Structure Database (LMSD)

Common Name
N-(2R-methyl-3-hydroxy-ethyl)-16,16-dimethyl-5Z,8Z,11Z,14Z-docosatetraenoyl amine
Systematic Name
N-(2R-methyl-3-hydroxy-ethyl)-16,16-dimethyl-5Z,8Z,11Z,14Z-docosatetraenoyl amine
Synonyms
  • (R)-(16,16-dimethyldocosa-cis-5,8,11,14-tetraenoyl)-1'-hydroxy-2'-propylamine
LM ID
LMFA08020043
Formula
C27H47NO2
Exact Mass
Calculate m/z
417.360679
Sum Composition
NA 27:4;O
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Fatty amides [FA08]
N-acyl amines [FA0802]
Fatty Acids and Conjugates [FA01]
Unsaturated fatty acids [FA0103]
Branched fatty acids [FA0102]
Hydroxy fatty acids [FA0105]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
synthetic construct (#32630)
Synthesis and pharmacological comparison of dimethylheptyl and pentyl analogs of anandamide.,
J Med Chem, 1997
Pubmed ID: 9357529

String Representations

InChiKey (Click to copy)
ITLCTBDDFRBMKO-ACKVAEFOSA-N
InChi (Click to copy)
InChI=1S/C27H47NO2/c1-5-6-7-19-22-27(3,4)23-20-17-15-13-11-9-8-10-12-14-16-18-21-26(30)28-25(2)24-29/h8-9,12-15,20,23,25,29H,5-7,10-11,16-19,21-22,24H2,1-4H3,(H,28,30)/b9-8-,14-12-,15-13-,23-20-/t25-/m1/s1
SMILES (Click to copy)
C(/C/C=C\C/C=C\C(C)(C)CCCCCC)=C/C/C=C\CCCC(=O)N[C@H](C)CO

Other Databases

CHEBI ID
188260
LIPIDBANK ID
XPR7057
PubChem CID
6321352

Calculated Physicochemical Properties

Heavy Atoms 30
Rings 0
Aromatic Rings 0
Rotatable Bonds 18
Van der Waals Molecular Volume 491.04
Topological Polar Surface Area 49.33
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 3
logP 7.62
Molar Refractivity 132.49

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Updated at
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