Rosavin (BioDeep_00000230193)

   

PANOMIX_OTCML-2023


代谢物信息卡片


(2R,3R,4S,5S,6R)-2-(cinnamyloxy)-6-((((2S,3R,4S,5S)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)oxy)methyl)tetrahydro-2H-pyran-3,4,5-triol

化学式: C20H28O10 (428.16823880000004)
中文名称: 络塞维
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 2.33%

分子结构信息

SMILES: C1C(C(C(C(O1)OCC2C(C(C(C(O2)OCC=CC3=CC=CC=C3)O)O)O)O)O)O
InChI: InChI=1S/C20H28O10/c21-12-9-28-19(17(25)14(12)22)29-10-13-15(23)16(24)18(26)20(30-13)27-8-4-7-11-5-2-1-3-6-11/h1-7,12-26H,8-10H2/b7-4+/t12-,13+,14-,15+,16-,17+,18+,19-,20+/m0/s1

描述信息

Rosavin is an O-acyl carbohydrate.
Rosavin is a natural product found in Rhodiola rosea, Rhodiola crenulata, and other organisms with data available.
See also: Sedum roseum root (part of).
Rosavin is isolated from R. rosea, Rosavin shows antidepressant-like, adaptogenic, anxiolytic-like effects in mice model[1].
Rosavin is isolated from R. rosea, Rosavin shows antidepressant-like, adaptogenic, anxiolytic-like effects in mice model[1].

同义名列表

26 个代谢物同义名

(2R,3R,4S,5S,6R)-2-(cinnamyloxy)-6-((((2S,3R,4S,5S)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)oxy)methyl)tetrahydro-2H-pyran-3,4,5-triol; (2R,3R,4S,5S,6R)-2-{[(2E)-3-phenylprop-2-en-1-yl]oxy}-6-({[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy}methyl)oxane-3,4,5-triol; (2R,3R,4S,5S,6R)-2-[(E)-3-phenylprop-2-enoxy]-6-[[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxane-3,4,5-triol; .BETA.-D-GLUCOPYRANOSIDE, (2E)-3-PHENYL-2-PROPEN-1-YL 6-O-.ALPHA.-L-ARABINOPYRANOSYL-; .BETA.-D-GLUCOPYRANOSIDE, 3-PHENYL-2-PROPENYL 6-O-.ALPHA.-L-ARABINOPYRANOSYL-, (E)-; .BETA.-D-GLUCOPYRANOSIDE, (2E)-3-PHENYL-2-PROPENYL 6-O-.ALPHA.-L-ARABINOPYRANOSYL-; beta-D-Glucopyranoside, (2E)-3-phenyl-2-propen-1-yl 6-O-alpha-L-arabinopyranosyl-; beta-D-GLUCOPYRANOSIDE, 3-PHENYL-2-PROPENYL 6-O-alpha-L-ARABINOPYRANOSYL-, (E)-; beta-D-Glucopyranoside, (2E)-3-phenyl-2-propenyl 6-O-alpha-L-arabinopyranosyl-; (2E)-3-phenyl-2-propenyl 6-O-alpha-L-arabinopyranosyl-beta-D-glucopyranoside; b-D-Glucopyranoside, (2E)-3-phenyl-2-propenyl6-O-a-L-arabinopyranosyl-; Rosavin, United States Pharmacopeia (USP) Reference Standard; ROSAVIN (CONSTITUENT OF RHODIOLA ROSEA) [DSC]; ROSAVIN (CONSTITUENT OF RHODIOLA ROSEA); Rosavin, >=98\\% (HPLC); ROSAVIN [USP-RS]; ROSAVIN (USP-RS); UNII-1R72C0ROME; ROSAVIN, (-)-; MEGxp0_000476; ACon1_000096; (-)-ROSAVIN; 1R72C0ROME; Rosavidin; Rosavins; Rosavin



