Phloridzin dihydrate - analytical standard, ≥99% , CAS No.7061-54-3

CAS: 7061-54-3 Cat. No.: P117993 Fórmula: C₂₁H₂₄O₁₀·2H₂O Peso molecular: 472.44 Beilstein Registry Number: 66621 Número CE: 628-113-6

GRADE & PURITY Analytical standard, ≥99%

Synonyms

AC-34921 | Phlorizin dihydrate | 1-PROPANONE, 1-(2-(.BETA.-D-GLUCOPYRANOSYLOXY)-4,6-DIHYDROXYPHENYL)-3-(4-HYDROXYPHENYL)-, HYDRATE (1:2) | HY-N0143A | Phloridzin dihydrate, analytical standard | SCHEMBL8861774 | Phloridzin dihydrate, from apple wood, >=99

Storage

Room temperature

Shipped In

Normal

Specifications

Sinónimos

AC-34921 | Phlorizin dihydrate | 1-PROPANONE, 1-(2-(.BETA.-D-GLUCOPYRANOSYLOXY)-4,6-DIHYDROXYPHENYL)-3-(4-HYDROXYPHENYL)-, HYDRATE (1:2) | HY-N0143A | Phloridzin dihydrate, analytical standard | SCHEMBL8861774 | Phloridzin dihydrate, from apple wood, >=99

Especificações e pureza

analytical standard, ≥99%

Condições de armazenamento de armazenamento

Room temperature

Enviado em

Normal

Grau

Analytical standard

Pureza

≥99%

Nomes e identificadores

• Pubchem Sid: 528772213
• Sorrisos canónicos: C1=CC(=CC=C1CCC(=O)C2=C(C=C(C=C2OC3C(C(C(C(O3)CO)O)O)O)O)O)O.O.O
• 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;dihydrate
• InChIKey: XQWBNXSENPTIDY-YXMARJSJSA-N
• INCHI: 1S/C21H24O10.2H2O/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;2*1H2/t16-,18-,19+,20-,21-;;/m1../s1
• SMILES isoméricas: 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.O.O
• WGK Alemanha: 3
• Peso molecular: 472.44
• Beilstein: 66621
• Reaxy-Rn: 31042162
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=31042162&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Phenylpropanoids and polyketides
    • Classe Flavonoids
      • Subclass Flavonoid glycosides

• Kingdom: Organic compounds
• Superclass: Phenylpropanoids and polyketides
• Classe: 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 Aryl alkyl ketones Benzoyl derivatives Resorcinols Phenoxy compounds Phenol ethers 1-hydroxy-4-unsubstituted benzenoids 1-hydroxy-2-unsubstituted benzenoids Oxanes Vinylogous acids Secondary alcohols Polyols Acetals Oxacyclic compounds Hydrocarbon derivatives Primary alcohols Organic oxides Aldehydes
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Flavonoid o-glycoside - 2'-hydroxy-dihydrochalcone - Phenolic glycoside - Linear 1,3-diarylpropanoid - Cinnamylphenol - Alkyl-phenylketone - Hexose monosaccharide - Butyrophenone - Glycosyl compound - O-glycosyl compound - Phenylketone - Benzoyl - Phenoxy compound - Phenol ether - Resorcinol - Aryl ketone - Aryl alkyl ketone - 1-hydroxy-4-unsubstituted benzenoid - 1-hydroxy-2-unsubstituted benzenoid - Phenol - Monocyclic benzene moiety - Benzenoid - Monosaccharide - Oxane - Vinylogous acid - Ketone - Secondary alcohol - Acetal - Oxacycle - Organoheterocyclic compound - Polyol - Organooxygen compound - Organic oxide - Organic oxygen compound - Hydrocarbon derivative - Alcohol - Aldehyde - Primary alcohol - Aromatic heteromonocyclic compound
• Descrição: 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: Not available

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

Alvos associados (humanos)

SLC5A4 Tchem Solute carrier family 5 member 4 (0 Activities)

Discover Target: SLC5A4

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

SLC5A2 Tclin Sodium/glucose cotransporter 2 (0 Activities)

Discover Target: SLC5A2

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

SLC5A1 Tclin Sodium/glucose cotransporter 1 (0 Activities)

Discover Target: SLC5A1

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

Propriedades químicas e físicas

• Rotação específica [α]: -54 ° (C=3.2, 95% EtOH)
• Ponto de fusão (°C): 109°C
• Peso molecular: 472.400 g/mol
• Hydrogen Bond Donor Count: 9
• Hydrogen Bond Acceptor Count: 12
• Rotatable Bond Count: 7
• Exact Mass: 472.158 Da
• Monoisotopic Mass: 472.158 Da
• Topological Polar Surface Area: 179.000 Ų
• Heavy Atom Count: 33
• 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: 3

XLogP3

Referências

1. Jing Zhang, Di Wu, Lan Tang, Xia Hu, Zhen Zeng, Wen Wu, Fang Geng, Hui Li.  (2023)  Evaluation of the binding affinity and antioxidant activity of phlorizin to pepsin and trypsin.  Food Science and Human Wellness,      [PMID:] [10.26599/FSHW.2022.9250033]

2. Wan Wang, Xu Zhao, Yue Ma, Jing Zhang, Cong Xu, Jiage Ma, Muhammad Altaf Hussain, Juncai Hou, Shanshan Qian.  (2023)  Alleviating Effect of Lacticaseibacillus rhamnosus 1.0320 Combined with Dihydromyricetin on Acute Alcohol Exposure-Induced Hepatic Impairment: Based on Short-Chain Fatty Acids and Adenosine 5′-Monophosphate-Activated Protein Kinase-Mediated Lipid Metabolism Signaling Pathway.  JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,      [PMID:36930948] [10.1021/acs.jafc.2c08523]

3. Wan Wang, Hang Shang, Jinzhe Li, Yue Ma, Cong Xu, Jiage Ma, Juncai Hou, Zhanmei Jiang.  (2023)  Four Different Structural Dietary Polyphenols, Especially Dihydromyricetin, Possess Superior Protective Effect on Ethanol-Induced ICE-6 and AML-12 Cytotoxicity: The Role of CYP2E1 and Keap1-Nrf2 Pathways.  JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,      [PMID:36637065] [10.1021/acs.jafc.2c06478]

4. Zhaolei Zhang, Fengyan Fang, Pingping Zhang, Xiaokang Zhang, Hongchao Ma, Yanhui Wei.  (2024)  Synergistic effect of inner filtering effect and host-guest interaction based on β-cyclodextrin fluorophore for promoted 4-nitrophenol detection.  COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS,      [PMID:] [10.1016/j.colsurfa.2024.134087]