Phloridzin - ≥98%, high purity , CAS No.60-81-1, Inhibitor of major facilitator superfamily domain containing 4B;Inhibitor of SGLT6;Inhibitor of SMIT

Item Number
P139206
Grouped product items
SKUSizeAvailabilityPrice Qty
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

Basic Description

SynonymsBRD-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 & PurityMoligand™, ≥98%
Biochemical and Physiological MechanismsPotent, 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 InNormal
GradeMoligand™
Action TypeINHIBITOR
Mechanism of actionInhibitor of major facilitator superfamily domain containing 4B;Inhibitor of SGLT6;Inhibitor of SMIT
NoteWherever 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.
An SGLT-1 and SGLT-2 inhibitor found in apple trees

Associated Targets(Human)

SLC5A4 Tchem Solute carrier family 5 member 4 (1 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
SLC5A11 Tchem Sodium/myo-inositol cotransporter 2 (1 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
SLC5A2 Tclin Sodium/glucose cotransporter 2 (21 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
SLC5A3 Tbio Sodium/myo-inositol cotransporter (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
SLC5A1 Tclin Sodium/glucose cotransporter 1 (18 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
MFSD4B Tdark Sodium-dependent glucose transporter 1 (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
TYR Tclin Tyrosinase (717 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ACHE Tclin Acetylcholinesterase (18204 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SLC29A1 Tclin Equilibrative nucleoside transporter 1 (1711 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
EPHX2 Tchem Epoxide hydratase (3844 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CYP3A4 Tclin Cytochrome P450 3A4 (53859 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HEK293 (82097 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SLC28A1 Tbio Sodium/nucleoside cotransporter 1 (13 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SLC28A2 Tchem Sodium/nucleoside cotransporter 2 (91 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SLC28A3 Tchem Solute carrier family 28 member 3 (29 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
AKR1B10 Tchem Aldo-keto reductase family 1 member B10 (300 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HPGD Tchem 15-hydroxyprostaglandin dehydrogenase [NAD+] (24926 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SLCO1B1 Tchem Solute carrier organic anion transporter family member 1B1 (2672 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SLCO1B3 Tchem Solute carrier organic anion transporter family member 1B3 (2517 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SLC5A4 Tchem Low affinity sodium-glucose cotransporter (30 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Hdac6 Histone deacetylase 6 (222 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Slc5a1 Sodium/glucose cotransporter 1 (11 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Slc5a2 Sodium/glucose cotransporter 2 (17 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Rattus norvegicus (775804 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
3T3-L1 (3664 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
RAW264.7 (28094 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
GCN5 Histone acetyltransferase GCN5 (89 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
rep Replicase polyprotein 1ab (378 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
BCHE Cholinesterase (8742 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Intestine (514 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PNLIP Pancreatic triacylglycerol lipase (476 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Names and Identifiers

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
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

Certificates

Certificate of Analysis(COA)

Enter Lot Number to search for COA:

Find and download the COA for your product by matching the lot number on the packaging.

6 results found

Lot NumberCertificate TypeDateItem
C2412392Certificate of AnalysisMar 06, 2024 P139206
C2412396Certificate of AnalysisMar 06, 2024 P139206
C2412397Certificate of AnalysisMar 06, 2024 P139206
J2209518Certificate of AnalysisSep 22, 2022 P139206
J2209519Certificate of AnalysisSep 22, 2022 P139206
J2209520Certificate of AnalysisSep 22, 2022 P139206

Chemical and Physical Properties

SolubilitySoluble in DMSO (100 mM), methanol, acetone, ethanol (100 mM), and water (partly).
Refractive Index1.69
Melt Point(°C)113-114°C

Safety and Hazards(GHS)

Pictogram(s) GHS07
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

Related Documents

Citations of This Product

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]

References

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]

Solution Calculators