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Showing metabocard for O-Glutarylcarnitine (HMDB0240779)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2021-02-24 01:48:13 UTC
Update Date2022-10-24 19:44:17 UTC
HMDB IDHMDB0240779
Secondary Accession NumbersNone
Metabolite Identification
Common NameO-Glutarylcarnitine
DescriptionO-Glutarylcarnitine is an acylcarnitine. More specifically, it is an glutaric acid ester of carnitine. Acylcarnitines were first discovered more than 70 year ago (PMID: 13825279 ). It is believed that there are more than 1000 types of acylcarnitines in the human body. The general role of acylcarnitines is to transport acyl-groups (organic acids and fatty acids) from the cytoplasm into the mitochondria so that they can be broken down to produce energy. This process is known as beta-oxidation. According to a recent review (PMID: 35710135 ), acylcarnitines (ACs) can be classified into 9 different categories depending on the type and size of their acyl-group: 1) short-chain ACs; 2) medium-chain ACs; 3) long-chain ACs; 4) very long-chain ACs; 5) hydroxy ACs; 6) branched chain ACs; 7) unsaturated ACs; 8) dicarboxylic ACs and 9) miscellaneous ACs. Short-chain ACs have acyl-groups with two to five carbons (C2-C5), medium-chain ACs have acyl-groups with six to thirteen carbons (C6-C13), long-chain ACs have acyl-groups with fourteen to twenty once carbons (C14-C21) and very long-chain ACs have acyl groups with more than 22 carbons. O-Glutarylcarnitine is therefore classified as a short chain AC. As a short-chain acylcarnitine O-Glutarylcarnitine is a member of the most abundant group of carnitines in the body, comprising more than 50% of all acylcarnitines quantified in tissues and biofluids (PMID: 31920980 ). Some short-chain carnitines have been studied as supplements or treatments for a number of diseases, including neurological disorders and inborn errors of metabolism. Carnitine acetyltransferase (CrAT, EC:2.3.1.7) is responsible for the synthesis of all short-chain and short branched-chain acylcarnitines (PMID: 23485643 ). The study of acylcarnitines is an active area of research and it is likely that many novel acylcarnitines will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered. An excellent review of the current state of knowledge for acylcarnitines is available (PMID: 35710135 ).
Structure
Data?1614150525
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0240779 (O-Glutarylcarnitine)


  Mrv1652302242102482D          

 19 18  0  0  0  0            999 V2000
    6.7618   -0.2211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5868    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9368    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7618    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7618    3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7618    0.6039    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    1.0461    1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    2.6664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7618    3.9039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4763    2.6664    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    4.6184    2.6664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
  6  4  1  0  0  0  0
  9  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  5  1  0  0  0  0
 11  7  1  0  0  0  0
 12  6  1  0  0  0  0
 13  1  1  0  0  0  0
 13  2  1  0  0  0  0
 13  3  1  0  0  0  0
 13  8  1  0  0  0  0
 14 10  2  0  0  0  0
 15 10  1  0  0  0  0
 16 11  2  0  0  0  0
 17 11  1  0  0  0  0
 18 12  2  0  0  0  0
 19  9  1  0  0  0  0
 19 12  1  0  0  0  0
M  CHG  2  13   1  17  -1
M  END
Download

3D MOL for HMDB0240779 (O-Glutarylcarnitine)

HMDB0240779
     RDKit          3D
O-Glutarylcarnitine
 40 39  0  0  0  0  0  0  0  0999 V2000
   -3.4254    0.5230    1.1128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6666    1.1472    0.0838 N   0  0  0  0  0  4  0  0  0  0  0  0
   -3.3034    1.1593   -1.2225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5396    2.5651    0.4745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3261    0.6903   -0.0640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1153   -0.7944    0.1601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8094   -1.6353   -0.8547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6001   -3.0770   -0.6286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9091   -3.4549    0.3374 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1762   -3.9812   -1.4948 O   0  0  0  0  0  1  0  0  0  0  0  0
    0.2966   -0.9658   -0.0519 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1727   -1.3308    0.9224 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7807   -1.5321    2.0792 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6132   -1.4836    0.5805 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2345   -0.1610    0.1922 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7027   -0.3782   -0.1220 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3599    0.8914   -0.5303 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2478    1.3430   -1.6972 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1313    1.6484    0.3516 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7196    0.1802    1.9091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0950    1.2875    1.6111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0901   -0.2907    0.8033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5923    0.8114   -2.0105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6099    2.1766   -1.5467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2359    0.5589   -1.2315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3074    2.6630    1.5551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6881    2.9729   -0.0924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4480    3.1220    0.1628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6708    1.1927    0.7035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9018    0.9382   -1.0538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2962   -1.0738    1.2089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9041   -1.4761   -0.8998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4510   -1.3322   -1.8864 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1965   -1.8917    1.4315 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6976   -2.1528   -0.3043 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0887    0.6026    0.9515 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7462    0.1857   -0.7589 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8079   -1.1185   -0.9327 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2088   -0.7954    0.7823 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5962    2.2661    0.9525 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
  6 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
  3 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  0
  5 30  1  0
  6 31  1  0
  7 32  1  0
  7 33  1  0
 14 34  1  0
 14 35  1  0
 15 36  1  0
 15 37  1  0
 16 38  1  0
 16 39  1  0
 19 40  1  0
M  CHG  2   2   1  10  -1
M  END
Download

3D SDF for HMDB0240779 (O-Glutarylcarnitine)


  Mrv1652302242102482D          

 19 18  0  0  0  0            999 V2000
    6.7618   -0.2211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5868    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9368    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7618    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7618    3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7618    0.6039    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    1.0461    1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    2.6664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7618    3.9039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4763    2.6664    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    4.6184    2.6664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
  6  4  1  0  0  0  0
  9  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  5  1  0  0  0  0
 11  7  1  0  0  0  0
 12  6  1  0  0  0  0
 13  1  1  0  0  0  0
 13  2  1  0  0  0  0
 13  3  1  0  0  0  0
 13  8  1  0  0  0  0
 14 10  2  0  0  0  0
 15 10  1  0  0  0  0
 16 11  2  0  0  0  0
 17 11  1  0  0  0  0
 18 12  2  0  0  0  0
 19  9  1  0  0  0  0
 19 12  1  0  0  0  0
M  CHG  2  13   1  17  -1
M  END
> <DATABASE_ID>
HMDB0240779

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C12H21NO6/c1-13(2,3)8-9(7-11(16)17)19-12(18)6-4-5-10(14)15/h9H,4-8H2,1-3H3,(H-,14,15,16,17)

> <INCHI_KEY>
NXJAXUYOQLTISD-UHFFFAOYSA-N

> <FORMULA>
C12H21NO6

> <MOLECULAR_WEIGHT>
275.301

> <EXACT_MASS>
275.1368874

$$$$
Download

3D-SDF for HMDB0240779 (O-Glutarylcarnitine)

HMDB0240779
     RDKit          3D
O-Glutarylcarnitine
 40 39  0  0  0  0  0  0  0  0999 V2000
   -3.4254    0.5230    1.1128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6666    1.1472    0.0838 N   0  0  0  0  0  4  0  0  0  0  0  0
   -3.3034    1.1593   -1.2225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5396    2.5651    0.4745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3261    0.6903   -0.0640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1153   -0.7944    0.1601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8094   -1.6353   -0.8547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6001   -3.0770   -0.6286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9091   -3.4549    0.3374 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1762   -3.9812   -1.4948 O   0  0  0  0  0  1  0  0  0  0  0  0
    0.2966   -0.9658   -0.0519 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1727   -1.3308    0.9224 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7807   -1.5321    2.0792 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6132   -1.4836    0.5805 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2345   -0.1610    0.1922 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7027   -0.3782   -0.1220 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3599    0.8914   -0.5303 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2478    1.3430   -1.6972 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1313    1.6484    0.3516 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7196    0.1802    1.9091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0950    1.2875    1.6111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0901   -0.2907    0.8033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5923    0.8114   -2.0105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6099    2.1766   -1.5467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2359    0.5589   -1.2315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3074    2.6630    1.5551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6881    2.9729   -0.0924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4480    3.1220    0.1628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6708    1.1927    0.7035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9018    0.9382   -1.0538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2962   -1.0738    1.2089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9041   -1.4761   -0.8998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4510   -1.3322   -1.8864 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1965   -1.8917    1.4315 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6976   -2.1528   -0.3043 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0887    0.6026    0.9515 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7462    0.1857   -0.7589 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8079   -1.1185   -0.9327 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2088   -0.7954    0.7823 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5962    2.2661    0.9525 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
  6 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
  3 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  0
  5 30  1  0
  6 31  1  0
  7 32  1  0
  7 33  1  0
 14 34  1  0
 14 35  1  0
 15 36  1  0
 15 37  1  0
 16 38  1  0
 16 39  1  0
 19 40  1  0
M  CHG  2   2   1  10  -1
M  END
Download

PDB for HMDB0240779 (O-Glutarylcarnitine)

HEADER    PROTEIN                                 24-FEB-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-21         0                                  
HETATM    1  C   UNK     0      12.622  -0.413   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      14.162   1.127   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      11.082   1.127   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.954   3.437   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.620   2.667   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.287   2.667   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      11.288   4.977   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      12.622   2.667   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      11.288   3.437   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.286   3.437   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      12.622   5.747   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.621   3.437   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0      12.622   1.127   0.000  0.00  0.00           N+1
HETATM   14  O   UNK     0       1.953   2.667   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       3.286   4.977   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      12.622   7.287   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      13.956   4.977   0.000  0.00  0.00           O-1
HETATM   18  O   UNK     0       8.621   4.977   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       9.955   2.667   0.000  0.00  0.00           O+0
CONECT    1   13                                                            
CONECT    2   13                                                            
CONECT    3   13                                                            
CONECT    4    5    6                                                       
CONECT    5    4   10                                                       
CONECT    6    4   12                                                       
CONECT    7    9   11                                                       
CONECT    8    9   13                                                       
CONECT    9    7    8   19                                                  
CONECT   10    5   14   15                                                  
CONECT   11    7   16   17                                                  
CONECT   12    6   18   19                                                  
CONECT   13    1    2    3    8                                             
CONECT   14   10                                                            
CONECT   15   10                                                            
CONECT   16   11                                                            
CONECT   17   11                                                            
CONECT   18   12                                                            
CONECT   19    9   12                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   36    0
END
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3D PDB for HMDB0240779 (O-Glutarylcarnitine)

COMPND    HMDB0240779
HETATM    1  C1  UNL     1      -3.425   0.523   1.113  1.00  0.00           C  
HETATM    2  N1  UNL     1      -2.667   1.147   0.084  1.00  0.00           N1+
HETATM    3  C2  UNL     1      -3.303   1.159  -1.223  1.00  0.00           C  
HETATM    4  C3  UNL     1      -2.540   2.565   0.474  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.326   0.690  -0.064  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.115  -0.794   0.160  1.00  0.00           C  
HETATM    7  C6  UNL     1      -1.809  -1.635  -0.855  1.00  0.00           C  
HETATM    8  C7  UNL     1      -1.600  -3.077  -0.629  1.00  0.00           C  
HETATM    9  O1  UNL     1      -0.909  -3.455   0.337  1.00  0.00           O  
HETATM   10  O2  UNL     1      -2.176  -3.981  -1.495  1.00  0.00           O1-
HETATM   11  O3  UNL     1       0.297  -0.966  -0.052  1.00  0.00           O  
HETATM   12  C8  UNL     1       1.173  -1.331   0.922  1.00  0.00           C  
HETATM   13  O4  UNL     1       0.781  -1.532   2.079  1.00  0.00           O  
HETATM   14  C9  UNL     1       2.613  -1.484   0.581  1.00  0.00           C  
HETATM   15  C10 UNL     1       3.235  -0.161   0.192  1.00  0.00           C  
HETATM   16  C11 UNL     1       4.703  -0.378  -0.122  1.00  0.00           C  
HETATM   17  C12 UNL     1       5.360   0.891  -0.530  1.00  0.00           C  
HETATM   18  O5  UNL     1       5.248   1.343  -1.697  1.00  0.00           O  
HETATM   19  O6  UNL     1       6.131   1.648   0.352  1.00  0.00           O  
HETATM   20  H1  UNL     1      -2.720   0.180   1.909  1.00  0.00           H  
HETATM   21  H2  UNL     1      -4.095   1.287   1.611  1.00  0.00           H  
HETATM   22  H3  UNL     1      -4.090  -0.291   0.803  1.00  0.00           H  
HETATM   23  H4  UNL     1      -2.592   0.811  -2.011  1.00  0.00           H  
HETATM   24  H5  UNL     1      -3.610   2.177  -1.547  1.00  0.00           H  
HETATM   25  H6  UNL     1      -4.236   0.559  -1.232  1.00  0.00           H  
HETATM   26  H7  UNL     1      -2.307   2.663   1.555  1.00  0.00           H  
HETATM   27  H8  UNL     1      -1.688   2.973  -0.092  1.00  0.00           H  
HETATM   28  H9  UNL     1      -3.448   3.122   0.163  1.00  0.00           H  
HETATM   29  H10 UNL     1      -0.671   1.193   0.704  1.00  0.00           H  
HETATM   30  H11 UNL     1      -0.902   0.938  -1.054  1.00  0.00           H  
HETATM   31  H12 UNL     1      -1.296  -1.074   1.209  1.00  0.00           H  
HETATM   32  H13 UNL     1      -2.904  -1.476  -0.900  1.00  0.00           H  
HETATM   33  H14 UNL     1      -1.451  -1.332  -1.886  1.00  0.00           H  
HETATM   34  H15 UNL     1       3.197  -1.892   1.431  1.00  0.00           H  
HETATM   35  H16 UNL     1       2.698  -2.153  -0.304  1.00  0.00           H  
HETATM   36  H17 UNL     1       3.089   0.603   0.952  1.00  0.00           H  
HETATM   37  H18 UNL     1       2.746   0.186  -0.759  1.00  0.00           H  
HETATM   38  H19 UNL     1       4.808  -1.118  -0.933  1.00  0.00           H  
HETATM   39  H20 UNL     1       5.209  -0.795   0.782  1.00  0.00           H  
HETATM   40  H21 UNL     1       5.596   2.266   0.953  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3    4    5
CONECT    3   23   24   25
CONECT    4   26   27   28
CONECT    5    6   29   30
CONECT    6    7   11   31
CONECT    7    8   32   33
CONECT    8    9    9   10
CONECT   11   12
CONECT   12   13   13   14
CONECT   14   15   34   35
CONECT   15   16   36   37
CONECT   16   17   38   39
CONECT   17   18   18   19
CONECT   19   40
END
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SMILES for HMDB0240779 (O-Glutarylcarnitine)

C[N+](C)(C)CC(CC([O-])=O)OC(=O)CCCC(O)=O
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INCHI for HMDB0240779 (O-Glutarylcarnitine)

InChI=1S/C12H21NO6/c1-13(2,3)8-9(7-11(16)17)19-12(18)6-4-5-10(14)15/h9H,4-8H2,1-3H3,(H-,14,15,16,17)
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View in JSmolView Stereo Labels
Synonyms
ValueSource
3-[(4-Carboxybutanoyl)oxy]-4-(trimethylammonio)butanoateChEBI
GlutarylcarnitineChEBI
3-[(4-Carboxybutanoyl)oxy]-4-(trimethylammonio)butanoic acidGenerator
Chemical FormulaC12H21NO6
Average Molecular Weight275.301
Monoisotopic Molecular Weight275.1368874
IUPAC NameNot Available
Traditional NameNot Available
CAS Registry NumberNot Available
SMILES
C[N+](C)(C)CC(CC([O-])=O)OC(=O)CCCC(O)=O
InChI Identifier
InChI=1S/C12H21NO6/c1-13(2,3)8-9(7-11(16)17)19-12(18)6-4-5-10(14)15/h9H,4-8H2,1-3H3,(H-,14,15,16,17)
InChI KeyNXJAXUYOQLTISD-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as acyl carnitines. These are organic compounds containing a fatty acid with the carboxylic acid attached to carnitine through an ester bond.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty acid esters
Direct ParentAcyl carnitines
Alternative Parents
Substituents
  • Acyl-carnitine
  • Tricarboxylic acid or derivatives
  • Tetraalkylammonium salt
  • Quaternary ammonium salt
  • Carboxylic acid ester
  • Carboxylic acid salt
  • Carboxylic acid derivative
  • Carboxylic acid
  • Organic nitrogen compound
  • Organic salt
  • Organooxygen compound
  • Organonitrogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Carbonyl group
  • Amine
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effect
Health effect
Disposition
Biological locationSource
ProcessNot Available
Role
Biological roleIndustrial application
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+162.31230932474
DeepCCS[M-H]-159.98530932474
DeepCCS[M-2H]-193.22430932474
DeepCCS[M+Na]+168.28230932474
AllCCS[M+H]+164.932859911
AllCCS[M+H-H2O]+162.032859911
AllCCS[M+NH4]+167.532859911
AllCCS[M+Na]+168.332859911
AllCCS[M-H]-169.532859911
AllCCS[M+Na-2H]-170.332859911
AllCCS[M+HCOO]-171.332859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
O-GlutarylcarnitineC[N+](C)(C)CC(CC([O-])=O)OC(=O)CCCC(O)=O3106.7Standard polar33892256
O-GlutarylcarnitineC[N+](C)(C)CC(CC([O-])=O)OC(=O)CCCC(O)=O1470.1Standard non polar33892256
O-GlutarylcarnitineC[N+](C)(C)CC(CC([O-])=O)OC(=O)CCCC(O)=O1922.1Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
O-Glutarylcarnitine,1TMS,isomer #1C[N+](C)(C)CC(CC(=O)[O-])OC(=O)CCCC(=O)O[Si](C)(C)C1957.8Semi standard non polar33892256
O-Glutarylcarnitine,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)CCCC(=O)OC(CC(=O)[O-])C[N+](C)(C)C2207.2Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - O-Glutarylcarnitine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - O-Glutarylcarnitine 10V, Positive-QTOFsplash10-004i-0090000000-6bda1d5075d740dd9b0d2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - O-Glutarylcarnitine 20V, Positive-QTOFsplash10-002r-9050000000-18d23f21098dd1df43772021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - O-Glutarylcarnitine 40V, Positive-QTOFsplash10-000i-9000000000-e9262cbaff8cb4ad0ba62021-09-22Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID21403175
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound71464488
PDB IDNot Available
ChEBI ID73040
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Violante S, Ijlst L, Ruiter J, Koster J, van Lenthe H, Duran M, de Almeida IT, Wanders RJ, Houten SM, Ventura FV: Substrate specificity of human carnitine acetyltransferase: Implications for fatty acid and branched-chain amino acid metabolism. Biochim Biophys Acta. 2013 Jun;1832(6):773-9. doi: 10.1016/j.bbadis.2013.02.012. Epub 2013 Feb 24. [PubMed:23485643 ]
  2. Sud M, Fahy E, Cotter D, Brown A, Dennis EA, Glass CK, Merrill AH Jr, Murphy RC, Raetz CR, Russell DW, Subramaniam S: LMSD: LIPID MAPS structure database. Nucleic Acids Res. 2007 Jan;35(Database issue):D527-32. doi: 10.1093/nar/gkl838. Epub 2006 Nov 10. [PubMed:17098933 ]
  3. FRITZ IB: Action of carnitine on long chain fatty acid oxidation by liver. Am J Physiol. 1959 Aug;197:297-304. doi: 10.1152/ajplegacy.1959.197.2.297. [PubMed:13825279 ]
  4. Makarova E, Makrecka-Kuka M, Vilks K, Volska K, Sevostjanovs E, Grinberga S, Zarkova-Malkova O, Dambrova M, Liepinsh E: Decreases in Circulating Concentrations of Long-Chain Acylcarnitines and Free Fatty Acids During the Glucose Tolerance Test Represent Tissue-Specific Insulin Sensitivity. Front Endocrinol (Lausanne). 2019 Dec 17;10:870. doi: 10.3389/fendo.2019.00870. eCollection 2019. [PubMed:31920980 ]
  5. Dambrova M, Makrecka-Kuka M, Kuka J, Vilskersts R, Nordberg D, Attwood MM, Smesny S, Sen ZD, Guo AC, Oler E, Tian S, Zheng J, Wishart DS, Liepinsh E, Schioth HB: Acylcarnitines: Nomenclature, Biomarkers, Therapeutic Potential, Drug Targets, and Clinical Trials. Pharmacol Rev. 2022 Jul;74(3):506-551. doi: 10.1124/pharmrev.121.000408. [PubMed:35710135 ]