Basic Description

Synonyms	BDBM50068270 \| CHEBI:125689 \| MFCD01417903 \| SCHEMBL114042 \| (2E)-3-[5-(1,1-dimethyl-2-propen-1-yl)-4-hydroxy-2-methoxyphenyl]-1-(4-hydroxyphenyl)-2-propen-1-one \| E)-3-[5-(1,1-Dimethyl-2-propenyl)-4-hydroxy-2-methoxyphenyl]-1-(4-hydroxyphenyl)-2-propen-1
Specifications & Purity	≥96%
Storage Temp	Store at -20°C,Argon charged
Shipped In	Ice chest + Ice pads
Product Description	Licochalcone A, Synthetic is an estrogenic flavanoid originally derived from licorice root (Glycyrrhiza glabra). Licochalcone-A has displayed the ability to reduce Bcl-2 protein expression and induce apoptosis in several human cancer cell lines. Licochalcone-A also induces cell differentiation, exhibits antibacterial, antiinflammatory and antitumor activity. It has been reported to interfere with parasite mitochondrial electron transport chain and energy metabolism, and also to inhibitin vitro growth of the human malaria parasite Plasmodium falciparum. There is also evidence that licochalcone-A can regulate rat vascular smooth muscle cell proliferation.

Associated Targets(Human)

UGT1A1 Tchem UDP-glucuronosyltransferase 1-1 (1 Activities)

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Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

ABCG2 Tchem ATP-binding cassette sub-family G member 2 (19 Activities)

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Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

ACE Tclin Angiotensin-converting enzyme (1423 Activities)

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TYR Tclin Tyrosinase (717 Activities)

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MMP1 Tchem Matrix metalloproteinase-1 (7046 Activities)

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HT-1080 (3966 Activities)

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MCF7 (126967 Activities)

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SiHa (2051 Activities)

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SW480 (6023 Activities)

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U-87 MG (3946 Activities)

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WI-38 (2654 Activities)

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A549 (127892 Activities)

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HEK293 (82097 Activities)

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HepG2 (196354 Activities)

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NCI-H460 (60772 Activities)

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HeLa (62764 Activities)

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MDA-MB-231 (73002 Activities)

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SETD7 Tchem Histone-lysine N-methyltransferase SETD7 (390 Activities)

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ABCG2 Tchem ATP-binding cassette sub-family G member 2 (4927 Activities)

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MSTO-211H (316 Activities)

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NCI-H28 (120 Activities)

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UGT1A1 Tchem UDP-glucuronosyltransferase 1-1 (448 Activities)

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IDH1 Tclin Isocitrate dehydrogenase [NADP] cytoplasmic (40980 Activities)

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HEK-293T (167025 Activities)

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GES1 (603 Activities)

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HK-2 (249 Activities)

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L02 (4864 Activities)

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LS180 (140 Activities)

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S1-M1-80 (13 Activities)

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Associated Targets(non-human)

NA Neuraminidase (1107 Activities)

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Abcc1 Multidrug resistance-associated protein 1 (42 Activities)

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Abcb1b P-glycoprotein 1 (174 Activities)

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Hdac6 Histone deacetylase 6 (222 Activities)

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Ptpn1 Protein-tyrosine phosphatase 1B (270 Activities)

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Plasmodium yoelii yoelii (73 Activities)

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Helicobacter pylori (3113 Activities)

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Staphylococcus aureus (210822 Activities)

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Escherichia coli (133304 Activities)

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Streptococcus mutans (2687 Activities)

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Enterococcus faecium (13803 Activities)

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Geobacillus stearothermophilus (181 Activities)

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Bacillus subtilis (32866 Activities)

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Clostridium sporogenes (139 Activities)

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Lactiplantibacillus plantarum (102 Activities)

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Mycobacterium kansasii (6484 Activities)

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Mycobacterium tuberculosis (203094 Activities)

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Mycobacterium marinum (465 Activities)

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Enterococcus faecalis (29875 Activities)

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Lactococcus lactis (206 Activities)

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Bacillus cereus (7522 Activities)

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Mycobacterium tuberculosis variant bovis (1746 Activities)

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Mycobacterium xenopi (84 Activities)

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Plasmodium falciparum (966862 Activities)

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Candida albicans (78123 Activities)

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Trichophyton rubrum (3646 Activities)

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Leishmania donovani (89745 Activities)

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Leishmania major (2877 Activities)

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Toxoplasma gondii (4585 Activities)

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Schistosoma mansoni (6170 Activities)

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Mus musculus (284745 Activities)

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Rattus norvegicus (775804 Activities)

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CHO-K1 (1115 Activities)

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RAW264.7 (28094 Activities)

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Heyndrickxia coagulans (15 Activities)

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nanH Sialidase (337 Activities)

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Nfe2l2 Nuclear factor erythroid 2-related factor 2 (214 Activities)

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Lactobacillus acidophilus (76 Activities)

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SARS-CoV-2 (38078 Activities)

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Mechanisms of Action

Mechanism of Action	Action Type	target ID	Target Name	Target Type	Target Organism	Binding Site Name	References

Names and Identifiers

IUPAC Name	(E)-3-[4-hydroxy-2-methoxy-5-(2-methylbut-3-en-2-yl)phenyl]-1-(4-hydroxyphenyl)prop-2-en-1-one
INCHI	InChI=1S/C21H22O4/c1-5-21(2,3)17-12-15(20(25-4)13-19(17)24)8-11-18(23)14-6-9-16(22)10-7-14/h5-13,22,24H,1H2,2-4H3/b11-8+
InChi Key	KAZSKMJFUPEHHW-DHZHZOJOSA-N
Canonical SMILES	CC(C)(C=C)C1=C(C=C(C(=C1)C=CC(=O)C2=CC=C(C=C2)O)OC)O
Isomeric SMILES	CC(C)(C=C)C1=C(C=C(C(=C1)/C=C/C(=O)C2=CC=C(C=C2)O)OC)O
PubChem CID	5318998
Molecular Weight	338.4

Certificates

Certificate of Analysis(COA)

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5 results found

Lot Number	Certificate Type	Date	Item
K2212222	Certificate of Analysis	Aug 23, 2024	L139040
K2212224	Certificate of Analysis	Aug 23, 2024	L139040
K2212226	Certificate of Analysis	Aug 23, 2024	L139040
K2110124	Certificate of Analysis	Aug 15, 2023	L139040
K2110130	Certificate of Analysis	Aug 15, 2023	L139040

Chemical and Physical Properties

Solubility	≥33.8 mg/mL in DMSO; insoluble in H2O; ≥52.5 mg/mL in EtOH
Sensitivity	Air sensitive;Heat sensitive

Safety and Hazards(GHS)

Pictogram(s)	GHS07
Signal	Warning
Hazard Statements	H302:Harmful if swallowed H312:Harmful in contact with skin H332:Harmful if inhaled
Precautionary Statements	P261:Avoid breathing dust/fume/gas/mist/vapors/spray. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of water. P321:Specific treatment (see ... on this label). P501:Dispose of contents/container to ... P264:Wash hands [and …] thoroughly after handling. P271:Use only outdoors or in a well-ventilated area. P270:Do not eat, drink or smoke when using this product. P304+P340:IF INHALED: Remove person to fresh air and keep comfortable for breathing. P362+P364:Take off contaminated clothing and wash it before reuse. P330:Rinse mouth. P301+P317:IF SWALLOWED: Get medical help. P317:Get emergency medical help.
Merck Index	5479

Citations of This Product

How to Cite Aladdin Scientific Products?

1. Liangwan Wei, Zhe Wang, Yindi Chu, Kun Cai, Wei Li, Piying Huang, Youcai Qin, Dailin Liu, Xiaocui Zhuang, Mingquan Guo, Xinbo Song, Enguo Fan. (2023) Licochalcone A inhibits the assembly function of β-barrel assembly machinery in Escherichia coli. BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS, 668 (90). [PMID:37245294] [10.1016/j.bbrc.2023.05.083]
2. Zhang Xiuying, Chen Qilei, Zhao Jia, Zhao Wei, Fan Ni, Wang Yu, Chen Hubiao, Rong Jianhui. (2023) A four-compound remedy AGILe protected H9c2 cardiomyocytes against oxygen glucose deprivation via targeting the TNF-α/NF-κB pathway: Implications for the therapy of myocardial infarction. Frontiers in Pharmacology, 14 [PMID:36713834] [10.3389/fphar.2023.1050970]
3. 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]

References

1. Liangwan Wei, Zhe Wang, Yindi Chu, Kun Cai, Wei Li, Piying Huang, Youcai Qin, Dailin Liu, Xiaocui Zhuang, Mingquan Guo, Xinbo Song, Enguo Fan. (2023) Licochalcone A inhibits the assembly function of β-barrel assembly machinery in Escherichia coli. BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS, 668 (90). [PMID:37245294] [10.1016/j.bbrc.2023.05.083]
2. Zhang Xiuying, Chen Qilei, Zhao Jia, Zhao Wei, Fan Ni, Wang Yu, Chen Hubiao, Rong Jianhui. (2023) A four-compound remedy AGILe protected H9c2 cardiomyocytes against oxygen glucose deprivation via targeting the TNF-α/NF-κB pathway: Implications for the therapy of myocardial infarction. Frontiers in Pharmacology, 14 [PMID:36713834] [10.3389/fphar.2023.1050970]
3. 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]

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SKU	Size	Availability	Price
L139040-5mg	5mg	In stock	$43.90
L139040-25mg	25mg	In stock	$131.90
L139040-100mg	100mg	In stock	$471.90

Licochalcone A - ≥96%, high purity , CAS No.58749-22-7

Basic Description

Associated Targets(Human)

Associated Targets(non-human)

Mechanisms of Action

Names and Identifiers

Certificates

Certificate of Analysis(COA)

Chemical and Physical Properties

Safety and Hazards(GHS)

Related Documents

Citations of This Product

References

Solution Calculators

Molarity Calculator

Dilution Calculator

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