Synonym
2'-O-Methylisoliquiritigenin; 3-Deoxysappanchalcone
IUPAC/Chemical Name
(E)-1-(4-Hydroxy-2-methoxyphenyl)-3-(4-hydroxyphenyl)prop-2-en-1-one
InChi Key
PACBGANPVNHGNP-RUDMXATFSA-N
InChi Code
InChI=1S/C16H14O4/c1-20-16-10-13(18)7-8-14(16)15(19)9-4-11-2-5-12(17)6-3-11/h2-10,17-18H,1H3/b9-4+
SMILES Code
O=C(C1=CC=C(O)C=C1OC)/C=C/C2=CC=C(O)C=C2
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
Preparing Stock Solutions
The following data is based on the
product
molecular weight
270.28
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: Escobar-Ramos A, Lobato-García CE, Zamilpa A, Gómez-Rivera A, Tortoriello J, González-Cortazar M. Homoisoflavonoids and Chalcones Isolated from Haematoxylum campechianum L., with Spasmolytic Activity. Molecules. 2017 Aug 24;22(9). pii: E1405. doi: 10.3390/molecules22091405. PubMed PMID: 28837100; PubMed Central PMCID: PMC6151460.
2: Seo H, Kim S, Mahmud HA, Islam MI, Nam KW, Lee BE, Lee H, Cho ML, Shin HM, Song HY. In vitro Antitubercular Activity of 3-Deoxysappanchalcone Isolated From the Heartwood of Caesalpinia sappan Linn. Phytother Res. 2017 Oct;31(10):1600-1606. doi: 10.1002/ptr.5890. Epub 2017 Aug 17. PubMed PMID: 28816372.
3: Kim YE, Choi HC, Lee IC, Yuk DY, Lee H, Choi BY. 3-Deoxysappanchalcone Promotes Proliferation of Human Hair Follicle Dermal Papilla Cells and Hair Growth in C57BL/6 Mice by Modulating WNT/β-Catenin and STAT Signaling. Biomol Ther (Seoul). 2016 Nov 1;24(6):572-580. doi: 10.4062/biomolther.2016.183. PubMed PMID: 27795451; PubMed Central PMCID: PMC5098535.
4: Kim JH, Choo YY, Tae N, Min BS, Lee JH. The anti-inflammatory effect of 3-deoxysappanchalcone is mediated by inducing heme oxygenase-1 via activating the AKT/mTOR pathway in murine macrophages. Int Immunopharmacol. 2014 Oct;22(2):420-6. doi: 10.1016/j.intimp.2014.07.025. Epub 2014 Aug 1. PubMed PMID: 25091623.
5: Yang F, Zhou WL, Liu AL, Qin HL, Lee SM, Wang YT, Du GH. The protective effect of 3-deoxysappanchalcone on in vitro influenza virus-induced apoptosis and inflammation. Planta Med. 2012 Jun;78(10):968-73. doi: 10.1055/s-0031-1298620. Epub 2012 May 30. PubMed PMID: 22648377.
6: Youn UJ, Nam KW, Kim HS, Choi G, Jeong WS, Lee MY, Chae S. 3-Deoxysappanchalcone inhibits tumor necrosis factor-α-induced matrix metalloproteinase-9 expression in human keratinocytes through activated protein-1 inhibition and nuclear factor-kappa B DNA binding activity. Biol Pharm Bull. 2011;34(6):890-3. PubMed PMID: 21628889.
