| Identification | Back Directory | [Name]
DODECA-2(E),4(E)-DIENOIC ACID ISOBUTYLAMIDE(P) | [CAS]
24738-51-0 | [Synonyms]
Dienamide A2
(2E,4E)-N-isobutyldodeca-2,4-dienamide
DODECA-2(E),4(E)-DIENOIC ACID ISOBUTYLAMIDE(P)
2,4-Dodecadienamide, N-(2-methylpropyl)-, (2E,4E)- | [Molecular Formula]
C16H29NO | [MOL File]
24738-51-0.mol | [Molecular Weight]
251.41 |
| Chemical Properties | Back Directory | [storage temp. ]
-20°C | [solubility ]
Soluble in DMSO (up to 25 mg/ml) on in Ethanol (up to 25 mg/ml) | [form ]
solid | [color ]
White | [Stability:]
Stable for 1 year from date of purchsae as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 1 month. | [LogP]
4.962 (est) |
| Hazard Information | Back Directory | [Description]
Dienamide A2 (24738-51-0) is an analog of the natural amides occurring in Echinacea which represent a new class of cannabinomimetic compounds. This class of compounds modulates TNFα mRNA expression in human monocytes/macrophages via the CB2 receptor.1?Dienamide A2 binds to cannabinoid receptors with greater affinity than endogenous cannabinoids (Ki= ~60 and >1500 nM for CB2 and CB1 respectively)2. It elevates intracellular Ca2+ levels in CB2-positive? but not in CB2-negative cells and this effect was blocked by SR144528.2??It significantly inhibits LPS-induced TNFα and IL-1β expression in a CB2-independent manner.2 | [Uses]
Kalecide is a natural pesticide of Echinacea angustifolia, Echinacea atrorubens and Piper sarmentosum. | [Definition]
ChEBI: (2E,4E)-N-isobutyl-2,4-dodecadienamide is a fatty amide. It has a role as a metabolite. | [References]
1) Gertsch?et al. (2004), Echinacea alkylamides modulate TNF-alpha gene expression via cannabinoid receptor CB2 and multiple signal transduction pathways; FEBS Lett., 577?563
2) Raduner?et al. (2006), Alkylamides from Echinacea are a new class of cannabinomimetics.? Cannabinoid type 2 receptor-dependent and -independent immunomodulatory effects; J. Biol. Chem., 281?14192 |
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