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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-07-27 21:18:27 UTC

Update Date

2022-09-22 18:34:33 UTC

HMDB ID

HMDB0241917

Secondary Accession Numbers

None

Metabolite Identification

Common Name

N-Linoleoyl Glycine

Description

N-linoleoyl glycine, also known as 15-methylpalmitate or C17ISO 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 Linoleic acid amide of Glycine. 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-Linoleoyl Glycine 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-Linoleoyl Glycine 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

HMDB0241917
     RDKit          3D
N-Linoleoyl Glycine
 59 58  0  0  0  0  0  0  0  0999 V2000
   -6.8382    2.8454   -0.1269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7541    2.4149   -1.0956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1756    1.0997   -0.6326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0909    0.7129   -1.6434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4495   -0.6199   -1.2441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8365   -0.5068    0.0910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2419   -1.2803    1.0685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6173   -1.1610    2.4172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0255   -2.4693    2.7307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7888   -2.7065    2.9645 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2906   -1.7123    2.9654 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3621   -2.0340    1.9357 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4260   -0.9859    2.0081 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9462    0.4075    1.7285 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3445    0.5257    0.3539 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3188    0.1761   -0.7385 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5360    1.0532   -0.7517 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4158    0.6168   -1.8600 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0866   -0.3308   -2.5888 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6332    1.3035   -2.0650 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4988    0.8820   -3.1437 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8883   -0.5244   -2.9033 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4790   -1.1363   -1.8909 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7149   -1.1750   -3.8056 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4312    1.9279    0.1357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5172    3.5732   -0.6311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4037    3.2358    0.7921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2008    2.2536   -2.0987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9785    3.1923   -1.2026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9728    0.3550   -0.6346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7301    1.2006    0.3765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3171    1.4993   -1.7046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5855    0.6182   -2.6320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2065   -1.4099   -1.3186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6926   -0.8242   -2.0343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0520    0.2274    0.2299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0165   -1.9997    0.9176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9281   -0.3161    2.4805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4773   -0.9457    3.1443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7500   -3.3121    2.7594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4691   -3.7464    3.1901 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7533   -1.7685    3.9984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0790   -0.7254    2.7341 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7937   -3.0255    2.1788 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9257   -2.0380    0.9203 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8639   -1.0511    3.0451 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2430   -1.2153    1.2774 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8026    1.1493    1.8175 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1993    0.7919    2.4517 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9871    1.5739    0.2492 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4835   -0.1617    0.2797 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6566   -0.8632   -0.6438 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8157    0.2661   -1.7160 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0763    1.0584    0.2142 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2511    2.1219   -0.9839 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8879    2.0892   -1.4494 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0106    1.0147   -4.1370 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3942    1.5582   -3.1545 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5409   -1.6998   -3.5334 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  3
  7  8  1  0
  8  9  1  0
  9 10  2  3
 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  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  2 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  6 36  1  0
  7 37  1  0
  8 38  1  0
  8 39  1  0
  9 40  1  0
 10 41  1  0
 11 42  1  0
 11 43  1  0
 12 44  1  0
 12 45  1  0
 13 46  1  0
 13 47  1  0
 14 48  1  0
 14 49  1  0
 15 50  1  0
 15 51  1  0
 16 52  1  0
 16 53  1  0
 17 54  1  0
 17 55  1  0
 20 56  1  0
 21 57  1  0
 21 58  1  0
 24 59  1  0
M  END


  Mrv0541 04161413462D          

 19 18  0  0  0  0            999 V2000
    7.9480    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6625    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6625    4.1763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3770    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0914    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8059    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5204    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2349    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9493    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6638    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3783    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0927    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8072    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5217    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2362    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9506    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6651    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3796    5.4138    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   18.6651    4.1763    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
  2  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
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
M  CHG  1  18  -1
M  END
> <DATABASE_ID>
HMDB0241917

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)CCCCCCCCCCCCCC([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C17H34O2/c1-16(2)14-12-10-8-6-4-3-5-7-9-11-13-15-17(18)19/h16H,3-15H2,1-2H3,(H,18,19)/p-1

> <INCHI_KEY>
IIUXHTGBZYEGHI-UHFFFAOYSA-M

> <FORMULA>
C17H33O2

> <MOLECULAR_WEIGHT>
269.4427

> <EXACT_MASS>
269.2480553

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
35.75544711441851

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
-1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
15-methylhexadecanoate

> <ALOGPS_LOGP>
7.63

> <JCHEM_LOGP>
6.543601873999999

> <ALOGPS_LOGS>
-6.68

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.952019655228562

> <JCHEM_POLAR_SURFACE_AREA>
40.129999999999995

> <JCHEM_REFRACTIVITY>
92.46929999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.06e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
15-methylhexadecanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0241917
     RDKit          3D
N-Linoleoyl Glycine
 59 58  0  0  0  0  0  0  0  0999 V2000
   -6.8382    2.8454   -0.1269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7541    2.4149   -1.0956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1756    1.0997   -0.6326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0909    0.7129   -1.6434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4495   -0.6199   -1.2441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8365   -0.5068    0.0910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2419   -1.2803    1.0685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6173   -1.1610    2.4172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0255   -2.4693    2.7307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7888   -2.7065    2.9645 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2906   -1.7123    2.9654 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3621   -2.0340    1.9357 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4260   -0.9859    2.0081 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9462    0.4075    1.7285 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3445    0.5257    0.3539 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3188    0.1761   -0.7385 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5360    1.0532   -0.7517 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4158    0.6168   -1.8600 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0866   -0.3308   -2.5888 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6332    1.3035   -2.0650 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4988    0.8820   -3.1437 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8883   -0.5244   -2.9033 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4790   -1.1363   -1.8909 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7149   -1.1750   -3.8056 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4312    1.9279    0.1357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5172    3.5732   -0.6311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4037    3.2358    0.7921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2008    2.2536   -2.0987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9785    3.1923   -1.2026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9728    0.3550   -0.6346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7301    1.2006    0.3765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3171    1.4993   -1.7046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5855    0.6182   -2.6320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2065   -1.4099   -1.3186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6926   -0.8242   -2.0343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0520    0.2274    0.2299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0165   -1.9997    0.9176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9281   -0.3161    2.4805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4773   -0.9457    3.1443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7500   -3.3121    2.7594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4691   -3.7464    3.1901 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7533   -1.7685    3.9984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0790   -0.7254    2.7341 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7937   -3.0255    2.1788 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9257   -2.0380    0.9203 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8639   -1.0511    3.0451 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2430   -1.2153    1.2774 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8026    1.1493    1.8175 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1993    0.7919    2.4517 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9871    1.5739    0.2492 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4835   -0.1617    0.2797 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6566   -0.8632   -0.6438 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8157    0.2661   -1.7160 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0763    1.0584    0.2142 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2511    2.1219   -0.9839 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8879    2.0892   -1.4494 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0106    1.0147   -4.1370 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3942    1.5582   -3.1545 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5409   -1.6998   -3.5334 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  3
  7  8  1  0
  8  9  1  0
  9 10  2  3
 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  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  2 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  6 36  1  0
  7 37  1  0
  8 38  1  0
  8 39  1  0
  9 40  1  0
 10 41  1  0
 11 42  1  0
 11 43  1  0
 12 44  1  0
 12 45  1  0
 13 46  1  0
 13 47  1  0
 14 48  1  0
 14 49  1  0
 15 50  1  0
 15 51  1  0
 16 52  1  0
 16 53  1  0
 17 54  1  0
 17 55  1  0
 20 56  1  0
 21 57  1  0
 21 58  1  0
 24 59  1  0
M  END

HEADER    PROTEIN                                 16-APR-14   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-14         0                                  
HETATM    1  C   UNK     0      14.836  10.106   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      16.170   9.336   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      16.170   7.796   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      17.504  10.106   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      18.837   9.336   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      20.171  10.106   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      21.505   9.336   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      22.838  10.106   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      24.172   9.336   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      25.506  10.106   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      26.839   9.336   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      28.173  10.106   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      29.507   9.336   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      30.841  10.106   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      32.174   9.336   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      33.508  10.106   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      34.842   9.336   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      36.175  10.106   0.000  0.00  0.00           O-1
HETATM   19  O   UNK     0      34.842   7.796   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   36    0
END

COMPND    HMDB0241917
HETATM    1  C1  UNL     1      -6.838   2.845  -0.127  1.00  0.00           C  
HETATM    2  C2  UNL     1      -5.754   2.415  -1.096  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.176   1.100  -0.633  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.091   0.713  -1.643  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.450  -0.620  -1.244  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.836  -0.507   0.091  1.00  0.00           C  
HETATM    7  C7  UNL     1      -3.242  -1.280   1.069  1.00  0.00           C  
HETATM    8  C8  UNL     1      -2.617  -1.161   2.417  1.00  0.00           C  
HETATM    9  C9  UNL     1      -2.025  -2.469   2.731  1.00  0.00           C  
HETATM   10  C10 UNL     1      -0.789  -2.706   2.964  1.00  0.00           C  
HETATM   11  C11 UNL     1       0.291  -1.712   2.965  1.00  0.00           C  
HETATM   12  C12 UNL     1       1.362  -2.034   1.936  1.00  0.00           C  
HETATM   13  C13 UNL     1       2.426  -0.986   2.008  1.00  0.00           C  
HETATM   14  C14 UNL     1       1.946   0.408   1.728  1.00  0.00           C  
HETATM   15  C15 UNL     1       1.345   0.526   0.354  1.00  0.00           C  
HETATM   16  C16 UNL     1       2.319   0.176  -0.738  1.00  0.00           C  
HETATM   17  C17 UNL     1       3.536   1.053  -0.752  1.00  0.00           C  
HETATM   18  C18 UNL     1       4.416   0.617  -1.860  1.00  0.00           C  
HETATM   19  O1  UNL     1       4.087  -0.331  -2.589  1.00  0.00           O  
HETATM   20  N1  UNL     1       5.633   1.303  -2.065  1.00  0.00           N  
HETATM   21  C19 UNL     1       6.499   0.882  -3.144  1.00  0.00           C  
HETATM   22  C20 UNL     1       6.888  -0.524  -2.903  1.00  0.00           C  
HETATM   23  O2  UNL     1       6.479  -1.136  -1.891  1.00  0.00           O  
HETATM   24  O3  UNL     1       7.715  -1.175  -3.806  1.00  0.00           O  
HETATM   25  H1  UNL     1      -7.431   1.928   0.136  1.00  0.00           H  
HETATM   26  H2  UNL     1      -7.517   3.573  -0.631  1.00  0.00           H  
HETATM   27  H3  UNL     1      -6.404   3.236   0.792  1.00  0.00           H  
HETATM   28  H4  UNL     1      -6.201   2.254  -2.099  1.00  0.00           H  
HETATM   29  H5  UNL     1      -4.978   3.192  -1.203  1.00  0.00           H  
HETATM   30  H6  UNL     1      -5.973   0.355  -0.635  1.00  0.00           H  
HETATM   31  H7  UNL     1      -4.730   1.201   0.377  1.00  0.00           H  
HETATM   32  H8  UNL     1      -3.317   1.499  -1.705  1.00  0.00           H  
HETATM   33  H9  UNL     1      -4.586   0.618  -2.632  1.00  0.00           H  
HETATM   34  H10 UNL     1      -4.206  -1.410  -1.319  1.00  0.00           H  
HETATM   35  H11 UNL     1      -2.693  -0.824  -2.034  1.00  0.00           H  
HETATM   36  H12 UNL     1      -2.052   0.227   0.230  1.00  0.00           H  
HETATM   37  H13 UNL     1      -4.017  -2.000   0.918  1.00  0.00           H  
HETATM   38  H14 UNL     1      -1.928  -0.316   2.481  1.00  0.00           H  
HETATM   39  H15 UNL     1      -3.477  -0.946   3.144  1.00  0.00           H  
HETATM   40  H16 UNL     1      -2.750  -3.312   2.759  1.00  0.00           H  
HETATM   41  H17 UNL     1      -0.469  -3.746   3.190  1.00  0.00           H  
HETATM   42  H18 UNL     1       0.753  -1.769   3.998  1.00  0.00           H  
HETATM   43  H19 UNL     1      -0.079  -0.725   2.734  1.00  0.00           H  
HETATM   44  H20 UNL     1       1.794  -3.025   2.179  1.00  0.00           H  
HETATM   45  H21 UNL     1       0.926  -2.038   0.920  1.00  0.00           H  
HETATM   46  H22 UNL     1       2.864  -1.051   3.045  1.00  0.00           H  
HETATM   47  H23 UNL     1       3.243  -1.215   1.277  1.00  0.00           H  
HETATM   48  H24 UNL     1       2.803   1.149   1.817  1.00  0.00           H  
HETATM   49  H25 UNL     1       1.199   0.792   2.452  1.00  0.00           H  
HETATM   50  H26 UNL     1       0.987   1.574   0.249  1.00  0.00           H  
HETATM   51  H27 UNL     1       0.484  -0.162   0.280  1.00  0.00           H  
HETATM   52  H28 UNL     1       2.657  -0.863  -0.644  1.00  0.00           H  
HETATM   53  H29 UNL     1       1.816   0.266  -1.716  1.00  0.00           H  
HETATM   54  H30 UNL     1       4.076   1.058   0.214  1.00  0.00           H  
HETATM   55  H31 UNL     1       3.251   2.122  -0.984  1.00  0.00           H  
HETATM   56  H32 UNL     1       5.888   2.089  -1.449  1.00  0.00           H  
HETATM   57  H33 UNL     1       6.011   1.015  -4.137  1.00  0.00           H  
HETATM   58  H34 UNL     1       7.394   1.558  -3.154  1.00  0.00           H  
HETATM   59  H35 UNL     1       8.541  -1.700  -3.533  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3   28   29
CONECT    3    4   30   31
CONECT    4    5   32   33
CONECT    5    6   34   35
CONECT    6    7    7   36
CONECT    7    8   37
CONECT    8    9   38   39
CONECT    9   10   10   40
CONECT   10   11   41
CONECT   11   12   42   43
CONECT   12   13   44   45
CONECT   13   14   46   47
CONECT   14   15   48   49
CONECT   15   16   50   51
CONECT   16   17   52   53
CONECT   17   18   54   55
CONECT   18   19   19   20
CONECT   20   21   56
CONECT   21   22   57   58
CONECT   22   23   23   24
CONECT   24   59
END

HMDB0241917
     RDKit          3D
N-Linoleoyl Glycine
 59 58  0  0  0  0  0  0  0  0999 V2000
   -6.8382    2.8454   -0.1269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7541    2.4149   -1.0956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1756    1.0997   -0.6326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0909    0.7129   -1.6434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4495   -0.6199   -1.2441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8365   -0.5068    0.0910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2419   -1.2803    1.0685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6173   -1.1610    2.4172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0255   -2.4693    2.7307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7888   -2.7065    2.9645 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2906   -1.7123    2.9654 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3621   -2.0340    1.9357 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4260   -0.9859    2.0081 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9462    0.4075    1.7285 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3445    0.5257    0.3539 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3188    0.1761   -0.7385 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5360    1.0532   -0.7517 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4158    0.6168   -1.8600 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0866   -0.3308   -2.5888 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6332    1.3035   -2.0650 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4988    0.8820   -3.1437 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8883   -0.5244   -2.9033 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4790   -1.1363   -1.8909 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7149   -1.1750   -3.8056 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4312    1.9279    0.1357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5172    3.5732   -0.6311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4037    3.2358    0.7921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2008    2.2536   -2.0987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9785    3.1923   -1.2026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9728    0.3550   -0.6346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7301    1.2006    0.3765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3171    1.4993   -1.7046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5855    0.6182   -2.6320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2065   -1.4099   -1.3186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6926   -0.8242   -2.0343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0520    0.2274    0.2299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0165   -1.9997    0.9176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9281   -0.3161    2.4805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4773   -0.9457    3.1443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7500   -3.3121    2.7594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4691   -3.7464    3.1901 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7533   -1.7685    3.9984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0790   -0.7254    2.7341 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7937   -3.0255    2.1788 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9257   -2.0380    0.9203 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8639   -1.0511    3.0451 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2430   -1.2153    1.2774 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8026    1.1493    1.8175 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1993    0.7919    2.4517 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9871    1.5739    0.2492 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4835   -0.1617    0.2797 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6566   -0.8632   -0.6438 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8157    0.2661   -1.7160 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0763    1.0584    0.2142 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2511    2.1219   -0.9839 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8879    2.0892   -1.4494 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0106    1.0147   -4.1370 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3942    1.5582   -3.1545 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5409   -1.6998   -3.5334 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  3
  7  8  1  0
  8  9  1  0
  9 10  2  3
 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  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  2 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  6 36  1  0
  7 37  1  0
  8 38  1  0
  8 39  1  0
  9 40  1  0
 10 41  1  0
 11 42  1  0
 11 43  1  0
 12 44  1  0
 12 45  1  0
 13 46  1  0
 13 47  1  0
 14 48  1  0
 14 49  1  0
 15 50  1  0
 15 51  1  0
 16 52  1  0
 16 53  1  0
 17 54  1  0
 17 55  1  0
 20 56  1  0
 21 57  1  0
 21 58  1  0
 24 59  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
15-Methylhexadecanoate	ChEBI
15-Methylpalmitate	ChEBI
C17ISO	ChEBI
15-Methylhexadecanoic acid	Generator
15-Methylpalmitic acid	Generator
Isoheptadecanoic acid	HMDB

Chemical Formula

C₂₀H₃₅NO₃

Average Molecular Weight

337.504

Monoisotopic Molecular Weight

337.261693991

IUPAC Name

15-methylhexadecanoate

Traditional Name

15-methylhexadecanoate

CAS Registry Number

Not Available

SMILES

CCCCCC=CCC=CCCCCCCCC(=O)NCC(O)=O

InChI Identifier

InChI=1S/C20H35NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-19(22)21-18-20(23)24/h6-7,9-10H,2-5,8,11-18H2,1H3,(H,21,22)(H,23,24)

