Determine the necessary mass, volume, or concentration for preparing a solution.
Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
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SKU | Size | Availability | Price | Qty |
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P139206-250mg | 250mg | Available within 8-12 weeks(?) Production requires sourcing of materials. We appreciate your patience and understanding. | $19.90 | |
P139206-1g | 1g | Available within 8-12 weeks(?) Production requires sourcing of materials. We appreciate your patience and understanding. | $64.90 | |
P139206-5g | 5g | Available within 8-12 weeks(?) Production requires sourcing of materials. We appreciate your patience and understanding. | $247.90 |
Potent, competitive SGLT inhibitor
Synonyms | BRD-K73756878-001-02-9 | BSPBio_002674 | Phlorrhizin | CCG-38341 | DivK1c_006421 | SCHEMBL17290 | SDCCGMLS-0066626.P001 | Phlorizoside | s2343 | 1-Propanone, 1-[2-(beta-D-glucopyranosyloxy)-4,6-dihydroxyphenyl]-3-(4-hydroxyphenyl)- | O-glucoside, 1 | Phlo |
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Specifications & Purity | Moligand™, ≥98% |
Biochemical and Physiological Mechanisms | Potent, competitive SGLT inhibitor (IC 50 values are 400 and 65 nM for SGLT1 and SLGT2 respectively). Induces renal glycosuria and blocks intestinal glucose absorption in vivo. Orally active. |
Shipped In | Normal |
Grade | Moligand™ |
Action Type | INHIBITOR |
Mechanism of action | Inhibitor of major facilitator superfamily domain containing 4B;Inhibitor of SGLT6;Inhibitor of SMIT |
Note | Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details. |
Product Description | Phloridzin is a dihydrochalcone found in all parts of the apple tree, except the mature fruit, and acts as an inhibitor of SGLT-1 and SGLT-2. |
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IUPAC Name | 1-[2,4-dihydroxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-(4-hydroxyphenyl)propan-1-one |
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INCHI | InChI=1S/C21H24O10/c22-9-16-18(27)19(28)20(29)21(31-16)30-15-8-12(24)7-14(26)17(15)13(25)6-3-10-1-4-11(23)5-2-10/h1-2,4-5,7-8,16,18-24,26-29H,3,6,9H2/t16-,18-,19+,20-,21-/m1/s1 |
InChi Key | IOUVKUPGCMBWBT-QNDFHXLGSA-N |
Canonical SMILES | C1=CC(=CC=C1CCC(=O)C2=C(C=C(C=C2OC3C(C(C(C(O3)CO)O)O)O)O)O)O |
Isomeric SMILES | C1=CC(=CC=C1CCC(=O)C2=C(C=C(C=C2O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O)O)O |
WGK Germany | 3 |
PubChem CID | 6072 |
Molecular Weight | 436.45 |
Beilstein | 66621 |
Wikipedia | Phlorizin |
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CAS Registry No. | 60-81-1 |
PubChem CID | 6072 |
ChEBI | CHEBI:8113 |
ChEMBL Ligand | CHEMBL245067 |
Enter Lot Number to search for COA:
Find and download the COA for your product by matching the lot number on the packaging.
Lot Number | Certificate Type | Date | Item |
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C2412392 | Certificate of Analysis | Mar 06, 2024 | P139206 |
C2412396 | Certificate of Analysis | Mar 06, 2024 | P139206 |
C2412397 | Certificate of Analysis | Mar 06, 2024 | P139206 |
J2209518 | Certificate of Analysis | Sep 22, 2022 | P139206 |
J2209519 | Certificate of Analysis | Sep 22, 2022 | P139206 |
J2209520 | Certificate of Analysis | Sep 22, 2022 | P139206 |
Solubility | Soluble in DMSO (100 mM), methanol, acetone, ethanol (100 mM), and water (partly). |
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Refractive Index | 1.69 |
Melt Point(°C) | 113-114°C |
Pictogram(s) | GHS07 |
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Signal | Warning |
Hazard Statements | H315:Causes skin irritation H319:Causes serious eye irritation H335:May cause respiratory irritation |
Precautionary Statements | P261:Avoid breathing dust/fume/gas/mist/vapors/spray. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do - continue rinsing. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of water. P321:Specific treatment (see ... on this label). P405:Store locked up. P501:Dispose of contents/container to ... P264:Wash hands [and …] thoroughly after handling. P271:Use only outdoors or in a well-ventilated area. P304+P340:IF INHALED: Remove person to fresh air and keep comfortable for breathing. P403+P233:Store in a well-ventilated place. Keep container tightly closed. P362+P364:Take off contaminated clothing and wash it before reuse. P264+P265:Wash hands [and …] thoroughly after handling. Do not touch eyes. P337+P317:If eye irritation persists: Get medical help. P332+P317:If skin irritation occurs: Get medical help. P319:Get medical help if you feel unwell. |
WGK Germany | 3 |
1. Chengyun He, Lu Bai, Daqun Liu, Benguo Liu. (2023) Interaction mechanism of okra (Abelmoschus esculentus L.) seed protein and flavonoids: Fluorescent and 3D-QSAR studies. Food Chemistry-X, 20 (17): (101023). [PMID:38144792] [10.1016/j.fochx.2023.101023] |
2. Jing Zhang, Yali Song, Xia Hu, Zhen Zeng, Jie Hu, Tingting Zeng, Fang Geng, Di Wu. (2023) Nanoparticles loaded with phlorizin fabricate a fortified yogurt with antioxidant potential. Food Bioscience, 54 (102849). [PMID:] [10.1016/j.fbio.2023.102849] |
3. Yang Liu, Jiali Lin, Tiantian Cheng, Yangjie Liu, Fuliang Han. (2022) Methylation, Hydroxylation, Glycosylation and Acylation Affect the Transport of Wine Anthocyanins in Caco-2 Cells. Foods, 11 (23): (3793). [PMID:36496602] [10.3390/foods11233793] |
4. Zhang Hongzhen, Zhang Chenghua, Xiang Xiaolong, Zhang Qilun, Zhao Wei, Wei Guoyu, Hu Anlong. (2022) Uptake and transport of antibiotic kasugamycin in castor bean (Ricinus communis L.) seedlings. Frontiers in Microbiology, 13 [PMID:36033898] [10.3389/fmicb.2022.948171] |
5. Haoyu Zhou, Changzhong Liu, Sheng Geng. (2021) Laccase Catalyzed Oxidative Polymerization of Phloridzin: Polymer Characterization, Antioxidant Capacity and α-Glucosidase Inhibitory Activity. Natural Product Communications, [PMID:] [10.1177/1934578X211052373] |
6. 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] |
7. Yufeng Chen, Fan Xue, Guobin Xia, Zhenlei Zhao, Chun Chen, Yunhong Li, Ying Zhang. (2019) Transepithelial transport mechanisms of 7,8-dihydroxyflavone, a small molecular TrkB receptor agonist, in human intestinal Caco-2 cells. Food & Function, 10 (8): (5215-5227). [PMID:31384856] [10.1039/C9FO01007F] |
8. Yurong Ma, Qingfeng Ban, Jingying Shi, Tiantian Dong, Cai-Zhong Jiang, Qingguo Wang. (2019) 1-Methylcyclopropene (1-MCP), storage time, and shelf life and temperature affect phenolic compounds and antioxidant activity of ‘Jonagold’ apple. POSTHARVEST BIOLOGY AND TECHNOLOGY, 150 (71). [PMID:] [10.1016/j.postharvbio.2018.12.015] |
9. Yongsheng Chen, Jiangwei Liu, Sheng Geng, Yonglan Liu, Hanjun Ma, Jie Zheng, Benguo Liu, Guizhao Liang. (2019) Lipase-catalyzed synthesis mechanism of tri-acetylated phloridzin and its antiproliferative activity against HepG2 cancer cells. FOOD CHEMISTRY, 277 (186). [PMID:30502134] [10.1016/j.foodchem.2018.10.111] |
10. Benguo Liu, Jiangwei Liu, Chunling Zhang, Jiechao Liu, Zhonggao Jiao. (2017) Enzymatic preparation and antioxidant activity of the phloridzin oxidation product. JOURNAL OF FOOD BIOCHEMISTRY, 42 (2): (e12475). [PMID:] [10.1111/jfbc.12475] |
11. Wang Qian-Wen, Liu Jia-Jia, Liu Xiong, Zha Hong-Wei, Ren Na. (2014) Purification of phloridzin from Lithocarpus polystachyus Rehd leaves using polymeric adsorbents functionalized with glucosamine and β-cyclodextrin. CHEMICAL PAPERS, 68 (11): (1521-1531). [PMID:] [10.2478/s11696-014-0615-x] |
12. Jie Wang, Zhiwei Lei, Yingjie Wen, Genlin Mao, Hanxiang Wu, Hanhong Xu. (2014) A Novel Fluorescent Conjugate Applicable To Visualize the Translocation of Glucose–Fipronil. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 62 (35): (8791–8798). [PMID:25134020] [10.1021/jf502838m] |
13. Muhammad Abid, Saqib Jabbar, Tao Wu, Malik Muhammad Hashim, Bing Hu, Shicheng Lei, Xiaoxiong Zeng. (2014) Sonication enhances polyphenolic compounds, sugars, carotenoids and mineral elements of apple juice. ULTRASONICS SONOCHEMISTRY, 21 (93). [PMID:23835397] [10.1016/j.ultsonch.2013.06.002] |
1. Yang Liu, Jiali Lin, Tiantian Cheng, Yangjie Liu and Fuliang Han. (2022) Methylation, Hydroxylation, Glycosylation and Acylation Affect the Transport of Wine Anthocyanins in Caco-2 Cells. FOODS, 23 (11): (3793). [PMID:] [https://doi.org/10.3390/foods11233793 ] |
2. Chengyun He, Lu Bai, Daqun Liu, Benguo Liu. (2023) Interaction mechanism of okra (Abelmoschus esculentus L.) seed protein and flavonoids: Fluorescent and 3D-QSAR studies. Food Chemistry-X, 20 (17): (101023). [PMID:38144792] [10.1016/j.fochx.2023.101023] |
3. Jing Zhang, Yali Song, Xia Hu, Zhen Zeng, Jie Hu, Tingting Zeng, Fang Geng, Di Wu. (2023) Nanoparticles loaded with phlorizin fabricate a fortified yogurt with antioxidant potential. Food Bioscience, 54 (102849). [PMID:] [10.1016/j.fbio.2023.102849] |
4. Yang Liu, Jiali Lin, Tiantian Cheng, Yangjie Liu, Fuliang Han. (2022) Methylation, Hydroxylation, Glycosylation and Acylation Affect the Transport of Wine Anthocyanins in Caco-2 Cells. Foods, 11 (23): (3793). [PMID:36496602] [10.3390/foods11233793] |
5. Zhang Hongzhen, Zhang Chenghua, Xiang Xiaolong, Zhang Qilun, Zhao Wei, Wei Guoyu, Hu Anlong. (2022) Uptake and transport of antibiotic kasugamycin in castor bean (Ricinus communis L.) seedlings. Frontiers in Microbiology, 13 [PMID:36033898] [10.3389/fmicb.2022.948171] |
6. Haoyu Zhou, Changzhong Liu, Sheng Geng. (2021) Laccase Catalyzed Oxidative Polymerization of Phloridzin: Polymer Characterization, Antioxidant Capacity and α-Glucosidase Inhibitory Activity. Natural Product Communications, [PMID:] [10.1177/1934578X211052373] |
7. 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] |
8. Yufeng Chen, Fan Xue, Guobin Xia, Zhenlei Zhao, Chun Chen, Yunhong Li, Ying Zhang. (2019) Transepithelial transport mechanisms of 7,8-dihydroxyflavone, a small molecular TrkB receptor agonist, in human intestinal Caco-2 cells. Food & Function, 10 (8): (5215-5227). [PMID:31384856] [10.1039/C9FO01007F] |
9. Yurong Ma, Qingfeng Ban, Jingying Shi, Tiantian Dong, Cai-Zhong Jiang, Qingguo Wang. (2019) 1-Methylcyclopropene (1-MCP), storage time, and shelf life and temperature affect phenolic compounds and antioxidant activity of ‘Jonagold’ apple. POSTHARVEST BIOLOGY AND TECHNOLOGY, 150 (71). [PMID:] [10.1016/j.postharvbio.2018.12.015] |
10. Yongsheng Chen, Jiangwei Liu, Sheng Geng, Yonglan Liu, Hanjun Ma, Jie Zheng, Benguo Liu, Guizhao Liang. (2019) Lipase-catalyzed synthesis mechanism of tri-acetylated phloridzin and its antiproliferative activity against HepG2 cancer cells. FOOD CHEMISTRY, 277 (186). [PMID:30502134] [10.1016/j.foodchem.2018.10.111] |
11. Benguo Liu, Jiangwei Liu, Chunling Zhang, Jiechao Liu, Zhonggao Jiao. (2017) Enzymatic preparation and antioxidant activity of the phloridzin oxidation product. JOURNAL OF FOOD BIOCHEMISTRY, 42 (2): (e12475). [PMID:] [10.1111/jfbc.12475] |
12. Wang Qian-Wen, Liu Jia-Jia, Liu Xiong, Zha Hong-Wei, Ren Na. (2014) Purification of phloridzin from Lithocarpus polystachyus Rehd leaves using polymeric adsorbents functionalized with glucosamine and β-cyclodextrin. CHEMICAL PAPERS, 68 (11): (1521-1531). [PMID:] [10.2478/s11696-014-0615-x] |
13. Jie Wang, Zhiwei Lei, Yingjie Wen, Genlin Mao, Hanxiang Wu, Hanhong Xu. (2014) A Novel Fluorescent Conjugate Applicable To Visualize the Translocation of Glucose–Fipronil. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 62 (35): (8791–8798). [PMID:25134020] [10.1021/jf502838m] |
14. Muhammad Abid, Saqib Jabbar, Tao Wu, Malik Muhammad Hashim, Bing Hu, Shicheng Lei, Xiaoxiong Zeng. (2014) Sonication enhances polyphenolic compounds, sugars, carotenoids and mineral elements of apple juice. ULTRASONICS SONOCHEMISTRY, 21 (93). [PMID:23835397] [10.1016/j.ultsonch.2013.06.002] |