Liquiritin - Moligand™, ≥98%(HPLC) , CAS No.551-15-5

CAS: 551-15-5 Cat. No.: L101535 Molecular Weight: 418.39

GRADE & PURITY Moligand™, ≥98%(HPLC)

Synonyms

LIQUIRITIGENIN 4'-beta-D-GLUCOPYRANOSIDE | (S)-7-Hydroxy-2-[4-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyltetrahydropyran-2-yloxy)phenyl]chroman-4-one | CHEBI:80845 | CCG-268869 | (2S)-7-hydroxy-2-(4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymet

Storage

Store at 2-8°C,Argon charged

Shipped In

Wet ice

Overview

Product Describtion:

Liquiritin is a type of flavone, present as an active ingredient in Glycyrrhiza uralensis and Glycyrrhiza glabra extract. It is a constituent of many traditional Chinese medicine formulas popularly used as a cure for asthma, peptic ulcers, and cough.

Product Application:

Liquiritin has been used to analyze the extract of Glycyrrhiza uralensis and examine its components for anti-Hepatitis C virus activity.  

Specifications

Synonyms

LIQUIRITIGENIN 4'-beta-D-GLUCOPYRANOSIDE | (S)-7-Hydroxy-2-[4-((2S, 3R, 4S, 5S, 6R)-3, 4, 5-trihydroxy-6-hydroxymethyltetrahydropyran-2-yloxy)phenyl]chroman-4-one | CHEBI:80845 | CCG-268869 | (2S)-7-hydroxy-2-(4-{[(2S, 3R, 4S, 5S, 6R)-3, 4, 5-trihydroxy-6-(hydroxymet

Specifications & Purity

Moligand™, ≥98%(HPLC)

Biochemical and Physiological Mechanisms

Liquiritin has been attributed to show antidepressant-like and antioxidant activity. It causes apoptosis in cell lines having gastric cancer and promyelocytic leukemia. Liquiritin also demonstrates neurotrophic effects and hence has been considered as a p

Storage

Store at 2-8°C, Argon charged

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Moligand™

Purity

≥98%(HPLC)

Names and Identifiers

• Pubchem Sid: 504758955
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504758955
• Canonical Smiles: C1C(OC2=C(C1=O)C=CC(=C2)O)C3=CC=C(C=C3)OC4C(C(C(C(O4)CO)O)O)O
• IUPAC Name: (2S)-7-hydroxy-2-[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-2,3-dihydrochromen-4-one
• InChIKey: DEMKZLAVQYISIA-ZRWXNEIDSA-N
• INCHI: 1S/C21H22O9/c22-9-17-18(25)19(26)20(27)21(30-17)28-12-4-1-10(2-5-12)15-8-14(24)13-6-3-11(23)7-16(13)29-15/h1-7,15,17-23,25-27H,8-9H2/t15-,17+,18+,19-,20+,21+/m0/s1
• Isomeric SMILES: C1[C@H](OC2=C(C1=O)C=CC(=C2)O)C3=CC=C(C=C3)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O
• Molecular Weight: 418.39
• Reaxy-Rn: 25451060
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=25451060&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Phenylpropanoids and polyketides
    • Class Flavonoids
      • Subclass Flavonoid glycosides

• Kingdom: Organic compounds
• Superclass: Phenylpropanoids and polyketides
• Class: Flavonoids
• Subclass: Flavonoid glycosides
• Intermediate Tree Nodes: Not available
• Direct Parent: Flavonoid O-glycosides
• Alternative Parents: 7-hydroxyflavonoids Flavanones Phenolic glycosides Hexoses Chromones O-glycosyl compounds Aryl alkyl ketones Phenoxy compounds Phenol ethers 1-hydroxy-2-unsubstituted benzenoids Alkyl aryl ethers Oxanes Secondary alcohols Acetals Polyols Oxacyclic compounds Hydrocarbon derivatives Primary alcohols Organic oxides
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Flavonoid-4p-o-glycoside - Flavonoid o-glycoside - 7-hydroxyflavonoid - Flavanone - Hydroxyflavonoid - Flavan - Phenolic glycoside - Hexose monosaccharide - Chromone - Glycosyl compound - O-glycosyl compound - Chromane - Benzopyran - 1-benzopyran - Phenoxy compound - Aryl alkyl ketone - Aryl ketone - Phenol ether - Alkyl aryl ether - 1-hydroxy-2-unsubstituted benzenoid - Oxane - Monocyclic benzene moiety - Monosaccharide - Benzenoid - Secondary alcohol - Ketone - Acetal - Organoheterocyclic compound - Oxacycle - Ether - Polyol - Hydrocarbon derivative - Organic oxide - Organic oxygen compound - Primary alcohol - Alcohol - Organooxygen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as flavonoid o-glycosides. These are compounds containing a carbohydrate moiety which is O-glycosidically linked to the 2-phenylchromen-4-one flavonoid backbone.
• External Descriptors: flavanones

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)

ADRB2 Tclin Beta-2 adrenergic receptor (11824 Activities)

Discover Target: ADRB2

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

XDH Tclin Xanthine dehydrogenase (1038 Activities)

Discover Target: XDH

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

TP53 Tchem Cellular tumor antigen p53 (48468 Activities)

Discover Target: TP53

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

POLI Tchem DNA polymerase iota (116820 Activities)

Discover Target: POLI

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

P4HB Tchem Protein disulfide-isomerase (716 Activities)

Discover Target: P4HB

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

GMNN Tbio Geminin (128009 Activities)

Discover Target: GMNN

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

MBNL1 Tbio Muscleblind-like protein 1 (34431 Activities)

Discover Target: MBNL1

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

microRNA 21 (64692 Activities)

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ATAD5 Tbio ATPase family AAA domain-containing protein 5 (122566 Activities)

Discover Target: ATAD5

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

ampC Beta-lactamase AmpC (62480 Activities)

Discover Target: ampC

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

Ptpn1 Protein-tyrosine phosphatase 1B (270 Activities)

Discover Target: Ptpn1

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

Mus musculus (284745 Activities)

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

Influenza A virus (11224 Activities)

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

MDCK (10148 Activities)

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Giardia (1682 Activities)

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

FTL Ferritin light chain (43324 Activities)

Discover Target: FTL

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

Mechanisms of Action

Chemical and Physical Properties

• Sensitivity: Heat Sensitive
• Melt Point(°C): 207°C
• Molecular Weight: 418.400 g/mol
• XLogP3: 0.400
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 4
• Exact Mass: 418.126 Da
• Monoisotopic Mass: 418.126 Da
• Topological Polar Surface Area: 146.000 Ų
• Heavy Atom Count: 30
• Formal Charge: 0
• Complexity: 593.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 6
• 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

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5. Xiangrong Li, Hongyi Liu, Zhenhua Yang, Hanxiao Duan, Ziyang Wang, Zeqing Cheng, Zhizhi Song, Xinzhe Wu.  (2021)  Study on the interaction of hyaluronidase with certain flavonoids.  JOURNAL OF MOLECULAR STRUCTURE,      [PMID:] [10.1016/j.molstruc.2021.130686]

6. 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]

7. 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]

8. Li Peng, Manman Zhu, Lingyi Zhang, Haiyan Liu, Weibing Zhang.  (2016)  Preparation and evaluation of 3 m open tubular capillary columns with a zwitterionic polymeric porous layer for liquid chromatography.  JOURNAL OF SEPARATION SCIENCE,  39  (19): (3736-3744).  [PMID:27511867] [10.1002/jssc.201600535]

9. Bin Guo, Xu-Ran Fan, Zhong-Ze Fang, Yun-Feng Cao, Cui-Min Hu, Julin Yang, Yan-Yan Zhang, Rong-Rong He, Xu Zhu, Zhen-Wen Yu, Xiao-Yu Sun, Mo Hong, Lu Yang.  (2012)  Deglycosylation of Liquiritin Strongly Enhances its Inhibitory Potential Towards UDP-Glucuronosyltransferase (UGT) Isoforms.  PHYTOTHERAPY RESEARCH,  27  (8): (1232-1236).  [PMID:23065713] [10.1002/ptr.4855]

10. Yanhong Bi, Ruiping Fu, Weiliang Hua, Xinyu Xiong, Chun Zhu, Xiaobao Nie, Zhaoyu Wang.  (2025)  An empirical exploration of the capacity of choline chloride/lactic acid eutectics to extract and stabilize natural polyhydroxy compounds.  FOOD CHEMISTRY,      [PMID:40120314] [10.1016/j.foodchem.2025.143873]

11. Jing Xu, Yulong Zhu, Yi Wei, Peirong Gan, Shilin Xia, Ya Li, Xiaoman Jiang, Yan Wang, Hong Wu.  (2025)  Analyzing How Zhizi Baipi Decoction Regulates VEGF to Suppress RA Angiogenesis Using Network Pharmacology and Experimental Validation.  PHYTOCHEMICAL ANALYSIS,      [PMID:39810401] [10.1002/pca.3508]

12. Liang Jiayu, Li Xiaofeng, Chen Jinhong, Deng Fangjun, Fan Boya, Zhen Xin, Cong Zidong, Tao Rui, Yu Lu, Qian Shule, Wang Runying, Du Wuxun.  (2024)  Study on the mechanisms and Pharmacodynamic substances of Lian-Gui-Ning-Xin-Tang on Arrhythmia Therapy based on Pharmacodynamic–Pharmacokinetic associations.  Heliyon,      [PMID:39253118] [10.1016/j.heliyon.2024.e36104]

13. Peng Deng, Qifan Wang, Shengfang Wu, Xiuwen Zhou, Fatih Oz, Qiuming Chen, Zhaojun Wang, Zhiyong He, Jie Chen, Maomao Zeng.  (2025)  Synergistic effect of spice extracts on multiple hazards formation and sensory markers in beef flavoring.  Food Bioscience,      [PMID:] [10.1016/j.fbio.2025.106099]

14. 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]

15. Fangfei Zhou, Qingge Lu, Lingyu Kong, Sitong Wang, Haixia Zhang, Meng Zhao, Yue Hu, Fanwu Wu, Chenxi Wu.  (2025)  Glycyrrhiza uralensis Fisch. suppresses cell migration via ROS and JAK/STAT signalling pathways in Drosophila.  Frontiers in Pharmacology,      [PMID:40657637] [10.3389/fphar.2025.1549920]

16. Wang Huan, Han Jian, Li Lin, Li Yan, Yang Jun, Qiu Wangzhong, Yao Liuhua, Zhou Jianjun.  (2025)  Shen-Ling-Bai-Zhu-San alleviates ulcerative colitis by enhancing mitophagy via the Nrf2/PINK1/Parkin pathway.  JOURNAL OF MOLECULAR HISTOLOGY,  57  (1): (11).  [PMID:41460377] [10.1007/s10735-025-10682-2]

17. Ying Liu, Linlin Yu, Le Wang, Xiaowei Fang, Tenggao Zhu, Huanwen Chen, Wenliu Zhang, Dong Wu.  (2026)  Changes in Components During Quality Formation and Evaluation of Honey-Processed Glycyrrhiza uralensis Fisch. from Different Geographical Origins by Sequential Electrospray Ionization Mass Spectrometry.  ACS Omega,      [PMID:41585634] [10.1021/acsomega.5c08675]