InChI Key

YCRHZEHWEYAHCO-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Long-chain fatty acids

Alternative Parents

Substituents

Long-chain fatty acid
Branched fatty acid
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Organic anion
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

long-chain fatty acid anion (CHEBI:70838 )
methyl-branched fatty acid anion (CHEBI:70838 )
fatty acid anion 17:0 (CHEBI:70838 )
saturated fatty acid anion (CHEBI:70838 )

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	7.63	ALOGPS
logP	6.54	ChemAxon
logS	-6.7	ALOGPS
pKa (Strongest Acidic)	4.95	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	40.13 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	92.47 m³·mol⁻¹	ChemAxon
Polarizability	35.76 Å³	ChemAxon
Number of Rings	0	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
DeepCCS	[M+H]+	187.249	30932474
DeepCCS	[M-H]-	184.699	30932474
DeepCCS	[M-2H]-	217.965	30932474
DeepCCS	[M+Na]+	193.96	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-Linoleoyl Glycine	CCCCCC=CCC=CCCCCCCCC(=O)NCC(O)=O	3696.5	Standard polar	33892256
N-Linoleoyl Glycine	CCCCCC=CCC=CCCCCCCCC(=O)NCC(O)=O	2428.1	Standard non polar	33892256
N-Linoleoyl Glycine	CCCCCC=CCC=CCCCCCCCC(=O)NCC(O)=O	2719.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N-Linoleoyl Glycine,2TMS,isomer #1	CCCCCC=CCC=CCCCCCCCC(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C	2735.6	Semi standard non polar	33892256
N-Linoleoyl Glycine,2TMS,isomer #1	CCCCCC=CCC=CCCCCCCCC(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C	2765.6	Standard non polar	33892256
N-Linoleoyl Glycine,2TMS,isomer #1	CCCCCC=CCC=CCCCCCCCC(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C	2923.0	Standard polar	33892256
N-Linoleoyl Glycine,2TBDMS,isomer #1	CCCCCC=CCC=CCCCCCCCC(=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3219.2	Semi standard non polar	33892256
N-Linoleoyl Glycine,2TBDMS,isomer #1	CCCCCC=CCC=CCCCCCCCC(=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3105.7	Standard non polar	33892256
N-Linoleoyl Glycine,2TBDMS,isomer #1	CCCCCC=CCC=CCCCCCCCC(=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3015.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - N-Linoleoyl Glycine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0233-8980000000-f7c8f8c4341f37492c9d	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Linoleoyl Glycine 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-Linoleoyl Glycine 10V, Negative-QTOF	splash10-014i-0090000000-c4e7f986d4b6abbbd7fb	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Linoleoyl Glycine 20V, Negative-QTOF	splash10-016r-0090000000-5d0b0437d1ea857c1ae8	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Linoleoyl Glycine 40V, Negative-QTOF	splash10-0ab9-4490000000-5c72a56706676d418653	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Linoleoyl Glycine 10V, Positive-QTOF	splash10-002r-6009000000-a24621210576bd4cb820	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Linoleoyl Glycine 20V, Positive-QTOF	splash10-004i-9211000000-54f26517e04e16833a06	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Linoleoyl Glycine 40V, Positive-QTOF	splash10-05r4-9100000000-1e977a3f974b1b011708	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Linoleoyl Glycine 10V, Negative-QTOF	splash10-000i-1009000000-7239082ad78aa3b3a3eb	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Linoleoyl Glycine 20V, Negative-QTOF	splash10-00di-9002000000-4cdb92b8649cf29665ed	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Linoleoyl Glycine 40V, Negative-QTOF	splash10-00di-9000000000-25e5315d765107a9843a	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details
Urine	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details

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

16359683

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

17903417

PDB ID

Not Available

ChEBI ID

70838

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-Linoleoyl Glycine (HMDB0241917)

MOL for HMDB0241917 (N-Linoleoyl Glycine)

3D MOL for HMDB0241917 (N-Linoleoyl Glycine)

3D SDF for HMDB0241917 (N-Linoleoyl Glycine)

3D-SDF for HMDB0241917 (N-Linoleoyl Glycine)

PDB for HMDB0241917 (N-Linoleoyl Glycine)

3D PDB for HMDB0241917 (N-Linoleoyl Glycine)

SMILES for HMDB0241917 (N-Linoleoyl Glycine)

INCHI for HMDB0241917 (N-Linoleoyl Glycine)

Structure for HMDB0241917 (N-Linoleoyl Glycine)

3D Structure for HMDB0241917 (N-Linoleoyl Glycine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra