Jujuboside A1 (BioDeep_00000000270)

 

Secondary id: BioDeep_00000396391, BioDeep_00000617924, BioDeep_00001867482

human metabolite PANOMIX_OTCML-2023 Endogenous


代谢物信息卡片


2-[(4-{[4,5-dihydroxy-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl]oxy}-5-hydroxy-2-{[16-hydroxy-2,6,6,10,16-pentamethyl-18-(2-methylprop-1-en-1-yl)-19,21-dioxahexacyclo[18.2.1.0¹,¹⁴.0²,¹¹.0⁵,¹⁰.0¹⁵,²⁰]tricosan-7-yl]oxy}oxan-3-yl)oxy]-6-methyloxane-3,4,5-triol

化学式: C58H94O26 (1206.6033023999998)
中文名称: 酸枣仁皂苷 A, 酸枣仁皂甙D, 酸枣仁皂苷A, 酸枣仁皂苷 A, 酸枣仁皂甙D
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC(C)=CC1CC(C)(O)C2C3CCC4C5(C)CCC(OC6OCC(O)C(OC7OC(COC8OC(CO)C(O)C(O)C8O)C(O)C(O)C7OC7OCC(O)C(O)C7O)C6OC6OC(C)C(O)C(O)C6O)C(C)(C)C5CCC4(C)C34COC2(C4)O1
InChI: InChI=1S/C58H94O26/c1-23(2)15-25-16-56(8,72)47-26-9-10-32-54(6)13-12-33(53(4,5)31(54)11-14-55(32,7)57(26)21-58(47,84-25)76-22-57)80-51-46(83-50-43(71)38(66)34(62)24(3)77-50)44(28(61)19-74-51)81-52-45(82-49-41(69)35(63)27(60)18-73-49)40(68)37(65)30(79-52)20-75-48-42(70)39(67)36(64)29(17-59)78-48/h15,24-52,59-72H,9-14,16-22H2,1-8H3

描述信息

Jujuboside A is a triterpenoid.
(2S,3R,4R,5R,6S)-2-[(2S,3R,4S,5S)-4-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-[[(1S,2R,5R,7S,10R,11R,14R,15S,16S,18R,20S)-16-hydroxy-2,6,6,10,16-pentamethyl-18-(2-methylprop-1-enyl)-19,21-dioxahexacyclo[18.2.1.01,14.02,11.05,10.015,20]tricosan-7-yl]oxy]oxan-3-yl]oxy-6-methyloxane-3,4,5-triol is a natural product found in Ziziphus jujuba, Ziziphus lotus, and Ziziphus jujuba var. spinosa with data available.
Jujuboside A is found in fruits. Jujuboside A is isolated from seeds of Zizyphus jujuba (Chinese date
Jujuboside A is a glycoside extracted from Semen Ziziphi Spinosae, a Chinese herbal medicine used to treat insomnia and anxiety.
Jujuboside A is a glycoside extracted from Semen Ziziphi Spinosae, a Chinese herbal medicine used to treat insomnia and anxiety.
Jujuboside A is a glycoside extracted from Semen Ziziphi Spinosae, a Chinese herbal medicine used to treat insomnia and anxiety.

同义名列表

9 个代谢物同义名

2-[(4-{[4,5-dihydroxy-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl]oxy}-5-hydroxy-2-{[16-hydroxy-2,6,6,10,16-pentamethyl-18-(2-methylprop-1-en-1-yl)-19,21-dioxahexacyclo[18.2.1.0¹,¹⁴.0²,¹¹.0⁵,¹⁰.0¹⁵,²⁰]tricosan-7-yl]oxy}oxan-3-yl)oxy]-6-methyloxane-3,4,5-triol; alpha-L-Arabinopyranoside, (3beta,16beta,23R)-16,23:16,30-diepoxy-20-hydroxydammar-24-en-3-yl O-6-deoxy-alpha-L-mannopyranosyl-(1-->2)-O-[O-beta-D-glucopyranosyl-(1-->6)-O-[beta-D-xylopyranosyl-(1-->2)]-beta-D-glucopyranosyl-(1-->3)]-; (3beta,16beta,23R)-16,23:16,30-Diepoxy-20-hydroxydammar-24-en-3-yl O-6-deoxy-alpha-L-mannopyranosyl-(1-->2)-O-[O-beta-D-glucopyranosyl-(1-->6)-O-[beta-D-xylopyranosyl-(1-->2)]-beta-D-glucopyranosyl-(1-->3)]-alpha-L-arabinopyranoside; Jujuboside A, >=97\\% (HPLC); Jujuboside A1; Jujuboside A; Jujuboside D; PN3SW9GZ6X; Jujuboside



