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Record Information

Version

5.0

Status

Predicted

Creation Date

2021-07-27 21:46:36 UTC

Update Date

2021-09-16 22:46:28 UTC

HMDB ID

HMDB0241924

Secondary Accession Numbers

None

Metabolite Identification

Common Name

N-Palmitoyl Glutamine

Description

N-palmitoyl glutamine 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 Glutamine. 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 Glutamine 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 Glutamine 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

HMDB0242180
     RDKit          3D
Undecenoylcarnitine
 56 55  0  0  0  0  0  0  0  0999 V2000
    7.2913   -1.8015    0.2323 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7805   -0.4981   -0.2791 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2765   -0.3038   -0.0285 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9606   -0.3858    1.4079 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5888   -0.1601    1.9062 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9603    1.1612    1.7987 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7145    1.7809    0.4901 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7896    0.9326   -0.3980 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5017    0.6678   -0.0465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7126    0.4217    0.2912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6073   -0.3906   -0.5721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1698   -0.8188   -1.6337 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0268   -0.6358   -0.0720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9307   -0.4632    1.2855 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4261   -1.9694   -0.5854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4905   -3.0546   -0.1146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5108   -3.4852    1.0616 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5676   -3.6115   -0.9902 O   0  0  0  0  0  1  0  0  0  0  0  0
   -3.7967    0.4905   -0.7246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0871    0.7826   -0.2793 N   0  0  0  0  0  4  0  0  0  0  0  0
   -5.0214    1.8482    0.7726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8000    1.4766   -1.3752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9629   -0.2293    0.1719 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3393   -1.9270   -0.1696 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7531   -2.7008   -0.0625 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4554   -1.7213    1.3425 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9829   -0.3778   -1.3551 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3070    0.3249    0.2553 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7858   -1.1624   -0.5652 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0164    0.5880   -0.5929 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2482   -1.4474    1.7542 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6397    0.2765    2.0272 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8782   -0.9098    1.4143 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5327   -0.4868    3.0018 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9787    1.1595    2.3917 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6055    1.9276    2.3968 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1247    2.7647    0.6744 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5862    2.1620   -0.0490 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4151    0.0192   -0.7293 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8150    1.5133   -1.4209 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5873    1.4581    1.1176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2281    0.7543    1.2045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6847   -1.2726    1.7702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4343   -2.0318   -1.6867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4770   -2.2655   -0.2975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1653    1.4152   -0.5900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7649    0.3047   -1.8314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0390    2.8540    0.3230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1226    1.7377    1.3734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9487    1.7576    1.3718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5610    2.5550   -1.3992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5338    0.9894   -2.3323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9160    1.3270   -1.2721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8949    0.3309    0.5499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3835   -0.8881   -0.6087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6509   -0.7826    1.0767 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  2  3
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 13 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 20 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
 10 42  1  0
 14 43  1  0
 15 44  1  0
 15 45  1  0
 19 46  1  0
 19 47  1  0
 21 48  1  0
 21 49  1  0
 21 50  1  0
 22 51  1  0
 22 52  1  0
 22 53  1  0
 23 54  1  0
 23 55  1  0
 23 56  1  0
M  CHG  2  18  -1  20   1
M  END


  Mrv1652308272121342D          

 23 22  0  0  0  0            999 V2000
    2.9980    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5717    0.0809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7467    0.9059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3967    0.9059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4270    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1414    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8559    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5704    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2849    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9993    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7138    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4283    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2697    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5717    1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1427    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0947    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8572    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5717    0.9059    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   10.1427    3.3809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5072    2.1434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5072    3.5724    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   10.4447    1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  2  0  0  0  0
 13 16  1  4  0  0  0
 17 14  1  0  0  0  0
 18 14  1  0  0  0  0
 18 15  1  0  0  0  0
 18 16  1  0  0  0  0
 19  2  1  0  0  0  0
 19  3  1  0  0  0  0
 19  4  1  0  0  0  0
 19 15  1  0  0  0  0
 20 16  2  0  0  0  0
 21 17  2  0  0  0  0
 22 17  1  0  0  0  0
 23 18  1  0  0  0  0
M  CHG  2  19   1  22  -1
M  END
> <DATABASE_ID>
HMDB0241924

