Chrysophanein (BioDeep_00000008018)

Main id: BioDeep_00000230165

 

human metabolite PANOMIX_OTCML-2023 natural product


代谢物信息卡片


1-hydroxy-3-methyl-8-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-9,10-dihydroanthracene-9,10-dione

化学式: C21H20O9 (416.1107)
中文名称: 大黄酚-8-O-葡萄糖苷
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C12C(=O)C3=C(C=C(C=C3O)C)C(=O)C=1C=CC=C2O[C@H]1[C@H](O)[C@H]([C@H](O)[C@@H](CO)O1)O
InChI: InChI=1S/C21H20O9/c1-8-5-10-14(11(23)6-8)18(26)15-9(16(10)24)3-2-4-12(15)29-21-20(28)19(27)17(25)13(7-22)30-21/h2-6,13,17,19-23,25,27-28H,7H2,1H3

描述信息

Isolated from Rheum, Rumex subspecies Chrysophanein is found in green vegetables and garden rhubarb.
Chrysophanein is found in garden rhubarb. Chrysophanein is isolated from Rheum, Rumex species.
Chrysophanol 8-O-glucoside, from the roots of Rumex acetosa, shows moderate elastase inhibition activity[1].
Chrysophanol 8-O-glucoside, from the roots of Rumex acetosa, shows moderate elastase inhibition activity[1].

同义名列表

11 个代谢物同义名

1-hydroxy-3-methyl-8-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-9,10-dihydroanthracene-9,10-dione; 1-hydroxy-3-methyl-8-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}anthracene-9,10-dione; Chrysophanol 8-O-beta-D-glucoside; Chrysophanol 8-O-|A-D-glucoside; chrysophanol 8-O-glucoside; Chrysophanol 8-glucoside; Chrysophanein; CID 4483734; Pulmatin; Chrysophanol 8-O-β-D-glucoside; Chrysophanol 8-O-beta-D-glucoside



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)

54 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 5 AIMP2, MAPK8, SMAD2, STAT3, TGFB1
Endosome membrane 1 INSR
Nucleus 6 AIMP2, MAPK8, MMP2, SMAD2, STAT3, TGFB1
cytosol 6 AIMP2, MAPK8, RPE, SLC2A4, SMAD2, STAT3
trans-Golgi network 1 SLC2A4
nucleoplasm 3 MAPK8, SMAD2, STAT3
RNA polymerase II transcription regulator complex 1 STAT3
Cell membrane 2 INSR, SLC2A4
Multi-pass membrane protein 1 SLC2A4
Synapse 1 MAPK8
cell surface 1 TGFB1
Golgi membrane 1 INS
lysosomal membrane 1 GAA
neuronal cell body 1 TGFB1
sarcolemma 1 SLC2A4
Cytoplasm, cytosol 1 AIMP2
Lysosome 2 GAA, INSR
Presynapse 1 SLC2A4
plasma membrane 6 GAA, INSR, MMP2, SLC2A4, STAT3, TGFB1
Membrane 5 AIMP2, GAA, INSR, SLC2A4, SMAD2
axon 3 INSR, MAPK8, TGFB1
caveola 1 INSR
extracellular exosome 5 GAA, INSR, RPE, SHBG, SLC2A4
Lysosome membrane 1 GAA
extracellular space 3 INS, MMP2, TGFB1
lysosomal lumen 1 GAA
perinuclear region of cytoplasm 1 SLC2A4
mitochondrion 1 MMP2
protein-containing complex 1 SMAD2
intracellular membrane-bounded organelle 1 GAA
Single-pass type I membrane protein 1 INSR
Secreted 4 GAA, INS, SHBG, TGFB1
extracellular region 5 GAA, INS, MMP2, SHBG, TGFB1
neuronal cell body membrane 1 INSR
transcription regulator complex 2 SMAD2, STAT3
external side of plasma membrane 2 INSR, SLC2A4
Secreted, extracellular space, extracellular matrix 1 TGFB1
multivesicular body 1 SLC2A4
T-tubule 1 SLC2A4
clathrin-coated pit 1 SLC2A4
Cytoplasm, perinuclear region 1 SLC2A4
Membrane raft 1 SLC2A4
extracellular matrix 2 MMP2, TGFB1
sarcoplasmic reticulum 1 SLC2A4
collagen-containing extracellular matrix 2 MMP2, TGFB1
secretory granule 1 TGFB1
Late endosome 1 INSR
sarcomere 1 MMP2
receptor complex 1 INSR
chromatin 2 SMAD2, STAT3
blood microparticle 1 TGFB1
Endomembrane system 1 SLC2A4
endosome lumen 1 INS
Cytoplasmic vesicle membrane 1 SLC2A4
tertiary granule membrane 1 GAA
clathrin-coated vesicle 1 SLC2A4
trans-Golgi network transport vesicle 1 SLC2A4
secretory granule lumen 1 INS
Golgi lumen 2 INS, TGFB1
endoplasmic reticulum lumen 1 INS
platelet alpha granule lumen 1 TGFB1
transport vesicle 1 INS
azurophil granule membrane 1 GAA
[Isoform 1]: Secreted, extracellular space, extracellular matrix 1 MMP2
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
vesicle membrane 1 SLC2A4
heteromeric SMAD protein complex 1 SMAD2
SMAD protein complex 1 SMAD2
ficolin-1-rich granule membrane 1 GAA
basal dendrite 1 MAPK8
aminoacyl-tRNA synthetase multienzyme complex 1 AIMP2
dendrite membrane 1 INSR
activin responsive factor complex 1 SMAD2
[Latency-associated peptide]: Secreted, extracellular space, extracellular matrix 1 TGFB1
[Transforming growth factor beta-1]: Secreted 1 TGFB1
insulin receptor complex 1 INSR
autolysosome lumen 1 GAA
insulin-responsive compartment 1 SLC2A4
homomeric SMAD protein complex 1 SMAD2


文献列表

  • Yong Joo Park, Kwang Ho Lee, Mi Seon Jeon, Yong Hoon Lee, Yoon Joo Ko, Changhyun Pang, Bonglee Kim, Kyu Hyuck Chung, Ki Hyun Kim. Hepatoprotective Potency of Chrysophanol 8-O-Glucoside from Rheum palmatum L. against Hepatic Fibrosis via Regulation of the STAT3 Signaling Pathway. International journal of molecular sciences. 2020 Nov; 21(23):. doi: 10.3390/ijms21239044. [PMID: 33261209]
  • Manh Tuan Ha, Minji Kim, Chung Sub Kim, Se-Eun Park, Jeong Ah Kim, Mi Hee Woo, Jae Sue Choi, Byung Sun Min. Tetra-aryl cyclobutane and stilbenes from the rhizomes of Rheum undulatum and their α-glucosidase inhibitory activity: Biological evaluation, kinetic analysis, and molecular docking simulation. Bioorganic & medicinal chemistry letters. 2020 04; 30(8):127049. doi: 10.1016/j.bmcl.2020.127049. [PMID: 32111435]
  • Longfei Lin, Fang Yuan, Yuling Liu, Ming Zhong, Tanggui Xie, Jian Ni, Hui Li. Hepatotoxicity and mechanism study of chrysophanol-8-O-glucoside in vitro. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2019 Dec; 120(?):109531. doi: 10.1016/j.biopha.2019.109531. [PMID: 31648163]
  • Shuai Yao, Jingxian Zhang, Dandan Wang, Jinjun Hou, Wenzhi Yang, Juan Da, Luying Cai, Min Yang, Baohong Jiang, Xuan Liu, De-an Guo, Wanying Wu. Discriminatory components retracing strategy for monitoring the preparation procedure of Chinese patent medicines by fingerprint and chemometric analysis. PloS one. 2015; 10(3):e0121366. doi: 10.1371/journal.pone.0121366. [PMID: 25768096]
  • Zhi Li, Li-Jun Li, Yan Sun, Jing Li. Identification of natural compounds with anti-hepatitis B virus activity from Rheum palmatum L. ethanol extract. Chemotherapy. 2007; 53(5):320-6. doi: 10.1159/000107690. [PMID: 17785969]
  • Fredyc Diaz, Hee-Byung Chai, Qiuwen Mi, Bao-Ning Su, Jose Schunke Vigo, James G Graham, Fernando Cabieses, Norman R Farnsworth, Geoffrey A Cordell, John M Pezzuto, Steven M Swanson, A Douglas Kinghorn. Anthrone and oxanthrone C-glycosides from Picramnia latifolia collected in Peru. Journal of natural products. 2004 Mar; 67(3):352-6. doi: 10.1021/np030479j. [PMID: 15043409]
  • Liselotte Krenn, Armin Presser, Riddhi Pradhan, Beate Bahr, Dietrich H Paper, Klaus K Mayer, Brigitte Kopp. Sulfemodin 8-O-beta-D-glucoside, a new sulfated anthraquinone glycoside, and antioxidant phenolic compounds from Rheum emodi. Journal of natural products. 2003 Aug; 66(8):1107-9. doi: 10.1021/np0301442. [PMID: 12932135]
  • 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]
  • H Matsuda, T Kageura, T Morikawa, I Toguchida, S Harima, M Yoshikawa. Effects of stilbene constituents from rhubarb on nitric oxide production in lipopolysaccharide-activated macrophages. Bioorganic & medicinal chemistry letters. 2000 Feb; 10(4):323-7. doi: 10.1016/s0960-894x(99)00702-7. [PMID: 10714491]