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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2017-03-16 03:43:57 UTC

Update Date

2022-03-07 03:17:53 UTC

HMDB ID

HMDB0062331

Secondary Accession Numbers

HMDB62331

Metabolite Identification

Common Name

N-Arachidonoyl tyrosine

Description

N-arachidonoyl tyrosine belongs to the class of compounds known as N-acylamides. These are molecules characterized by a fatty acyl group linked to a primary amine by an amide bond. More specifically, it is an Arachidonic acid amide of Tyrosine. It is believed that there are more than 800 types of N-acylamides in the human body. N-acylamides fall into several categories: amino acid conjugates (e.g., those acyl amides conjugated with amino acids), neurotransmitter conjugates (e.g., those acylamides conjugated with neurotransmitters), ethanolamine conjugates (e.g., those acylamides conjugated to ethanolamine), and taurine conjugates (e.g., those acyamides conjugated to taurine). N-Arachidonoyl tyrosine is an amino acid conjugate. N-acylamides can be classified into 9 different categories depending on the size of their acyl-group: 1) short-chain N-acylamides; 2) medium-chain N-acylamides; 3) long-chain N-acylamides; and 4) very long-chain N-acylamides; 5) hydroxy N-acylamides; 6) branched chain N-acylamides; 7) unsaturated N-acylamides; 8) dicarboxylic N-acylamides and 9) miscellaneous N-acylamides. N-Arachidonoyl tyrosine is therefore classified as a long chain N-acylamide. N-acyl amides have a variety of signaling functions in physiology, including in cardiovascular activity, metabolic homeostasis, memory, cognition, pain, motor control and others (PMID: 15655504 ). N-acyl amides have also been shown to play a role in cell migration, inflammation and certain pathological conditions such as diabetes, cancer, neurodegenerative disease, and obesity (PMID: 23144998 ; PMID: 25136293 ; PMID: 28854168 ).N-acyl amides can be synthesized both endogenously and by gut microbiota (PMID: 28854168 ). N-acylamides can be biosynthesized via different routes, depending on the parent amine group. N-acyl ethanolamines (NAEs) are formed via the hydrolysis of an unusual phospholipid precursor, N-acyl-phosphatidylethanolamine (NAPE), by a specific phospholipase D. N-acyl amino acids are synthesized via a circulating peptidase M20 domain containing 1 (PM20D1), which can catalyze the bidirectional the condensation and hydrolysis of a variety of N-acyl amino acids. The degradation of N-acylamides is largely mediated by an enzyme called fatty acid amide hydrolase (FAAH), which catalyzes the hydrolysis of N-acylamides into fatty acids and the biogenic amines. Many N-acylamides are involved in lipid signaling system through interactions with transient receptor potential channels (TRP). TRP channel proteins interact with N-acyl amides such as N-arachidonoyl ethanolamide (Anandamide), N-arachidonoyl dopamine and others in an opportunistic fashion (PMID: 23178153 ). This signaling system has been shown to play a role in the physiological processes involved in inflammation (PMID: 25136293 ). Other N-acyl amides, including N-oleoyl-glutamine, have also been characterized as TRP channel antagonists (PMID: 29967167 ). N-acylamides have also been shown to have G-protein-coupled receptors (GPCRs) binding activity (PMID: 28854168 ). The study of N-acylamides is an active area of research and it is likely that many novel N-acylamides will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered for these molecules.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

  Mrv1652303161704432D          

 43 43  0  0  1  0            999 V2000
   -4.2868    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -2.0625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -2.8875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.0625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0000    2.4750    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  2  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  4  0  0  0
 16 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  4  0  0  0
 28 30  2  0  0  0  0
 31 30  1  1  0  0  0
 31 32  1  6  0  0  0
 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 37 39  1  0  0  0  0
 39 40  2  0  0  0  0
 34 40  1  0  0  0  0
 31 41  1  0  0  0  0
 41 42  1  0  0  0  0
 41 43  2  0  0  0  0
M  END