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCCCCC=CC(=O)C(O)(CC([O-])=O)C[N+](C)(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C18H33NO4/c1-5-6-7-8-9-10-11-12-13-16(20)18(23,14-17(21)22)15-19(2,3)4/h12-13,23H,5-11,14-15H2,1-4H3

> <INCHI_KEY>
VPVYCPUEJCBSLN-UHFFFAOYSA-N

> <FORMULA>
C18H33NO4

> <MOLECULAR_WEIGHT>
327.465

> <EXACT_MASS>
327.240958547

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
38.876281336648276

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-hydroxy-4-oxo-3-[(trimethylazaniumyl)methyl]tetradec-5-enoate

> <ALOGPS_LOGP>
-1.22

> <JCHEM_LOGP>
-0.5968414114717456

> <ALOGPS_LOGS>
-6.22

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.448336533803692

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.232967957126457

> <JCHEM_PKA_STRONGEST_BASIC>
-4.476832837381811

> <JCHEM_POLAR_SURFACE_AREA>
77.43

> <JCHEM_REFRACTIVITY>
115.68899999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.29e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-hydroxy-4-oxo-3-[(trimethylammonio)methyl]tetradec-5-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0242180
     RDKit          3D
Undecenoylcarnitine
 56 55  0  0  0  0  0  0  0  0999 V2000
    7.2913   -1.8015    0.2323 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7805   -0.4981   -0.2791 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2765   -0.3038   -0.0285 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9606   -0.3858    1.4079 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5888   -0.1601    1.9062 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9603    1.1612    1.7987 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7145    1.7809    0.4901 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7896    0.9326   -0.3980 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5017    0.6678   -0.0465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7126    0.4217    0.2912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6073   -0.3906   -0.5721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1698   -0.8188   -1.6337 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0268   -0.6358   -0.0720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9307   -0.4632    1.2855 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4261   -1.9694   -0.5854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4905   -3.0546   -0.1146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5108   -3.4852    1.0616 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5676   -3.6115   -0.9902 O   0  0  0  0  0  1  0  0  0  0  0  0
   -3.7967    0.4905   -0.7246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0871    0.7826   -0.2793 N   0  0  0  0  0  4  0  0  0  0  0  0
   -5.0214    1.8482    0.7726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8000    1.4766   -1.3752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9629   -0.2293    0.1719 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3393   -1.9270   -0.1696 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7531   -2.7008   -0.0625 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4554   -1.7213    1.3425 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9829   -0.3778   -1.3551 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3070    0.3249    0.2553 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7858   -1.1624   -0.5652 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0164    0.5880   -0.5929 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2482   -1.4474    1.7542 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6397    0.2765    2.0272 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8782   -0.9098    1.4143 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5327   -0.4868    3.0018 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9787    1.1595    2.3917 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6055    1.9276    2.3968 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1247    2.7647    0.6744 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5862    2.1620   -0.0490 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4151    0.0192   -0.7293 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8150    1.5133   -1.4209 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5873    1.4581    1.1176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2281    0.7543    1.2045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6847   -1.2726    1.7702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4343   -2.0318   -1.6867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4770   -2.2655   -0.2975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1653    1.4152   -0.5900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7649    0.3047   -1.8314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0390    2.8540    0.3230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1226    1.7377    1.3734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9487    1.7576    1.3718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5610    2.5550   -1.3992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5338    0.9894   -2.3323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9160    1.3270   -1.2721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8949    0.3309    0.5499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3835   -0.8881   -0.6087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6509   -0.7826    1.0767 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  2  3
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 13 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 20 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
 10 42  1  0
 14 43  1  0
 15 44  1  0
 15 45  1  0
 19 46  1  0
 19 47  1  0
 21 48  1  0
 21 49  1  0
 21 50  1  0
 22 51  1  0
 22 52  1  0
 22 53  1  0
 23 54  1  0
 23 55  1  0
 23 56  1  0
M  CHG  2  18  -1  20   1
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       5.596   4.771   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      21.600   0.151   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      20.060   1.691   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      23.140   1.691   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.930   4.001   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.264   4.771   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.597   4.001   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.931   4.771   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      12.265   4.001   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      13.598   4.771   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      14.932   4.001   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      16.266   4.771   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      17.599   4.001   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      21.037   5.335   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      21.600   3.231   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      18.933   4.771   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      22.577   5.335   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      20.267   4.001   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0      21.600   1.691   0.000  0.00  0.00           N+1
HETATM   20  O   UNK     0      18.933   6.311   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      23.347   4.001   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      23.347   6.668   0.000  0.00  0.00           O-1
HETATM   23  O   UNK     0      19.497   2.667   0.000  0.00  0.00           O+0
CONECT    1    5                                                            
CONECT    2   19                                                            
CONECT    3   19                                                            
CONECT    4   19                                                            
CONECT    5    1    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   16                                                       
CONECT   14   17   18                                                       
CONECT   15   18   19                                                       
CONECT   16   13   18   20                                                  
CONECT   17   14   21   22                                                  
CONECT   18   14   15   16   23                                             
CONECT   19    2    3    4   15                                             
CONECT   20   16                                                            
CONECT   21   17                                                            
CONECT   22   17                                                            
CONECT   23   18                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   44    0
END

COMPND    HMDB0241924
HETATM    1  C1  UNL     1       7.350  -1.706  -0.610  1.00  0.00           C  
HETATM    2  C2  UNL     1       8.108  -1.972   0.623  1.00  0.00           C  
HETATM    3  C3  UNL     1       7.649  -3.040   1.505  1.00  0.00           C  
HETATM    4  C4  UNL     1       6.397  -3.041   2.231  1.00  0.00           C  
HETATM    5  C5  UNL     1       5.041  -3.031   1.731  1.00  0.00           C  
HETATM    6  C6  UNL     1       4.429  -1.935   0.956  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.935  -2.367   0.771  1.00  0.00           C  
HETATM    8  C8  UNL     1       2.191  -1.371  -0.038  1.00  0.00           C  
HETATM    9  C9  UNL     1       2.202  -0.024   0.589  1.00  0.00           C  
HETATM   10  C10 UNL     1       1.404   0.937  -0.257  1.00  0.00           C  
HETATM   11  C11 UNL     1      -0.040   0.604  -0.427  1.00  0.00           C  
HETATM   12  C12 UNL     1      -0.772   0.594   0.902  1.00  0.00           C  
HETATM   13  C13 UNL     1      -0.721   1.874   1.620  1.00  0.00           C  
HETATM   14  C14 UNL     1      -1.259   3.136   1.148  1.00  0.00           C  
HETATM   15  C15 UNL     1      -2.696   3.328   1.018  1.00  0.00           C  
HETATM   16  C16 UNL     1      -3.465   2.544   0.084  1.00  0.00           C  
HETATM   17  O1  UNL     1      -3.027   1.673  -0.655  1.00  0.00           O  
HETATM   18  N1  UNL     1      -4.902   2.774  -0.031  1.00  0.00           N  
HETATM   19  C17 UNL     1      -5.661   1.980  -0.955  1.00  0.00           C  
HETATM   20  C18 UNL     1      -6.895   1.497  -0.270  1.00  0.00           C  
HETATM   21  C19 UNL     1      -7.806   0.639  -1.101  1.00  0.00           C  
HETATM   22  C20 UNL     1      -7.180  -0.598  -1.574  1.00  0.00           C  
HETATM   23  N2  UNL     1      -7.874  -1.440  -2.484  1.00  0.00           N  
HETATM   24  O2  UNL     1      -6.037  -0.923  -1.179  1.00  0.00           O  
HETATM   25  C21 UNL     1      -5.948   2.713  -2.214  1.00  0.00           C  
HETATM   26  O3  UNL     1      -5.523   3.890  -2.331  1.00  0.00           O  
HETATM   27  O4  UNL     1      -6.650   2.137  -3.220  1.00  0.00           O  
HETATM   28  H1  UNL     1       8.074  -1.486  -1.447  1.00  0.00           H  
HETATM   29  H2  UNL     1       6.716  -2.583  -0.908  1.00  0.00           H  
HETATM   30  H3  UNL     1       6.767  -0.765  -0.495  1.00  0.00           H  
HETATM   31  H4  UNL     1       8.164  -1.016   1.229  1.00  0.00           H  
HETATM   32  H5  UNL     1       9.193  -2.133   0.323  1.00  0.00           H  
HETATM   33  H6  UNL     1       8.512  -3.184   2.292  1.00  0.00           H  
HETATM   34  H7  UNL     1       7.806  -4.080   0.970  1.00  0.00           H  
HETATM   35  H8  UNL     1       6.517  -2.202   3.052  1.00  0.00           H  
HETATM   36  H9  UNL     1       6.492  -3.945   2.983  1.00  0.00           H  
HETATM   37  H10 UNL     1       4.313  -3.211   2.624  1.00  0.00           H  
HETATM   38  H11 UNL     1       4.855  -3.979   1.066  1.00  0.00           H  
HETATM   39  H12 UNL     1       4.735  -1.810  -0.082  1.00  0.00           H  
HETATM   40  H13 UNL     1       4.451  -0.957   1.478  1.00  0.00           H  
HETATM   41  H14 UNL     1       2.940  -3.384   0.329  1.00  0.00           H  
HETATM   42  H15 UNL     1       2.537  -2.433   1.790  1.00  0.00           H  
HETATM   43  H16 UNL     1       2.648  -1.337  -1.073  1.00  0.00           H  
HETATM   44  H17 UNL     1       1.145  -1.770  -0.189  1.00  0.00           H  
HETATM   45  H18 UNL     1       3.290   0.320   0.596  1.00  0.00           H  
HETATM   46  H19 UNL     1       1.870   0.020   1.623  1.00  0.00           H  
HETATM   47  H20 UNL     1       1.556   1.946   0.220  1.00  0.00           H  
HETATM   48  H21 UNL     1       1.828   1.063  -1.285  1.00  0.00           H  
HETATM   49  H22 UNL     1      -0.522   1.257  -1.196  1.00  0.00           H  
HETATM   50  H23 UNL     1      -0.123  -0.422  -0.841  1.00  0.00           H  
HETATM   51  H24 UNL     1      -1.749   0.122   0.857  1.00  0.00           H  
HETATM   52  H25 UNL     1      -0.121  -0.158   1.520  1.00  0.00           H  
HETATM   53  H26 UNL     1       0.372   2.104   1.950  1.00  0.00           H  
HETATM   54  H27 UNL     1      -1.142   1.618   2.681  1.00  0.00           H  
HETATM   55  H28 UNL     1      -0.764   3.472   0.165  1.00  0.00           H  
HETATM   56  H29 UNL     1      -0.925   4.001   1.871  1.00  0.00           H  
HETATM   57  H30 UNL     1      -2.934   4.458   0.853  1.00  0.00           H  
HETATM   58  H31 UNL     1      -3.107   3.160   2.107  1.00  0.00           H  
HETATM   59  H32 UNL     1      -5.317   3.501   0.557  1.00  0.00           H  
HETATM   60  H33 UNL     1      -5.009   1.086  -1.217  1.00  0.00           H  
HETATM   61  H34 UNL     1      -6.656   0.959   0.661  1.00  0.00           H  
HETATM   62  H35 UNL     1      -7.546   2.367   0.058  1.00  0.00           H  
HETATM   63  H36 UNL     1      -8.664   0.371  -0.414  1.00  0.00           H  
HETATM   64  H37 UNL     1      -8.314   1.197  -1.921  1.00  0.00           H  
HETATM   65  H38 UNL     1      -7.468  -2.365  -2.733  1.00  0.00           H  
HETATM   66  H39 UNL     1      -8.776  -1.166  -2.906  1.00  0.00           H  
HETATM   67  H40 UNL     1      -6.893   2.492  -4.113  1.00  0.00           H  
CONECT    1    2   28   29   30
CONECT    2    3   31   32
CONECT    3    4   33   34
CONECT    4    5   35   36
CONECT    5    6   37   38
CONECT    6    7   39   40
CONECT    7    8   41   42
CONECT    8    9   43   44
CONECT    9   10   45   46
CONECT   10   11   47   48
CONECT   11   12   49   50
CONECT   12   13   51   52
CONECT   13   14   53   54
CONECT   14   15   55   56
CONECT   15   16   57   58
CONECT   16   17   17   18
CONECT   18   19   59
CONECT   19   20   25   60
CONECT   20   21   61   62
CONECT   21   22   63   64
CONECT   22   23   24   24
CONECT   23   65   66
CONECT   25   26   26   27
CONECT   27   67
END

HMDB0242180
     RDKit          3D
Undecenoylcarnitine
 56 55  0  0  0  0  0  0  0  0999 V2000
    7.2913   -1.8015    0.2323 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7805   -0.4981   -0.2791 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2765   -0.3038   -0.0285 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9606   -0.3858    1.4079 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5888   -0.1601    1.9062 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9603    1.1612    1.7987 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7145    1.7809    0.4901 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7896    0.9326   -0.3980 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5017    0.6678   -0.0465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7126    0.4217    0.2912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6073   -0.3906   -0.5721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1698   -0.8188   -1.6337 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0268   -0.6358   -0.0720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9307   -0.4632    1.2855 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4261   -1.9694   -0.5854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4905   -3.0546   -0.1146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5108   -3.4852    1.0616 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5676   -3.6115   -0.9902 O   0  0  0  0  0  1  0  0  0  0  0  0
   -3.7967    0.4905   -0.7246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0871    0.7826   -0.2793 N   0  0  0  0  0  4  0  0  0  0  0  0
   -5.0214    1.8482    0.7726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8000    1.4766   -1.3752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9629   -0.2293    0.1719 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3393   -1.9270   -0.1696 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7531   -2.7008   -0.0625 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4554   -1.7213    1.3425 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9829   -0.3778   -1.3551 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3070    0.3249    0.2553 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7858   -1.1624   -0.5652 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0164    0.5880   -0.5929 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2482   -1.4474    1.7542 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6397    0.2765    2.0272 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8782   -0.9098    1.4143 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5327   -0.4868    3.0018 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9787    1.1595    2.3917 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6055    1.9276    2.3968 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1247    2.7647    0.6744 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5862    2.1620   -0.0490 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4151    0.0192   -0.7293 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8150    1.5133   -1.4209 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5873    1.4581    1.1176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2281    0.7543    1.2045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6847   -1.2726    1.7702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4343   -2.0318   -1.6867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4770   -2.2655   -0.2975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1653    1.4152   -0.5900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7649    0.3047   -1.8314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0390    2.8540    0.3230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1226    1.7377    1.3734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9487    1.7576    1.3718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5610    2.5550   -1.3992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5338    0.9894   -2.3323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9160    1.3270   -1.2721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8949    0.3309    0.5499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3835   -0.8881   -0.6087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6509   -0.7826    1.0767 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  2  3
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 13 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 20 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
 10 42  1  0
 14 43  1  0
 15 44  1  0
 15 45  1  0
 19 46  1  0
 19 47  1  0
 21 48  1  0
 21 49  1  0
 21 50  1  0
 22 51  1  0
 22 52  1  0
 22 53  1  0
 23 54  1  0
 23 55  1  0
 23 56  1  0
M  CHG  2  18  -1  20   1
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₁H₄₀N₂O₄

Average Molecular Weight

384.561

Monoisotopic Molecular Weight

384.298807776

IUPAC Name

3-hydroxy-4-oxo-3-[(trimethylazaniumyl)methyl]tetradec-5-enoate

Traditional Name

3-hydroxy-4-oxo-3-[(trimethylammonio)methyl]tetradec-5-enoate

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCCCCCCC(=O)NC(CCC(N)=O)C(O)=O

InChI Identifier

InChI=1S/C21H40N2O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-20(25)23-18(21(26)27)16-17-19(22)24/h18H,2-17H2,1H3,(H2,22,24)(H,23,25)(H,26,27)

InChI Key

KCXYSRAVPMMHKU-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
Gamma-keto acid
Keto fatty acid
Hydroxy fatty acid
Branched fatty acid
Amino fatty acid
Unsaturated fatty acid
Keto acid
Beta-aminoketone
Acyloin
Tetraalkylammonium salt
Alpha,beta-unsaturated ketone
Tertiary alcohol
Quaternary ammonium salt
Enone
Alpha-hydroxy ketone
Acryloyl-group
Ketone
Carboxylic acid salt
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organic salt
Organooxygen compound
Organonitrogen compound
Carbonyl group
Amine
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

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	-1.2	ALOGPS
logP	-0.6	ChemAxon
logS	-6.2	ALOGPS
pKa (Strongest Acidic)	4.23	ChemAxon
pKa (Strongest Basic)	-4.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	77.43 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	115.69 m³·mol⁻¹	ChemAxon
Polarizability	38.88 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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]+	200.359	30932474
DeepCCS	[M-H]-	197.809	30932474
DeepCCS	[M-2H]-	231.014	30932474
DeepCCS	[M+Na]+	206.721	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-Palmitoyl Glutamine	CCCCCCCCCCCCCCCC(=O)NC(CCC(N)=O)C(O)=O	4165.4	Standard polar	33892256
N-Palmitoyl Glutamine	CCCCCCCCCCCCCCCC(=O)NC(CCC(N)=O)C(O)=O	2924.7	Standard non polar	33892256
N-Palmitoyl Glutamine	CCCCCCCCCCCCCCCC(=O)NC(CCC(N)=O)C(O)=O	3261.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N-Palmitoyl Glutamine,2TMS,isomer #1	CCCCCCCCCCCCCCCC(=O)NC(CCC(=O)N[Si](C)(C)C)C(=O)O[Si](C)(C)C	3210.9	Semi standard non polar	33892256
N-Palmitoyl Glutamine,2TMS,isomer #1	CCCCCCCCCCCCCCCC(=O)NC(CCC(=O)N[Si](C)(C)C)C(=O)O[Si](C)(C)C	3134.3	Standard non polar	33892256
N-Palmitoyl Glutamine,2TMS,isomer #1	CCCCCCCCCCCCCCCC(=O)NC(CCC(=O)N[Si](C)(C)C)C(=O)O[Si](C)(C)C	3745.8	Standard polar	33892256
N-Palmitoyl Glutamine,2TMS,isomer #2	CCCCCCCCCCCCCCCC(=O)N(C(CCC(N)=O)C(=O)O[Si](C)(C)C)[Si](C)(C)C	3143.0	Semi standard non polar	33892256
N-Palmitoyl Glutamine,2TMS,isomer #2	CCCCCCCCCCCCCCCC(=O)N(C(CCC(N)=O)C(=O)O[Si](C)(C)C)[Si](C)(C)C	3019.2	Standard non polar	33892256
N-Palmitoyl Glutamine,2TMS,isomer #2	CCCCCCCCCCCCCCCC(=O)N(C(CCC(N)=O)C(=O)O[Si](C)(C)C)[Si](C)(C)C	4393.3	Standard polar	33892256
N-Palmitoyl Glutamine,2TMS,isomer #3	CCCCCCCCCCCCCCCC(=O)N(C(CCC(=O)N[Si](C)(C)C)C(=O)O)[Si](C)(C)C	3233.8	Semi standard non polar	33892256
N-Palmitoyl Glutamine,2TMS,isomer #3	CCCCCCCCCCCCCCCC(=O)N(C(CCC(=O)N[Si](C)(C)C)C(=O)O)[Si](C)(C)C	3171.7	Standard non polar	33892256
N-Palmitoyl Glutamine,2TMS,isomer #3	CCCCCCCCCCCCCCCC(=O)N(C(CCC(=O)N[Si](C)(C)C)C(=O)O)[Si](C)(C)C	3820.6	Standard polar	33892256
N-Palmitoyl Glutamine,2TMS,isomer #4	CCCCCCCCCCCCCCCC(=O)NC(CCC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	3394.8	Semi standard non polar	33892256
N-Palmitoyl Glutamine,2TMS,isomer #4	CCCCCCCCCCCCCCCC(=O)NC(CCC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	3188.2	Standard non polar	33892256
N-Palmitoyl Glutamine,2TMS,isomer #4	CCCCCCCCCCCCCCCC(=O)NC(CCC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	3899.2	Standard polar	33892256
N-Palmitoyl Glutamine,3TMS,isomer #1	CCCCCCCCCCCCCCCC(=O)N(C(CCC(=O)N[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	3233.3	Semi standard non polar	33892256
