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Record Information

Version

5.0

Status

Predicted

Creation Date

2021-07-27 21:26:27 UTC

Update Date

2021-09-16 22:46:27 UTC

HMDB ID

HMDB0241919

Secondary Accession Numbers

None

Metabolite Identification

Common Name

N-Palmitoyl Alanine

Description

N-palmitoyl alanine 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 a Palmitic acid amide of Alanine. 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-Palmitoyl Alanine 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-Palmitoyl Alanine 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


  Mrv1652308272121342D          

 32 35  0  0  1  0            999 V2000
    4.5466    1.3336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0307    1.7357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4511    0.2673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1708    1.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9193   -0.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5754   -0.8489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3367    0.1741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7633   -0.7037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0195   -0.2889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7345    1.4789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3587    1.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9224    1.6241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0596    1.6179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1072   -0.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5660    0.9666    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4830    0.0722    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6708    0.2174    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0148    0.7029    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2424    1.5050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8269    0.5577    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3905    0.9934    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0685    0.7409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8985    1.9307    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1941    2.8608    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9684    1.2263    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2640    2.1564    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0812    2.0435    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.2951   -0.0730    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7557    0.8111    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9511   -0.5585    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2027    0.8481    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3841    1.2348    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  1  0  0  0  0
  5  3  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
 11  4  1  0  0  0  0
 12 10  1  0  0  0  0
 14  5  1  0  0  0  0
 14  6  1  0  0  0  0
 15  7  1  0  0  0  0
 15 13  1  6  0  0  0
 16  8  1  0  0  0  0
 17  9  1  0  0  0  0
 17 16  1  0  0  0  0
 18 10  1  0  0  0  0
 18 16  1  0  0  0  0
 19 13  2  0  0  0  0
 20  1  1  6  0  0  0
 20 11  1  0  0  0  0
 20 14  1  0  0  0  0
 20 18  1  0  0  0  0
 21  2  1  6  0  0  0
 21 12  1  0  0  0  0
 21 15  1  0  0  0  0
 21 17  1  0  0  0  0
 19 22  1  4  0  0  0
 26 19  1  0  0  0  0
 27 23  1  0  0  0  0
 27 24  2  0  0  0  0
 27 25  2  0  0  0  0
 27 26  1  0  0  0  0
 28 14  1  0  0  0  0
 15 29  1  1  0  0  0
 16 30  1  6  0  0  0
 17 31  1  1  0  0  0
 18 32  1  1  0  0  0
M  END

HMDB0241919
     RDKit          3D
N-Palmitoyl Alanine
 60 59  0  0  0  0  0  0  0  0999 V2000
   -6.4225    1.4939    0.2440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9502    0.8464   -1.0154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8659    0.0249   -1.6659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3821   -1.0677   -0.7257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3003   -1.8941   -1.3620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0879   -1.0926   -1.7513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5133   -0.4521   -0.4943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3044    0.3380   -0.9099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6372    1.0384    0.2425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1919    0.0107    1.2509 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4842    0.7474    2.3902 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9872   -0.0961    3.4785 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9487   -1.1682    3.2723 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2960   -0.9286    2.7239 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2944   -0.4087    1.3270 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7214   -0.2343    0.8885 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6536   -0.5196    1.6730 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9535    0.2543   -0.4169 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3243    0.4472   -0.9061 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5692   -0.4312   -2.1079 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4625    1.8810   -1.2163 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5570    2.7392   -1.0750 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6845    2.3212   -1.7020 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9394    2.4378    0.4967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5417    0.8324    1.1307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3409    1.7275    0.1625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2625    1.6229   -1.7504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8370    0.2123   -0.8098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0143    0.7208   -1.8921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1901   -0.4160   -2.6187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2796   -1.7157   -0.5043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0812   -0.5821    0.2205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9624   -2.6204   -0.5758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7121   -2.4735   -2.2100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3240   -1.8204   -2.1097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2561   -0.3643   -2.5424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1770   -1.2407    0.2219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2262    0.2023    0.0161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5467    1.0338   -1.7399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5817   -0.4042   -1.3472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2892    1.8112    0.6959 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2320    1.5940   -0.1908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0594   -0.5017    1.7136 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4796   -0.6886    0.7223 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0957    1.6037    2.0689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4243    1.3099    2.8661 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4414    0.6232    4.2483 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0835   -0.4740    4.0782 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1279   -1.6576    4.2988 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5334   -2.0496    2.6968 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7975   -1.9547    2.6741 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9322   -0.2723    3.3775 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8446   -1.1557    0.6124 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7840    0.5266    1.1597 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1536    0.4781   -1.0333 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0261    0.1569   -0.1148 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3937    0.0909   -3.0680 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8236   -1.2534   -2.0622 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5610   -0.8858   -2.0484 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4554    1.6971   -1.9279 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  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 21 23  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  0
  5 34  1  0
  6 35  1  0
  6 36  1  0
  7 37  1  0
  7 38  1  0
  8 39  1  0
  8 40  1  0
  9 41  1  0
  9 42  1  0
 10 43  1  0
 10 44  1  0
 11 45  1  0
 11 46  1  0
 12 47  1  0
 12 48  1  0
 13 49  1  0
 13 50  1  0
 14 51  1  0
 14 52  1  0
 15 53  1  0
 15 54  1  0
 18 55  1  0
 19 56  1  0
 20 57  1  0
 20 58  1  0
 20 59  1  0
 23 60  1  0
M  END


