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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (2) Show 2 proteins XML

enzymes (2) Show 2 proteins

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2008-08-12 15:17:10 UTC

Update Date

2021-09-14 14:57:27 UTC

HMDB ID

HMDB0006826

Secondary Accession Numbers

HMDB06826

Metabolite Identification

Common Name

Tetrahydrofolyl-[Glu](n)

Description

Tetrahydrofolyl-[Glu](n), also known as THF-L-glutamic acid or THF-polyglutamate, belongs to the class of organic compounds known as tetrahydrofolic acids and derivatives. These are heterocyclic compounds based on the 5,6,7,8-tetrahydropteroic acid skeleton conjugated with at least one L-glutamic acid unit (or a derivative thereof) . In humans, tetrahydrofolyl-[glu](N) is involved in the folate malabsorption, hereditary pathway. Tetrahydrofolyl-[Glu](n) has been detected, but not quantified in, a few different foods, such as anatidaes (Anatidae), chickens (Gallus gallus), and domestic pigs (Sus scrofa domestica). This could make tetrahydrofolyl-[glu](N) a potential biomarker for the consumption of these foods. Tetrahydrofolyl-[Glu](n) is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review a significant number of articles have been published on Tetrahydrofolyl-[Glu](n).

Structure

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


  Mrv0541 02231220522D          

 50 52  0  0  0  0            999 V2000
   14.6622   -6.0612    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.0911   -6.0612    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5187   -7.2987    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2332   -8.5362    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3766   -7.2987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6622   -7.7112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9477   -7.2987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3766   -6.4737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2332   -7.7112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2319  -13.8988    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.0911  -11.0113    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.5201  -13.4863    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6622  -12.6613    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2345   -8.9487    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8056  -14.7238    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.9490  -10.1862    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.0911   -7.7112    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.3766   -8.9487    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6608  -14.7238    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.6608  -16.3738    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.8043  -15.1363    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2319  -16.3738    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.3766  -13.8988    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5174  -15.1363    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.5201  -11.0113    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8029  -16.3738    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.3753  -15.1363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3753  -15.9613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0898  -14.7238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9463  -15.1363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9463  -15.9613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2319  -14.7238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5187  -14.7238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0911  -12.6613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0911  -13.4863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8056  -12.2488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5201  -10.1862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5174  -15.9613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8056   -9.7737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5187  -13.8988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2332  -15.1363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8056  -11.4238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9477  -13.8988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2332  -13.4863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9477  -14.7238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6622  -13.4863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8056   -8.9487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8056  -13.8988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2345   -9.7737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0911   -8.5362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  8  1  0  0  0  0
  2  8  2  0  0  0  0
  3  9  1  0  0  0  0
  4  9  2  0  0  0  0
  5  6  1  0  0  0  0
  5  8  1  0  0  0  0
  6  7  1  0  0  0  0
  7  9  1  0  0  0  0
 10 32  2  0  0  0  0
 11 42  2  0  0  0  0
 12 48  1  0  0  0  0
 13 46  2  0  0  0  0
 14 49  1  0  0  0  0
 15 48  2  0  0  0  0
 16 49  2  0  0  0  0
 17 50  1  0  0  0  0
 18 50  2  0  0  0  0
 19 27  1  0  0  0  0
 19 30  1  0  0  0  0
 20 28  1  0  0  0  0
 20 31  1  0  0  0  0
 21 29  1  0  0  0  0
 21 33  1  0  0  0  0
 22 31  1  0  0  0  0
 22 38  1  0  0  0  0
 23 35  1  0  0  0  0
 23 46  1  0  0  0  0
 24 32  1  0  0  0  0
 24 38  2  0  0  0  0
 25 37  1  0  0  0  0
 25 42  1  0  0  0  0
 26 38  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
 33 40  2  0  0  0  0
 33 41  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
 35 48  1  0  0  0  0
 36 42  1  0  0  0  0
 37 39  1  0  0  0  0
 37 49  1  0  0  0  0
 39 47  1  0  0  0  0
 40 44  1  0  0  0  0
 41 45  2  0  0  0  0
 43 44  2  0  0  0  0
 43 45  1  0  0  0  0
 43 46  1  0  0  0  0
 47 50  1  0  0  0  0
  5 17  1  0  0  0  0
M  END

HMDB0006826
     RDKit          3D
Tetrahydrofolyl-[Glu](n)
 87 89  0  0  0  0  0  0  0  0999 V2000
   15.5052    0.1501   -0.7851 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.1541   -0.2286   -1.0299 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7724   -1.5098   -1.1827 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.4788   -1.8319   -1.4001 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0927   -3.0363   -1.5483 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4718   -0.8703   -1.4735 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9128    0.4346   -1.3101 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1993    0.7309   -1.0987 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.8765    1.4243   -1.3876 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5296    1.1081   -0.9744 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0829   -0.1660   -1.6112 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8163   -0.7052   -0.9335 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7485    0.2632   -1.0744 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5917    0.1909   -0.2712 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4104   -0.6425    0.7916 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3034   -0.6972    1.6084 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2631    0.2023    1.3057 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1293    0.2339    2.1753 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2000   -0.2434    3.3493 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8746    0.7936    1.7907 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2269    0.8432    2.6912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2604   -0.1695    2.4930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0201   -0.3376    1.2573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8276    0.7954    0.8203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5170    2.0192    0.9116 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1201    0.4897    0.2317 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9699    1.5444   -0.2112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1333    1.0148   -0.9773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9718    0.0815   -0.1255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1382   -0.3824   -0.8976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2869   -0.0152   -2.0820 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0568   -1.2308   -0.2610 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2578   -1.7697   -0.8836 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4385   -1.1464   -0.1460 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7765   -1.5819   -0.6504 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.0097   -1.2515   -2.0634 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.5324   -1.9404   -2.9864 O   0  0  0  0  0  0  0  0  0  0  0  0
  -13.7798   -0.1443   -2.3964 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2316   -3.2330   -0.7397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2705   -3.7790   -0.1497 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2218   -4.0878   -1.2181 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5074    2.2938    1.0140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1134    1.9379    2.1341 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3951    3.3211    0.8666 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7574    2.1856    2.9536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1997    3.1918    2.4026 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8586    2.4488    3.7926 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3934    1.0752    0.2276 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5346    1.0633   -0.5363 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1158   -1.1481   -1.6903 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.0032   -0.1625    0.0730 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.0256    0.7474   -1.4563 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.4797    1.7341   -0.9815 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1620    2.3615   -1.7517 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8581    1.9147   -1.3287 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5078    1.0110    0.1494 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7529    0.0731   -2.6712 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0302   -0.9650    0.1026 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5223   -1.6410   -1.4890 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8413    1.0210   -1.7834 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2431   -1.3388    1.0010 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1789   -1.3622    2.4439 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7913    1.1623    0.8235 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2743    0.5008    3.7071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9794   -0.0531    3.3995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8304   -1.2211    2.7565 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.4577    2.3511   -0.7509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7562    0.4235   -1.8401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7537    1.8372   -1.4032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3718   -0.8496    0.0987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2415    0.5102    0.8612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8813   -1.5145    0.7530 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3861   -1.5032   -1.9300 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3895   -0.0525   -0.1674 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4029   -1.4298    0.9448 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.5306   -1.0007   -0.0344 H   0  0  0  0  0  0  0  0  0  0  0  0
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  -14.4370    0.2788   -1.7460 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3254   -4.3484   -2.1774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3610    4.2039    1.3931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8378    3.3316    4.2759 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5637    1.7388    0.0407 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5674    1.7852   -1.3576 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8676   -2.1722   -1.9278 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
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 29 30  1  0
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 11 50  1  0
  8  2  1  0
 49 14  1  0
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  1 51  1  0
  1 52  1  0
  8 53  1  0
  9 54  1  0
 10 55  1  0
 10 56  1  0
 11 57  1  0
 12 58  1  0
 12 59  1  0
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 15 61  1  0
 16 62  1  0
 20 63  1  0
 21 64  1  0
 22 65  1  0
 22 66  1  0
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 27 70  1  0
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 29 73  1  0
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 32 75  1  0
 33 76  1  0
 34 77  1  0
 34 78  1  0
 35 79  1  0
 35 80  1  0
 38 81  1  0
 41 82  1  0
 44 83  1  0
 47 84  1  0
 48 85  1  0
 49 86  1  0
 50 87  1  0
M  END