N-Palmitoyl Glutamine,3TMS,isomer #1	CCCCCCCCCCCCCCCC(=O)N(C(CCC(=O)N[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	3157.7	Standard non polar	33892256
N-Palmitoyl Glutamine,3TMS,isomer #1	CCCCCCCCCCCCCCCC(=O)N(C(CCC(=O)N[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	3427.4	Standard polar	33892256
N-Palmitoyl Glutamine,3TMS,isomer #2	CCCCCCCCCCCCCCCC(=O)NC(CCC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	3363.6	Semi standard non polar	33892256
N-Palmitoyl Glutamine,3TMS,isomer #2	CCCCCCCCCCCCCCCC(=O)NC(CCC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	3177.1	Standard non polar	33892256
N-Palmitoyl Glutamine,3TMS,isomer #2	CCCCCCCCCCCCCCCC(=O)NC(CCC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	3456.6	Standard polar	33892256
N-Palmitoyl Glutamine,3TMS,isomer #3	CCCCCCCCCCCCCCCC(=O)N(C(CCC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O)[Si](C)(C)C	3371.8	Semi standard non polar	33892256
N-Palmitoyl Glutamine,3TMS,isomer #3	CCCCCCCCCCCCCCCC(=O)N(C(CCC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O)[Si](C)(C)C	3219.4	Standard non polar	33892256
N-Palmitoyl Glutamine,3TMS,isomer #3	CCCCCCCCCCCCCCCC(=O)N(C(CCC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O)[Si](C)(C)C	3602.1	Standard polar	33892256
N-Palmitoyl Glutamine,4TMS,isomer #1	CCCCCCCCCCCCCCCC(=O)N(C(CCC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	3350.5	Semi standard non polar	33892256
N-Palmitoyl Glutamine,4TMS,isomer #1	CCCCCCCCCCCCCCCC(=O)N(C(CCC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	3217.1	Standard non polar	33892256
N-Palmitoyl Glutamine,4TMS,isomer #1	CCCCCCCCCCCCCCCC(=O)N(C(CCC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	3254.4	Standard polar	33892256
N-Palmitoyl Glutamine,2TBDMS,isomer #1	CCCCCCCCCCCCCCCC(=O)NC(CCC(=O)N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3747.3	Semi standard non polar	33892256
N-Palmitoyl Glutamine,2TBDMS,isomer #1	CCCCCCCCCCCCCCCC(=O)NC(CCC(=O)N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3426.9	Standard non polar	33892256
N-Palmitoyl Glutamine,2TBDMS,isomer #1	CCCCCCCCCCCCCCCC(=O)NC(CCC(=O)N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3762.1	Standard polar	33892256
N-Palmitoyl Glutamine,2TBDMS,isomer #2	CCCCCCCCCCCCCCCC(=O)N(C(CCC(N)=O)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3657.8	Semi standard non polar	33892256
N-Palmitoyl Glutamine,2TBDMS,isomer #2	CCCCCCCCCCCCCCCC(=O)N(C(CCC(N)=O)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3354.9	Standard non polar	33892256
N-Palmitoyl Glutamine,2TBDMS,isomer #2	CCCCCCCCCCCCCCCC(=O)N(C(CCC(N)=O)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	4292.4	Standard polar	33892256
N-Palmitoyl Glutamine,2TBDMS,isomer #3	CCCCCCCCCCCCCCCC(=O)N(C(CCC(=O)N[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	3758.5	Semi standard non polar	33892256
N-Palmitoyl Glutamine,2TBDMS,isomer #3	CCCCCCCCCCCCCCCC(=O)N(C(CCC(=O)N[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	3439.6	Standard non polar	33892256
N-Palmitoyl Glutamine,2TBDMS,isomer #3	CCCCCCCCCCCCCCCC(=O)N(C(CCC(=O)N[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	3841.7	Standard polar	33892256
N-Palmitoyl Glutamine,2TBDMS,isomer #4	CCCCCCCCCCCCCCCC(=O)NC(CCC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	3838.6	Semi standard non polar	33892256
N-Palmitoyl Glutamine,2TBDMS,isomer #4	CCCCCCCCCCCCCCCC(=O)NC(CCC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	3475.0	Standard non polar	33892256
N-Palmitoyl Glutamine,2TBDMS,isomer #4	CCCCCCCCCCCCCCCC(=O)NC(CCC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	3884.9	Standard polar	33892256
N-Palmitoyl Glutamine,3TBDMS,isomer #1	CCCCCCCCCCCCCCCC(=O)N(C(CCC(=O)N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3973.2	Semi standard non polar	33892256
N-Palmitoyl Glutamine,3TBDMS,isomer #1	CCCCCCCCCCCCCCCC(=O)N(C(CCC(=O)N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3582.9	Standard non polar	33892256
N-Palmitoyl Glutamine,3TBDMS,isomer #1	CCCCCCCCCCCCCCCC(=O)N(C(CCC(=O)N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3663.1	Standard polar	33892256
N-Palmitoyl Glutamine,3TBDMS,isomer #2	CCCCCCCCCCCCCCCC(=O)NC(CCC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	4075.1	Semi standard non polar	33892256
N-Palmitoyl Glutamine,3TBDMS,isomer #2	CCCCCCCCCCCCCCCC(=O)NC(CCC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3609.5	Standard non polar	33892256
N-Palmitoyl Glutamine,3TBDMS,isomer #2	CCCCCCCCCCCCCCCC(=O)NC(CCC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3651.5	Standard polar	33892256
N-Palmitoyl Glutamine,3TBDMS,isomer #3	CCCCCCCCCCCCCCCC(=O)N(C(CCC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	4079.6	Semi standard non polar	33892256
N-Palmitoyl Glutamine,3TBDMS,isomer #3	CCCCCCCCCCCCCCCC(=O)N(C(CCC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	3627.4	Standard non polar	33892256
N-Palmitoyl Glutamine,3TBDMS,isomer #3	CCCCCCCCCCCCCCCC(=O)N(C(CCC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	3755.9	Standard polar	33892256
N-Palmitoyl Glutamine,4TBDMS,isomer #1	CCCCCCCCCCCCCCCC(=O)N(C(CCC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	4284.4	Semi standard non polar	33892256
N-Palmitoyl Glutamine,4TBDMS,isomer #1	CCCCCCCCCCCCCCCC(=O)N(C(CCC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3807.7	Standard non polar	33892256
N-Palmitoyl Glutamine,4TBDMS,isomer #1	CCCCCCCCCCCCCCCC(=O)N(C(CCC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3576.5	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Undecenoylcarnitine GC-MS (Non-derivatized) - 70eV, Positive	splash10-000l-6795000000-d48d1a9529142f9afb3d	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Undecenoylcarnitine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Undecenoylcarnitine 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 Glutamine 10V, Positive-QTOF	splash10-000i-0309000000-2ab2c83820ca52744748	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Palmitoyl Glutamine 20V, Positive-QTOF	splash10-001s-1912000000-82454e09c345ab45cad1	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Palmitoyl Glutamine 40V, Positive-QTOF	splash10-0f6t-9600000000-c7602ac067280386806b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Palmitoyl Glutamine 10V, Negative-QTOF	splash10-001i-0009000000-9bb9e8ef5d231b0d2e13	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Palmitoyl Glutamine 20V, Negative-QTOF	splash10-0006-9004000000-e9ad0bbe3c4473fc8b82	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Palmitoyl Glutamine 40V, Negative-QTOF	splash10-0006-9700000000-184011a163245556ad52	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	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

129882753

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 ]
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Showing metabocard for N-Palmitoyl Glutamine (HMDB0241924)

MOL for HMDB0241924 (N-Palmitoyl Glutamine)

3D MOL for HMDB0241924 (N-Palmitoyl Glutamine)

3D SDF for HMDB0241924 (N-Palmitoyl Glutamine)

3D-SDF for HMDB0241924 (N-Palmitoyl Glutamine)

PDB for HMDB0241924 (N-Palmitoyl Glutamine)

3D PDB for HMDB0241924 (N-Palmitoyl Glutamine)

SMILES for HMDB0241924 (N-Palmitoyl Glutamine)

INCHI for HMDB0241924 (N-Palmitoyl Glutamine)

Structure for HMDB0241924 (N-Palmitoyl Glutamine)

3D Structure for HMDB0241924 (N-Palmitoyl Glutamine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra