,6-Dihydroxy-3-methyl-8-(β-D-glucopyranosyloxy)-9,10-anthraquinone; Glucopyranoside, 3,8-dihydroxy-6-methyl-1-anthraquinonyl, .beta.-D-; Glucopyranoside, 3,8-dihydroxy-6-methyl-1-anthraquinonyl-, beta-D-; 3,8-DIHYDROXY-6-METHYL-1-ANTHRAQUINONYL-.BETA.-D-GLUCOPYRANOSIDE; 3,8-Dihydroxy-6-methyl-1-anthraquinonyl-beta-D-glucopyranoside; Emodinglucoside B (Emodin-8-glucoside); Emodin 8-glucoside, >=95\\% (LC/MS-UV); EMODIN 8-O-.BETA.-D-GLUCOPYRANOSIDE; EMODIN 8-.BETA.-D-GLUCOPYRANOSIDE; 8-O-.BETA.-D-GLUCOPYRANOSYLEMODIN; Emodin 8-O-beta-D-glucopyranoside; Emodin-8-O-beta-D-glucopyranoside; 1-O-beta-D-glucopyranosyl emodin; 8-O-beta-D-glucopyranosyl emodin; 8-O-beta-D-GLUCOPYRANOSYLEMODIN; EMODIN 8-beta-D-GLUCOPYRANOSIDE; Emodin 1-beta-D-glucopyranoside; Emodin-8-O-β-D-glucopyranoside; EMODIN-8-O-.BETA.-D-GLUCOSIDE; EMODIN 8-O-.BETA.-D-GLUCOSIDE; Emodin-8-O-D-glucopyranoside; EMODIN 8-.BETA.-D-GLUCOSIDE; EMODIN 8-O-beta-D-GLUCOSIDE; fucosyltransferase V_major; Emodin-1 (8)-monoglucoside; Emodin-8-beta-D-glucoside; Emodin 8-beta-D-glucoside; Emodin 8-O-β-D-glucoside; emodin 8-O-glucoside; Emodin-1-O-glucoside; Emodin-8-glucoside; Emodin 8-glucoside; Emodin glucoside B; anthraglycoside B; UNII-YY0Q8Q1T3H; UNII-G2P5Y13SEK; G2P5Y13SEK; YY0Q8Q1T3H; Emodin 8-glucoside; Emodin-1-O-β-D-glucopyranoside



数据库引用编号

21 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)

