Synonym
Lavendustin C6; Lavendustin C;
IUPAC/Chemical Name
5-((2,5-dihydroxybenzyl)(hexyl)amino)-2-hydroxybenzoic acid
InChi Key
MEEQDJDRCVEZCC-UHFFFAOYSA-N
InChi Code
InChI=1S/C20H25NO5/c1-2-3-4-5-10-21(13-14-11-16(22)7-9-18(14)23)15-6-8-19(24)17(12-15)20(25)26/h6-9,11-12,22-24H,2-5,10,13H2,1H3,(H,25,26)
SMILES Code
O=C(O)C1=CC(N(CC2=CC(O)=CC=C2O)CCCCCC)=CC=C1O
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
359.42
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: Yoon J, Ryu JS. A rapid synthesis of lavendustin-mimetic small molecules by click fragment assembly. Bioorg Med Chem Lett. 2010 Jul 1;20(13):3930-5. doi: 10.1016/j.bmcl.2010.05.014. Epub 2010 May 12. PubMed PMID: 20570145.
2: Agbotounou WK, Umezawa K, Jacquemin-Sablon A, Pierre J. Inhibition by two lavendustins of the tyrosine kinase activity of pp60F527 in vitro and in intact cells. Eur J Pharmacol. 1994 Sep 15;269(1):1-8. PubMed PMID: 7828651.
3: Nynca A, Nynca J, Wąsowska B, Kolesarova A, Kołomycka A, Ciereszko RE. Effects of the phytoestrogen, genistein, and protein tyrosine kinase inhibitor-dependent mechanisms on steroidogenesis and estrogen receptor expression in porcine granulosa cells of medium follicles. Domest Anim Endocrinol. 2013 Jan;44(1):10-8. doi: 10.1016/j.domaniend.2012.07.002. Epub 2012 Aug 10. PubMed PMID: 22920265.
4: Kobayashi T, Nemoto S, Ishida K, Taguchi K, Matsumoto T, Kamata K. Involvement of CaM kinase II in the impairment of endothelial function and eNOS activity in aortas of Type 2 diabetic rats. Clin Sci (Lond). 2012 Sep;123(6):375-86. doi: 10.1042/CS20110621. PubMed PMID: 22494112.
5: Opałka M, Kamińska B, Ciereszko R, Dusza L. Genistein affects testosterone secretion by Leydig cells in roosters (Gallus gallus domesticus). Reprod Biol. 2004 Jul;4(2):185-93. PubMed PMID: 15297892.
6: Burt HM, Jackson JK, Salari H. Inhibition of crystal-induced neutrophil activation by a protein tyrosine kinase inhibitor. J Leukoc Biol. 1994 Jan;55(1):112-9. PubMed PMID: 8283135.
7: Watanabe H, Takahashi R, Tran QK, Takeuchi K, Kosuge K, Satoh H, Uehara A, Terada H, Hayashi H, Ohno R, Ohashi K. Increased cytosolic Ca(2+) concentration in endothelial cells by calmodulin antagonists. Biochem Biophys Res Commun. 1999 Nov 30;265(3):697-702. PubMed PMID: 10600483.
8: Imoto M, Sujikai I, Ui H, Umezawa K. Involvement of tyrosine kinase in growth factor-induced phospholipase C activation in NIH3T3 cells. Biochim Biophys Acta. 1993 Feb 24;1166(2-3):188-92. PubMed PMID: 8443236.
9: Lavens-Phillips SE, Mockford EH, Warner JA. The effect of tyrosine kinase inhibitors on IgE-mediated histamine release from human lung mast cells and basophils. Inflamm Res. 1998 Mar;47(3):137-43. PubMed PMID: 9562339.
