Synonym
N-Isobutyl decanamide; N-Isobutyl N-decanamide; Decanamide, N-(2-methylpropyl)-; N-(2-Methylpropyl)decanamide.
IUPAC/Chemical Name
N-(2-Methylpropyl)decanamide
InChi Key
JIOJLCAPGHFHDI-UHFFFAOYSA-N
InChi Code
InChI=1S/C14H29NO/c1-4-5-6-7-8-9-10-11-14(16)15-12-13(2)3/h13H,4-12H2,1-3H3,(H,15,16)
SMILES Code
CCCCCCCCCC(NCC(C)C)=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
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
227.39
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: Pelagio-Flores R, Ortiz-Castro R, López-Bucio J. dhm1, an Arabidopsis mutant with increased sensitivity to alkamides shows tumorous shoot development and enhanced lateral root formation. Plant Mol Biol. 2013 Apr;81(6):609-25. doi: 10.1007/s11103-013-0023-6. Epub 2013 Feb 15. PubMed PMID: 23412925.
2: Méndez-Bravo A, Calderón-Vázquez C, Ibarra-Laclette E, Raya-González J, Ramírez-Chávez E, Molina-Torres J, Guevara-García AA, López-Bucio J, Herrera-Estrella L. Alkamides activate jasmonic acid biosynthesis and signaling pathways and confer resistance to Botrytis cinerea in Arabidopsis thaliana. PLoS One. 2011;6(11):e27251. doi: 10.1371/journal.pone.0027251. Epub 2011 Nov 4. PubMed PMID: 22076141; PubMed Central PMCID: PMC3208606.
3: Méndez-Bravo A, Raya-González J, Herrera-Estrella L, López-Bucio J. Nitric oxide is involved in alkamide-induced lateral root development in Arabidopsis. Plant Cell Physiol. 2010 Oct;51(10):1612-26. doi: 10.1093/pcp/pcq117. Epub 2010 Aug 4. PubMed PMID: 20685967.
4: Morquecho-Contreras A, Méndez-Bravo A, Pelagio-Flores R, Raya-González J, Ortíz-Castro R, López-Bucio J. Characterization of drr1, an alkamide-resistant mutant of Arabidopsis, reveals an important role for small lipid amides in lateral root development and plant senescence. Plant Physiol. 2010 Mar;152(3):1659-73. doi: 10.1104/pp.109.149989. Epub 2010 Jan 27. PubMed PMID: 20107026; PubMed Central PMCID: PMC2832232.
5: Hernández I, Márquez L, Martínez I, Dieguez R, Delporte C, Prieto S, Molina-Torres J, Garrido G. Anti-inflammatory effects of ethanolic extract and alkamides-derived from Heliopsis longipes roots. J Ethnopharmacol. 2009 Jul 30;124(3):649-52. doi: 10.1016/j.jep.2009.04.060. Epub 2009 May 9. PubMed PMID: 19439170.
6: López-Bucio J, Millán-Godínez M, Méndez-Bravo A, Morquecho-Contreras A, Ramírez-Chávez E, Molina-Torres J, Pérez-Torres A, Higuchi M, Kakimoto T, Herrera-Estrella L. Cytokinin receptors are involved in alkamide regulation of root and shoot development in Arabidopsis. Plant Physiol. 2007 Dec;145(4):1703-13. Epub 2007 Oct 26. PubMed PMID: 17965178; PubMed Central PMCID: PMC2151678.
7: Molina-Torres J, Salazar-Cabrera CJ, Armenta-Salinas C, Ramírez-Chávez E. Fungistatic and bacteriostatic activities of alkamides from Heliopsis longipes roots: affinin and reduced amides. J Agric Food Chem. 2004 Jul 28;52(15):4700-4. PubMed PMID: 15264902.
8: Ramírez-Chávez E, López-Bucio J, Herrera-Estrella L, Molina-Torres J. Alkamides isolated from plants promote growth and alter root development in Arabidopsis. Plant Physiol. 2004 Mar;134(3):1058-68. Epub 2004 Feb 26. PubMed PMID: 14988477; PubMed Central PMCID: PMC389930.
