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Basic Description
| Synonyms | Liquiritin | 551-15-5 | Liquiritoside | Likviritin | 7-Hydroxyflavanone 4'-O-glucoside | CHEBI:80845 | UNII-T0O79T74CD | T0O79T74CD | 4',7-Dihydroxyflavanone 4'-(beta-D-glucopyranoside) | Liquiritigenin-4'-O-glucoside | Liquiritigenin-4'-beta-glucoside | DTXSID40203619 | 4',7-Di |
|---|---|
| Specifications & Purity | 10mM in DMSO |
| 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 Temp | Store at -80°C |
| Shipped In |
Ice chest + Ice pads This product requires cold chain shipping. Ground and other economy services are not available. |
| Product Description |
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. |
Taxonomic Classification
Taxonomy Tree
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Kingdom
Organic compounds
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Superclass
Phenylpropanoids and polyketides
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Class
Flavonoids
- Subclass Flavonoid glycosides
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Class
Flavonoids
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Superclass
Phenylpropanoids and polyketides
| 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 |
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Associated Targets(Human)
ADRB2
Tclin
Beta-2 adrenergic receptor (11824 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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XDH
Tclin
Xanthine dehydrogenase (1038 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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TP53
Tchem
Cellular tumor antigen p53 (48468 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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POLI
Tchem
DNA polymerase iota (116820 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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P4HB
Tchem
Protein disulfide-isomerase (716 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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GMNN
Tbio
Geminin (128009 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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MBNL1
Tbio
Muscleblind-like protein 1 (34431 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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microRNA 21 (64692 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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ATAD5
Tbio
ATPase family AAA domain-containing protein 5 (122566 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Associated Targets(non-human)
NA
Neuraminidase (1107 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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ampC
Beta-lactamase AmpC (62480 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Ptpn1
Protein-tyrosine phosphatase 1B (270 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Mus musculus (284745 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Influenza A virus (11224 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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MDCK (10148 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Giardia (1682 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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FTL
Ferritin light chain (43324 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Mechanisms of Action
| Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
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Names and Identifiers
| 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 |
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| INCHI | 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 |
| InChIKey | DEMKZLAVQYISIA-ZRWXNEIDSA-N |
| Smiles | C1C(OC2=C(C1=O)C=CC(=C2)O)C3=CC=C(C=C3)OC4C(C(C(C(O4)CO)O)O)O |
| 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= |
Certificates（CoA,COO,BSE/TSE and Analysis Chart)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:
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 |
Citations of This Product
| 1. Qianru Gao, Weiyi Tian, Huabing Yang, Haiming Hu, Junping Zheng, Xiaowei Yao, Baifei Hu, Hongtao Liu. (2023) Shen-Ling-Bai-Zhu-San alleviates the imbalance of intestinal homeostasis in dextran sodium sulfate-induced colitis mice by regulating gut microbiota and inhibiting the NLRP3 inflammasome activation. JOURNAL OF ETHNOPHARMACOLOGY, (117136). |
| 2. Yinhuang Gao, Ke Ma, Zhibo Zhu, Yan Zhang, Qiong Zhou, Jing Wang, Xiaowen Guo, Liuting Luo, Haitao Wang, Kang Peng, Menghua Liu. (2023) Modified Erchen decoction ameliorates cognitive dysfunction in vascular dementia rats via inhibiting JAK2/STAT3 and JNK/BAX signaling pathways. PHYTOMEDICINE, 114 (154797). |
| 3. Jingyi Hu, Yiheng Tong, Zhaofeng Shen, Yanan Li, Cheng Cheng, Ryan Au, Feng Xu, Yajun Liu, Lei Zhu, Hong Shen. (2022) Gegen Qinlian decoction ameliorates murine colitis by inhibiting the expansion of Enterobacteriaceae through activating PPAR-γ signaling. BIOMEDICINE & PHARMACOTHERAPY, 154 (113571). |
| 4. Jie Zhao, Lin Huang, Renjie Li, Zhuangwei Zhang, Jin Chen, Hongjin Tang. (2022) Insights from multi-spectroscopic analysis and molecular modeling to understand the structure–affinity relationship and the interaction mechanism of flavonoids with gliadin. Food & Function, 13 (9): (5061-5074). |
| 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, 1241 (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, 239 (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, 323 (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). |
| 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). |
| 10. Hui Cao,Xiaojuan Liu,Nataša Poklar Ulrih,Pradeep K Sengupta,Jianbo Xiao. (2018-09-04) Plasma protein binding of dietary polyphenols to human serum albumin: A high performance affinity chromatography approach.. Food chemistry, 270 (257-263). |
| 11. 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, (143873). |
| 12. 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, |
| 13. 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, 10 |
| 14. 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, 65 (106099). |
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