IUPAC/Chemical Name
1-(2,4-dihydroxyphenyl)-3-(4-hydroxyphenyl)propane-1,3-dione
InChi Key
QIEKMEBGIJSGGB-UHFFFAOYSA-N
InChi Code
InChI=1S/C15H12O5/c16-10-3-1-9(2-4-10)13(18)8-15(20)12-6-5-11(17)7-14(12)19/h1-7,16-17,19H,8H2
SMILES Code
O=C(C1=CC=C(O)C=C1O)CC(C2=CC=C(O)C=C2)=O
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
272.25
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: Otani K, Takahashi T, Furuya T, Ayabe S. Licodione Synthase, a Cytochrome P450 Monooxygenase Catalyzing 2-Hydroxylation of 5-Deoxyflavanone, in Cultured Glycyrrhiza echinata L. Cells. Plant Physiol. 1994 Aug;105(4):1427-1432. PubMed PMID: 12232298; PubMed Central PMCID: PMC159476.
2: Ichimura M, Furuno T, Takahashi T, Dixon RA, Ayabe S. Enzymic O-methylation of isoliquiritigenin and licodione in alfalfa and licorice cultures. Phytochemistry. 1997 Mar;44(6):991-5. PubMed PMID: 9055445.
3: Akashi T, Aoki T, Ayabe S. Identification of a cytochrome P450 cDNA encoding (2S)-flavanone 2-hydroxylase of licorice (Glycyrrhiza echinata L.; Fabaceae) which represents licodione synthase and flavone synthase II. FEBS Lett. 1998 Jul 17;431(2):287-90. PubMed PMID: 9708921.
4: Buchanan MS, Carroll AR, Fechner GA, Boyle A, Simpson M, Addepalli R, Avery VM, Forster PI, Guymer GP, Cheung T, Chen H, Quinn RJ. Small-molecule inhibitors of the cancer target, isoprenylcysteine carboxyl methyltransferase, from Hovea parvicalyx. Phytochemistry. 2008 Jun;69(9):1886-9. doi: 10.1016/j.phytochem.2008.04.011. Epub 2008 May 6. PubMed PMID: 18466935.
5: Nakamura K, Akashi T, Aoki T, Kawaguchi K, Ayabe S. Induction of isoflavonoid and retrochalcone branches of the flavonoid pathway in cultured Glycyrrhiza echinata cells treated with yeast extract. Biosci Biotechnol Biochem. 1999 Sep;63(9):1618-20. PubMed PMID: 10540749.
6: Ayabe S, Udagawa A, Iida K, Yoshikawa T, Furuya T. Regulation of retrochalcone biosynthesis: Activity changes of O-methyltransferases in the yeast extract-induced Glycyrrhiza echinata cells. Plant Cell Rep. 1987 Feb;6(1):16-9. doi: 10.1007/BF00269729. PubMed PMID: 24248440.
7: Ayabe S, Udagawa A, Furuya T. Stimulation of chalcone synthase activity by yeast extract in cultured Glycyrrhiza echinata cells and 5-deoxyflavanone formation by isolated protoplasts. Plant Cell Rep. 1988 Jan;7(1):35-8. doi: 10.1007/BF00272973. PubMed PMID: 24241411.
