Dapagliflozin - Moligand™, ≥99% , Inhibitor of Sodium/glucose cotransporter 1;Inhibitor of Sodium/glucose cotransporter 2, CAS No.461432-26-8, Inhibitor of Sodium/glucose cotransporter 1;Inhibitor of Sodium/glucose cotransporter 2

CAS: 461432-26-8 Cat. No.: D126800 Molecular Weight: 408.87 EC Number: 639-683-0

GRADE & PURITY Moligand™, ≥99%

Synonyms

BDBM50448923 | EN300-7407160 | (2S,3R,4R,5S,6R)-2-[4-chloro-3-(4-ethoxy-benzyl)-phenyl]-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol | DTXCID101334207 | (1S)-1,5-anhydro-1-[4-chloro-3-(4-ethoxybenzyl)phenyl]-D-glucitol | (1S)-1,5-Anhydro-1-C-[4-chloro-3-[

Storage

Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Overview

Dapagliflozin is a potent and selective SLC5A2 inhibitor with EC50 of 1.1 nM. It has good permeability across Caco-2 cell membranes and is a substrate for P-glycoprotein (P-gp). Dapagliflozin is not a significant P-gp inhibitor.
A SGLT-2 inhibitor

Specifications

Synonyms

BDBM50448923 | EN300-7407160 | (2S, 3R, 4R, 5S, 6R)-2-[4-chloro-3-(4-ethoxy-benzyl)-phenyl]-6-hydroxymethyl-tetrahydro-pyran-3, 4, 5-triol | DTXCID101334207 | (1S)-1, 5-anhydro-1-[4-chloro-3-(4-ethoxybenzyl)phenyl]-D-glucitol | (1S)-1, 5-Anhydro-1-C-[4-chloro-3-[

Specifications & Purity

Moligand™, ≥99%

Biochemical and Physiological Mechanisms

Dapagliflozin, a selective, orally active inhibitor of the renal sodium-glucose co-transporter type 2 (SGLT2) is in development for the treatment of type 2 diabetes mellitus (T2DM). Dapagliflozin inhibits subtype 2 of the sodium-glucose transport proteins

Storage

Store at -20°C, Argon charged

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Moligand™

Action Type

INHIBITOR

Mechanism of action

Inhibitor of Sodium/glucose cotransporter 1;Inhibitor of Sodium/glucose cotransporter 2

Purity

≥99%

Names and Identifiers

• Pubchem Sid: 504765048
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504765048
• Canonical Smiles: CCOC1=CC=C(C=C1)CC2=C(C=CC(=C2)C3C(C(C(C(O3)CO)O)O)O)Cl
• IUPAC Name: (2S,3R,4R,5S,6R)-2-[4-chloro-3-[(4-ethoxyphenyl)methyl]phenyl]-6-(hydroxymethyl)oxane-3,4,5-triol
• InChIKey: JVHXJTBJCFBINQ-ADAARDCZSA-N
• INCHI: 1S/C21H25ClO6/c1-2-27-15-6-3-12(4-7-15)9-14-10-13(5-8-16(14)22)21-20(26)19(25)18(24)17(11-23)28-21/h3-8,10,17-21,23-26H,2,9,11H2,1H3/t17-,18-,19+,20-,21+/m1/s1
• Isomeric SMILES: CCOC1=CC=C(C=C1)CC2=C(C=CC(=C2)[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)Cl
• Molecular Weight: 408.87
• Reaxy-Rn: 21800523
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=21800523&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic oxygen compounds
    • Class Organooxygen compounds
      • Subclass Carbohydrates and carbohydrate conjugates
        • Level5 Glycosyl compounds
          • Level6 Phenolic glycosides

• Kingdom: Organic compounds
• Superclass: Organic oxygen compounds
• Class: Organooxygen compounds
• Subclass: Carbohydrates and carbohydrate conjugates
• Intermediate Tree Nodes: Glycosyl compounds
• Direct Parent: Phenolic glycosides
• Alternative Parents: Diphenylmethanes Hexoses C-glycosyl compounds Phenoxy compounds Phenol ethers Alkyl aryl ethers Chlorobenzenes Aryl chlorides Oxanes Secondary alcohols Polyols Oxacyclic compounds Dialkyl ethers Organochlorides Primary alcohols Hydrocarbon derivatives
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Phenolic glycoside - Diphenylmethane - Hexose monosaccharide - C-glycosyl compound - Phenoxy compound - Phenol ether - Alkyl aryl ether - Chlorobenzene - Halobenzene - Aryl chloride - Aryl halide - Monocyclic benzene moiety - Benzenoid - Monosaccharide - Oxane - Secondary alcohol - Ether - Dialkyl ether - Organoheterocyclic compound - Oxacycle - Polyol - Alcohol - Primary alcohol - Hydrocarbon derivative - Organohalogen compound - Organochloride - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose.
• External Descriptors: aromatic ether - organochlorine compound - C-glycosyl compound

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

SLC5A4 Tchem Solute carrier family 5 member 4 (1 Activities)

Discover Target: SLC5A4

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

SLC5A11 Tchem Sodium/myo-inositol cotransporter 2 (1 Activities)

Discover Target: SLC5A11

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

SLC5A2 Tclin Sodium/glucose cotransporter 2 (37 Activities)

Discover Target: SLC5A2

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

SLC5A1 Tclin Sodium/glucose cotransporter 1 (15 Activities)

Discover Target: SLC5A1

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

Chemical and Physical Properties

• Solubility: Soluble in ethanol (~30 mg/ml), DMSO (82 mg/ml at 25 °C), DMF (~30 mg/ml), ethanol:PBS(pH7.2)(1:1) (~0.5 mg/ml), and methanol.
• Sensitivity: Heat sensitive；Air sensitive
• Molecular Weight: 408.900 g/mol
• XLogP3: 2.300
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 408.134 Da
• Monoisotopic Mass: 408.134 Da
• Topological Polar Surface Area: 99.400 Ų
• Heavy Atom Count: 28
• Formal Charge: 0
• Complexity: 472.000
• 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

References

1. Xueru He, Ying Li, Yajing Li, Caihui Guo, Yuhao Fu, Xuejiao Xun, Zhi Wang, Zhanjun Dong.  (2023)  In vivo assessment of the pharmacokinetic interactions between donafenib and dapagliflozin, donafenib and canagliflozin in rats.  BIOMEDICINE & PHARMACOTHERAPY,      [PMID:37027985] [10.1016/j.biopha.2023.114663]

2. Shuo Zhang, Shuang Guo, Pengyu Wang, Yan Song, Leiming Yang, Qiyu Sun, Qi Huang, Youzhi Zhang.  (2025)  Dapagliflozin attenuates skeletal muscle atrophy in diabetic nephropathy mice through suppressing Gasdermin D-mediated pyroptosis.  INTERNATIONAL IMMUNOPHARMACOLOGY,      [PMID:39837016] [10.1016/j.intimp.2025.114088]

3. Wan Zhijie, Yuan Ming, Liu Ziao, Cai Yuan, He Hua, Hao Kun.  (2025)  Impact of Dapagliflozin on Hepatic Lipid Metabolism and a Dynamic Model of Ketone Body Levels.  AAPS Journal,  27  (1): (1-14).  [PMID:39900889] [10.1208/s12248-025-01024-x]

4. Wanxian Wang, Yanfang Liu, Dian Liu, Han Zhou, Yan Li, Wenjie Yuan, Suowen Xu, Jixia Wang, Xinmiao Liang, Jianping Weng.  (2024)  Profiling of Antidiabetic Bioactive Flavonoid Compounds from an Edible Plant Kudzu (Pueraria lobata).  JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,      [PMID:38976778] [10.1021/acs.jafc.4c02564]

5. Zhonghua Dong, Xiao Li, Xuan Wang, Jingya Xu, Wei Xu.  (2025)  Ergosterol from Edible Fungi: Enhancing Fatty Acid Oxidation via CPT1A to Protect Against Diabetic Kidney Disease.  Food & Function,      [PMID:40704985] [10.1039/D5FO00371G]

6. Wenyu Du, Zihan Liu, Zhi Wang, Xin Zhou, Zhanjun Dong, Ying Li.  (2025)  In vivo assessment of pharmacokinetic interactions of empagliflozin and henagliflozin with sorafenib: an animal-based study.  PeerJ,      [PMID:40656939] [10.7717/peerj.19662]

7. Qin Fei, Zeng Huicong, Zhou Li, Zhou Zhenhua, Mao Yongxin, Zeng Youyan, Guo Rongxiang, Chen Kaixian, Zhao Dongyu, Yao Weiwei, Zhang Bin, Zhou Qian, Li Bo.  (2025)  Identification of novel small molecules as potential SGLT2 inhibitors through combined virtual screening and experimental validation.  MOLECULAR DIVERSITY,      [PMID:41021175] [10.1007/s11030-025-11367-4]

8. Pengyu Wang, Zhen Sun, Qing Lan, Shuo Zhang, Yan Song, Leiming Yang, Mi Chen, Jianfen Shen, Qi Huang, Youzhi Zhang.  (2025)  Bioinformatics analysis combined with experimental validation reveals the novel mechanisms of multi-targets of dapagliflozin attenuating diabetic liver injury.  Frontiers in Endocrinology,      [PMID:40438398] [10.3389/fendo.2025.1519153]

9. Xiaoming Zou, Baoyin Zhang, Yujiao Jing, Lihui Zong, Ligui Wu, Qunyan Zhou, Yue Fang, Kaifang Shen, Xubiao Luo, Lingling Rong.  (2025)  Significant effects of electrophilicity in oral antidiabetic drugs upon conjugative transfer of drug-resistance plasmids in activated sludge and the mechanisms.  WATER RESEARCH,      [PMID:41442951] [10.1016/j.watres.2025.125250]

10. Qi Wu, Yupeng Tao, Chenchen Sun, Yijing Li, Tianyu Liu, Buhui Liu, Wei Li, Kun Gao, Yao Zhou.  (2026)  Isoquercitrin Improves Renal Tubular Epithelial Cell Mitochondrial Dysfunction by Regulating Extracellular Signal-Regulated Kinase/Reactive Oxygen Species Signaling and Connexin 43 Expression in Diabetic Kidney Disease.  PHYTOTHERAPY RESEARCH,      [PMID:] [10.1002/ptr.70307]