Determine the necessary mass, volume, or concentration for preparing a solution.
This is a demo store. No orders will be fulfilled.
| SKU | Size | Availability |
Price | Qty |
|---|---|---|---|---|
|
P139206-250mg
|
250mg |
5
|
$19.90
|
|
|
P139206-1g
|
1g |
5
|
$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 |
|---|---|
| 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. |
Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Phenylpropanoids and polyketides |
| Class | Flavonoids |
| Subclass | Flavonoid glycosides |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Flavonoid O-glycosides |
| Alternative Parents | 2'-Hydroxy-dihydrochalcones Cinnamylphenols Phenolic glycosides Alkyl-phenylketones Hexoses Butyrophenones O-glycosyl compounds Phenol ethers Resorcinols Benzoyl derivatives Aryl alkyl ketones Phenoxy compounds 1-hydroxy-4-unsubstituted benzenoids 1-hydroxy-2-unsubstituted benzenoids Oxanes Vinylogous acids Secondary alcohols Oxacyclic compounds Acetals Polyols Organic oxides Hydrocarbon derivatives Primary alcohols |
| Molecular Framework | Aromatic heteromonocyclic compounds |
| Substituents | Flavonoid o-glycoside - 2'-hydroxy-dihydrochalcone - Linear 1,3-diarylpropanoid - Cinnamylphenol - Phenolic glycoside - Alkyl-phenylketone - Hexose monosaccharide - O-glycosyl compound - Glycosyl compound - Butyrophenone - Phenylketone - Aryl alkyl ketone - Aryl ketone - Benzoyl - Resorcinol - Phenoxy compound - Phenol ether - 1-hydroxy-2-unsubstituted benzenoid - 1-hydroxy-4-unsubstituted benzenoid - Phenol - Benzenoid - Monocyclic benzene moiety - Monosaccharide - Oxane - Vinylogous acid - Secondary alcohol - Ketone - Acetal - Organoheterocyclic compound - Oxacycle - Polyol - Primary alcohol - Alcohol - Hydrocarbon derivative - Organic oxide - Organic oxygen compound - Organooxygen compound - Aromatic heteromonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as flavonoid o-glycosides. These are compounds containing a carbohydrate moiety which is O-glycosidically linked to the 2-phenylchromen-4-one flavonoid backbone. |
| External Descriptors | dihydrochalcones - Chalcones and dihydrochalcones |
|
|
|
| Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
|---|
| Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
|---|
| Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
|---|
| Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
|---|
| Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
|---|
| Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
|---|
| 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 |
|---|---|
| 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 |
| InChIKey | IOUVKUPGCMBWBT-QNDFHXLGSA-N |
| 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 |
Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
| Certificate of Analysis | Jan 09, 2025 | P139206 | |
| Certificate of Analysis | Jan 09, 2025 | P139206 | |
| Certificate of Analysis | Jan 09, 2025 | P139206 | |
| Certificate of Analysis | Jan 09, 2025 | P139206 | |
| Certificate of Analysis | Mar 06, 2024 | P139206 | |
| Certificate of Analysis | Mar 06, 2024 | P139206 | |
| Certificate of Analysis | Mar 06, 2024 | P139206 | |
| Certificate of Analysis | Sep 22, 2022 | P139206 | |
| Certificate of Analysis | Sep 22, 2022 | P139206 | |
| Certificate of Analysis | Sep 22, 2022 | P139206 |
| Solubility | Soluble in DMSO (100 mM), methanol, acetone, ethanol (100 mM), and water (partly). |
|---|---|
| Refractive Index | 1.69 |
| Melt Point(°C) | 113-114°C |
| Molecular Weight | 436.400 g/mol |
| XLogP3 | 1.200 |
| Hydrogen Bond Donor Count | 7 |
| Hydrogen Bond Acceptor Count | 10 |
| Rotatable Bond Count | 7 |
| Exact Mass | 436.137 Da |
| Monoisotopic Mass | 436.137 Da |
| Topological Polar Surface Area | 177.000 Ų |
| Heavy Atom Count | 31 |
| Formal Charge | 0 |
| Complexity | 581.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 5 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 1 |
| 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 (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). |
| 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). |
| 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 |
| 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, |
| 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): |
| 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). |
| 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). |
| 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). |
| 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). |
| 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). |
| 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). |
| 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). |
| 14. Xiaomeng Zhang, Xinquan Tian, Junyu Luo, Xiaoyang Wang, Shoupu He, Gaofei Sun, Ruidan Dong, Panhong Dai, Xiao Wang, Zhaoe Pan, Baojun Chen, Daowu Hu, Liru Wang, Baoyin Pang, Aishuang Xing, Guoyong Fu, Baoquan Wang, Jinjie Cui, Lei Ma, Xiongming Du. (2025) Identification of UDP-glucosyltransferase involved in the biosynthesis of phloridzin in Gossypium hirsutum. PLANT JOURNAL, 121 (3): (e17248). |
| 15. Zhengming Qian, Qinggui Lei, Dan Tang, Guoying Tan, Qi Huang, Fucai Zhou, Wenhao Wang. (2024) Rapid and green quantification of phloridzin and trilobatin in Lithocarpus litseifolius (Hance) Chun (sweet tea) using an online pressurized liquid extraction high-performance liquid chromatography at equal absorption wavelength method. Analytical Methods, 16 (16): (2513-2521). |