HMDB0062331
     RDKit          3D
N-Arachidonoyl tyrosine
 75 75  0  0  0  0  0  0  0  0999 V2000
    9.5397   -0.2610   -3.6908 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8172    0.9263   -4.2686 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9992    1.5539   -3.1448 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0441    0.5079   -2.6690 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1575    1.0325   -1.5314 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9185    1.4503   -0.3585 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8350    0.9816    0.8699 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8745   -0.1058    1.1857 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9428    0.4315    2.1961 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6493    0.5591    2.1006 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9405    0.1450    0.8787 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9276   -0.9188    1.2307 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7744   -1.3334    2.4775 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7614   -2.3896    2.7935 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2532   -1.9066    3.7349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5267   -1.8658    3.4159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0948   -2.2829    2.1225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7769   -1.0596    1.4926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3696   -1.4891    0.1631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0234   -0.3947   -0.5358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1595    0.6390   -1.0005 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2466   -0.2953   -0.7511 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2544   -1.2194   -0.3625 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.0442   -0.5535    0.7662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6683    0.6936    0.3345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9378    0.6818   -0.1901 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5565    1.8579   -0.6140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8769    3.0287   -0.4990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4774    4.2232   -0.9180 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5912    3.0509    0.0311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0007    1.8840    0.4417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1473   -1.4796   -1.5279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9135   -0.8734   -2.6007 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2099   -2.3625   -1.4490 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4175   -0.4750   -4.3613 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8709   -0.0199   -2.6540 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9084   -1.1505   -3.7289 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4874    1.6449   -4.7598 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0667    0.5007   -4.9991 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6176    1.8760   -2.2950 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3850    2.4038   -3.5389 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3795    0.0912   -3.4301 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5881   -0.3684   -2.2112 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3702    0.3064   -1.4121 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6324    1.9676   -1.9208 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6526    2.2591   -0.5266 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4631    1.3747    1.6834 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4551   -0.5714    0.3161 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4321   -0.9526    1.7197 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4049    0.7620    3.1457 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0369    0.9828    2.9251 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5515   -0.1815    0.0438 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3369    1.0172    0.4670 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3043   -1.3635    0.4600 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3853   -0.9041    3.2566 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3697   -3.1929    3.3246 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4342   -2.8409    1.8737 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0402   -1.5583    4.7578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2139   -1.4861    4.1943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9472   -2.9835    2.3517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4066   -2.6901    1.3994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5124   -0.7084    2.2129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0518   -0.2428    1.3051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9442   -2.3911    0.3409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4649   -1.8047   -0.4477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3109    1.5751   -0.6390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8364   -2.1807   -0.0320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3440   -0.3303    1.6215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7669   -1.2957    1.1399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5052   -0.2332   -0.2936 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5547    1.7859   -1.0182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9600    5.0760   -0.8271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0880    4.0221    0.1028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9989    1.9269    0.8506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7374   -2.5029   -0.5816 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  3
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  2  3
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 28 30  1  0
 30 31  2  0
 23 32  1  0
 32 33  2  0
 32 34  1  0
 31 25  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  2 38  1  0
  2 39  1  0
  3 40  1  0
  3 41  1  0
  4 42  1  0
  4 43  1  0
  5 44  1  0
  5 45  1  0
  6 46  1  0
  7 47  1  0
  8 48  1  0
  8 49  1  0
  9 50  1  0
 10 51  1  0
 11 52  1  0
 11 53  1  0
 12 54  1  0
 13 55  1  0
 14 56  1  0
 14 57  1  0
 15 58  1  0
 16 59  1  0
 17 60  1  0
 17 61  1  0
 18 62  1  0
 18 63  1  0
 19 64  1  0
 19 65  1  0
 21 66  1  0
 23 67  1  1
 24 68  1  0
 24 69  1  0
 26 70  1  0
 27 71  1  0
 29 72  1  0
 30 73  1  0
 31 74  1  0
 34 75  1  0
M  END

  Mrv1652303161704432D          

 43 43  0  0  1  0            999 V2000
   -4.2868    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -2.0625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -2.8875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.0625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0000    2.4750    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  2  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  4  0  0  0
 16 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  4  0  0  0
 28 30  2  0  0  0  0
 31 30  1  1  0  0  0
 31 32  1  6  0  0  0
 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 37 39  1  0  0  0  0
 39 40  2  0  0  0  0
 34 40  1  0  0  0  0
 31 41  1  0  0  0  0
 41 42  1  0  0  0  0
 41 43  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0062331

> <DATABASE_NAME>
hmdb

> <SMILES>
[H]\C(CCCCC)=C(/[H])C\C([H])=C(\[H])CC([H])=C([H])C\C([H])=C(\[H])CCCC(O)=N[C@@]([H])(CC1=CC=C(O)C=C1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C29H41NO4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-28(32)30-27(29(33)34)24-25-20-22-26(31)23-21-25/h6-7,9-10,12-13,15-16,20-23,27,31H,2-5,8,11,14,17-19,24H2,1H3,(H,30,32)(H,33,34)/b7-6-,10-9-,13-12?,16-15-/t27-/m0/s1

> <INCHI_KEY>
QUMCPEFSPGOHMM-CGFYPUQWSA-N

> <FORMULA>
C29H41NO4

> <MOLECULAR_WEIGHT>
467.65

> <EXACT_MASS>
467.303558804

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
75

> <JCHEM_AVERAGE_POLARIZABILITY>
55.04841719518659

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-{[(5Z,11Z,14Z)-1-hydroxyicosa-5,8,11,14-tetraen-1-ylidene]amino}-3-(4-hydroxyphenyl)propanoic acid

> <ALOGPS_LOGP>
7.28

> <JCHEM_LOGP>
8.223016986666668

> <ALOGPS_LOGS>
-6.30

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
5.883912671868888

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.868020598423024

> <JCHEM_PKA_STRONGEST_BASIC>
1.2742793761367006

> <JCHEM_POLAR_SURFACE_AREA>
90.12

> <JCHEM_REFRACTIVITY>
144.37300000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
18

