Sophoricoside - analytical standard, ≥98% , CAS No.152-95-4

CAS: 152-95-4 Cat. No.: S111418 Molecular Weight: 432.38 PubChem CID: 5321398

GRADE & PURITY Analytical standard, ≥98%

Synonyms

UNII-J0407L5MGM | AI3-52559 | AS-12103 | HY-N0423 | (2S)-N-Boc-5-methylpyrrolidine-2-carboxylicacid | Sophoricoside | 5,7-dihydroxy-3-[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-4-one | Q-100181 | GENISTEIN, 4'-.BETA

Storage

Room temperature

Shipped In

Normal

Specifications

Synonyms

UNII-J0407L5MGM | AI3-52559 | AS-12103 | HY-N0423 | (2S)-N-Boc-5-methylpyrrolidine-2-carboxylicacid | Sophoricoside | 5, 7-dihydroxy-3-[4-[(2S, 3R, 4S, 5S, 6R)-3, 4, 5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-4-one | Q-100181 | GENISTEIN, 4'-.BETA

Specifications & Purity

analytical standard, ≥98%

Storage

Room temperature

Shipped In

Normal

Grade

Analytical standard

Purity

≥98%

Names and Identifiers

• Canonical Smiles: C1=CC(=CC=C1C2=COC3=CC(=CC(=C3C2=O)O)O)OC4C(C(C(C(O4)CO)O)O)O
• IUPAC Name: 5,7-dihydroxy-3-[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-4-one
• InChIKey: ISQRJFLLIDGZEP-CMWLGVBASA-N
• INCHI: 1S/C21H20O10/c22-7-15-18(26)19(27)20(28)21(31-15)30-11-3-1-9(2-4-11)12-8-29-14-6-10(23)5-13(24)16(14)17(12)25/h1-6,8,15,18-24,26-28H,7H2/t15-,18-,19+,20-,21-/m1/s1
• Isomeric SMILES: C1=CC(=CC=C1C2=COC3=CC(=CC(=C3C2=O)O)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O
• PubChem CID: 5321398
• Molecular Weight: 432.38

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Phenylpropanoids and polyketides
    • Class Isoflavonoids
      • Subclass Isoflavonoid O-glycosides

• Kingdom: Organic compounds
• Superclass: Phenylpropanoids and polyketides
• Class: Isoflavonoids
• Subclass: Isoflavonoid O-glycosides
• Intermediate Tree Nodes: Not available
• Direct Parent: Isoflavonoid O-glycosides
• Alternative Parents: Hydroxyisoflavonoids Isoflavones Fatty acyl glycosides of mono- and disaccharides Phenolic glycosides Alkyl glycosides Hexoses Chromones O-glycosyl compounds Phenoxy compounds Phenol ethers Pyranones and derivatives 1-hydroxy-4-unsubstituted benzenoids 1-hydroxy-2-unsubstituted benzenoids Oxanes Heteroaromatic compounds Vinylogous acids Secondary alcohols Polyols Oxacyclic compounds Acetals Organic oxides Primary alcohols Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Isoflavonoid-4p-o-glycoside - Isoflavonoid o-glycoside - Isoflavone - Hydroxyisoflavonoid - Fatty acyl glycoside of mono- or disaccharide - Fatty acyl glycoside - Phenolic glycoside - Hexose monosaccharide - Alkyl glycoside - Chromone - Glycosyl compound - O-glycosyl compound - 1-benzopyran - Benzopyran - Phenol ether - Phenoxy compound - Pyranone - 1-hydroxy-2-unsubstituted benzenoid - 1-hydroxy-4-unsubstituted benzenoid - Monocyclic benzene moiety - Fatty acyl - Benzenoid - Monosaccharide - Pyran - Oxane - Vinylogous acid - Heteroaromatic compound - Secondary alcohol - Organoheterocyclic compound - Oxacycle - Acetal - Polyol - Organic oxygen compound - Alcohol - Hydrocarbon derivative - Organooxygen compound - Organic oxide - Primary alcohol - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as isoflavonoid o-glycosides. These are o-glycosylated derivatives of isoflavonoids, which are natural products derived from 3-phenylchromen-4-one.
• 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

Associated Targets(Human)

XDH Tclin Xanthine dehydrogenase (1038 Activities)

Discover Target: XDH

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ALDH1A1 Tchem Aldehyde dehydrogenase 1A1 (77053 Activities)

Discover Target: ALDH1A1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

APEX1 Tchem DNA-(apurinic or apyrimidinic site) lyase (38016 Activities)

Discover Target: APEX1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

KDM4E Tchem Lysine-specific demethylase 4D-like (40243 Activities)

Discover Target: KDM4E

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

NA Neuraminidase (1107 Activities)

Discover Target: NA

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Il5 Interleukin-5 (441 Activities)

Discover Target: Il5

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Specific Rotation[α]: -18 ° (C=1, Pyridine)
• Melt Point(°C): 297°C
• Molecular Weight: 432.400 g/mol
• XLogP3: 0.900
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 4
• Exact Mass: 432.106 Da
• Monoisotopic Mass: 432.106 Da
• Topological Polar Surface Area: 166.000 Ų
• Heavy Atom Count: 31
• Formal Charge: 0
• Complexity: 675.000
• 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. Jie Zhao, Lin Huang, Renjie Li, Zhuangwei Zhang, Jin Chen, Hongjin Tang.  (2022)  Insights from multi-spectroscopic analysis and molecular modeling to understand the structure–affinity relationship and the interaction mechanism of flavonoids with gliadin.  Food & Function,  13  (9): (5061-5074).  [PMID:35404372] [10.1039/D1FO03816H]

2. Hongjin Tang, Lin Huang, Dongsheng Zhao, Chunyong Sun, Ping Song.  (2020)  Interaction mechanism of flavonoids on bovine serum albumin: Insights from molecular property-binding affinity relationship.  SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY,      [PMID:32480277] [10.1016/j.saa.2020.118519]

3. Jie Zhao, Lin Huang, Chunyong Sun, Dongsheng Zhao, Hongjin Tang.  (2020)  Studies on the structure-activity relationship and interaction mechanism of flavonoids and xanthine oxidase through enzyme kinetics, spectroscopy methods and molecular simulations.  FOOD CHEMISTRY,      [PMID:32330646] [10.1016/j.foodchem.2020.126807]

4. Mei Jianfeng, Chen Xiang, Liu Jianghua, Yi Yu, Zhang Yanlu, Ying Guoqing.  (2019)  A Biotransformation Process for Production of Genistein from Sophoricoside by a Strain of Rhizopus oryza.  Scientific Reports,  9  (1): (1-5).  [PMID:31024087] [10.1038/s41598-019-42996-z]

5. Jiaao Shen, Zijia Man, Weiwei Li, Mengqi Guo, Zefeng Xiang, Long Ma, Xianjiang Kang, Shuai Guo.  (2025)  Natural isoflavone sophoricoside emerges as a therapeutic candidate for lung cancer targeting TMEM16A ion channel.  PHYTOMEDICINE,      [PMID:41014666] [10.1016/j.phymed.2025.157289]

6. Hui Cao, Xiaojuan Liu, Nataša Poklar Ulrih, Pradeep K. Sengupta, Jianbo Xiao.  (2018)  Plasma protein binding of dietary polyphenols to human serum albumin: A high performance affinity chromatography approach.  FOOD CHEMISTRY,      [PMID:30174044] [10.1016/j.foodchem.2018.07.111]