数据库引用编号

15 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)

10 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

  • Mingjun Yang, Yimian Ma, Xupeng Si, Xiaofeng Liu, Xin Geng, Xin Wen, Guoqiong Li, Liping Zhang, Chengmin Yang, Zheng Zhang. Analysis of the Glycoside Hydrolase Family 1 from Wild Jujube Reveals Genes Involved in the Degradation of Jujuboside A. Genes. 2023 05; 14(6):. doi: 10.3390/genes14061135. [PMID: 37372316]
  • Ji-Cong Chen, Hong-He Xiao, Qiang Zhang, Liang Kong, Tian-Min Wang, Yu Tian, Yu-Meng Zhao, He Li, Jin-Ming Tian, Cui Wang, Jing-Xian Yang. Jujuboside A inhibits oxidative stress damage and enhances immunomodulatory capacity of human umbilical cord mesenchymal stem cells through up-regulating IDO expression. Chinese journal of natural medicines. 2022 Jul; 20(7):494-505. doi: 10.1016/s1875-5364(22)60176-6. [PMID: 35907648]
  • Cui Wang, Ji-Cong Chen, Hong-He Xiao, Liang Kong, Yu-Meng Zhao, Yu Tian, He Li, Jin-Ming Tian, Lin Cui, Cai-Ming Wen, Yi-Jun Shi, Jing-Xian Yang, De-Jing Shang. Jujuboside a promotes proliferation and neuronal differentiation of APPswe-overexpressing neural stem cells by activating Wnt/β-catenin signaling pathway. Neuroscience letters. 2022 02; 772(?):136473. doi: 10.1016/j.neulet.2022.136473. [PMID: 35077846]
  • Yujie Zhong, Ruilin Luo, Qi Liu, Jiachang Zhu, Min Lei, Xiaofei Liang, Xin Wang, Xiaoli Peng. Jujuboside A ameliorates high fat diet and streptozotocin induced diabetic nephropathy via suppressing oxidative stress, apoptosis, and enhancing autophagy. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2022 Jan; 159(?):112697. doi: 10.1016/j.fct.2021.112697. [PMID: 34826549]
  • Wensheng Wang, Qiuju Huang, Yao Chen, Zhiying Huang, Yanfang Huang, Ying Wang, Xiaoxiao Qi, Zhongqiu Liu, Linlin Lu. The novel FAT4 activator jujuboside A suppresses NSCLC tumorigenesis by activating HIPPO signaling and inhibiting YAP nuclear translocation. Pharmacological research. 2021 08; 170(?):105723. doi: 10.1016/j.phrs.2021.105723. [PMID: 34116210]
  • Caijing Liu, Jing Li, Lidan Zhu, Linmin Lian, Luyi Jiang, Hanbing Li, Jizhong Yan, Chu Chu. A sensitive two-step stacking by coupling field-enhanced sample injection and micelle to cyclodextrin stacking for the determination of neutral analytes. Journal of chromatography. A. 2020 May; 1618(?):460854. doi: 10.1016/j.chroma.2020.460854. [PMID: 31980258]
  • Yan Chen, Enci Jiang, Jizhong Yan, Yi Tao. Validation of an analytical method using UPLC-MS/MS to quantify four bioactive components in rat plasma and its application to pharmacokinetic study of traditional and dispensing granules decoction of Ziziphi Spinosae Semen. Biomedical chromatography : BMC. 2020 Apr; 34(4):e4797. doi: 10.1002/bmc.4797. [PMID: 31989669]
