Rhapontin (BioDeep_00000600340)
Main id: BioDeep_00000008001
PANOMIX_OTCML-2023 Volatile Flavor Compounds
代谢物信息卡片
化学式: C21H24O9 (420.14202539999997)
中文名称: 土大黄苷
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: COC1=C(C=C(C=C1)C=CC2=CC(=CC(=C2)OC3C(C(C(C(O3)CO)O)O)O)O)O
InChI: InChI=1S/C21H24O9/c1-28-16-5-4-11(8-15(16)24)2-3-12-6-13(23)9-14(7-12)29-21-20(27)19(26)18(25)17(10-22)30-21/h2-9,17-27H,10H2,1H3/b3-2-
描述信息
Rhapontin is a member of the class of compounds known as stilbene glycosides. Stilbene glycosides are compounds structurally characterized by the presence of a carbohydrate moiety glycosidically linked to the stilbene skeleton. Rhapontin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Rhapontin can be found in garden rhubarb, which makes rhapontin a potential biomarker for the consumption of this food product. Rhapontin has beneficial effects on diabetic mice, and in vitro results suggest it may be relevant to Alzheimers disease with an action on beta amyloid .
Rhapontin (Rhaponiticin), a component of rhubarb (Rheum officinale Baill), induces apoptosis resulting in suppression of proliferation of human stomach cancer KATO III cells[1].
Rhapontin (Rhaponiticin), a component of rhubarb (Rheum officinale Baill), induces apoptosis resulting in suppression of proliferation of human stomach cancer KATO III cells[1].
同义名列表
3 个代谢物同义名
数据库引用编号
11 个数据库交叉引用编号
- ChEBI: CHEBI:92176
- ChEBI: CHEBI:8824
- PubChem: 637213
- Metlin: METLIN44320
- ChEMBL: CHEMBL109266
- foodb: FDB008525
- CAS: 155-58-8
- medchemexpress: HY-N0671
- KEGG: C10288
- PubChem: 12474
- KNApSAcK: 8824
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)
32 个相关的物种来源信息
- 155762 - Eucalyptus rubida:
- 76025 - Fallopia multiflora: 10.1055/S-0030-1271200
- 327904 - Guibourtia tessmannii: 10.1016/0031-9422(94)00915-G
- 33090 - Plants: -
- 3620 - Rheum:
- 694412 - Rheum acuminatum: 10.1016/0378-8741(84)90016-3
- 284362 - Rheum alexandrae: 10.1016/0378-8741(84)90016-3
- 574896 - Rheum altaicum: 10.1016/0378-8741(84)90016-3
- 284363 - Rheum australe: 10.1016/0378-8741(84)90016-3
- 137216 - Rheum compactum: 10.1016/0378-8741(84)90016-3
- 694413 - Rheum delavayi: 10.1016/0378-8741(84)90016-3
- 240182 - Rheum franzenbachii: 10.1016/0378-8741(84)90016-3
- 137217 - Rheum hotaoense: 10.1016/0378-8741(84)90016-3
- 240183 - Rheum kialense: 10.1016/0378-8741(84)90016-3
- 137218 - Rheum likiangense: 10.1016/0378-8741(84)90016-3
- 137697 - Rheum nobile: 10.1016/0378-8741(84)90016-3
- 137220 - Rheum officinale:
- 137220 - Rheum officinale Baill.: -
- 694414 - Rheum palaestinum: 10.1016/S0031-9422(00)00341-1
- 137221 - Rheum palmatum:
- 137221 - Rheum palmatum L.: -
- 137223 - Rheum pumilum: 10.1016/0378-8741(84)90016-3
- 2743666 - Rheum racemiferum: 10.1016/0378-8741(84)90016-3
- 137224 - Rheum reticulatum: 10.1016/0378-8741(84)90016-3
- 3621 - Rheum rhabarbarum:
- 46087 - Rheum rhaponticum:
- 240184 - Rheum spiciforme: 10.1016/0378-8741(84)90016-3
- 137226 - Rheum tanguticum: 10.1016/0378-8741(84)90016-3
- 137226 - Rheum tanguticum Maxim. ex Balf.: -
- 205071 - Rheum tataricum: 10.1016/0378-8741(84)90016-3
- 137227 - Rheum undulatum:
- 137228 - Rheum wittrockii: 10.1016/0378-8741(84)90016-3
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。
文献列表
- Oleksandra Liudvytska, Michał B Ponczek, Oskar Ciesielski, Justyna Krzyżanowska-Kowalczyk, Mariusz Kowalczyk, Aneta Balcerczyk, Joanna Kolodziejczyk-Czepas. Rheum rhaponticum and Rheum rhabarbarum Extracts as Modulators of Endothelial Cell Inflammatory Response.
Nutrients.
2023 Feb; 15(4):. doi:
10.3390/nu15040949
. [PMID: 36839307] - Bon-Hyeock Koo, Jonghoon Lee, Younghyun Jin, Hyun Kyo Lim, Sungwoo Ryoo. Arginase inhibition by rhaponticin increases L-arginine concentration that contributes to Ca2+-dependent eNOS activation.
BMB reports.
2021 Oct; 54(10):516-521. doi:
. [PMID: 34078530]
- Tiansong Yang, Qingyong Wang, Yuanyuan Qu, Chuwen Feng, Chaoran Li, Yan Yang, Zhongren Sun, Tahani A Alahmadi, Sulaiman A Alharbi, Shengyong Bao. Protective effect of rhaponticin on ovariectomy-induced osteoporosis in rats.
Journal of biochemical and molecular toxicology.
2021 Sep; 35(9):e22837. doi:
10.1002/jbt.22837
. [PMID: 34227182] - Rougang Li, Arunachalam Chinnathambi, Sulaiman Ali Alharbi, Omar H M Shair, Vishnu Priya Veeraraghavan, Krishna Mohan Surapaneni, Thamaraiselvan Rengarajan. Anti-inflammatory effects of rhaponticin on LPS-induced human endothelial cells through inhibition of MAPK/NF-κβ signaling pathways.
Journal of biochemical and molecular toxicology.
2021 May; 35(5):e22733. doi:
10.1002/jbt.22733
. [PMID: 33605003] - 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] - Dan Chen, Jing-Ru Liu, Yanjin Cheng, Hua Cheng, Ping He, Yang Sun. Metabolism of Rhaponticin and Activities of its Metabolite, Rhapontigenin: A Review.
Current medicinal chemistry.
2020; 27(19):3168-3186. doi:
10.2174/0929867326666190121143252
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Molecules (Basel, Switzerland).
2019 Jul; 24(14):. doi:
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Bioorganic & medicinal chemistry letters.
2018 02; 28(4):552-557. doi:
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International immunopharmacology.
2017 Jun; 47(?):38-46. doi:
10.1016/j.intimp.2017.03.020
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Journal of chromatographic science.
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Planta medica.
2014 Aug; 80(13):1067-71. doi:
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Journal of chromatographic science.
2014 Feb; 52(2):176-85. doi:
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Food & function.
2014 Feb; 5(2):251-6. doi:
10.1039/c3fo60484e
. [PMID: 24362821] - Yang Sun, Yingyong Zhao, Xiaohui Yang. A simple and rapid spectrofluorimetric method for determining the pharmacokinetics and metabolism of rhaponticin in rat plasma, feces and urine using a cerium probe.
Luminescence : the journal of biological and chemical luminescence.
2013 Jul; 28(4):523-9. doi:
10.1002/bio.2488
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Journal of nanoscience and nanotechnology.
2012 Oct; 12(10):7677-84. doi:
10.1166/jnn.2012.6599
. [PMID: 23421127] - Fang-Fang Chen, Xiao-Yu Xie, Yan-Ping Shi. Magnetic molecularly imprinted polymer for the detection of rhaponticin in Chinese patent medicines.
Journal of chromatography. A.
2012 Aug; 1252(?):8-14. doi:
10.1016/j.chroma.2012.06.071
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Phytochemical analysis : PCA.
2012 Jul; 23(4):359-64. doi:
10.1002/pca.1365
. [PMID: 22009582] - Ying-Yong Zhao, Qi Su, Xian-Long Cheng, Xiao-Jie Tan, Xu Bai, Rui-Chao Lin. Pharmacokinetics, bioavailability and metabolism of rhaponticin in rat plasma by UHPLC-Q-TOF/MS and UHPLC-DAD-MSn.
Bioanalysis.
2012 Mar; 4(6):713-23. doi:
10.4155/bio.12.24
. [PMID: 22452262] - Yang Sun, Zhen Ji, Xuehua Liang, Guobo Li, Shengyong Yang, Song Wei, Yingyong Zhao, Xiaoyun Hu, Jun Fan. Studies on the binding of rhaponticin with human serum albumin by molecular spectroscopy, modeling and equilibrium dialysis.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy.
2012 Feb; 87(?):171-8. doi:
10.1016/j.saa.2011.11.033
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Yao xue xue bao = Acta pharmaceutica Sinica.
2011 Sep; 46(9):1084-92. doi:
NULL
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Journal of agricultural and food chemistry.
2011 Mar; 59(5):1673-82. doi:
10.1021/jf104742n
. [PMID: 21314127] - Jeong-Keun Kim, Narae Kim, Young-Hee Lim. Evaluation of the antibacterial activity of rhapontigenin produced from rhapontin by biotransformation against Propionibacterium acnes.
Journal of microbiology and biotechnology.
2010 Jan; 20(1):82-7. doi:
10.4014/jmb.0907.07022
. [PMID: 20134237] - Jinlong Chen, Mengmeng Ma, Yanwei Lu, Lisheng Wang, Chutse Wu, Haifeng Duan. Rhaponticin from rhubarb rhizomes alleviates liver steatosis and improves blood glucose and lipid profiles in KK/Ay diabetic mice.
Planta medica.
2009 Apr; 75(5):472-7. doi:
10.1055/s-0029-1185304
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Journal of colloid and interface science.
2008 Apr; 320(2):460-8. doi:
10.1016/j.jcis.2008.01.025
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Journal of the American College of Nutrition.
2007 Jun; 26(3):233-42. doi:
10.1080/07315724.2007.10719606
. [PMID: 17634168] - Jian Mei Li, Chun Tao Che, Clara B S Lau, Po Sing Leung, Christopher H K Cheng. Desoxyrhaponticin (3,5-dihydroxy-4'-methoxystilbene 3-O-beta-D-glucoside) inhibits glucose uptake in the intestine and kidney: In vitro and in vivo studies.
The Journal of pharmacology and experimental therapeutics.
2007 Jan; 320(1):38-46. doi:
10.1124/jpet.106.111526
. [PMID: 17038511] - F Misiti, B Sampaolese, D Mezzogori, F Orsini, M Pezzotti, B Giardina, M E Clementi. Protective effect of rhubarb derivatives on amyloid beta (1-42) peptide-induced apoptosis in IMR-32 cells: a case of nutrigenomic.
Brain research bulletin.
2006 Dec; 71(1-3):29-36. doi:
10.1016/j.brainresbull.2006.07.012
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Life sciences.
2006 Jan; 78(9):934-42. doi:
10.1016/j.lfs.2005.05.101
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Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica.
2000 Jul; 25(7):417-8. doi:
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Biological & pharmaceutical bulletin.
2000 Jul; 23(7):830-3. doi:
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Bioorganic & medicinal chemistry letters.
2000 Feb; 10(4):323-7. doi:
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Planta medica.
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Journal of natural products.
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Zhong yao tong bao (Beijing, China : 1981).
1985 Nov; 10(11):33-5. doi:
"
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Journal of ethnopharmacology.
1984 May; 10(3):275-93. doi:
10.1016/0378-8741(84)90016-3
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