Ketcher 07181616122D 1   1.00000     0.00000     0

 27 26  0     1  0            999 V2000
    9.5466   -7.3033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5466   -5.3025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6803   -5.8028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6803   -6.8030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4787   -7.4257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2650   -6.8052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5053   -5.4021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0736   -6.3029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5053   -7.2037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4787   -5.1801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2650   -5.8005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9754   -7.5105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9770   -7.5095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9770   -5.0962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9754   -5.0952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4129   -6.8031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4129   -5.8028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2792   -7.3033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1456   -6.8031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1456   -5.8028    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.2792   -5.3025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2792   -4.3022    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0076   -5.2955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8700   -5.8028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7321   -5.2955    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8701   -6.8031    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0075   -4.2952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 16  1  0     0  0
  1  4  1  0     0  0
 17  2  1  0     0  0
  2  3  1  0     0  0
 10  7  2  0     0  0
  5  6  1  0     0  0
  7  8  1  0     0  0
  8  9  1  0     0  0
  5  9  2  0     0  0
 10 11  1  0     0  0
 12  4  1  0     0  0
 12 13  2  0     0  0
 14 11  1  0     0  0
  6 13  1  0     0  0
 14 15  2  0     0  0
 15  3  1  0     0  0
 18 16  1  0     0  0
 21 17  1  0     0  0
 18 19  1  0     0  0
 20 21  1  0     0  0
 21 22  2  0     0  0
 20 23  1  0     0  0
 23 24  1  0     0  0
 24 25  1  0     0  0
 24 26  2  0     0  0
 23 27  1  1     0  0
M  END
> <ID>
CHEBI:132708

> <NAME>
N-arachidonoyl-L-alanine

> <DEFINITION>
An N-acyl-L-alanine resulting from the formal condensation of the amino group of L-alanine with the carboxy group of arachidonic acid.

> <STAR>
3

> <SYNONYM>
N-arachidonoylalanine; N-[(5Z,8Z,11Z,14Z)-icosatetraenoyl]alanine; N-[(5Z,8Z,11Z,14Z)-icosatetraenoyl]-L-alanine; N-[(5Z,8Z,11Z,14Z)-eicosatetraenoyl]alanine; N-[(5Z,8Z,11Z,14Z)-eicosatetraenoyl]-L-alanine

> <IUPAC_NAME>
N-[(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoyl]-L-alanine

> <FORMULA>
C23H37NO3

> <MASS>
375.546

> <MONOISOTOPIC_MASS>
375.27734

> <CHARGE>
0

> <SMILES>
C(CCC)C/C=C\C/C=C\C/C=C\C/C=C\CCCC(N[C@H](C(O)=O)C)=O

> <INCHI>
InChI=1S/C23H37NO3/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-22(25)24-21(2)23(26)27/h7-8,10-11,13-14,16-17,21H,3-6,9,12,15,18-20H2,1-2H3,(H,24,25)(H,26,27)/b8-7-,11-10-,14-13-,17-16-/t21-/m0/s1

> <INCHIKEY>
ZECSOKFEQQDUCP-GDYZQIPQSA-N

> <REAXYS_REGISTRY_NUMBER>
11115229

> <PUBMED_CITATION>
14715265; 27411387

$$$$