  Mrv1652308272121342D          

 32 35  0  0  1  0            999 V2000
    4.5466    1.3336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0307    1.7357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4511    0.2673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1708    1.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9193   -0.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5754   -0.8489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3367    0.1741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7633   -0.7037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0195   -0.2889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7345    1.4789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3587    1.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9224    1.6241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0596    1.6179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1072   -0.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5660    0.9666    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4830    0.0722    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6708    0.2174    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0148    0.7029    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2424    1.5050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8269    0.5577    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3905    0.9934    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0685    0.7409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8985    1.9307    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1941    2.8608    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9684    1.2263    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2640    2.1564    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0812    2.0435    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.2951   -0.0730    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7557    0.8111    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9511   -0.5585    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2027    0.8481    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3841    1.2348    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  1  0  0  0  0
  5  3  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
 11  4  1  0  0  0  0
 12 10  1  0  0  0  0
 14  5  1  0  0  0  0
 14  6  1  0  0  0  0
 15  7  1  0  0  0  0
 15 13  1  6  0  0  0
 16  8  1  0  0  0  0
 17  9  1  0  0  0  0
 17 16  1  0  0  0  0
 18 10  1  0  0  0  0
 18 16  1  0  0  0  0
 19 13  2  0  0  0  0
 20  1  1  6  0  0  0
 20 11  1  0  0  0  0
 20 14  1  0  0  0  0
 20 18  1  0  0  0  0
 21  2  1  6  0  0  0
 21 12  1  0  0  0  0
 21 15  1  0  0  0  0
 21 17  1  0  0  0  0
 19 22  1  4  0  0  0
 26 19  1  0  0  0  0
 27 23  1  0  0  0  0
 27 24  2  0  0  0  0
 27 25  2  0  0  0  0
 27 26  1  0  0  0  0
 28 14  1  0  0  0  0
 15 29  1  1  0  0  0
 16 30  1  6  0  0  0
 17 31  1  1  0  0  0
 18 32  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0241919

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]1(CC[C@@]2([H])[C@]3([H])CCC4([H])CCCC[C@]4(C)[C@@]3([H])CC[C@]12C)C=C(O)OS(O)(=O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C21H34O5S/c1-20-11-4-3-5-14(20)6-8-16-17-9-7-15(13-19(22)26-27(23,24)25)21(17,2)12-10-18(16)20/h13-18,22H,3-12H2,1-2H3,(H,23,24,25)/t14?,15-,16+,17+,18+,20+,21-/m1/s1

> <INCHI_KEY>
FQMMTZVOIATQFP-DIKHCDEOSA-N

> <FORMULA>
C21H34O5S

> <MOLECULAR_WEIGHT>
398.56

> <EXACT_MASS>
398.212695369

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
61

> <JCHEM_AVERAGE_POLARIZABILITY>
43.96882179156152

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
({2-[(1S,2S,10R,11S,14R,15S)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]-1-hydroxyethenyl}oxy)sulfonic acid

