Licochalcone C | CAS#144506-14-9 | inflammation inhibitor

MedKoo Cat#: 563274 | Name: Licochalcone C

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Licochalcone C is an inhibitor of lipopolysaccharide-interferon-γ inflammation. It acts by improving antioxidant conditions and regulating inducible nitric oxide synthase expression. It acts as an inhibitor of recombinant human PTP1B assessed as hydrolysis of p-nitrophenyl phosphate

Chemical Structure

Licochalcone C

CAS#144506-14-9

Theoretical Analysis

MedKoo Cat#: 563274

Name: Licochalcone C

CAS#: 144506-14-9

Chemical Formula: C21H22O4

Exact Mass: 338.1518

Molecular Weight: 338.40

Elemental Analysis: C, 74.54; H, 6.55; O, 18.91

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.

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Related CAS #

No Data

Synonym

Licochalcone C; Licochalcone-C; LicoC; Lico-C; Lico C;

IUPAC/Chemical Name

(E)-3-[4-Hydroxy-2-methoxy-3-(3-methylbut-2-enyl)phenyl]-1-(4-hydroxyphenyl)prop-2-en-1-one

InChi Key

WBDNTJSRHDSPSR-KPKJPENVSA-N

InChi Code

InChI=1S/C21H22O4/c1-14(2)4-11-18-20(24)13-8-16(21(18)25-3)7-12-19(23)15-5-9-17(22)10-6-15/h4-10,12-13,22,24H,11H2,1-3H3/b12-7+

SMILES Code

O=C(C1=CC=C(O)C=C1)/C=C/C2=CC=C(O)C(C/C=C(C)\C)=C2OC

Appearance

Solid powder

Purity

>98% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

Soluble in DMSO

Shelf Life

>3 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.03.00

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 338.40 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

1: Wang XX, Liu GY, Yang YF, Wu XW, Xu W, Yang XW. Intestinal Absorption of Triterpenoids and Flavonoids from Glycyrrhizae radix et rhizoma in the Human Caco-2 Monolayer Cell Model. Molecules. 2017 Sep 29;22(10). pii: E1627. doi: 10.3390/molecules22101627. PubMed PMID: 28961192. 2: Franceschelli S, Pesce M, Ferrone A, Gatta DM, Patruno A, Lutiis MA, Quiles JL, Grilli A, Felaco M, Speranza L. Biological Effect of Licochalcone C on the Regulation of PI3K/Akt/eNOS and NF-κB/iNOS/NO Signaling Pathways in H9c2 Cells in Response to LPS Stimulation. Int J Mol Sci. 2017 Mar 23;18(4). pii: E690. doi: 10.3390/ijms18040690. PubMed PMID: 28333102; PubMed Central PMCID: PMC5412276. 3: Wang P, Yuan X, Wang Y, Zhao H, Sun X, Zheng Q. Licochalcone C induces apoptosis via B-cell lymphoma 2 family proteins in T24 cells. Mol Med Rep. 2015 Nov;12(5):7623-8. doi: 10.3892/mmr.2015.4346. Epub 2015 Sep 22. PubMed PMID: 26397392. 4: Zhou M, Liu L, Wang W, Han J, Ren H, Zheng Q, Wang D. Role of licochalcone C in cardioprotection against ischemia/reperfusion injury of isolated rat heart via antioxidant, anti-inflammatory, and anti-apoptotic activities. Life Sci. 2015 Jul 1;132:27-33. doi: 10.1016/j.lfs.2015.04.008. Epub 2015 Apr 25. PubMed PMID: 25921769. 5: Wang Z, Cao Y, Paudel S, Yoon G, Cheon SH. Concise synthesis of licochalcone C and its regioisomer, licochalcone H. Arch Pharm Res. 2013 Dec;36(12):1432-6. doi: 10.1007/s12272-013-0222-3. Epub 2013 Jul 30. PubMed PMID: 23897165. 6: Franceschelli S, Pesce M, Vinciguerra I, Ferrone A, Riccioni G, Patruno A, Grilli A, Felaco M, Speranza L. Licocalchone-C extracted from Glycyrrhiza glabra inhibits lipopolysaccharide-interferon-γ inflammation by improving antioxidant conditions and regulating inducible nitric oxide synthase expression. Molecules. 2011 Jul 6;16(7):5720-34. doi: 10.3390/molecules16075720. PubMed PMID: 21734629. 7: Tanifuji S, Aizu-Yokota E, Funakoshi-Tago M, Sonoda Y, Inoue H, Kasahara T. Licochalcones suppress degranulation by decreasing the intracellular Ca2+ level and tyrosine phosphorylation of ERK in RBL-2H3 cells. Int Immunopharmacol. 2010 Jul;10(7):769-76. doi: 10.1016/j.intimp.2010.04.007. Epub 2010 Apr 24. PubMed PMID: 20399908. 8: Furusawa J, Funakoshi-Tago M, Mashino T, Tago K, Inoue H, Sonoda Y, Kasahara T. Glycyrrhiza inflata-derived chalcones, Licochalcone A, Licochalcone B and Licochalcone D, inhibit phosphorylation of NF-kappaB p65 in LPS signaling pathway. Int Immunopharmacol. 2009 Apr;9(4):499-507. PubMed PMID: 19291859. 9: Yoon G, Jung YD, Cheon SH. Cytotoxic allyl retrochalcone from the roots of Glycyrrhiza inflata. Chem Pharm Bull (Tokyo). 2005 Jun;53(6):694-5. PubMed PMID: 15930786. 10: Li W, Asada Y, Yoshikawa T. Flavonoid constituents from Glycyrrhiza glabra hairy root cultures. Phytochemistry. 2000 Nov;55(5):447-56. PubMed PMID: 11140606.