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.35e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-{[(5Z,11Z,14Z)-1-hydroxyicosa-5,8,11,14-tetraen-1-ylidene]amino}-3-(4-hydroxyphenyl)propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0062331
     RDKit          3D
N-Arachidonoyl tyrosine
 75 75  0  0  0  0  0  0  0  0999 V2000
    9.5397   -0.2610   -3.6908 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8172    0.9263   -4.2686 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9992    1.5539   -3.1448 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0441    0.5079   -2.6690 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1575    1.0325   -1.5314 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9185    1.4503   -0.3585 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8350    0.9816    0.8699 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8745   -0.1058    1.1857 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9428    0.4315    2.1961 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6493    0.5591    2.1006 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9405    0.1450    0.8787 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9276   -0.9188    1.2307 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7744   -1.3334    2.4775 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7614   -2.3896    2.7935 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2532   -1.9066    3.7349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5267   -1.8658    3.4159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0948   -2.2829    2.1225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7769   -1.0596    1.4926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3696   -1.4891    0.1631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0234   -0.3947   -0.5358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1595    0.6390   -1.0005 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2466   -0.2953   -0.7511 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2544   -1.2194   -0.3625 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.0442   -0.5535    0.7662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6683    0.6936    0.3345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9378    0.6818   -0.1901 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5565    1.8579   -0.6140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8769    3.0287   -0.4990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4774    4.2232   -0.9180 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5912    3.0509    0.0311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0007    1.8840    0.4417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1473   -1.4796   -1.5279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9135   -0.8734   -2.6007 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2099   -2.3625   -1.4490 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4175   -0.4750   -4.3613 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8709   -0.0199   -2.6540 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9084   -1.1505   -3.7289 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4874    1.6449   -4.7598 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0667    0.5007   -4.9991 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6176    1.8760   -2.2950 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3850    2.4038   -3.5389 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3795    0.0912   -3.4301 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5881   -0.3684   -2.2112 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3702    0.3064   -1.4121 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6324    1.9676   -1.9208 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6526    2.2591   -0.5266 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4631    1.3747    1.6834 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4551   -0.5714    0.3161 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4321   -0.9526    1.7197 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4049    0.7620    3.1457 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0369    0.9828    2.9251 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5515   -0.1815    0.0438 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3369    1.0172    0.4670 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3043   -1.3635    0.4600 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3853   -0.9041    3.2566 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3697   -3.1929    3.3246 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4342   -2.8409    1.8737 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0402   -1.5583    4.7578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2139   -1.4861    4.1943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9472   -2.9835    2.3517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4066   -2.6901    1.3994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5124   -0.7084    2.2129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0518   -0.2428    1.3051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9442   -2.3911    0.3409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4649   -1.8047   -0.4477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3109    1.5751   -0.6390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8364   -2.1807   -0.0320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3440   -0.3303    1.6215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7669   -1.2957    1.1399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5052   -0.2332   -0.2936 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5547    1.7859   -1.0182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9600    5.0760   -0.8271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0880    4.0221    0.1028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9989    1.9269    0.8506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7374   -2.5029   -0.5816 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  3
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  2  3
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 28 30  1  0
 30 31  2  0
 23 32  1  0
 32 33  2  0
 32 34  1  0
 31 25  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  2 38  1  0
  2 39  1  0
  3 40  1  0
  3 41  1  0
  4 42  1  0
  4 43  1  0
  5 44  1  0
  5 45  1  0
  6 46  1  0
  7 47  1  0
  8 48  1  0
  8 49  1  0
  9 50  1  0
 10 51  1  0
 11 52  1  0
 11 53  1  0
 12 54  1  0
 13 55  1  0
 14 56  1  0
 14 57  1  0
 15 58  1  0
 16 59  1  0
 17 60  1  0
 17 61  1  0
 18 62  1  0
 18 63  1  0
 19 64  1  0
 19 65  1  0
 21 66  1  0
 23 67  1  1
 24 68  1  0
 24 69  1  0
 26 70  1  0
 27 71  1  0
 29 72  1  0
 30 73  1  0
 31 74  1  0
 34 75  1  0
M  END

HEADER    PROTEIN                                 16-MAR-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-MAR-17         0                                  
HETATM    1  H   UNK     0      -8.002   3.080   0.000  0.00  0.00           H+0
HETATM    2  C   UNK     0      -8.002   1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -6.668   0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.335   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.001   0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.667   3.080   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -9.336   0.770   0.000  0.00  0.00           C+0
HETATM    9  H   UNK     0     -10.669   1.540   0.000  0.00  0.00           H+0
HETATM   10  C   UNK     0      -9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0     -10.669  -1.540   0.000  0.00  0.00           C+0
HETATM   12  H   UNK     0     -12.003  -0.770   0.000  0.00  0.00           H+0
HETATM   13  C   UNK     0     -10.669  -3.080   0.000  0.00  0.00           C+0
HETATM   14  H   UNK     0     -12.003  -3.850   0.000  0.00  0.00           H+0
HETATM   15  C   UNK     0      -9.336  -3.850   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   17  H   UNK     0      -8.002  -1.540   0.000  0.00  0.00           H+0
HETATM   18  C   UNK     0      -6.668  -3.850   0.000  0.00  0.00           C+0
HETATM   19  H   UNK     0      -6.668  -5.390   0.000  0.00  0.00           H+0
HETATM   20  C   UNK     0      -5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -4.001  -3.850   0.000  0.00  0.00           C+0
HETATM   22  H   UNK     0      -4.001  -5.390   0.000  0.00  0.00           H+0
HETATM   23  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   24  H   UNK     0      -1.334  -3.850   0.000  0.00  0.00           H+0
HETATM   25  C   UNK     0      -2.667  -1.540   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -1.334   0.770   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       1.334   0.770   0.000  0.00  0.00           O+0
HETATM   30  N   UNK     0      -0.000   3.080   0.000  0.00  0.00           N+0
HETATM   31  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   32  H   UNK     0      -0.000   4.620   0.000  0.00  0.00           H+0
HETATM   33  C   UNK     0       1.334   5.390   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -0.000   6.160   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -1.334   5.390   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -2.667   6.160   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -2.667   7.700   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      -4.001   8.470   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      -1.334   8.470   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -0.000   7.700   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       2.667   3.080   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0       4.001   3.850   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    8                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6                                                            
CONECT    8    2    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31                                                       
CONECT   31   30   32   33   41                                             
CONECT   32   31                                                            
CONECT   33   31   34                                                       
CONECT   34   33   35   40                                                  
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37   40                                                       
CONECT   40   39   34                                                       
CONECT   41   31   42   43                                                  
CONECT   42   41                                                            
CONECT   43   41                                                            
MASTER        0    0    0    0    0    0    0    0   43    0   86    0
END

COMPND    HMDB0062331
HETATM    1  C1  UNL     1       9.540  -0.261  -3.691  1.00  0.00           C  
HETATM    2  C2  UNL     1       8.817   0.926  -4.269  1.00  0.00           C  
HETATM    3  C3  UNL     1       7.999   1.554  -3.145  1.00  0.00           C  
HETATM    4  C4  UNL     1       7.044   0.508  -2.669  1.00  0.00           C  
HETATM    5  C5  UNL     1       6.158   1.032  -1.531  1.00  0.00           C  
HETATM    6  C6  UNL     1       6.919   1.450  -0.359  1.00  0.00           C  
HETATM    7  C7  UNL     1       6.835   0.982   0.870  1.00  0.00           C  
HETATM    8  C8  UNL     1       5.874  -0.106   1.186  1.00  0.00           C  
HETATM    9  C9  UNL     1       4.943   0.432   2.196  1.00  0.00           C  
HETATM   10  C10 UNL     1       3.649   0.559   2.101  1.00  0.00           C  
HETATM   11  C11 UNL     1       2.940   0.145   0.879  1.00  0.00           C  
HETATM   12  C12 UNL     1       1.928  -0.919   1.231  1.00  0.00           C  
HETATM   13  C13 UNL     1       1.774  -1.333   2.478  1.00  0.00           C  
HETATM   14  C14 UNL     1       0.761  -2.390   2.794  1.00  0.00           C  
HETATM   15  C15 UNL     1      -0.253  -1.907   3.735  1.00  0.00           C  
HETATM   16  C16 UNL     1      -1.527  -1.866   3.416  1.00  0.00           C  
HETATM   17  C17 UNL     1      -2.095  -2.283   2.122  1.00  0.00           C  
HETATM   18  C18 UNL     1      -2.777  -1.060   1.493  1.00  0.00           C  
HETATM   19  C19 UNL     1      -3.370  -1.489   0.163  1.00  0.00           C  
HETATM   20  C20 UNL     1      -4.023  -0.395  -0.536  1.00  0.00           C  
HETATM   21  O1  UNL     1      -3.159   0.639  -1.001  1.00  0.00           O  
HETATM   22  N1  UNL     1      -5.247  -0.295  -0.751  1.00  0.00           N  
HETATM   23  C21 UNL     1      -6.254  -1.219  -0.363  1.00  0.00           C  
HETATM   24  C22 UNL     1      -7.044  -0.553   0.766  1.00  0.00           C  
HETATM   25  C23 UNL     1      -7.668   0.694   0.334  1.00  0.00           C  
HETATM   26  C24 UNL     1      -8.938   0.682  -0.190  1.00  0.00           C  
HETATM   27  C25 UNL     1      -9.556   1.858  -0.614  1.00  0.00           C  
HETATM   28  C26 UNL     1      -8.877   3.029  -0.499  1.00  0.00           C  
HETATM   29  O2  UNL     1      -9.477   4.223  -0.918  1.00  0.00           O  
HETATM   30  C27 UNL     1      -7.591   3.051   0.031  1.00  0.00           C  
HETATM   31  C28 UNL     1      -7.001   1.884   0.442  1.00  0.00           C  
HETATM   32  C29 UNL     1      -7.147  -1.480  -1.528  1.00  0.00           C  
HETATM   33  O3  UNL     1      -6.914  -0.873  -2.601  1.00  0.00           O  
HETATM   34  O4  UNL     1      -8.210  -2.363  -1.449  1.00  0.00           O  
HETATM   35  H1  UNL     1      10.417  -0.475  -4.361  1.00  0.00           H  
HETATM   36  H2  UNL     1       9.871  -0.020  -2.654  1.00  0.00           H  
HETATM   37  H3  UNL     1       8.908  -1.150  -3.729  1.00  0.00           H  
HETATM   38  H4  UNL     1       9.487   1.645  -4.760  1.00  0.00           H  
HETATM   39  H5  UNL     1       8.067   0.501  -4.999  1.00  0.00           H  
HETATM   40  H6  UNL     1       8.618   1.876  -2.295  1.00  0.00           H  
HETATM   41  H7  UNL     1       7.385   2.404  -3.539  1.00  0.00           H  
HETATM   42  H8  UNL     1       6.380   0.091  -3.430  1.00  0.00           H  
HETATM   43  H9  UNL     1       7.588  -0.368  -2.211  1.00  0.00           H  
HETATM   44  H10 UNL     1       5.370   0.306  -1.412  1.00  0.00           H  
HETATM   45  H11 UNL     1       5.632   1.968  -1.921  1.00  0.00           H  
HETATM   46  H12 UNL     1       7.653   2.259  -0.527  1.00  0.00           H  
HETATM   47  H13 UNL     1       7.463   1.375   1.683  1.00  0.00           H  
HETATM   48  H14 UNL     1       5.455  -0.571   0.316  1.00  0.00           H  
HETATM   49  H15 UNL     1       6.432  -0.953   1.720  1.00  0.00           H  
HETATM   50  H16 UNL     1       5.405   0.762   3.146  1.00  0.00           H  
HETATM   51  H17 UNL     1       3.037   0.983   2.925  1.00  0.00           H  
HETATM   52  H18 UNL     1       3.552  -0.182   0.044  1.00  0.00           H  
HETATM   53  H19 UNL     1       2.337   1.017   0.467  1.00  0.00           H  
HETATM   54  H20 UNL     1       1.304  -1.364   0.460  1.00  0.00           H  
HETATM   55  H21 UNL     1       2.385  -0.904   3.257  1.00  0.00           H  
HETATM   56  H22 UNL     1       1.370  -3.193   3.325  1.00  0.00           H  
HETATM   57  H23 UNL     1       0.434  -2.841   1.874  1.00  0.00           H  
HETATM   58  H24 UNL     1       0.040  -1.558   4.758  1.00  0.00           H  
HETATM   59  H25 UNL     1      -2.214  -1.486   4.194  1.00  0.00           H  
HETATM   60  H26 UNL     1      -2.947  -2.984   2.352  1.00  0.00           H  
HETATM   61  H27 UNL     1      -1.407  -2.690   1.399  1.00  0.00           H  
HETATM   62  H28 UNL     1      -3.512  -0.708   2.213  1.00  0.00           H  
HETATM   63  H29 UNL     1      -2.052  -0.243   1.305  1.00  0.00           H  
HETATM   64  H30 UNL     1      -3.944  -2.391   0.341  1.00  0.00           H  
HETATM   65  H31 UNL     1      -2.465  -1.805  -0.448  1.00  0.00           H  
HETATM   66  H32 UNL     1      -3.311   1.575  -0.639  1.00  0.00           H  
HETATM   67  H33 UNL     1      -5.836  -2.181  -0.032  1.00  0.00           H  
HETATM   68  H34 UNL     1      -6.344  -0.330   1.621  1.00  0.00           H  
HETATM   69  H35 UNL     1      -7.767  -1.296   1.140  1.00  0.00           H  
HETATM   70  H36 UNL     1      -9.505  -0.233  -0.294  1.00  0.00           H  
HETATM   71  H37 UNL     1     -10.555   1.786  -1.018  1.00  0.00           H  
HETATM   72  H38 UNL     1      -8.960   5.076  -0.827  1.00  0.00           H  
HETATM   73  H39 UNL     1      -7.088   4.022   0.103  1.00  0.00           H  
HETATM   74  H40 UNL     1      -5.999   1.927   0.851  1.00  0.00           H  
HETATM   75  H41 UNL     1      -8.737  -2.503  -0.582  1.00  0.00           H  
CONECT    1    2   35   36   37
CONECT    2    3   38   39
CONECT    3    4   40   41
CONECT    4    5   42   43
CONECT    5    6   44   45
CONECT    6    7    7   46
CONECT    7    8   47
CONECT    8    9   48   49
CONECT    9   10   10   50
CONECT   10   11   51
CONECT   11   12   52   53
CONECT   12   13   13   54
CONECT   13   14   55
CONECT   14   15   56   57
CONECT   15   16   16   58
CONECT   16   17   59
CONECT   17   18   60   61
CONECT   18   19   62   63
CONECT   19   20   64   65
CONECT   20   21   22   22
CONECT   21   66
CONECT   22   23
CONECT   23   24   32   67
CONECT   24   25   68   69
CONECT   25   26   26   31
CONECT   26   27   70
CONECT   27   28   28   71
CONECT   28   29   30
CONECT   29   72
CONECT   30   31   31   73
CONECT   31   74
CONECT   32   33   33   34
CONECT   34   75
END

HMDB0062331
     RDKit          3D
N-Arachidonoyl tyrosine
 75 75  0  0  0  0  0  0  0  0999 V2000
    9.5397   -0.2610   -3.6908 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8172    0.9263   -4.2686 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9992    1.5539   -3.1448 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0441    0.5079   -2.6690 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1575    1.0325   -1.5314 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9185    1.4503   -0.3585 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8350    0.9816    0.8699 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8745   -0.1058    1.1857 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9428    0.4315    2.1961 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6493    0.5591    2.1006 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9405    0.1450    0.8787 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9276   -0.9188    1.2307 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7744   -1.3334    2.4775 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7614   -2.3896    2.7935 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2532   -1.9066    3.7349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5267   -1.8658    3.4159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0948   -2.2829    2.1225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7769   -1.0596    1.4926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3696   -1.4891    0.1631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0234   -0.3947   -0.5358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1595    0.6390   -1.0005 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2466   -0.2953   -0.7511 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2544   -1.2194   -0.3625 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.0442   -0.5535    0.7662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6683    0.6936    0.3345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9378    0.6818   -0.1901 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5565    1.8579   -0.6140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8769    3.0287   -0.4990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4774    4.2232   -0.9180 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5912    3.0509    0.0311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0007    1.8840    0.4417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1473   -1.4796   -1.5279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9135   -0.8734   -2.6007 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2099   -2.3625   -1.4490 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4175   -0.4750   -4.3613 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8709   -0.0199   -2.6540 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9084   -1.1505   -3.7289 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4874    1.6449   -4.7598 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0667    0.5007   -4.9991 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6176    1.8760   -2.2950 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3850    2.4038   -3.5389 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3795    0.0912   -3.4301 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5881   -0.3684   -2.2112 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3702    0.3064   -1.4121 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6324    1.9676   -1.9208 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6526    2.2591   -0.5266 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4631    1.3747    1.6834 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4551   -0.5714    0.3161 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4321   -0.9526    1.7197 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4049    0.7620    3.1457 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0369    0.9828    2.9251 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5515   -0.1815    0.0438 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3369    1.0172    0.4670 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3043   -1.3635    0.4600 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3853   -0.9041    3.2566 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3697   -3.1929    3.3246 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4342   -2.8409    1.8737 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0402   -1.5583    4.7578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2139   -1.4861    4.1943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9472   -2.9835    2.3517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4066   -2.6901    1.3994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5124   -0.7084    2.2129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0518   -0.2428    1.3051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9442   -2.3911    0.3409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4649   -1.8047   -0.4477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3109    1.5751   -0.6390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8364   -2.1807   -0.0320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3440   -0.3303    1.6215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7669   -1.2957    1.1399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5052   -0.2332   -0.2936 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5547    1.7859   -1.0182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9600    5.0760   -0.8271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0880    4.0221    0.1028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9989    1.9269    0.8506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7374   -2.5029   -0.5816 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  3
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  2  3
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 28 30  1  0
 30 31  2  0
 23 32  1  0
 32 33  2  0
 32 34  1  0
 31 25  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  2 38  1  0
  2 39  1  0
  3 40  1  0
  3 41  1  0
  4 42  1  0
  4 43  1  0
  5 44  1  0
  5 45  1  0
  6 46  1  0
  7 47  1  0
  8 48  1  0
  8 49  1  0
  9 50  1  0
 10 51  1  0
 11 52  1  0
 11 53  1  0
 12 54  1  0
 13 55  1  0
 14 56  1  0
 14 57  1  0
 15 58  1  0
 16 59  1  0
 17 60  1  0
 17 61  1  0
 18 62  1  0
 18 63  1  0
 19 64  1  0
 19 65  1  0
 21 66  1  0
 23 67  1  1
 24 68  1  0
 24 69  1  0
 26 70  1  0
 27 71  1  0
 29 72  1  0
 30 73  1  0
 31 74  1  0
 34 75  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(2S)-2-{[(5Z,11Z,14Z)-1-hydroxyicosa-5,8,11,14-tetraen-1-ylidene]amino}-3-(4-hydroxyphenyl)propanoate	Generator

Chemical Formula

C₂₉H₄₁NO₄

Average Molecular Weight

467.65

Monoisotopic Molecular Weight

467.303558804

IUPAC Name

(2S)-2-{[(5Z,11Z,14Z)-1-hydroxyicosa-5,8,11,14-tetraen-1-ylidene]amino}-3-(4-hydroxyphenyl)propanoic acid

Traditional Name

(2S)-2-{[(5Z,11Z,14Z)-1-hydroxyicosa-5,8,11,14-tetraen-1-ylidene]amino}-3-(4-hydroxyphenyl)propanoic acid

CAS Registry Number

Not Available

SMILES

[H]\C(CCCCC)=C(/[H])C\C([H])=C(\[H])CC([H])=C([H])C\C([H])=C(\[H])CCCC(O)=N[C@@]([H])(CC1=CC=C(O)C=C1)C(O)=O

InChI Identifier

InChI=1S/C29H41NO4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-28(32)30-27(29(33)34)24-25-20-22-26(31)23-21-25/h6-7,9-10,12-13,15-16,20-23,27,31H,2-5,8,11,14,17-19,24H2,1H3,(H,30,32)(H,33,34)/b7-6-,10-9-,13-12?,16-15-/t27-/m0/s1

InChI Key

QUMCPEFSPGOHMM-CGFYPUQWSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tyrosine and derivatives. Tyrosine and derivatives are compounds containing tyrosine or a derivative thereof resulting from reaction of tyrosine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Tyrosine and derivatives

Alternative Parents

Substituents

Tyrosine or derivatives
Phenylalanine or derivatives
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
3-phenylpropanoic-acid
Amphetamine or derivatives
1-hydroxy-2-unsubstituted benzenoid
Phenol
Benzenoid
Monocyclic benzene moiety
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Carboximidic acid
Carboximidic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Organic oxide
Organic nitrogen compound
Organic oxygen compound
Organonitrogen compound
Organooxygen compound
Carbonyl group
Organopnictogen compound
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB0062331)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.00038 g/l	ALOGPS
LogP	7.13	ALOGPS

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	7.28	ALOGPS
logP	8.22	ChemAxon
logS	-6.3	ALOGPS
pKa (Strongest Acidic)	3.87	ChemAxon
pKa (Strongest Basic)	1.27	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	90.12 Å²	ChemAxon
Rotatable Bond Count	18	ChemAxon
Refractivity	144.37 m³·mol⁻¹	ChemAxon
Polarizability	55.05 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	224.293	31661259
DarkChem	[M-H]-	221.188	31661259
DeepCCS	[M+H]+	222.824	30932474
DeepCCS	[M-H]-	220.999	30932474
DeepCCS	[M-2H]-	254.632	30932474
DeepCCS	[M+Na]+	228.429	30932474
AllCCS	[M+H]+	223.2	32859911
AllCCS	[M+H-H2O]+	221.4	32859911
AllCCS	[M+NH4]+	224.9	32859911
AllCCS	[M+Na]+	225.3	32859911
AllCCS	[M-H]-	215.3	32859911
AllCCS	[M+Na-2H]-	218.5	32859911
AllCCS	[M+HCOO]-	222.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-Arachidonoyl tyrosine	[H]\C(CCCCC)=C(/[H])C\C([H])=C(\[H])CC([H])=C([H])C\C([H])=C(\[H])CCCC(O)=N[C@@]([H])(CC1=CC=C(O)C=C1)C(O)=O	5695.1	Standard polar	33892256
N-Arachidonoyl tyrosine	[H]\C(CCCCC)=C(/[H])C\C([H])=C(\[H])CC([H])=C([H])C\C([H])=C(\[H])CCCC(O)=N[C@@]([H])(CC1=CC=C(O)C=C1)C(O)=O	2946.5	Standard non polar	33892256
N-Arachidonoyl tyrosine	[H]\C(CCCCC)=C(/[H])C\C([H])=C(\[H])CC([H])=C([H])C\C([H])=C(\[H])CCCC(O)=N[C@@]([H])(CC1=CC=C(O)C=C1)C(O)=O	3897.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N-Arachidonoyl tyrosine,1TMS,isomer #1	CCCCC/C=C\C/C=C\CC=CC/C=C\CCCC(=N[C@@H](CC1=CC=C(O)C=C1)C(=O)O)O[Si](C)(C)C	3735.2	Semi standard non polar	33892256
N-Arachidonoyl tyrosine,1TMS,isomer #2	CCCCC/C=C\C/C=C\CC=CC/C=C\CCCC(O)=N[C@@H](CC1=CC=C(O[Si](C)(C)C)C=C1)C(=O)O	3826.9	Semi standard non polar	33892256
N-Arachidonoyl tyrosine,1TMS,isomer #3	CCCCC/C=C\C/C=C\CC=CC/C=C\CCCC(O)=N[C@@H](CC1=CC=C(O)C=C1)C(=O)O[Si](C)(C)C	3683.8	Semi standard non polar	33892256
N-Arachidonoyl tyrosine,2TMS,isomer #1	CCCCC/C=C\C/C=C\CC=CC/C=C\CCCC(=N[C@@H](CC1=CC=C(O[Si](C)(C)C)C=C1)C(=O)O)O[Si](C)(C)C	3760.5	Semi standard non polar	33892256
N-Arachidonoyl tyrosine,2TMS,isomer #2	CCCCC/C=C\C/C=C\CC=CC/C=C\CCCC(=N[C@@H](CC1=CC=C(O)C=C1)C(=O)O[Si](C)(C)C)O[Si](C)(C)C	3692.3	Semi standard non polar	33892256
N-Arachidonoyl tyrosine,2TMS,isomer #3	CCCCC/C=C\C/C=C\CC=CC/C=C\CCCC(O)=N[C@@H](CC1=CC=C(O[Si](C)(C)C)C=C1)C(=O)O[Si](C)(C)C	3706.4	Semi standard non polar	33892256
N-Arachidonoyl tyrosine,3TMS,isomer #1	CCCCC/C=C\C/C=C\CC=CC/C=C\CCCC(=N[C@@H](CC1=CC=C(O[Si](C)(C)C)C=C1)C(=O)O[Si](C)(C)C)O[Si](C)(C)C	3731.4	Semi standard non polar	33892256
N-Arachidonoyl tyrosine,1TBDMS,isomer #1	CCCCC/C=C\C/C=C\CC=CC/C=C\CCCC(=N[C@@H](CC1=CC=C(O)C=C1)C(=O)O)O[Si](C)(C)C(C)(C)C	3983.8	Semi standard non polar	33892256
N-Arachidonoyl tyrosine,1TBDMS,isomer #2	CCCCC/C=C\C/C=C\CC=CC/C=C\CCCC(O)=N[C@@H](CC1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)C(=O)O	4079.8	Semi standard non polar	33892256
N-Arachidonoyl tyrosine,1TBDMS,isomer #3	CCCCC/C=C\C/C=C\CC=CC/C=C\CCCC(O)=N[C@@H](CC1=CC=C(O)C=C1)C(=O)O[Si](C)(C)C(C)(C)C	3939.1	Semi standard non polar	33892256
N-Arachidonoyl tyrosine,2TBDMS,isomer #1	CCCCC/C=C\C/C=C\CC=CC/C=C\CCCC(=N[C@@H](CC1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)C(=O)O)O[Si](C)(C)C(C)(C)C	4193.5	Semi standard non polar	33892256
N-Arachidonoyl tyrosine,2TBDMS,isomer #2	CCCCC/C=C\C/C=C\CC=CC/C=C\CCCC(=N[C@@H](CC1=CC=C(O)C=C1)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4155.4	Semi standard non polar	33892256
N-Arachidonoyl tyrosine,2TBDMS,isomer #3	CCCCC/C=C\C/C=C\CC=CC/C=C\CCCC(O)=N[C@@H](CC1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)C(=O)O[Si](C)(C)C(C)(C)C	4175.5	Semi standard non polar	33892256