> <ALOGPS_LOGP>
1.94

> <JCHEM_LOGP>
5.46124195

> <ALOGPS_LOGS>
-5.88

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.294987909482229

> <JCHEM_PKA_STRONGEST_ACIDIC>
-1.5264123060481642

> <JCHEM_PKA_STRONGEST_BASIC>
-8.917971533144833

> <JCHEM_POLAR_SURFACE_AREA>
83.83

> <JCHEM_REFRACTIVITY>
113.88789999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.21e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
{2-[(1S,2S,10R,11S,14R,15S)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]-1-hydroxyethenyl}oxysulfonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0241919
     RDKit          3D
N-Palmitoyl Alanine
 60 59  0  0  0  0  0  0  0  0999 V2000
   -6.4225    1.4939    0.2440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9502    0.8464   -1.0154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8659    0.0249   -1.6659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3821   -1.0677   -0.7257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3003   -1.8941   -1.3620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0879   -1.0926   -1.7513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5133   -0.4521   -0.4943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3044    0.3380   -0.9099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6372    1.0384    0.2425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1919    0.0107    1.2509 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4842    0.7474    2.3902 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9872   -0.0961    3.4785 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9487   -1.1682    3.2723 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2960   -0.9286    2.7239 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2944   -0.4087    1.3270 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7214   -0.2343    0.8885 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6536   -0.5196    1.6730 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9535    0.2543   -0.4169 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3243    0.4472   -0.9061 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5692   -0.4312   -2.1079 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4625    1.8810   -1.2163 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5570    2.7392   -1.0750 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6845    2.3212   -1.7020 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9394    2.4378    0.4967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5417    0.8324    1.1307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3409    1.7275    0.1625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2625    1.6229   -1.7504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8370    0.2123   -0.8098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0143    0.7208   -1.8921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1901   -0.4160   -2.6187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2796   -1.7157   -0.5043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0812   -0.5821    0.2205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9624   -2.6204   -0.5758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7121   -2.4735   -2.2100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3240   -1.8204   -2.1097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2561   -0.3643   -2.5424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1770   -1.2407    0.2219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2262    0.2023    0.0161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5467    1.0338   -1.7399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5817   -0.4042   -1.3472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2892    1.8112    0.6959 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2320    1.5940   -0.1908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0594   -0.5017    1.7136 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4796   -0.6886    0.7223 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0957    1.6037    2.0689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4243    1.3099    2.8661 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4414    0.6232    4.2483 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0835   -0.4740    4.0782 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1279   -1.6576    4.2988 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5334   -2.0496    2.6968 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7975   -1.9547    2.6741 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9322   -0.2723    3.3775 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8446   -1.1557    0.6124 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7840    0.5266    1.1597 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1536    0.4781   -1.0333 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0261    0.1569   -0.1148 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3937    0.0909   -3.0680 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8236   -1.2534   -2.0622 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5610   -0.8858   -2.0484 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4554    1.6971   -1.9279 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  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 21 23  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  0
  5 34  1  0
  6 35  1  0
  6 36  1  0
  7 37  1  0
  7 38  1  0
  8 39  1  0
  8 40  1  0
  9 41  1  0
  9 42  1  0
 10 43  1  0
 10 44  1  0
 11 45  1  0
 11 46  1  0
 12 47  1  0
 12 48  1  0
 13 49  1  0
 13 50  1  0
 14 51  1  0
 14 52  1  0
 15 53  1  0
 15 54  1  0
 18 55  1  0
 19 56  1  0
 20 57  1  0
 20 58  1  0
 20 59  1  0
 23 60  1  0
M  END

HEADER    PROTEIN                                 27-AUG-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-AUG-21         0                                  
HETATM    1  C   UNK     0       8.487   2.489   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.791   3.240   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.042   0.499   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      11.519   1.947   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      11.049  -0.678   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.541  -1.585   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.495   0.325   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.025  -1.314   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.770  -0.539   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.971   2.761   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.003   2.218   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.455   3.032   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.978   3.020   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.533  -0.407   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.923   1.804   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.502   0.135   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.986   0.406   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.494   1.312   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.452   2.809   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.010   1.041   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.462   1.854   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -0.128   1.383   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -3.544   3.604   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -2.229   5.340   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      -1.808   2.289   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -0.493   4.025   0.000  0.00  0.00           O+0
HETATM   27  S   UNK     0      -2.018   3.815   0.000  0.00  0.00           S+0
HETATM   28  H   UNK     0       8.017  -0.136   0.000  0.00  0.00           H+0
HETATM   29  H   UNK     0       1.411   1.514   0.000  0.00  0.00           H+0
HETATM   30  H   UNK     0       5.509  -1.043   0.000  0.00  0.00           H+0
HETATM   31  H   UNK     0       5.978   1.583   0.000  0.00  0.00           H+0
HETATM   32  H   UNK     0       6.317   2.305   0.000  0.00  0.00           H+0
CONECT    1   20                                                            
CONECT    2   21                                                            
CONECT    3    4    5                                                       
CONECT    4    3   11                                                       
CONECT    5    3   14                                                       
CONECT    6    8   14                                                       
CONECT    7    9   15                                                       
CONECT    8    6   16                                                       
CONECT    9    7   17                                                       
CONECT   10   12   18                                                       
CONECT   11    4   20                                                       
CONECT   12   10   21                                                       
CONECT   13   15   19                                                       
CONECT   14    5    6   20   28                                             
CONECT   15    7   13   21   29                                             
CONECT   16    8   17   18   30                                             
CONECT   17    9   16   21   31                                             
CONECT   18   10   16   20   32                                             
CONECT   19   13   22   26                                                  
CONECT   20    1   11   14   18                                             
CONECT   21    2   12   15   17                                             
CONECT   22   19                                                            
CONECT   23   27                                                            
CONECT   24   27                                                            
CONECT   25   27                                                            
CONECT   26   19   27                                                       
CONECT   27   23   24   25   26                                             
CONECT   28   14                                                            
CONECT   29   15                                                            
CONECT   30   16                                                            
CONECT   31   17                                                            
CONECT   32   18                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   70    0
END

COMPND    HMDB0241919
HETATM    1  C1  UNL     1      -6.422   1.494   0.244  1.00  0.00           C  
HETATM    2  C2  UNL     1      -6.950   0.846  -1.015  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.866   0.025  -1.666  1.00  0.00           C  
HETATM    4  C4  UNL     1      -5.382  -1.068  -0.726  1.00  0.00           C  
HETATM    5  C5  UNL     1      -4.300  -1.894  -1.362  1.00  0.00           C  
HETATM    6  C6  UNL     1      -3.088  -1.093  -1.751  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.513  -0.452  -0.494  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.304   0.338  -0.910  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.637   1.038   0.242  1.00  0.00           C  
HETATM   10  C10 UNL     1      -0.192   0.011   1.251  1.00  0.00           C  
HETATM   11  C11 UNL     1       0.484   0.747   2.390  1.00  0.00           C  
HETATM   12  C12 UNL     1       0.987  -0.096   3.479  1.00  0.00           C  
HETATM   13  C13 UNL     1       1.949  -1.168   3.272  1.00  0.00           C  
HETATM   14  C14 UNL     1       3.296  -0.929   2.724  1.00  0.00           C  
HETATM   15  C15 UNL     1       3.294  -0.409   1.327  1.00  0.00           C  
HETATM   16  C16 UNL     1       4.721  -0.234   0.889  1.00  0.00           C  
HETATM   17  O1  UNL     1       5.654  -0.520   1.673  1.00  0.00           O  
HETATM   18  N1  UNL     1       4.953   0.254  -0.417  1.00  0.00           N  
HETATM   19  C17 UNL     1       6.324   0.447  -0.906  1.00  0.00           C  
HETATM   20  C18 UNL     1       6.569  -0.431  -2.108  1.00  0.00           C  
HETATM   21  C19 UNL     1       6.462   1.881  -1.216  1.00  0.00           C  
HETATM   22  O2  UNL     1       5.557   2.739  -1.075  1.00  0.00           O  
HETATM   23  O3  UNL     1       7.685   2.321  -1.702  1.00  0.00           O  
HETATM   24  H1  UNL     1      -6.939   2.438   0.497  1.00  0.00           H  
HETATM   25  H2  UNL     1      -6.542   0.832   1.131  1.00  0.00           H  
HETATM   26  H3  UNL     1      -5.341   1.728   0.162  1.00  0.00           H  
HETATM   27  H4  UNL     1      -7.263   1.623  -1.750  1.00  0.00           H  
HETATM   28  H5  UNL     1      -7.837   0.212  -0.810  1.00  0.00           H  
HETATM   29  H6  UNL     1      -5.014   0.721  -1.892  1.00  0.00           H  
HETATM   30  H7  UNL     1      -6.190  -0.416  -2.619  1.00  0.00           H  
HETATM   31  H8  UNL     1      -6.280  -1.716  -0.504  1.00  0.00           H  
HETATM   32  H9  UNL     1      -5.081  -0.582   0.221  1.00  0.00           H  
HETATM   33  H10 UNL     1      -3.962  -2.620  -0.576  1.00  0.00           H  
HETATM   34  H11 UNL     1      -4.712  -2.473  -2.210  1.00  0.00           H  
HETATM   35  H12 UNL     1      -2.324  -1.820  -2.110  1.00  0.00           H  
HETATM   36  H13 UNL     1      -3.256  -0.364  -2.542  1.00  0.00           H  
HETATM   37  H14 UNL     1      -2.177  -1.241   0.222  1.00  0.00           H  
HETATM   38  H15 UNL     1      -3.226   0.202   0.016  1.00  0.00           H  
HETATM   39  H16 UNL     1      -1.547   1.034  -1.740  1.00  0.00           H  
HETATM   40  H17 UNL     1      -0.582  -0.404  -1.347  1.00  0.00           H  
HETATM   41  H18 UNL     1      -1.289   1.811   0.696  1.00  0.00           H  
HETATM   42  H19 UNL     1       0.232   1.594  -0.191  1.00  0.00           H  
HETATM   43  H20 UNL     1      -1.059  -0.502   1.714  1.00  0.00           H  
HETATM   44  H21 UNL     1       0.480  -0.689   0.722  1.00  0.00           H  
HETATM   45  H22 UNL     1       1.096   1.604   2.069  1.00  0.00           H  
HETATM   46  H23 UNL     1      -0.424   1.310   2.866  1.00  0.00           H  
HETATM   47  H24 UNL     1       1.441   0.623   4.248  1.00  0.00           H  
HETATM   48  H25 UNL     1       0.084  -0.474   4.078  1.00  0.00           H  
HETATM   49  H26 UNL     1       2.128  -1.658   4.299  1.00  0.00           H  
HETATM   50  H27 UNL     1       1.533  -2.050   2.697  1.00  0.00           H  
HETATM   51  H28 UNL     1       3.798  -1.955   2.674  1.00  0.00           H  
HETATM   52  H29 UNL     1       3.932  -0.272   3.377  1.00  0.00           H  
HETATM   53  H30 UNL     1       2.845  -1.156   0.612  1.00  0.00           H  
HETATM   54  H31 UNL     1       2.784   0.527   1.160  1.00  0.00           H  
HETATM   55  H32 UNL     1       4.154   0.478  -1.033  1.00  0.00           H  
HETATM   56  H33 UNL     1       7.026   0.157  -0.115  1.00  0.00           H  
HETATM   57  H34 UNL     1       6.394   0.091  -3.068  1.00  0.00           H  
HETATM   58  H35 UNL     1       5.824  -1.253  -2.062  1.00  0.00           H  
HETATM   59  H36 UNL     1       7.561  -0.886  -2.048  1.00  0.00           H  
HETATM   60  H37 UNL     1       8.455   1.697  -1.928  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3   27   28
CONECT    3    4   29   30
CONECT    4    5   31   32
CONECT    5    6   33   34
CONECT    6    7   35   36
CONECT    7    8   37   38
CONECT    8    9   39   40
CONECT    9   10   41   42
CONECT   10   11   43   44
CONECT   11   12   45   46
CONECT   12   13   47   48
CONECT   13   14   49   50
CONECT   14   15   51   52
CONECT   15   16   53   54
CONECT   16   17   17   18
CONECT   18   19   55
CONECT   19   20   21   56
CONECT   20   57   58   59
CONECT   21   22   22   23
CONECT   23   60
END

HMDB0241919
     RDKit          3D
N-Palmitoyl Alanine
 60 59  0  0  0  0  0  0  0  0999 V2000
   -6.4225    1.4939    0.2440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9502    0.8464   -1.0154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8659    0.0249   -1.6659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3821   -1.0677   -0.7257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3003   -1.8941   -1.3620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0879   -1.0926   -1.7513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5133   -0.4521   -0.4943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3044    0.3380   -0.9099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6372    1.0384    0.2425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1919    0.0107    1.2509 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4842    0.7474    2.3902 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9872   -0.0961    3.4785 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9487   -1.1682    3.2723 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2960   -0.9286    2.7239 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2944   -0.4087    1.3270 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7214   -0.2343    0.8885 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6536   -0.5196    1.6730 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9535    0.2543   -0.4169 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3243    0.4472   -0.9061 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5692   -0.4312   -2.1079 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4625    1.8810   -1.2163 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5570    2.7392   -1.0750 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6845    2.3212   -1.7020 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9394    2.4378    0.4967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5417    0.8324    1.1307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3409    1.7275    0.1625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2625    1.6229   -1.7504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8370    0.2123   -0.8098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0143    0.7208   -1.8921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1901   -0.4160   -2.6187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2796   -1.7157   -0.5043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0812   -0.5821    0.2205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9624   -2.6204   -0.5758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7121   -2.4735   -2.2100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3240   -1.8204   -2.1097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2561   -0.3643   -2.5424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1770   -1.2407    0.2219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2262    0.2023    0.0161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5467    1.0338   -1.7399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5817   -0.4042   -1.3472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2892    1.8112    0.6959 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2320    1.5940   -0.1908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0594   -0.5017    1.7136 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4796   -0.6886    0.7223 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0957    1.6037    2.0689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4243    1.3099    2.8661 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4414    0.6232    4.2483 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0835   -0.4740    4.0782 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1279   -1.6576    4.2988 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5334   -2.0496    2.6968 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7975   -1.9547    2.6741 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9322   -0.2723    3.3775 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8446   -1.1557    0.6124 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7840    0.5266    1.1597 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1536    0.4781   -1.0333 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0261    0.1569   -0.1148 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3937    0.0909   -3.0680 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8236   -1.2534   -2.0622 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5610   -0.8858   -2.0484 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4554    1.6971   -1.9279 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  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 21 23  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  0
  5 34  1  0
  6 35  1  0
  6 36  1  0
  7 37  1  0
  7 38  1  0
  8 39  1  0
  8 40  1  0
  9 41  1  0
  9 42  1  0
 10 43  1  0
 10 44  1  0
 11 45  1  0
 11 46  1  0
 12 47  1  0
 12 48  1  0
 13 49  1  0
 13 50  1  0
 14 51  1  0
 14 52  1  0
 15 53  1  0
 15 54  1  0
 18 55  1  0
 19 56  1  0
 20 57  1  0
 20 58  1  0
 20 59  1  0
 23 60  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₉H₃₇NO₃

Average Molecular Weight

327.509

Monoisotopic Molecular Weight

327.277344055

IUPAC Name

({2-[(1S,2S,10R,11S,14R,15S)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]-1-hydroxyethenyl}oxy)sulfonic acid

Traditional Name

{2-[(1S,2S,10R,11S,14R,15S)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]-1-hydroxyethenyl}oxysulfonic acid

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCCCCCCC(=O)NC(C)C(O)=O

InChI Identifier

InChI=1S/C19H37NO3/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-18(21)20-17(2)19(22)23/h17H,3-16H2,1-2H3,(H,20,21)(H,22,23)

InChI Key

NRBFOSKZAWRBJI-UHFFFAOYSA-N

Chemical Taxonomy

Classification

Not classified

Ontology

Not Available

Not Available

Not Available

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	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	1.94	ALOGPS
logP	5.46	ChemAxon
logS	-5.9	ALOGPS
pKa (Strongest Acidic)	-1.5	ChemAxon
pKa (Strongest Basic)	-8.9	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	83.83 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	113.89 m³·mol⁻¹	ChemAxon
Polarizability	43.97 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	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
DeepCCS	[M+H]+	184.957	30932474
DeepCCS	[M-H]-	181.505	30932474
DeepCCS	[M-2H]-	217.005	30932474
DeepCCS	[M+Na]+	193.296	30932474
AllCCS	[M+H]+	192.8	32859911
AllCCS	[M+H-H2O]+	190.2	32859911
AllCCS	[M+NH4]+	195.2	32859911
AllCCS	[M+Na]+	195.8	32859911
AllCCS	[M-H]-	187.9	32859911
AllCCS	[M+Na-2H]-	189.1	32859911
AllCCS	[M+HCOO]-	190.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-Palmitoyl Alanine	CCCCCCCCCCCCCCCC(=O)NC(C)C(O)=O	3556.4	Standard polar	33892256
N-Palmitoyl Alanine	CCCCCCCCCCCCCCCC(=O)NC(C)C(O)=O	2344.0	Standard non polar	33892256
N-Palmitoyl Alanine	CCCCCCCCCCCCCCCC(=O)NC(C)C(O)=O	2559.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N-Palmitoyl Alanine,2TMS,isomer #1	CCCCCCCCCCCCCCCC(=O)N(C(C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2625.5	Semi standard non polar	33892256
N-Palmitoyl Alanine,2TMS,isomer #1	CCCCCCCCCCCCCCCC(=O)N(C(C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2588.9	Standard non polar	33892256
N-Palmitoyl Alanine,2TMS,isomer #1	CCCCCCCCCCCCCCCC(=O)N(C(C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2642.6	Standard polar	33892256
N-Palmitoyl Alanine,2TBDMS,isomer #1	CCCCCCCCCCCCCCCC(=O)N(C(C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3106.6	Semi standard non polar	33892256
N-Palmitoyl Alanine,2TBDMS,isomer #1	CCCCCCCCCCCCCCCC(=O)N(C(C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2922.5	Standard non polar	33892256
N-Palmitoyl Alanine,2TBDMS,isomer #1	CCCCCCCCCCCCCCCC(=O)N(C(C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2889.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Pregnenediol sulfate GC-MS (Non-derivatized) - 70eV, Positive	splash10-05ur-0239000000-50e97e3f5720644c3e24	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pregnenediol sulfate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pregnenediol sulfate 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-Palmitoyl Alanine 10V, Positive-QTOF	splash10-002f-9017000000-ef2d165f8f32cfdd6758	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Palmitoyl Alanine 20V, Positive-QTOF	splash10-0006-9111000000-6bbf304725c38323409c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Palmitoyl Alanine 40V, Positive-QTOF	splash10-052f-9100000000-98004523d6b37b060b41	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Palmitoyl Alanine 10V, Negative-QTOF	splash10-004i-2009000000-ac1ef665e21c443efd88	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Palmitoyl Alanine 20V, Negative-QTOF	splash10-000i-9021000000-634dad89c345a99c99a9	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Palmitoyl Alanine 40V, Negative-QTOF	splash10-000l-9000000000-b8116e53b7ff8b5eefc9	2021-10-12	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

129671155

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-Palmitoyl Alanine (HMDB0241919)

MOL for HMDB0241919 (N-Palmitoyl Alanine)

3D MOL for HMDB0241919 (N-Palmitoyl Alanine)

3D SDF for HMDB0241919 (N-Palmitoyl Alanine)

3D-SDF for HMDB0241919 (N-Palmitoyl Alanine)

PDB for HMDB0241919 (N-Palmitoyl Alanine)

3D PDB for HMDB0241919 (N-Palmitoyl Alanine)

SMILES for HMDB0241919 (N-Palmitoyl Alanine)

INCHI for HMDB0241919 (N-Palmitoyl Alanine)

Structure for HMDB0241919 (N-Palmitoyl Alanine)

3D Structure for HMDB0241919 (N-Palmitoyl Alanine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra