Mulberroside_A (BioDeep_00000230866)

 

Secondary id: BioDeep_00000247292

PANOMIX_OTCML-2023


代谢物信息卡片


(2S,3R,4S,5S,6R)-2-(3-Hydroxy-4-((E)-3-hydroxy-5-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)styryl)phenoxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

化学式: C26H32O14 (568.1791972)
中文名称: 桑皮苷 A, 桑皮苷A
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C1=CC(=C(C=C1OC2C(C(C(C(O2)CO)O)O)O)O)C=CC3=CC(=CC(=C3)OC4C(C(C(C(O4)CO)O)O)O)O
InChI: InChI=1S/C26H32O14/c27-9-17-19(31)21(33)23(35)25(39-17)37-14-4-3-12(16(30)8-14)2-1-11-5-13(29)7-15(6-11)38-26-24(36)22(34)20(32)18(10-28)40-26/h1-8,17-36H,9-10H2/b2-1+/t17-,18-,19-,20-,21+,22+,23-,24-,25-,26-/m1/s1

描述信息

Cis-Mulberroside A is a glycoside and a stilbenoid.
Mulberroside A is a natural product found in Morus lhou, Schoenocaulon officinale, and other organisms with data available.
Mulberroside A is one of the main bioactive constituent in mulberry (Morus alba L.)[1]. Mulberroside A decreases the expressions of TNF-α, IL-1β, and IL-6 and inhibits the activation of NALP3, caspase-1, and NF-κB and the phosphorylation of ERK, JNK, and p38, exhibiting anti-inflammatory antiapoptotic effects[2]. Mulberroside A shows inhibitory activity against mushroom tyrosinase with an IC50 of 53.6 μM[3].
Mulberroside A is one of the main bioactive constituent in mulberry (Morus alba L.)[1]. Mulberroside A decreases the expressions of TNF-α, IL-1β, and IL-6 and inhibits the activation of NALP3, caspase-1, and NF-κB and the phosphorylation of ERK, JNK, and p38, exhibiting anti-inflammatory antiapoptotic effects[2]. Mulberroside A shows inhibitory activity against mushroom tyrosinase with an IC50 of 53.6 μM[3].

同义名列表

12 个代谢物同义名

(2S,3R,4S,5S,6R)-2-(3-Hydroxy-4-((E)-3-hydroxy-5-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)styryl)phenoxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol; (2S,3R,4S,5S,6R)-2-[3-hydroxy-4-[(E)-2-[3-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]ethenyl]phenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol; .BETA.-D-GLUCOPYRANOSIDE, 3-((1E)-2-(4-(.BETA.-D-GLUCOPYRANOSYLOXY)-2-HYDROXYPHENYL)ETHENYL)-5-HYDROXYPHENYL; 3-((1E)-2-(4-(.BETA.-D-GLUCOPYRANOSYLOXY)-2-HYDROXYPHENYL)ETHENYL)-5-HYDROXYPHENYL .BETA.-D-GLUCOPYRANOSIDE; 3-{(E)-2-[4-(beta-D-glucopyranosyloxy)-2-hydroxyphenyl]ethenyl}-5-hydroxyphenyl beta-D-glucopyranoside; [2,5-dihydroxy-4,3-bis(beta-d-glucopyranosyloxy)-trans-stilbene]; UNII-OJU5SVA08B; Mulberroside A; Mulberroside-A; MulberrosideA; Mulberroside; OJU5SVA08B



数据库引用编号

9 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)

2 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。



文献列表

  • Wenlong Nie, Yun Liu, Jinshuai Lan, Ting Li, Yitian He, Zhe Li, Tong Zhang, Yue Ding. Self-Assembled Nanoparticles from Xie-Bai-San Decoction: Isolation, Characterization and Enhancing Oral Bioavailability. International journal of nanomedicine. 2024; 19(?):3405-3421. doi: 10.2147/ijn.s449268. [PMID: 38617795]
  • Rong Yu, Shiyu Wen, Qiaona Wang, Congying Wang, Liping Zhang, Xingxin Wu, Jianmei Li, Lingdong Kong. Mulberroside A repairs high fructose diet-induced damage of intestinal epithelial and blood-brain barriers in mice: A potential for preventing hippocampal neuroinflammatory injury. Journal of neurochemistry. 2021 06; 157(6):1979-1991. doi: 10.1111/jnc.15242. [PMID: 33205422]
  • Jukrapun Komaikul, Tharita Kitisripanya, Kittisak Likhitwitayawuid, Boonchoo Sritularak, Hiroyuki Tanaka, Waraporn Putalun. Improvement of stilbenoid production by 2-hydroxypropyl-β-cyclodextrin in white mulberry (Morus alba L.) callus cultures. Natural product research. 2019 Oct; 33(19):2762-2769. doi: 10.1080/14786419.2018.1499643. [PMID: 30470133]
  • Chaoyang Duan, Jin Han, Chongyu Zhang, Kunyi Wu, Yan Lin. Inhibition of kidney cancer cell growth by Mulberroside-A is mediated via mitochondrial mediated apoptosis, inhibition of cell migration and invasion and targeting EGFR signalling pathway. Journal of B.U.ON. : official journal of the Balkan Union of Oncology. 2019 Jan; 24(1):296-300. doi: NULL. [PMID: 30941984]
  • Chadathorn Inyai, Panitch Boonsnongcheep, Jukrapun Komaikul, Boonchoo Sritularak, Hiroyuki Tanaka, Waraporn Putalun. Alginate immobilization of Morus alba L. cell suspension cultures improved the accumulation and secretion of stilbenoids. Bioprocess and biosystems engineering. 2019 Jan; 42(1):131-141. doi: 10.1007/s00449-018-2021-1. [PMID: 30284036]
  • Chadathorn Inyai, Jukrapun Komaikul, Tharita Kitisripanya, Hiroyuki Tanaka, Boonchoo Sritularak, Waraporn Putalun. Development of a Rapid Immunochromatographic Strip Test for the Detection of Mulberroside A. Phytochemical analysis : PCA. 2015 Nov; 26(6):423-7. doi: 10.1002/pca.2576. [PMID: 26096098]
  • Jukrapun Komaikul, Tharita Kitisripanya, Hiroyuki Tanaka, Boonchoo Sritularak, Waraporn Putalun. Enhanced Mulberroside A Production from Cell Suspension and Root Cultures of Morus alba Using Elicitation. Natural product communications. 2015 Jul; 10(7):1253-6. doi: ". [PMID: 26411024]
  • Sung-Pil Jo, Jeong-Keun Kim, Young-Hee Lim. Antihyperlipidemic effects of stilbenoids isolated from Morus alba in rats fed a high-cholesterol diet. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2014 Mar; 65(?):213-8. doi: 10.1016/j.fct.2013.12.040. [PMID: 24407019]
  • Shu Wang, Xian-Ming Liu, Jian Zhang, Yu-Qing Zhang. An efficient preparation of mulberroside a from the branch bark of mulberry and its effect on the inhibition of tyrosinase activity. PloS one. 2014; 9(10):e109396. doi: 10.1371/journal.pone.0109396. [PMID: 25299075]
  • Jin Zhou, Shun-Xiang Li, Xin-Pei Yan, Mei Ji, Xiao-Yi Guo, Dan Huang, Qun-Yi Zheng. [Comparative and correlational studies on contents of stilbenes in different portions of mulberry]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2013 Oct; 38(19):3261-4. doi: ". [PMID: 24422388]
  • Jin Zhou, Shun-xiang Li, Wei Wang, Xiao-yi Guo, Xiang-Yang Lu, Xin-pei Yan, Dan Huang, Bao-yang Wei, Liang Cao. Variations in the levels of mulberroside A, oxyresveratrol, and resveratrol in mulberries in different seasons and during growth. TheScientificWorldJournal. 2013; 2013(?):380692. doi: 10.1155/2013/380692. [PMID: 24023529]
  • Yun-Wei Shi, Cai-Ping Wang, Lei Liu, Yang-Liu Liu, Xing Wang, Ye Hong, Zhen Li, Ling-Dong Kong. Antihyperuricemic and nephroprotective effects of resveratrol and its analogues in hyperuricemic mice. Molecular nutrition & food research. 2012 Sep; 56(9):1433-44. doi: 10.1002/mnfr.201100828. [PMID: 22865646]
  • Jeong-Keun Kim, Keun-Tae Park, Hyun-Sun Lee, Mijin Kim, Young-Hee Lim. Evaluation of the inhibition of mushroom tyrosinase and cellular tyrosinase activities of oxyresveratrol: comparison with mulberroside A. Journal of enzyme inhibition and medicinal chemistry. 2012 Aug; 27(4):495-503. doi: 10.3109/14756366.2011.598866. [PMID: 21827364]
  • Mei Mei, Jian-Qing Ruan, Wen-Jin Wu, Rui-Na Zhou, Jacky Pui-Cheong Lei, Hai-Yu Zhao, Ru Yan, Yi-Tao Wang. In vitro pharmacokinetic characterization of mulberroside A, the main polyhydroxylated stilbene in mulberry (Morus alba L.), and its bacterial metabolite oxyresveratrol in traditional oral use. Journal of agricultural and food chemistry. 2012 Mar; 60(9):2299-308. doi: 10.1021/jf204495t. [PMID: 22225542]
  • Jung Sung Kim, Hyun Ju You, Hye Yoon Kang, Geun Eog Ji. Enhancement of the tyrosinase inhibitory activity of Mori Cortex Radicis extract by biotransformation using Leuconostoc paramesenteroides PR. Bioscience, biotechnology, and biochemistry. 2012; 76(8):1425-30. doi: 10.1271/bbb.111002. [PMID: 22878208]
  • Keun-Tae Park, Jeong-Keun Kim, Dahyun Hwang, Yeongmin Yoo, Young-Hee Lim. Inhibitory effect of mulberroside A and its derivatives on melanogenesis induced by ultraviolet B irradiation. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2011 Dec; 49(12):3038-45. doi: 10.1016/j.fct.2011.09.008. [PMID: 21946069]
  • Cai-Ping Wang, Yemin Wang, Xing Wang, Xian Zhang, Jian-Feng Ye, Lin-Shui Hu, Ling-Dong Kong. Mulberroside a possesses potent uricosuric and nephroprotective effects in hyperuricemic mice. Planta medica. 2011 May; 77(8):786-94. doi: 10.1055/s-0030-1250599. [PMID: 21154198]
  • Jeong-Keun Kim, Mijin Kim, Ssang-Goo Cho, Myung-Kyoo Kim, Suhng Wook Kim, Young-Hee Lim. Biotransformation of mulberroside A from Morus alba results in enhancement of tyrosinase inhibition. Journal of industrial microbiology & biotechnology. 2010 Jun; 37(6):631-7. doi: 10.1007/s10295-010-0722-9. [PMID: 20411402]
  • Zuofa Zhang, Liangen Shi. Anti-inflammatory and analgesic properties of cis-mulberroside A from Ramulus mori. Fitoterapia. 2010 Apr; 81(3):214-8. doi: 10.1016/j.fitote.2009.09.005. [PMID: 19755140]
  • Meicuo Zhaxi, Lixia Chen, Xuegai Li, Kenichi Komatsu, Xinsheng Yao, Feng Qiu. Three major metabolites of mulberroside A in rat intestinal contents and feces. Planta medica. 2010 Mar; 76(4):362-4. doi: 10.1055/s-0029-1186160. [PMID: 19787570]
  • Haitao Li, Ka-Wing Cheng, Chi-Hin Cho, Zhendan He, Mingfu Wang. Oxyresveratrol as an antibrowning agent for cloudy apple juices and fresh-cut apples. Journal of agricultural and food chemistry. 2007 Apr; 55(7):2604-10. doi: 10.1021/jf0630466. [PMID: 17335224]
  • Kyung-Ook Chung, Bo-Young Kim, Myung-Hee Lee, Yeo-Ryun Kim, Hae-Young Chung, Jong-Hee Park, Jeon-Ok Moon. In-vitro and in-vivo anti-inflammatory effect of oxyresveratrol from Morus alba L. The Journal of pharmacy and pharmacology. 2003 Dec; 55(12):1695-700. doi: 10.1211/0022357022313. [PMID: 14738598]