Cyanidol 3-Glucoside - 10mM in DMSO , CAS No.7084-24-4

CAS: 7084-24-4 Cat. No.: C425622 Peso molecular: 484.84 Número EC: 230-384-7

GRADE & PURITY 10mM in DMSO

Synonyms

1-Benzopyrylium, 2-(3,4-dihydroxyphenyl)-3-(beta-D-glucopyranosyloxy)-5,7-dihydroxy-, chloride | Cyanidin 3 glucoside | CYANIDIN-3-GLUCOSIDE-CHLORIDE | CYANIDIN-3-O-GLUCOSIDE CHLORIDE (USP-RS) | DTXSID401028798 | AS-56225 | cyanidin-3-O-glucoside | CYANID

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Descripción general

Kuromanin chloride (Chrysontemin) is derived from mulberry leaves and has the effect of increasing blood sugar concentration and maintaining lipid metabolism balance to reduce obesity. Kuromanin chloride can inhibit CD38 enzymatic activities.

Specifications

Sinónimos

1-Benzopyrylium, 2-(3, 4-dihydroxyphenyl)-3-(beta-D-glucopyranosyloxy)-5, 7-dihydroxy-, chloride | Cyanidin 3 glucoside | CYANIDIN-3-GLUCOSIDE-CHLORIDE | CYANIDIN-3-O-GLUCOSIDE CHLORIDE (USP-RS) | DTXSID401028798 | AS-56225 | cyanidin-3-O-glucoside | CYANID

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.

Tipo de acción

INHIBITOR

Nombres e identificadores

• Sonrisas canónicas: C1=CC(=C(C=C1C2=[O+]C3=CC(=CC(=C3C=C2OC4C(C(C(C(O4)CO)O)O)O)O)O)O)O.[Cl-]
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromenylium-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol;chloride
• InChIKey: YTMNONATNXDQJF-UBNZBFALSA-N
• INCHI: 1S/C21H20O11.ClH/c22-7-16-17(27)18(28)19(29)21(32-16)31-15-6-10-12(25)4-9(23)5-14(10)30-20(15)8-1-2-11(24)13(26)3-8;/h1-6,16-19,21-22,27-29H,7H2,(H3-,23,24,25,26);1H/t16-,17-,18+,19-,21-;/m1./s1
• Isómeros SMILES: C1=CC(=C(C=C1C2=[O+]C3=CC(=CC(=C3C=C2O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)O)O)O.[Cl-]
• WGK Alemania: 1
• Peso molecular: 484.84
• Reaxy-Rn: 26118954
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=26118954&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Phenylpropanoids and polyketides
    • Clase Flavonoids
      • Subclass Flavonoid glycosides
        • Level5 Flavonoid O-glycosides
          • Level6 Anthocyanins
            • Level7 Anthocyanidin-3-O-glycosides

• Kingdom: Organic compounds
• Superclass: Phenylpropanoids and polyketides
• Clase: Flavonoids
• Subclass: Flavonoid glycosides
• Intermediate Tree Nodes: Flavonoid O-glycosides - Anthocyanins
• Direct Parent: Anthocyanidin-3-O-glycosides
• Alternative Parents: Flavonoid-3-O-glycosides 3'-hydroxyflavonoids 4'-hydroxyflavonoids 5-hydroxyflavonoids 7-hydroxyflavonoids Anthocyanidins Hexoses O-glycosyl compounds 1-benzopyrans Catechols 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids Benzene and substituted derivatives Oxanes Heteroaromatic compounds Secondary alcohols Acetals Polyols Oxacyclic compounds Hydrocarbon derivatives Organic chloride salts Organic zwitterions Primary alcohols
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Anthocyanidin-3-o-glycoside - Flavonoid-3-o-glycoside - Hydroxyflavonoid - 3'-hydroxyflavonoid - 4'-hydroxyflavonoid - 5-hydroxyflavonoid - 7-hydroxyflavonoid - Anthocyanidin - Hexose monosaccharide - O-glycosyl compound - Glycosyl compound - Benzopyran - 1-benzopyran - Catechol - Phenol - 1-hydroxy-2-unsubstituted benzenoid - 1-hydroxy-4-unsubstituted benzenoid - Monocyclic benzene moiety - Benzenoid - Monosaccharide - Oxane - Heteroaromatic compound - Secondary alcohol - Organoheterocyclic compound - Acetal - Polyol - Oxacycle - Primary alcohol - Organic zwitterion - Hydrocarbon derivative - Organic salt - Organic oxygen compound - Organic chloride salt - Alcohol - Organooxygen compound - Aromatic heteropolycyclic compound
• Descripción: This compound belongs to the class of organic compounds known as anthocyanidin-3-o-glycosides. These are phenolic compounds containing one anthocyanidin moiety which is O-glycosidically linked to a carbohydrate moiety at the C3-position.
• 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

Propiedades químicas y físicas

• Sensibilidad: light sensitive
• Punto de inflamación (°F): 51.8 °F
• Punto de inflamación (°C): 11 °C
• Peso molecular: 484.800 g/mol
• Hydrogen Bond Donor Count: 8
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 4
• Exact Mass: 484.077 Da
• Monoisotopic Mass: 484.077 Da
• Topological Polar Surface Area: 181.000 Ų
• Heavy Atom Count: 33
• Formal Charge: 0
• Complexity: 623.000
• 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: 2

XLogP3

Referencias

1. Zhiyu Sun, Yongbin Zhou, Wenxu Zhu, You Yin.  (2023)  Assessment of the Fruit Chemical Characteristics and Antioxidant Activity of Different Mulberry Cultivars (Morus spp.) in Semi-Arid, Sandy Regions of China.  Foods,  12  (18): (3495).  [PMID:37761204] [10.3390/foods12183495]

2. Lin Chen, Nan Hu, Chunquan Zhao, Xiaodan Sun, Rong Han, Yanyan Lv, Zhijun Zhang.  (2023)  High-efficiency foam fractionation of anthocyanin from perilla leaves using surfactant-free active Al2O3 nanoparticle as collector and frother: Performance and mechanism.  FOOD CHEMISTRY,      [PMID:37379747] [10.1016/j.foodchem.2023.136708]

3. Hua Zhang, QianYu Zhao, JunQiang Qiu, ZhanHua Wang, Xin Yang.  (2022)  Synthesis of a magnetic micelle molecularly imprinted polymers to selective adsorption of rutin from Sophora japonica.  JOURNAL OF CHROMATOGRAPHY B-ANALYTICAL TECHNOLOGIES IN THE BIOMEDICAL AND LIFE SCIENCES,      [PMID:36495684] [10.1016/j.jchromb.2022.123492]

4. Jiyue Zhang, Jinlong Tian, Ningxuan Gao, Er Sheng Gong, Guang Xin, Changjiang Liu, Xu Si, Xiyun Sun, Bin Li.  (2021)  Assessment of the phytochemical profile and antioxidant activities of eight kiwi berry (Actinidia arguta (Siebold & Zuccarini) Miquel) varieties in China.  Food Science & Nutrition,  9  (10): (5616-5625).  [PMID:34646531] [10.1002/fsn3.2525]

5. Guanghe Zhao, Ruifen Zhang, Lei Liu, Yuanyuan Deng, Zhencheng Wei, Yan Zhang, Yongxuan Ma, Mingwei Zhang.  (2017)  Different thermal drying methods affect the phenolic profiles, their bioaccessibility and antioxidant activity in Rhodomyrtus tomentosa (Ait.) Hassk berries.  LWT-FOOD SCIENCE AND TECHNOLOGY,      [PMID:] [10.1016/j.lwt.2017.01.039]

6. Min Yu, Beibei Wang, Zhiqiang Huang, Jinjiao Lv, Yunfei Teng, Tianbo Li, Yu Zhang, Kun Dong, Dong Qin, Junwei Huo, Chenqiao Zhu.  (2024)  Evaluation of Blue Honeysuckle Berries (Lonicera caerulea L.) Dried at Different Temperatures: Basic Quality, Sensory Attributes, Bioactive Compounds, and In Vitro Antioxidant Activity.  Foods,  13  (8): (1240).  [PMID:38672911] [10.3390/foods13081240]

7. Xiaohan Chen, Yipeng Pang, Fructueux Modeste Amona, Zilu Liu, Fang Wang, Yuan Liang, Jiachen Yang, Wanhan Zhang, Xingtang Fang, Xi Chen.  (2025)  Self-assembled cyanidin-3-O-glucoside nanoparticles alleviate inflammation and ferroptosis induced by PRRSV infection.  JOURNAL OF VIROLOGY,      [PMID:40810536] [10.1128/jvi.00954-25]

8. Jun Wang, Bocheng Wei, Jing Xu, Han Jiang, Yifei Xu, Chuyan Wang.  (2024)  Influence of lactic acid fermentation on the phenolic profile, antioxidant activities, and volatile compounds of black chokeberry (Aronia melanocarpa) juice.  JOURNAL OF FOOD SCIENCE,  89  (2): (834-850).  [PMID:38167751] [10.1111/1750-3841.16899]

9. Xiaojian Chang, Ji Chen, Kegang Zhao, Tao Wang, Yong Yang, Xinyue Jia, Bingbing Hu, Yanmei Yu, Fangxiang Li, Yanhui He, Zhansheng Wu.  (2025)  Dose-optimized microbial inoculants reshape grape rhizosphere microbiota and enhance fruit quality.  Frontiers in Microbiology,      [PMID:41267810] [10.3389/fmicb.2025.1702884]

10. Jingwen Yu, Shilian Zheng, Abdul Mueed, Zeyuan Deng, Hongyan Li.  (2025)  Antioxidant interactions and mechanisms of anthocyanins and carotenoids dual targeting of ROS production and NF-κB signaling pathways.  Food Bioscience,      [PMID:] [10.1016/j.fbio.2025.108107]

11. Xun Xu, Ruiheng Tang, Lin He, Qidi Wei, Zhinan Mei, Yuanlong Liu.  (2026)  Exploring the substrate promiscuity and functional residues of UGT73 family enzymes in Entada phaseoloides.  PLANT JOURNAL,  125  (4): (e70739).  [PMID:41723860] [10.1111/tpj.70739]

12. Wenli Tang, Daiwen Zhu, Qilong Zeng, Huan Zhong.  (2026)  Rice Cultivation Reshapes Mercury Accumulation in Soil-Plant Systems.  ENVIRONMENTAL SCIENCE & TECHNOLOGY,      [PMID:] [10.1021/acs.est.5c16234]