数据库引用编号

13 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

  • Meiyi Huang, Rubo Sui, Lei Zhang, Yue Zhu, Xueling Yuan, Hongxin Jiang, Xin Mao. Rosavin thwarts amyloid-β-induced macromolecular damages and neurotoxicity, exhibiting anti-Alzheimer's disease activity in Wister rat model. Inflammopharmacology. 2024 Apr; 32(2):1461-1474. doi: 10.1007/s10787-023-01320-y. [PMID: 37758932]
  • Lijun Li, Moshi Liu, Huiping Bi, Tao Liu. High-level production of Rhodiola rosea characteristic component rosavin from D-glucose and L-arabinose in engineered Escherichia coli. Metabolic engineering. 2024 Mar; 82(?):274-285. doi: 10.1016/j.ymben.2024.02.017. [PMID: 38428730]
  • Shen Wang, Yanmin Feng, Lin Zheng, Panfeng He, Jingyi Tan, Jinhui Cai, Minhua Wu, Xiaoxia Ye. Rosavin: Research Advances in Extraction and Synthesis, Pharmacological Activities and Therapeutic Effects on Diseases of the Characteristic Active Ingredients of Rhodiola rosea L. Molecules (Basel, Switzerland). 2023 Nov; 28(21):. doi: 10.3390/molecules28217412. [PMID: 37959831]
  • Adam Yasgar, Danielle Bougie, Richard T Eastman, Ruili Huang, Misha Itkin, Jennifer Kouznetsova, Caitlin Lynch, Crystal McKnight, Mitch Miller, Deborah K Ngan, Tyler Peryea, Pranav Shah, Paul Shinn, Menghang Xia, Xin Xu, Alexey V Zakharov, Anton Simeonov. Quantitative Bioactivity Signatures of Dietary Supplements and Natural Products. ACS pharmacology & translational science. 2023 May; 6(5):683-701. doi: 10.1021/acsptsci.2c00194. [PMID: 37200814]
  • Yilan Wang, Sijing Zhao, Nan Jia, Zherui Shen, Demei Huang, Xiaomin Wang, Yongcan Wu, Caixia Pei, Shihua Shi, Yacong He, Zhenxing Wang. Pretreatment with rosavin attenuates PM2.5-induced lung injury in rats through antiferroptosis via PI3K/Akt/Nrf2 signaling pathway. Phytotherapy research : PTR. 2023 Jan; 37(1):195-210. doi: 10.1002/ptr.7606. [PMID: 36097321]
  • Reda Albadawy, Amany Helmy Hasanin, Sara H A Agwa, Shaimaa Hamady, Yasmin M Aboul-Ela, Mona Hussien Raafat, Samaa Samir Kamar, Mohamed Othman, Yahia A Yahia, Marwa Matboli. Rosavin Ameliorates Hepatic Inflammation and Fibrosis in the NASH Rat Model via Targeting Hepatic Cell Death. International journal of molecular sciences. 2022 Sep; 23(17):. doi: 10.3390/ijms231710148. [PMID: 36077546]
  • Huiping Bi, Ge Qu, Shuai Wang, Yibin Zhuang, Zhoutong Sun, Tao Liu, Yanhe Ma. Biosynthesis of a rosavin natural product in Escherichia coli by glycosyltransferase rational design and artificial pathway construction. Metabolic engineering. 2022 01; 69(?):15-25. doi: 10.1016/j.ymben.2021.10.010. [PMID: 34715353]
  • Weijie Zhou, Kequan Chen, Quan Lu, Yujun Luo, Chen Zhang, Yue Zheng, Zewei Zhuo, Kehang Guo, Jinghua Wang, Hao Chen, Weihong Sha. The Protective Effect of Rosavin from Rhodiola rosea on Radiation-Induced Intestinal Injury. Chemistry & biodiversity. 2020 Dec; 17(12):e2000652. doi: 10.1002/cbdv.202000652. [PMID: 33089958]
