Glycitin - 10mM in DMSO , CAS No.40246-10-4

CAS: 40246-10-4 Cat. No.: G423839 Peso molecular: 446.4

GRADE & PURITY 10mM in DMSO

Synonyms

Glycitin|40246-10-4|Glycitein 7-O-glucoside|Glycitein 7-O-beta-glucoside|3-(4-hydroxyphenyl)-6-methoxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one|G2S44P62XC|3-(4-hydroxyphenyl)-6-methoxy-7-(((2S,3R,4S,5S,6R)-3,4,5-tri

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Descripción general

Glycitin is a soy isoflavone in the glucoside form. A rat model study demonstrated glycitin to be effective in preventing bone loss and reversing the unfavorable changes of lipid metabolism in this model

Specifications

Sinónimos

Glycitin | 40246-10-4 | Glycitein 7-O-glucoside | Glycitein 7-O-beta-glucoside | 3-(4-hydroxyphenyl)-6-methoxy-7-[(2S, 3R, 4S, 5S, 6R)-3, 4, 5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one | G2S44P62XC | 3-(4-hydroxyphenyl)-6-methoxy-7-(((2S, 3R, 4S, 5S, 6R)-3, 4, 5-tri

Especificaciones y pureza

10mM in DMSO

Condiciones de almacenamiento de almacenamiento

Store at -80°C

Enviado en

Dry ice packs + Cold packs

Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.

Nombres e identificadores

• Sonrisas canónicas: COC1=C(C=C2C(=C1)C(=O)C(=CO2)C3=CC=C(C=C3)O)OC4C(C(C(C(O4)CO)O)O)O
• IUPAC Name: 3-(4-hydroxyphenyl)-6-methoxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
• InChIKey: OZBAVEKZGSOMOJ-MIUGBVLSSA-N
• INCHI: 1S/C22H22O10/c1-29-15-6-12-14(30-9-13(18(12)25)10-2-4-11(24)5-3-10)7-16(15)31-22-21(28)20(27)19(26)17(8-23)32-22/h2-7,9,17,19-24,26-28H,8H2,1H3/t17-,19-,20+,21-,22-/m1/s1
• Isómeros SMILES: COC1=C(C=C2C(=C1)C(=O)C(=CO2)C3=CC=C(C=C3)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O
• WGK Alemania: 3
• Peso molecular: 446.4
• Reaxy-Rn: 25641150
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=25641150&ln=

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Phenylpropanoids and polyketides
• Clase: Isoflavonoids
• Subclass: Isoflavonoid O-glycosides
• Intermediate Tree Nodes: Not available
• Direct Parent: Isoflavonoid O-glycosides
• Alternative Parents: Isoflavones Phenolic glycosides Hexoses Chromones O-glycosyl compounds Anisoles 1-hydroxy-2-unsubstituted benzenoids Pyranones and derivatives Alkyl aryl ethers Benzene and substituted derivatives Oxanes Heteroaromatic compounds Secondary alcohols Oxacyclic compounds Acetals Polyols Primary alcohols Hydrocarbon derivatives Organic oxides
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Isoflavonoid o-glycoside - Isoflavonoid-7-o-glycoside - Isoflavone - Phenolic glycoside - Hexose monosaccharide - Chromone - Glycosyl compound - O-glycosyl compound - Benzopyran - 1-benzopyran - Anisole - 1-hydroxy-2-unsubstituted benzenoid - Alkyl aryl ether - Pyranone - Phenol - Monocyclic benzene moiety - Benzenoid - Pyran - Monosaccharide - Oxane - Heteroaromatic compound - Secondary alcohol - Organoheterocyclic compound - Oxacycle - Ether - Acetal - Polyol - Organic oxygen compound - Alcohol - Hydrocarbon derivative - Organic oxide - Primary alcohol - Organooxygen compound - Aromatic heteropolycyclic compound
• Descripción: 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: isoflavones - Isoflavonoids

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

Propiedades químicas y físicas

• Peso molecular: 446.400 g/mol
• XLogP3: 0.600
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 5
• Exact Mass: 446.121 Da
• Monoisotopic Mass: 446.121 Da
• Topological Polar Surface Area: 155.000 Ų
• Heavy Atom Count: 32
• Formal Charge: 0
• Complexity: 690.000
• 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

Referencias

1. Lei Du, Kum-Song Ro, Yiji Zhang, Ya-Jie Tang, Wanbang Li, Jingli Xie, Dongzhi Wei.  (2021)  Effects of lactiplantibacillus plantarum X7021 on physicochemical properties, purines, isoflavones and volatile compounds of fermented soymilk.  PROCESS BIOCHEMISTRY,      [PMID:] [10.1016/j.procbio.2021.12.028]

2. Liuying Zhu, Wenting Li, Zeyuan Deng, Hongyan Li, Bing Zhang.  (2020)  The Composition and Antioxidant Activity of Bound Phenolics in Three Legumes, and Their Metabolism and Bioaccessibility of Gastrointestinal Tract.  Foods,  9  (12): (1816).  [PMID:33297502] [10.3390/foods9121816]

3. Xianli Gao, Ermeng Liu, Junke Zhang, Mingquan Yang, Sui Chen, Zhan Liu, Haile Ma, Feng Hu.  (2019)  Effects of sonication during moromi fermentation on antioxidant activities of compounds in raw soy sauce.  LWT-FOOD SCIENCE AND TECHNOLOGY,      [PMID:] [10.1016/j.lwt.2019.108605]

4. Xiaonan Zhang, Hongwei Zhang, Xinghao Xia, Nan Pu, Zhuping Yu, Mourtada Nabih, Ying Zhu, Shuang Zhang, Lianzhou Jiang.  (2019)  Preparation and physicochemical characterization of soy isoflavone (SIF) nanoparticles by a liquid antisolvent precipitation method.  ADVANCED POWDER TECHNOLOGY,      [PMID:] [10.1016/j.apt.2019.04.030]

5. Xingyu Hou, Wei Huang, Fugui Zhu, Fang Geng, Miaomiao Tian.  (2018)  A new boronate-affinity hollow solid phase extraction adsorbent for the enrichment of cis-diol-containing isoflavones in soybean milk samples.  Analytical Methods,  11  (3): (317-326).  [PMID:] [10.1039/C8AY02311E]

6. Hu Yue, Xia Qinfei, Huang Wei, Hou Xingyu, Tian Miaomiao.  (2017)  Boronate-modified hollow molecularly imprinted polymers for selective enrichment of glycosides.  MICROCHIMICA ACTA,  185  (1): (1-9).  [PMID:29594569] [10.1007/s00604-017-2608-2]

7. Han Peng, Wenting Li, Hongyan Li, Zeyuan Deng, Bing Zhang.  (2017)  Extractable and non-extractable bound phenolic compositions and their antioxidant properties in seed coat and cotyledon of black soybean (Glycinemax (L.) merr).  Journal of Functional Foods,      [PMID:] [10.1016/j.jff.2017.03.003]

8. Mian Wang, Yiting Wang, Muhammad Bilal, Chong Xie, Pei Wang, Xin Rui, Runqiang Yang.  (2024)  UV-B Radiation Exhibited Tissue-Specific Regulation of Isoflavone Biosynthesis in Soybean Cell Suspension Cultures.  Foods,  13  (15): (2385).  [PMID:39123575] [10.3390/foods13152385]

9. 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]

10. Huiming Xue, Zhen Feng, Chang Jin, Yue Zhang, Yongxing Ai, Jing Wang, Meizhu Zheng, Dongfang Shi.  (2025)  Soy Isoflavones Protects Against Stroke by Inhibiting Keap1/NQO1/Nrf2/HO-1 Signaling Pathway: Network Pharmacology Analysis Combined with the Experimental Validation.  Pharmaceuticals,  18  (4): (548).  [PMID:40283984] [10.3390/ph18040548]

11. Wang Yue, Tang Xiaohan, Zhao Huarong, Pan Yue, Zhang Dingnan, Liu He, Zhu Danshi.  (2026)  Effects of monascus -fermented soybean powder on the quality, isoflavones composition and sensory acceptance of steamed bread.  JOURNAL OF FOOD SCIENCE AND TECHNOLOGY-MYSORE,      [PMID:] [10.1007/s13197-026-06557-3]