Structure Database (LMSD)

Common Name
N-palmitoyl taurine
Systematic Name
N-hexadecanoyl-taurine
Synonyms
LM ID
LMFA08020080
Formula
C18H37NO4S
Exact Mass
Calculate m/z
363.24433
Sum Composition
NAT 16:0
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Fatty amides [FA08]
N-acyl amines [FA0802]

Biological Context

Several different arachidonoyl amino acids, including N-arachidonoyl dopamine (NADA) and N-arachidonoyl serine (ARA-S), have been isolated and characterized from bovine brain.1 During mass spectral lipidomic analysis of rat brain, a series of fatty acyl amides of a third amino acid, taurine, was discovered. N-Palmitoyl taurine is a prominent amino-acyl endocannabinoid isolated from rat brain during lipidomics profiling. Its function is currently under investigation.

This information has been provided by Cayman Chemical

References

1. Huang, S.M., Bisogno, T., Petros, T.J., et al. Identification of a new class of molecules, the arachidonyl amino acids, and characterization of one member that inhibits pain. The Journal of Biological Chemisty 276(46), 42639-42644 (2001).

Reactions

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Reactions graph legend

String Representations

InChiKey (Click to copy)
LPDJCYFKKSLKRO-UHFFFAOYSA-N
InChi (Click to copy)
InChI=1S/C18H37NO4S/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(20)19-16-17-24(21,22)23/h2-17H2,1H3,(H,19,20)(H,21,22,23)
SMILES (Click to copy)
C(CNC(CCCCCCCCCCCCCCC)=O)S(O)(=O)=O

Other Databases

CHEBI ID
132477
PubChem CID
14504290
Cayman ID
10005611

Calculated Physicochemical Properties

Heavy Atoms 24
Rings 0
Aromatic Rings 0
Rotatable Bonds 17
Van der Waals Molecular Volume 381.99
Topological Polar Surface Area 83.47
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 4
logP 6.29
Molar Refractivity 100.62

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Updated at
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