  • Alexander N Shikov, Vera M Kosman, Elena V Flissyuk, Irina E Smekhova, Abdelhameed Elameen, Olga N Pozharitskaya. Natural Deep Eutectic Solvents for the Extraction of Phenyletanes and Phenylpropanoids of Rhodiola rosea L. Molecules (Basel, Switzerland). 2020 Apr; 25(8):. doi: 10.3390/molecules25081826. [PMID: 32316279]
  • Huiping Bi, Shuai Wang, Wei Zhou, Yibin Zhuang, Tao Liu. Producing Gram-Scale Unnatural Rosavin Analogues from Glucose by Engineered Escherichia coli. ACS synthetic biology. 2019 08; 8(8):1931-1940. doi: 10.1021/acssynbio.9b00219. [PMID: 31291541]
  • Manman Zhang, Zhiyan Hu, Bingqing Fang, Xiujie Bao, Zheng Xiang, Haixing Wang. Pharmacokinetic study of rosavin in rat plasma with ultra performance LC-MS/MS after intravenous and gavage administration. Bioanalysis. 2019 May; 11(9):837-845. doi: 10.4155/bio-2019-0022. [PMID: 31094215]
  • Ji Ye Kwon, Seung Hoon Lee, JooYeon Jhun, JeongWon Choi, KyungAh Jung, Keun Hyung Cho, Seok Jung Kim, Chul Woo Yang, Sung-Hwan Park, Mi-La Cho. The Combination of Probiotic Complex, Rosavin, and Zinc Improves Pain and Cartilage Destruction in an Osteoarthritis Rat Model. Journal of medicinal food. 2018 Apr; 21(4):364-371. doi: 10.1089/jmf.2017.4034. [PMID: 29346012]
  • Andrey S Marchev, Petya Dimitrova, Ivanka K Koycheva, Milen I Georgiev. Altered expression of TRAIL on mouse T cells via ERK phosphorylation by Rhodiola rosea L. and its marker compounds. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2017 Oct; 108(Pt B):419-428. doi: 10.1016/j.fct.2017.02.009. [PMID: 28189478]
  • Dahui Chen, Hao Sun, Jiaqi Shen, Longo Phemba Igor, Xiaoyong Zheng, Shuping Hu, Zheng Xiang. A Simple and Rapid UPLC Method for the Determination of Rosavin in Rat Plasma and Its Application to a Pharmacokinetic Study. Journal of chromatographic science. 2016 Aug; 54(7):1166-70. doi: 10.1093/chromsci/bmw044. [PMID: 27048645]
  • Seyed Fazel Nabavi, Nady Braidy, Ilkay Erdogan Orhan, Arash Badiee, Maria Daglia, Seyed Mohammad Nabavi. Rhodiola rosea L. and Alzheimer's Disease: From Farm to Pharmacy. Phytotherapy research : PTR. 2016 Apr; 30(4):532-9. doi: 10.1002/ptr.5569. [PMID: 27059687]
  • Elena Pomari, Bruno Stefanon, Monica Colitti. Effects of Two Different Rhodiola rosea Extracts on Primary Human Visceral Adipocytes. Molecules (Basel, Switzerland). 2015 May; 20(5):8409-28. doi: 10.3390/molecules20058409. [PMID: 25970041]
  • Marta Grech-Baran, Katarzyna Sykłowska-Baranek, Anna Krajewska-Patan, Anna Wyrwał, Agnieszka Pietrosiuk. Biotransformation of cinnamyl alcohol to rosavins by non-transformed wild type and hairy root cultures of Rhodiola kirilowii. Biotechnology letters. 2014 Mar; 36(3):649-56. doi: 10.1007/s10529-013-1401-5. [PMID: 24190481]
  • Jessica L Verpeut, Amy L Walters, Nicholas T Bello. Citrus aurantium and Rhodiola rosea in combination reduce visceral white adipose tissue and increase hypothalamic norepinephrine in a rat model of diet-induced obesity. Nutrition research (New York, N.Y.). 2013 Jun; 33(6):503-12. doi: 10.1016/j.nutres.2013.04.001. [PMID: 23746567]
  • Wieland Peschel, José M Prieto, Caroline Karkour, Elizabeth M Williamson. Effect of provenance, plant part and processing on extract profiles from cultivated European Rhodiola rosea L. for medicinal use. Phytochemistry. 2013 Feb; 86(?):92-102. doi: 10.1016/j.phytochem.2012.10.005. [PMID: 23137726]
  • Elizabeth Mudge, Daise Lopes-Lutz, Paula N Brown, Andreas Schieber. Purification of Phenylalkanoids and monoterpene glycosides from Rhodiola rosea L. roots by high-speed counter-current chromatography. Phytochemical analysis : PCA. 2013 Feb; 24(2):129-34. doi: 10.1002/pca.2391. [PMID: 22811209]
  • Yuan-Chun Ma, Xiao-Qiang Wang, Feifei Hou, Jie Ma, Mai Luo, Shane Lu, Peter Jin, Alice Chen, Iris Xu, Asmita V Patel, Derek Gorecki. Simultaneous quantification of polyherbal formulations containing Rhodiola rosea L. and Eleutherococcus senticosus Maxim. using rapid resolution liquid chromatography (RRLC). Journal of pharmaceutical and biomedical analysis. 2011 Jul; 55(5):908-15. doi: 10.1016/j.jpba.2011.03.013. [PMID: 21466940]
  • Yuan-Chun Ma, Xiao-Qiang Wang, Fei Fei Hou, Jie Ma, Mai Luo, Shane Lu, Peter Jin, Nelly Terevsky, Alice Chen, Iris Xu, Asmita V Patel, Dariusz Gorecki. Rapid resolution liquid chromatography (RRLC) analysis for quality control of Rhodiola rosea roots and commercial standardized products. Natural product communications. 2011 May; 6(5):645-50. doi: ". [PMID: 21615025]
  • Karine Ndjoko Ioset, Nils T Nyberg, Daphne Van Diermen, Pia Malnoe, Kurt Hostettmann, Alexander N Shikov, Jerzy W Jaroszewski. Metabolic profiling of Rhodiola rosea rhizomes by ¹H NMR spectroscopy. Phytochemical analysis : PCA. 2011 Mar; 22(2):158-65. doi: 10.1002/pca.1262. [PMID: 20848394]
  • A K Jäger, L Saaby, D S Kudsk, K C Witt, P Mølgaard. Short communication: Influence of pasteurization on the active compounds in medicinal plants to be used in dairy products. Journal of dairy science. 2010 Jun; 93(6):2351-3. doi: 10.3168/jds.2009-2910. [PMID: 20494140]
  • James V Gruber, Robert Holtz. Examining the genomic influence of skin antioxidants in vitro. Mediators of inflammation. 2010; 2010(?):. doi: 10.1155/2010/230450. [PMID: 20706672]
  • Samuel E Schriner, Ani Abrahamyan, Agnesa Avanessian, Irvin Bussel, Steven Maler, Maral Gazarian, Marissa A Holmbeck, Mahtab Jafari. Decreased mitochondrial superoxide levels and enhanced protection against paraquat in Drosophila melanogaster supplemented with Rhodiola rosea. Free radical research. 2009 Sep; 43(9):836-43. doi: 10.1080/10715760903089724. [PMID: 19634056]
  • Tran Minh Ngoc, IkSoo Lee, Do Thi Ha, Hongjin Kim, ByungSun Min, KiHwan Bae. Tyrosinase-inhibitory constituents from the twigs of Cinnamomum cassia. Journal of natural products. 2009 Jun; 72(6):1205-8. doi: 10.1021/np900031q. [PMID: 19555125]
  • A Panossian, N Nikoyan, N Ohanyan, A Hovhannisyan, H Abrahamyan, E Gabrielyan, G Wikman. Comparative study of Rhodiola preparations on behavioral despair of rats. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2008 Jan; 15(1-2):84-91. doi: 10.1016/j.phymed.2007.10.003. [PMID: 18054474]