Orientin - 10mM in DMSO , CAS No.28608-75-5

CAS: 28608-75-5 Cat. No.: O422999 分子式: C₂₁H₂₀O₁₁ 分子量: 448.38 EC番号: 608-227-2

GRADE & PURITY 10mM in DMSO

Synonyms

J17.734B | Luteolin-8-glucoside | NCGC00482848-01 | C10114 | Lutexin | NIAID AIDS# 026706 | Orientin (Flavone) | Orientin, primary pharmaceutical reference standard | 2-(3,4-DIHYDROXYPHENYL)-5,7-DIHYDROXY-8-(.BETA.-D-GLUCOPYRANOSYL)-4H-1-BENZOPYRAN-4-ONE

Storage

Protected from light,Store at -80°C

Shipped In

Dry ice packs + Cold packs

Specifications

同義語

J17.734B | Luteolin-8-glucoside | NCGC00482848-01 | C10114 | Lutexin | NIAID AIDS# 026706 | Orientin (Flavone) | Orientin, primary pharmaceutical reference standard | 2-(3,4-DIHYDROXYPHENYL)-5,7-DIHYDROXY-8-(.BETA.-D-GLUCOPYRANOSYL)-4H-1-BENZOPYRAN-4-ONE

仕様と純度

10mM in DMSO

保管条件

Protected from light,Store at -80°C

入荷

Dry ice packs + Cold packs

この製品は冷冷この冷このこの製品の運送が必要です。地上およびその他の経済サービスは利用できません。

名前と識別子

• パブケム・シド: 528775479
• カノニカル・スマイル: C1=CC(=C(C=C1C2=CC(=O)C3=C(O2)C(=C(C=C3O)O)C4C(C(C(C(O4)CO)O)O)O)O)O
• IUPAC Name: 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-8-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one
• InChIKey: PLAPMLGJVGLZOV-VPRICQMDSA-N
• INCHI: 1S/C21H20O11/c22-6-14-17(28)18(29)19(30)21(32-14)16-11(26)4-10(25)15-12(27)5-13(31-20(15)16)7-1-2-8(23)9(24)3-7/h1-5,14,17-19,21-26,28-30H,6H2/t14-,17-,18+,19-,21+/m1/s1
• 異性体SMILES: C1=CC(=C(C=C1C2=CC(=O)C3=C(O2)C(=C(C=C3O)O)[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)O
• RTECS: DJ3009300
• 分子量: 448.38
• Reaxy-Rn: 9821656
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=9821656&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Phenylpropanoids and polyketides
    • 分類 Flavonoids
      • Subclass Flavonoid glycosides
        • Level5 Flavonoid C-glycosides
          • Level6 Flavonoid 8-C-glycosides

• Kingdom: Organic compounds
• Superclass: Phenylpropanoids and polyketides
• 分類: Flavonoids
• Subclass: Flavonoid glycosides
• Intermediate Tree Nodes: Flavonoid C-glycosides
• Direct Parent: Flavonoid 8-C-glycosides
• Alternative Parents: 3'-hydroxyflavonoids 4'-hydroxyflavonoids 5-hydroxyflavonoids 7-hydroxyflavonoids Flavones Phenolic glycosides Hexoses C-glycosyl compounds Chromones Catechols 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids Pyranones and derivatives Oxanes Benzene and substituted derivatives Vinylogous acids Heteroaromatic compounds Secondary alcohols Oxacyclic compounds Polyols Dialkyl ethers Hydrocarbon derivatives Organic oxides Primary alcohols
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Flavonoid-8-c-glycoside - Hydroxyflavonoid - 3'-hydroxyflavonoid - 4'-hydroxyflavonoid - 5-hydroxyflavonoid - 7-hydroxyflavonoid - Flavone - Phenolic glycoside - Hexose monosaccharide - Glycosyl compound - C-glycosyl compound - Chromone - 1-benzopyran - Benzopyran - Catechol - Phenol - Pyranone - 1-hydroxy-4-unsubstituted benzenoid - 1-hydroxy-2-unsubstituted benzenoid - Monocyclic benzene moiety - Benzenoid - Pyran - Monosaccharide - Oxane - Vinylogous acid - Heteroaromatic compound - Secondary alcohol - Ether - Dialkyl ether - Organoheterocyclic compound - Oxacycle - Polyol - Hydrocarbon derivative - Organic oxide - Organic oxygen compound - Primary alcohol - Organooxygen compound - Alcohol - Aromatic heteropolycyclic compound
• 説明: This compound belongs to the class of organic compounds known as flavonoid 8-c-glycosides. These are compounds containing a carbohydrate moiety which is C-glycosidically linked to 8-position of a 2-phenylchromen-4-one flavonoid backbone.
• External Descriptors: flavones - Flavones and Flavonols

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

関連ターゲット（人間）

XDH Tclin Xanthine dehydrogenase (1038 Activities)

Discover Target: XDH

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

A2780 (11979 Activities)

Explore this target

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

HUVEC (11049 Activities)

Explore this target

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

関連ターゲット（非人間）

pol Human immunodeficiency virus type 1 reverse transcriptase (18245 Activities)

Discover Target: pol

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

作用メカニズム

化学的性質と物理的性質

• 分子量: 448.400 g/mol
• XLogP3: -0.200
• Hydrogen Bond Donor Count: 8
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 3
• Exact Mass: 448.101 Da
• Monoisotopic Mass: 448.101 Da
• Topological Polar Surface Area: 197.000 Ų
• Heavy Atom Count: 32
• Formal Charge: 0
• Complexity: 729.000
• 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

参考文献

1. Hui Guo, Yunfei Chen, Na Song, Xinyi Yang, Shen Yao, Junqing Qian.  (2019)  Screening of lipase inhibitors from bamboo leaves based on the magnetic ligand fishing combined with HPLC/MS.  MICROCHEMICAL JOURNAL,      [PMID:] [10.1016/j.microc.2019.104497]

2. Lingyi Liu, Meirong Pang, Ying Zhang.  (2015)  Lipase-catalyzed regioselective synthesis of flavone C-glucosides esters and high-efficiency oil-soluble antioxidant of bamboo leaves (eAOB-o).  EUROPEAN JOURNAL OF LIPID SCIENCE AND TECHNOLOGY,  117  (10): (1636-1646).  [PMID:] [10.1002/ejlt.201400541]

3. Zihao Chen, Min Fu, Jun Chen, Guowen Zhang, Ti Li, Qin Geng, Taotao Dai.  (2024)  Study on the interaction mechanism and physicochemical properties of luteolin and its glucoside compounds with β-lactoglobulin.  LWT-FOOD SCIENCE AND TECHNOLOGY,      [PMID:] [10.1016/j.lwt.2024.117201]

4. Danyang Liu, Hao Zhou, Changwei Zhang, Zhiwen Qi, Xianghui Kong, Chengzhang Wang.  (2025)  Synthesis and characterization of magnetic molecularly imprinted polymers and application to the direct extraction of flavonoids from bamboo leaves.  Advances in Bamboo Science,      [PMID:] [10.1016/j.bamboo.2025.100197]

5. Zihao Chen, Min Fu, Jun Chen, Guowen Zhang, Qin Geng, Xing Hu, Yihui Wang, Ti Li, Ruihong Liang, Taotao Dai.  (2025)  Characterization of pea protein-different types of glycoside flavonoid complex interactions and functional properties.  FOOD RESEARCH INTERNATIONAL,      [PMID:40022322] [10.1016/j.foodres.2025.115788]

6. Liwei Jia, Yu Zhong, Baoyue Xu, Qianqian Liu, Xin Meng.  (2026)  Inhibition of xanthine oxidase by orientin, a C-glycosylated flavonoid: Kinetic characterization and molecular simulation.  ARCHIVES OF BIOCHEMISTRY AND BIOPHYSICS,      [PMID:42498241] [10.1016/j.abb.2026.110948]