A conjugate of DHA and dopamine
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N-Docosahexaenoyl Dopamine

Item No. 9001394

Technical Information
Formal Name
N-[2-(3,4-dihydroxyphenyl)ethyl]-4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenamide
CAS Number
129024-87-9
Synonyms
  • DHA-DA
  • NMI 8739
Molecular Formula
C30H41NO3
Formula Weight
Purity
≥95%
A 10 mg/ml solution in ethanol
DMF: miscibleDMSO: miscibleEthanol: miscibleEthanol:PBS(pH 7.2) (1:1): .1 mg/ml colloidal suspension
λmax
282 nm
SMILES
CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCC(NCCC1=CC=C(O)C(O)=C1)=O
InChi Code
InChI=1S/C30H41NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-30(34)31-25-24-27-22-23-28(32)29(33)26-27/h3-4,6-7,9-10,12-13,15-16,18-19,22-23,26,32-33H,2,5,8,11,14,17,20-21,24-25H2,1H3,(H,31,34)/b4-3-,7-6-,10-9-,13-12-,16-15-,19-18-
InChi Key
HXJMZRVSTICUKC-KUBAVDMBSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    N-Docosahexaenoyl dopamine (DHA-DA) is an amine conjugate of the neurotransmitter dopamine and the polyunsaturated fatty acid docosahexaenoic acid (DHA; Item No. 90310). DHA-DA is actively transported into the brain following intraperitoneal injections in mice, resulting in reduced general locomotor activity of 35-40% at a dose of 5 mg/kg.1 It is theorized that the DHA portion of the molecule serves as a carrier for DA through the blood-brain barrier via a DHA-mediated transport system.1 DHA-DA exhibits immune-modulating, anti-inflammatory activity in the range of 0.1-2.5 µM, suppressing the production of nitric oxide, IL-6, CCL20, MCP-1, and PGE2 (Item No. 14010) in LPS-stimulated macrophages and microglial cells without affecting NF-κB activity.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Shashoua, V.E., and Hesse, G.W. N-Docosahexaenoyl, 3-hydroxytyramine: A dopaminergic compound that penetrates the blood-brain barrier and suppresses appetite. Life Sci. 58(16), 1347-1357 (1996).

    2. Wang, Y., Plastina, P., Vincken, J.-P., et alN-docosahexaenoyl dopamine, an endocannabinoid-like conjugate of dopamine and the n-3 fatty acid docosahexaenoic acid, attenuates lipopolysaccharide-induced activation of microglia and macrophages via COX-2. ACS Chem. Neurosci. Epub ahead of print, (2016).