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analytical standard Analytical standard for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Store at 2-8°C,Argon charged Ships Wet ice Check lot-specific COA for exact specifications.
SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.
Cited in 18 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
Polydatin is the glycoside of Resveratrol originally isolated from the Chinese herb Polygonum cuspidatum. The compound has been shown to inhibit platelet aggregation and elevate the ratios of LDL-C/HDL-C and TC/HDL-C. Myocardial cell, white blood cell, vascular smooth muscle cell, and endothelial cell studies report that Polydatin can inhibit ICAM-1 expression, elevate Ca2+, weaken white blood cell-endothelial cell adhesion, and activate KATP channels.
Polydatin, a type of polyphenolic phytoalexin, has many physiological and pharmacological effects including anti-inflammatory and anti-oxidative activities.
| Canonical Smiles | C1=CC(=CC=C1C=CC2=CC(=CC(=C2)OC3C(C(C(C(O3)CO)O)O)O)O)O |
|---|---|
| IUPAC Name | (2S,3R,4S,5S,6R)-2-[3-hydroxy-5-[(E)-2-(4-hydroxyphenyl)ethenyl]phenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol |
| InChIKey | HSTZMXCBWJGKHG-CUYWLFDKSA-N |
| INCHI | 1S/C20H22O8/c21-10-16-17(24)18(25)19(26)20(28-16)27-15-8-12(7-14(23)9-15)2-1-11-3-5-13(22)6-4-11/h1-9,16-26H,10H2/b2-1+/t16-,17-,18+,19-,20-/m1/s1 |
| Isomeric SMILES | C1=CC(=CC=C1/C=C/C2=CC(=CC(=C2)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O)O |
| Alternate CAS | 65914-17-2 |
| Molecular Weight | 390.39 |
| Beilstein | 17(4)3001 |
| Reaxy-Rn | 1604738 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1604738&ln= |
Comprehensive hazard, handling, storage, and regulatory compliance document.
Download SDS →Lot-specific quality data. Enter your lot number to retrieve the exact COA.
Look up COA →Full quality attributes and acceptance criteria for this grade.
View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Phenylpropanoids and polyketides |
| Class | Stilbenes |
| Subclass | Stilbene glycosides |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Stilbene glycosides |
| Alternative Parents | Phenolic glycosides Hexoses O-glycosyl compounds Styrenes Phenoxy compounds Phenol ethers 1-hydroxy-4-unsubstituted benzenoids 1-hydroxy-2-unsubstituted benzenoids Oxanes Secondary alcohols Polyols Oxacyclic compounds Acetals Primary alcohols Hydrocarbon derivatives |
| Molecular Framework | Aromatic heteromonocyclic compounds |
| Substituents | Stilbene glycoside - Phenolic glycoside - Hexose monosaccharide - Glycosyl compound - O-glycosyl compound - Phenoxy compound - Styrene - Phenol ether - 1-hydroxy-4-unsubstituted benzenoid - 1-hydroxy-2-unsubstituted benzenoid - Phenol - Monocyclic benzene moiety - Monosaccharide - Benzenoid - Oxane - Secondary alcohol - Acetal - Oxacycle - Organoheterocyclic compound - Polyol - Alcohol - Hydrocarbon derivative - Primary alcohol - Organooxygen compound - Organic oxygen compound - Aromatic heteromonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as stilbene glycosides. These are compounds structurally characterized by the presence of a carbohydrate moiety glycosidically linked to the stilbene skeleton. |
| External Descriptors | Diphenyl ethers, biphenyls, dibenzyls and stilbenes |
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| Solubility | Soluble in water (<1 mg/ml at 25 °C), DMSO (78 mg/ml at 25 °C), ethanol (<1 mg/ml at 25 °C), methanol, and ethyl acetate. |
|---|---|
| Sensitivity | Heat sensitive;Air sensitive |
| Specific Rotation[α] | -54 ° (C=1, Acetone) |
| Melt Point(°C) | 223-226°C |
| Molecular Weight | 390.400 g/mol |
| XLogP3 | 1.700 |
| Hydrogen Bond Donor Count | 6 |
| Hydrogen Bond Acceptor Count | 8 |
| Rotatable Bond Count | 5 |
| Exact Mass | 390.131 Da |
| Monoisotopic Mass | 390.131 Da |
| Topological Polar Surface Area | 140.000 Ų |
| Heavy Atom Count | 28 |
| Formal Charge | 0 |
| Complexity | 506.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 5 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 1 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 1 |
| Covalently-Bonded Unit Count | 1 |
| 1. Shilin Zhou, Yuxuan Sun, Kaidi Wang, Xintao Gao, Kehong Dong, Jing Wang, Xiaochen Wu, Chuanlong Guo. (2023) Polyvinylpyrrolidone-Polydatin nanoparticles protect against oxaliplatin induced intestinal toxicity in vitro and in vivo. FOOD AND CHEMICAL TOXICOLOGY, [PMID:38160781] [10.1016/j.fct.2023.114427] |
| 2. Qing Yao, Jinyao Ye, Yahui Chen, Lihui Huang, Lining Sun, Zhinan He, Jianing Wu, Yingyi Zhao, Xinyu Zhao, Aimin Cai, Xiandan Chen, Hailun Zheng, Aliaksei Sysa, Congying Xie, Ruijie Chen, Longfa Kou. (2023) Modulation of glucose metabolism through macrophage-membrane-coated metal-organic framework nanoparticles for triple-negative breast cancer therapy. CHEMICAL ENGINEERING JOURNAL, [PMID:] [10.1016/j.cej.2023.148069] |
| 3. Yajie Zhang, Changjiao Shang, Chaofan Sun, Lingling Wang. (2023) Simultaneously regulating absorption capacities and antioxidant activities of four stilbene derivatives utilizing substitution effect: A theoretical and experimental study against UVB radiation. SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, [PMID:37678043] [10.1016/j.saa.2023.123325] |
| 4. Kang Du, Qun Zhou, Ziwen Wang, Chou Mo, Wanwen Dong, Ning Wei, Wenshen Zhong, Yuejiao You, Yifei Wang, Zhiping Wang. (2023) Polydatin ameliorates inflammation and oxidative stress associated with MSU-induced gouty arthritis in mice by regulating PPAR-γ and ferritin activation. LIFE SCIENCES, [PMID:37209866] [10.1016/j.lfs.2023.121766] |
| 5. Zhengming Xu, Shuang Liu, Huining Lai, Lijun You, Zhengang Zhao. (2023) Green-Efficient Enzymatic Synthesis and Characterization of Liposoluble 6′/6″-O-Lauryl Phenolic Glycosides with Enhanced Intestinal Permeability. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, [PMID:37167604] [10.1021/acs.jafc.3c00527] |
| 6. Chen-Xi He, Yu-Shi Shen, Mei-Yan Ling, Xiao-Hui Yao, Tao Chen, Wei-Guo Zhao, Dong-yang Zhang. (2023) A porous directional channel xylem reactor based on a continuous fluid catalysis process applied to the conversion of polydatin to resveratrol. Sustainable Chemistry and Pharmacy, [PMID:] [10.1016/j.scp.2023.101082] |
| 7. Xu Lingfeng, Zou Ying, Wu Kui, Han Runlin, Huang Yanrong, Yi Xiuguang. (2023) Polydatin-based natural product as an activatable molecular sensor toward viscosity detection in liquid. Journal of Food Measurement and Characterization, 17 (4): (3918-3926). [PMID:] [10.1007/s11694-023-01920-w] |
| 8. Qiaoyu He, Yumeng Shi, Hong Xing, Qian Tang, Jing Liu, Chunxia Li, Han Zhang, Boli Zhang, Junhua Zhang, Xiaopeng Chen. (2022) Modulating effect of Xuanfei Baidu granule on host metabolism and gut microbiome in rats.. Frontiers in Pharmacology, [PMID:36147334] [10.3389/fphar.2022.922642] |
| 9. Li-Ming Yu, Xue Dong, Ning Li, Hui Jiang, Ji-Kai Zhao, Yin-Li Xu, Deng-Yue Xu, Xiao-Dong Xue, Zi-Jun Zhou, Yu-Ting Huang, Qiu-Sheng Zhao, Zhi-Shang Wang, Zong-Tao Yin, Hui-Shan Wang. (2022) Polydatin attenuates chronic alcohol consumption-induced cardiomyopathy through a SIRT6-dependent mechanism. Food & Function, 13 (13): (7302-7319). [PMID:35726783] [10.1039/D2FO00966H] |
| 10. Yanan Chen, Yue Li, Peilu Jia, Shuli Ji, Hao Zhang, Tian Wang. (2022) Polydatin Attenuates Intra-Uterine Growth Retardation-Induced Liver Injury and Mitochondrial Dysfunction in Weanling Piglets by Improving Energy Metabolism and Redox Balance. Antioxidants, 11 (4): (666). [PMID:35453351] [10.3390/antiox11040666] |
| 11. Zilong Chen, Hongdong Liu, Jie Chen, Weifeng Zhu, Yong Liu, Jianxin Min, Xiaotian Chen, Bin Li, Xin Yang. (2021) Separation and enrichment of sibiskoside from Sibiraea angustat with magnetic surface dummy template molecularly imprinted polymers. JOURNAL OF CHROMATOGRAPHY B-ANALYTICAL TECHNOLOGIES IN THE BIOMEDICAL AND LIFE SCIENCES, [PMID:34224966] [10.1016/j.jchromb.2021.122767] |
| 12. Shengyu Sun, Yourui Zou, Shaocai Hao, Zhanfeng Niu, Liang Wu. (2021) Polydatin inhibits LPS-induced inflammatory response in BV2 microglia by disrupting the formation of lipid rafts. IMMUNOPHARMACOLOGY AND IMMUNOTOXICOLOGY, [PMID:33509007] [10.1080/08923973.2020.1867999] |
| 13. Lijuan Wang, Liji Huang, Nan Li, Junjun Miao, Wei Liu, Jiangyi Yu. (2019) Ameliorative effect of polydatin on hyperglycemia and renal injury in streptozotocin-induced diabetic rats. CELLULAR AND MOLECULAR BIOLOGY, 65 (7): [PMID:] [10.14715/cmb/2019.65.7.10] |
| 14. Jianle Wang, Chongan Huang, Zongze Lin, Xiangxiang Pan, Jiaoxiang Chen, Gang Zheng, Naifeng Tian, Yingzhao Yan, Zengjie Zhang, Jianing Hu, Pu Cheng, Xiangyang Wang, Xiaolei Zhang. (2018) Polydatin suppresses nucleus pulposus cell senescence, promotes matrix homeostasis and attenuates intervertebral disc degeneration in rats. JOURNAL OF CELLULAR AND MOLECULAR MEDICINE, 22 (11): (5720-5731). [PMID:30358118] [10.1111/jcmm.13848] |
| 15. Meihui Chen, Yu Hou, Dingkun Lin. (2015) Polydatin Protects Bone Marrow Stem Cells against Oxidative Injury: Involvement of Nrf 2/ARE Pathways. Stem Cells International, [PMID:27022401] [10.1155/2016/9394150] |
| 16. Benguo Liu, Yun Li, Huizhi Xiao, Yonglan Liu, Haizhen Mo, Hanjun Ma, Guizhao Liang. (2015) Characterization of the Supermolecular Structure of Polydatin/6-O-α-Maltosyl-β-cyclodextrin Inclusion Complex. JOURNAL OF FOOD SCIENCE, 80 (6): (C1156). [PMID:25916244] [10.1111/1750-3841.12845] |
| 17. Li Zhang, Yuanyuan Li, Zhiwen Gu, Yuyue Wang, Mei Shi, Yun Ji, Jing Sun, Xiaopeng Xu, Lirong Zhang, Jingtin Jiang, Weifeng Shi. (2015) Resveratrol Inhibits Enterovirus 71 Replication and Pro-Inflammatory Cytokine Secretion in Rhabdosarcoma Cells through Blocking IKKs/NF-κB Signaling Pathway. PLoS One, 10 (2): (e0116879). [PMID:25692777] [10.1371/journal.pone.0116879] |
| 18. Yanhong Bi, Ruiping Fu, Weiliang Hua, Xinyu Xiong, Chun Zhu, Xiaobao Nie, Zhaoyu Wang. (2025) An empirical exploration of the capacity of choline chloride/lactic acid eutectics to extract and stabilize natural polyhydroxy compounds. FOOD CHEMISTRY, [PMID:40120314] [10.1016/j.foodchem.2025.143873] |
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