  • Muhammad Noman Khan, Faraz Ul Haq, Saeedur Rahman, Arslan Ali, Syed Ghulam Musharraf. Metabolite distribution and correlation studies of Ziziphus jujuba and Ziziphus nummularia using LC-ESI-MS/MS. Journal of pharmaceutical and biomedical analysis. 2020 Jan; 178(?):112918. doi: 10.1016/j.jpba.2019.112918. [PMID: 31629227]
  • Chuan-Qin Wu, Guan-Hua Chen. Detection of synergistic effect of superoxide dismutase and jujubosides on scavenging superoxide anion radical by capillary electrophoresis. Biomedical chromatography : BMC. 2019 Oct; 33(10):e4630. doi: 10.1002/bmc.4630. [PMID: 31243785]
  • Chao Wang, Jiqiu Hou, Hongsen Du, Shasha Yan, Jingjing Yang, Yun Wang, Xiujing Zhang, Lili Zhu, Haibin Zhao. Anti-depressive effect of Shuangxinfang on rats with acute myocardial infarction: Promoting bone marrow mesenchymal stem cells mobilization and alleviating inflammatory response. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2019 Mar; 111(?):19-30. doi: 10.1016/j.biopha.2018.11.113. [PMID: 30553131]
  • Chang-Rong Wan, Dan-Dan Han, Jian-Qin Xu, Peng Yin, Xiao-Long Xu, Chen Mei, Feng-Hua Liu, Zhao-Fei Xia. Jujuboside A attenuates norepinephrine-induced apoptosis of H9c2 cardiomyocytes by modulating MAPK and AKT signaling pathways. Molecular medicine reports. 2018 Jan; 17(1):1132-1140. doi: 10.3892/mmr.2017.7938. [PMID: 29115535]
  • Yi Lu, Shiyong Yu, Fengming Lin, Fankai Lin, Xiaocao Zhao, Liqing Wu, Yunfei Miao, Huanjun Li, Yulin Deng, Lina Geng. Simultaneous label-free screening of G-quadruplex active ligands from natural medicine via a microfluidic chip electrophoresis-based energy transfer multi-biosensor strategy. The Analyst. 2017 Nov; 142(22):4257-4264. doi: 10.1039/c7an00692f. [PMID: 28835953]
  • Diane Patricia Apie Gossan, Abdulmagid Alabdul Magid, Philomène Akoua Yao-Kouassi, Antoine Ahibo Coffy, Jérome Josse, Sophie C Gangloff, Hamid Morjani, Laurence Voutquenne-Nazabadioko. Triterpene glycosides from the aerial parts of Gouania longipetala. Phytochemistry. 2017 Feb; 134(?):71-77. doi: 10.1016/j.phytochem.2016.11.004. [PMID: 27865442]
  • Yan Yan, Qiang Li, Chen-hui Du, Jin-ping Jia, Hong-xia Feng, Xue-mei Qin. [Investigation of the potentially effective components of Semen Ziziphi Spinosae based on “in vitro to in vivo” translation approach]. Yao xue xue bao = Acta pharmaceutica Sinica. 2017 Feb; 52(2):283-90. doi: NULL. [PMID: 29979520]
  • Hui-ru Zhao, Zao Ren, Chun-ye Liu. [Purification Technology Optimization for Saponins from Ziziphi Spinosae Semen with Macroporous Adsorption Resin by Box-Behnken Design-Response Surface Methodology]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2015 Apr; 38(4):831-4. doi: . [PMID: 26672354]
  • Naohiro Oshima, Kazumasa Zaima, Hiroyuki Kamakura, Akane Hamato, Yutaka Yamamoto, Dong Hyo Kang, Tsuguo Yokokura, Yukihiro Goda, Takashi Hakamatsuka, Takuro Maruyama. Identification of marker compounds for Japanese Pharmacopoeia non-conforming jujube seeds from Myanmar. Journal of natural medicines. 2015 Jan; 69(1):68-75. doi: 10.1007/s11418-014-0864-6. [PMID: 25115227]
  • Zhi Liu, Xu Zhao, Bing Liu, Ai-jing Liu, Huan Li, Xin Mao, Bo Wu, Kai-shun Bi, Ying Jia. Jujuboside A, a neuroprotective agent from semen Ziziphi Spinosae ameliorates behavioral disorders of the dementia mouse model induced by Aβ 1-42. European journal of pharmacology. 2014 Sep; 738(?):206-13. doi: 10.1016/j.ejphar.2014.05.041. [PMID: 24886882]
  • Won Il Kim, Bing Tian Zhao, Hai Yan Zhang, Je Hyun Lee, Jong Keun Son, Mi Hee Woo. Quantitative and pattern recognition analyses of magnoflorine, spinosin, 6'''-feruloyl spinosin and jujuboside A by HPLC in Zizyphi Semen. Archives of pharmacal research. 2014; 37(9):1139-47. doi: 10.1007/s12272-013-0295-z. [PMID: 24310099]
  • Changhui Liu, Yingyi Li, Yanhua Zhong, Xiaotao Huang, Xia Zheng, Neng Li, Shaoling He, Suiqing Mi, Ningsheng Wang. An LC-MS/MS method for determination of jujuboside A in rat plasma and its application to pharmacokinetic studies. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2012 Jun; 899(?):21-6. doi: 10.1016/j.jchromb.2012.04.029. [PMID: 22622062]
  • Ji Yun Lee, Hyo Sook Kang, Byoung Eon Park, Hyo Jin Moon, Sang Soo Sim, Chang Jong Kim. Inhibitory effects of Geijigajakyak-Tang on trinitrobenzene sulfonic acid-induced colitis. Journal of ethnopharmacology. 2009 Nov; 126(2):244-51. doi: 10.1016/j.jep.2009.08.035. [PMID: 19716872]
  • Mingchun Zhang, Yanqing Zhang, Junbo Xie. Simultaneous determination of jujuboside A, B and betulinic acid in semen Ziziphi spinosae by high performance liquid chromatography-evaporative light scattering detection. Journal of pharmaceutical and biomedical analysis. 2008 Dec; 48(5):1467-70. doi: 10.1016/j.jpba.2008.09.022. [PMID: 18977107]
  • Xiao-liang Wang, Yu-jie Zhang, Ming-xia Chen, Ze-feng Wang. [Optimization study on extraction technology of the seed of Ziziphus jujuba var. spinosa by orthogonal design with multi-targets]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2005 May; 30(10):753-5. doi: . [PMID: 16075714]
  • Qin-xiang Liu, Bin Wang, Hong Liang, Yu-ying Zhao, Meng-jun Liu. [Structure identification of jujuboside D]. Yao xue xue bao = Acta pharmaceutica Sinica. 2004 Aug; 39(8):601-4. doi: . [PMID: 15563060]
  • Yan-jing Bai, Gong Cheng, Jing Tao, Bin Wang, Yu-ying Zhao, Yi Liu, Li-bin Ma, Guang-zhong Tu. [Structure identification of jujuboside E]. Yao xue xue bao = Acta pharmaceutica Sinica. 2003 Dec; 38(12):934-7. doi: . [PMID: 15040089]
  • Mu Zhang, Gangmin Ning, Caihua Shou, Yinjun Lu, Dihui Hong, Xiaoxiang Zheng. Inhibitory effect of jujuboside A on glutamate-mediated excitatory signal pathway in hippocampus. Planta medica. 2003 Aug; 69(8):692-5. doi: 10.1055/s-2003-42786. [PMID: 14531016]
  • Caihua Shou, Zhouyan Feng, Jiang Wang, Xiaoxiang Zheng. The inhibitory effects of jujuboside A on rat hippocampus in vivo and in vitro. Planta medica. 2002 Sep; 68(9):799-803. doi: 10.1055/s-2002-34398. [PMID: 12357390]