N-Arachidonoyl tyrosine,3TBDMS,isomer #1	CCCCC/C=C\C/C=C\CC=CC/C=C\CCCC(=N[C@@H](CC1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4339.2	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - N-Arachidonoyl tyrosine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0ac0-6982600000-46b48b5489d1e6a780e8	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Arachidonoyl tyrosine GC-MS (3 TMS) - 70eV, Positive	splash10-014i-6430189000-e577ad6afc672dd777a7	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Arachidonoyl tyrosine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Arachidonoyl tyrosine 10V, Positive-QTOF	splash10-0fsi-0900800000-4f6991b63751c86e7897	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Arachidonoyl tyrosine 20V, Positive-QTOF	splash10-001i-0920100000-59117d893d0b54fa07c7	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Arachidonoyl tyrosine 40V, Positive-QTOF	splash10-0a59-2920000000-34847f67372b7e00db40	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Arachidonoyl tyrosine 10V, Negative-QTOF	splash10-014i-0001900000-d51f76c310469ea2c03e	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Arachidonoyl tyrosine 20V, Negative-QTOF	splash10-0hns-1545900000-02613a1bad7c97a8ac9a	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Arachidonoyl tyrosine 40V, Negative-QTOF	splash10-0006-9620000000-319da97be7dba2049288	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Arachidonoyl tyrosine 10V, Negative-QTOF	splash10-014i-0300900000-7adaae63ac524110c968	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Arachidonoyl tyrosine 20V, Negative-QTOF	splash10-016r-2901500000-41603926136d68eb8a9f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Arachidonoyl tyrosine 40V, Negative-QTOF	splash10-00gl-7916100000-7146de6880a4fa1dec3c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Arachidonoyl tyrosine 10V, Positive-QTOF	splash10-0159-0930500000-46b53ca0f6e612fa6f8f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Arachidonoyl tyrosine 20V, Positive-QTOF	splash10-001i-1910100000-9e4c82b3c4851539ae8e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Arachidonoyl tyrosine 40V, Positive-QTOF	splash10-06xt-3910000000-88b6cd133f5ebaf663a8	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Bradshaw HB, Walker JM: The expanding field of cannabimimetic and related lipid mediators. Br J Pharmacol. 2005 Feb;144(4):459-65. doi: 10.1038/sj.bjp.0706093. [PubMed:15655504 ]
Grapov D, Adams SH, Pedersen TL, Garvey WT, Newman JW: Type 2 diabetes associated changes in the plasma non-esterified fatty acids, oxylipins and endocannabinoids. PLoS One. 2012;7(11):e48852. doi: 10.1371/journal.pone.0048852. Epub 2012 Nov 8. [PubMed:23144998 ]
Raboune S, Stuart JM, Leishman E, Takacs SM, Rhodes B, Basnet A, Jameyfield E, McHugh D, Widlanski T, Bradshaw HB: Novel endogenous N-acyl amides activate TRPV1-4 receptors, BV-2 microglia, and are regulated in brain in an acute model of inflammation. Front Cell Neurosci. 2014 Aug 1;8:195. doi: 10.3389/fncel.2014.00195. eCollection 2014. [PubMed:25136293 ]
Cohen LJ, Esterhazy D, Kim SH, Lemetre C, Aguilar RR, Gordon EA, Pickard AJ, Cross JR, Emiliano AB, Han SM, Chu J, Vila-Farres X, Kaplitt J, Rogoz A, Calle PY, Hunter C, Bitok JK, Brady SF: Commensal bacteria make GPCR ligands that mimic human signalling molecules. Nature. 2017 Sep 7;549(7670):48-53. doi: 10.1038/nature23874. Epub 2017 Aug 30. [PubMed:28854168 ]
Bradshaw HB, Raboune S, Hollis JL: Opportunistic activation of TRP receptors by endogenous lipids: exploiting lipidomics to understand TRP receptor cellular communication. Life Sci. 2013 Mar 19;92(8-9):404-9. doi: 10.1016/j.lfs.2012.11.008. Epub 2012 Nov 20. [PubMed:23178153 ]
Long JZ, Roche AM, Berdan CA, Louie SM, Roberts AJ, Svensson KJ, Dou FY, Bateman LA, Mina AI, Deng Z, Jedrychowski MP, Lin H, Kamenecka TM, Asara JM, Griffin PR, Banks AS, Nomura DK, Spiegelman BM: Ablation of PM20D1 reveals N-acyl amino acid control of metabolism and nociception. Proc Natl Acad Sci U S A. 2018 Jul 17;115(29):E6937-E6945. doi: 10.1073/pnas.1803389115. Epub 2018 Jul 2. [PubMed:29967167 ]

Showing metabocard for N-Arachidonoyl tyrosine (HMDB0062331)

MOL for HMDB0062331 (N-Arachidonoyl tyrosine)

3D MOL for HMDB0062331 (N-Arachidonoyl tyrosine)

3D SDF for HMDB0062331 (N-Arachidonoyl tyrosine)

3D-SDF for HMDB0062331 (N-Arachidonoyl tyrosine)

PDB for HMDB0062331 (N-Arachidonoyl tyrosine)

3D PDB for HMDB0062331 (N-Arachidonoyl tyrosine)

SMILES for HMDB0062331 (N-Arachidonoyl tyrosine)

INCHI for HMDB0062331 (N-Arachidonoyl tyrosine)

Structure for HMDB0062331 (N-Arachidonoyl tyrosine)

3D Structure for HMDB0062331 (N-Arachidonoyl tyrosine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra