Orientin - analytical standard, ≥98% , CAS No.28608-75-5

CAS: 28608-75-5 Cat. No.: O115703 분자식: C₂₁H₂₀O₁₁ 분자량: 448.38 EC 번호: 608-227-2

GRADE & PURITY Analytical standard, ≥98%

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

Store at 2-8°C,Protected from light

Shipped In

Wet ice

Specifications

동의어

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

사양 및 순도

analytical standard, ≥98%

보관 조건

Store at 2-8°C,Protected from light

배송

Wet ice

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등급

분석 표준물질

작업 유형

INHIBITOR

순수함

≥98%

이름과 식별자

• Pubchem Sid: 508816490
• 정식 스마일: 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
• 이성체 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
• 분자량: 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
    • 분류 Flavonoids
      • Subclass Flavonoid glycosides
        • Level5 Flavonoid C-glycosides
          • Level6 Flavonoid 8-C-glycosides

• Kingdom: Organic compounds
• Superclass: Phenylpropanoids and polyketides
• 분류: 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
• 설명: 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

관련 대상(인간)

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

관련 대상(비인간)

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

작용 메커니즘

화학 및 물리적 특성

• 분자량: 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

참고 문헌

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]