13 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, ALB, CDK1, CDK2, CYP2C19, CYP2E1, CYP3A4, DLG4, GAP43, MAPK8, MYC
Golgi apparatus, trans-Golgi network membrane 1 DLG4
Peripheral membrane protein 2 CYP2E1, GAP43
Endoplasmic reticulum membrane 5 CDK1, CYP2C19, CYP2E1, CYP3A4, UGT1A1
Nucleus 6 AIMP2, ALB, CDK1, CDK2, MAPK8, MYC
cytosol 7 AIMP2, ALB, CDK1, CDK2, DLG4, GPT, MAPK8
dendrite 1 GAP43
centrosome 3 ALB, CDK1, CDK2
nucleoplasm 4 CDK1, CDK2, MAPK8, MYC
Cell membrane 5 DLG4, GAP43, KIT, SELP, TNF
Lipid-anchor 1 DLG4
Cytoplasmic side 2 DLG4, GAP43
Cell projection, axon 2 DLG4, GAP43
Early endosome membrane 1 DLG4
Golgi apparatus membrane 1 DLG4
Synapse 3 DLG4, GAP43, MAPK8
cell junction 1 DLG4
cell surface 3 EPO, FGG, TNF
glutamatergic synapse 1 DLG4
Golgi apparatus 1 ALB
Golgi membrane 1 DLG4
mitochondrial inner membrane 1 CYP2E1
neuromuscular junction 1 DLG4
neuronal cell body 1 TNF
synaptic vesicle 1 DLG4
Cytoplasm, cytosol 1 AIMP2
Presynapse 2 DLG4, GAP43
acrosomal vesicle 1 KIT
endosome 1 CDK2
plasma membrane 9 CYP2C19, DLG4, F2, FGG, GAP43, KIT, SELP, TNF, UGT1A1
Membrane 6 AIMP2, CDK1, CYP3A4, KIT, MYC, UGT1A1
axon 2 DLG4, MAPK8
basolateral plasma membrane 1 DLG4
extracellular exosome 7 ALB, CDK1, EPO, F2, FGG, GPT, SELP
endoplasmic reticulum 3 ALB, DLG4, UGT1A1
extracellular space 7 ALB, EPO, F2, FGG, KIT, SELP, TNF
perinuclear region of cytoplasm 1 UGT1A1
adherens junction 1 DLG4
mitochondrion 1 CDK1
protein-containing complex 2 ALB, MYC
intracellular membrane-bounded organelle 3 CYP2C19, CYP2E1, CYP3A4
Microsome membrane 2 CYP2E1, CYP3A4
postsynaptic density 2 DLG4, GAP43
Single-pass type I membrane protein 2 KIT, SELP
Secreted 5 ALB, EPO, F2, FGG, SELP
extracellular region 6 ALB, EPO, F2, FGG, SELP, TNF
cytoplasmic side of plasma membrane 1 KIT
Single-pass membrane protein 1 UGT1A1
excitatory synapse 1 DLG4
mitochondrial matrix 1 CDK1
anchoring junction 1 ALB
transcription regulator complex 1 CDK2
Cytoplasm, cytoskeleton, microtubule organizing center, centrosome 2 CDK1, CDK2
external side of plasma membrane 4 FGG, KIT, SELP, TNF
dendritic spine 1 DLG4
perikaryon 1 GAP43
nucleolus 1 MYC
midbody 1 CDK1
neuron spine 1 DLG4
cell-cell junction 1 KIT
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
postsynaptic membrane 1 DLG4
Cytoplasm, perinuclear region 1 UGT1A1
Mitochondrion inner membrane 1 CYP2E1
Membrane raft 1 TNF
Cytoplasm, cytoskeleton 1 DLG4
GABA-ergic synapse 1 GAP43
Cell projection, dendritic spine 1 DLG4
collagen-containing extracellular matrix 2 F2, FGG
dendrite cytoplasm 1 DLG4
receptor complex 1 KIT
neuron projection 1 DLG4
ciliary basal body 1 ALB
chromatin 1 MYC
phagocytic cup 1 TNF
mitotic spindle 1 CDK1
cytoskeleton 1 DLG4
centriole 1 ALB
Nucleus, nucleolus 1 MYC
spindle pole 1 ALB
chromosome, telomeric region 2 CDK1, CDK2
blood microparticle 3 ALB, F2, FGG
fibrillar center 1 KIT
nuclear envelope 2 CDK2, MYC
AMPA glutamate receptor complex 1 DLG4
Nucleus, nucleoplasm 1 MYC
Cell projection, dendrite 2 DLG4, GAP43
cell body 1 EPO
filopodium membrane 1 GAP43
[Isoform 3]: Cytoplasm 1 KIT
synaptic membrane 1 DLG4
platelet alpha granule 1 FGG
trans-Golgi network membrane 1 DLG4
platelet dense granule membrane 1 SELP
secretory granule lumen 1 EPO
Golgi lumen 1 F2
endoplasmic reticulum lumen 3 ALB, F2, FGG
male germ cell nucleus 1 CDK2
cortical actin cytoskeleton 1 DLG4
platelet alpha granule lumen 2 ALB, FGG
endocytic vesicle membrane 1 DLG4
cerebellar mossy fiber 1 DLG4
RNA polymerase II transcription repressor complex 1 MYC
postsynaptic density membrane 1 DLG4
Cajal body 1 CDK2
spindle microtubule 1 CDK1
basal dendrite 1 MAPK8
aminoacyl-tRNA synthetase multienzyme complex 1 AIMP2
Rough endoplasmic reticulum 1 MYC
condensed chromosome 1 CDK2
Nucleus, Cajal body 1 CDK2
platelet alpha granule membrane 1 SELP
X chromosome 1 CDK2
Y chromosome 1 CDK2
Cell projection, filopodium membrane 1 GAP43
cyclin-dependent protein kinase holoenzyme complex 2 CDK1, CDK2
cyclin E1-CDK2 complex 1 CDK2
cyclin E2-CDK2 complex 1 CDK2
Myc-Max complex 1 MYC
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
fibrinogen complex 1 FGG
cortical cytoskeleton 1 DLG4
platelet dense granule lumen 1 SELP
cyclin A1-CDK1 complex 1 CDK1
cyclin A2-CDK1 complex 1 CDK1
cyclin B1-CDK1 complex 1 CDK1
endoplasmic reticulum chaperone complex 1 UGT1A1
neuron projection terminus 1 DLG4
juxtaparanode region of axon 1 DLG4
Cell projection, growth cone membrane 1 GAP43
growth cone membrane 1 GAP43
cyclin A2-CDK2 complex 1 CDK2
cytochrome complex 1 UGT1A1
cyclin A1-CDK2 complex 1 CDK2
ciliary transition fiber 1 ALB
Golgi cis cisterna 1 DLG4
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF
nucleoplasmic reticulum 1 MYC


文献列表

  • Yiqun Li, Kaiming Li, Yan Zhao, Yong Li, Dengke Li, Liangliang Shen, Qing Wang, Hsin-Sheng Yang, Zhenxiao Sun. Emodin-8-O-β-D-glucopyranoside, a natural hydroxyanthraquinone glycoside from plant, suppresses cancer cell proliferation via p21-CDKs-Rb axis. Toxicology and applied pharmacology. 2022 03; 438(?):115909. doi: 10.1016/j.taap.2022.115909. [PMID: 35134436]
  • Yang Yang, Yong-Ming Yan, Wei Wei, Jie Luo, Lan-Sheng Zhang, Xiao-Jiang Zhou, Peng-Cheng Wang, Yong-Xun Yang, Yong-Xian Cheng. Anthraquinone derivatives from Rumex plants and endophytic Aspergillus fumigatus and their effects on diabetic nephropathy. Bioorganic & medicinal chemistry letters. 2013 Jul; 23(13):3905-9. doi: 10.1016/j.bmcl.2013.04.059. [PMID: 23683594]
  • Hong-Wei Lin, Ming-Xue Sun, Yun-Hua Wang, Liu-Meng Yang, Ying-Ruo Yang, Ning Huang, Li-Jiang Xuan, Ya-Ming Xu, Dong-Lu Bai, Yong-Tang Zheng, Kai Xiao. Anti-HIV activities of the compounds isolated from Polygonum cuspidatum and Polygonum multiflorum. Planta medica. 2010 Jun; 76(9):889-92. doi: 10.1055/s-0029-1240796. [PMID: 20112182]
  • Y-R Kwon, K-J Son, S Pandit, J-E Kim, K-W Chang, J-G Jeon. Bioactivity-guided separation of anti-acidogenic substances against Streptococcus mutans UA 159 from Polygonum cuspidatum. Oral diseases. 2010 Mar; 16(2):204-9. doi: 10.1111/j.1601-0825.2009.01636.x. [PMID: 20374506]
  • Chaoyun Wang, Dalei Zhang, Hongmei Ma, Juntian Liu. Neuroprotective effects of emodin-8-O-beta-D-glucoside in vivo and in vitro. European journal of pharmacology. 2007 Dec; 577(1-3):58-63. doi: 10.1016/j.ejphar.2007.08.033. [PMID: 17897641]
  • Xin Chu, Ailing Sun, Renmin Liu. Preparative isolation and purification of five compounds from the Chinese medicinal herb Polygonum cuspidatum Sieb. et Zucc by high-speed counter-current chromatography. Journal of chromatography. A. 2005 Dec; 1097(1-2):33-9. doi: 10.1016/j.chroma.2005.08.008. [PMID: 16298183]
  • H Matsuda, H Shimoda, T Morikawa, M Yoshikawa. Phytoestrogens from the roots of Polygonum cuspidatum (Polygonaceae): structure-requirement of hydroxyanthraquinones for estrogenic activity. Bioorganic & medicinal chemistry letters. 2001 Jul; 11(14):1839-42. doi: 10.1016/s0960-894x(01)00318-3. [PMID: 11459643]
  • S S Huang, S F Yeh, C Y Hong. Effect of anthraquinone derivatives on lipid peroxidation in rat heart mitochondria: structure-activity relationship. Journal of natural products. 1995 Sep; 58(9):1365-71. doi: 10.1021/np50123a005. [PMID: 7494143]
  • H Jayasuriya, N M Koonchanok, R L Geahlen, J L McLaughlin, C J Chang. Emodin, a protein tyrosine kinase inhibitor from Polygonum cuspidatum. Journal of natural products. 1992 May; 55(5):696-8. doi: 10.1021/np50083a026. [PMID: 1517743]
  • P Szylman, O S Better, C Chaimowitz, A Rosler. Role of hyperkalemia in the metabolic acidosis of isolated hypoaldosteronism. The New England journal of medicine. 1976 Feb; 294(7):361-5. doi: 10.1056/nejm197602122940703. [PMID: 1674]