  Mrv0541 02231220522D          

 50 52  0  0  0  0            999 V2000
   14.6622   -6.0612    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.0911   -6.0612    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5187   -7.2987    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2332   -8.5362    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3766   -7.2987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   13.2332   -7.7112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2319  -13.8988    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   17.5201  -13.4863    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   18.2345   -8.9487    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8056  -14.7238    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.9490  -10.1862    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.0911   -7.7112    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.3766   -8.9487    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6608  -14.7238    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.6608  -16.3738    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.8043  -15.1363    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2319  -16.3738    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.3766  -13.8988    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5174  -15.1363    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.5201  -11.0113    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8029  -16.3738    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.3753  -15.1363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3753  -15.9613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0898  -14.7238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9463  -15.1363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9463  -15.9613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2319  -14.7238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5187  -14.7238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0911  -12.6613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0911  -13.4863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8056  -12.2488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5201  -10.1862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5174  -15.9613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8056   -9.7737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5187  -13.8988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2332  -15.1363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8056  -11.4238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9477  -13.8988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2332  -13.4863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9477  -14.7238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6622  -13.4863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8056   -8.9487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8056  -13.8988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2345   -9.7737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0911   -8.5362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  8  1  0  0  0  0
  2  8  2  0  0  0  0
  3  9  1  0  0  0  0
  4  9  2  0  0  0  0
  5  6  1  0  0  0  0
  5  8  1  0  0  0  0
  6  7  1  0  0  0  0
  7  9  1  0  0  0  0
 10 32  2  0  0  0  0
 11 42  2  0  0  0  0
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 35 48  1  0  0  0  0
 36 42  1  0  0  0  0
 37 39  1  0  0  0  0
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 40 44  1  0  0  0  0
 41 45  2  0  0  0  0
 43 44  2  0  0  0  0
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 43 46  1  0  0  0  0
 47 50  1  0  0  0  0
  5 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0006826

> <DATABASE_NAME>
hmdb

> <SMILES>
NC1=NC(=O)C2=C(NCC(CNC3=CC=C(C=C3)C(=O)NC(CCC(=O)NC(CCC(=O)NC(CCC(O)=O)C(O)=O)C(O)=O)C(O)=O)N2)N1

> <INCHI_IDENTIFIER>
InChI=1S/C29H37N9O12/c30-29-37-23-22(25(44)38-29)33-15(12-32-23)11-31-14-3-1-13(2-4-14)24(43)36-18(28(49)50)6-9-20(40)34-16(26(45)46)5-8-19(39)35-17(27(47)48)7-10-21(41)42/h1-4,15-18,31,33H,5-12H2,(H,34,40)(H,35,39)(H,36,43)(H,41,42)(H,45,46)(H,47,48)(H,49,50)(H4,30,32,37,38,44)

> <INCHI_KEY>
RXWVHRYZTWZATH-UHFFFAOYSA-N

> <FORMULA>
C29H37N9O12

> <MOLECULAR_WEIGHT>
703.6572

> <EXACT_MASS>
703.256167693

> <JCHEM_ACCEPTOR_COUNT>
18

> <JCHEM_AVERAGE_POLARIZABILITY>
67.80827748604628

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
12

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-(4-{4-[(4-{[(2-amino-4-oxo-1,4,5,6,7,8-hexahydropteridin-6-yl)methyl]amino}phenyl)formamido]-4-carboxybutanamido}-4-carboxybutanamido)pentanedioic acid

> <ALOGPS_LOGP>
-1.64

> <JCHEM_LOGP>
-6.122362508375058

> <ALOGPS_LOGS>
-3.29

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-4

> <JCHEM_PKA>
3.182475864703078

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.0650843212739742

> <JCHEM_PKA_STRONGEST_BASIC>
3.5846826310688993

> <JCHEM_POLAR_SURFACE_AREA>
340.0699999999998

> <JCHEM_REFRACTIVITY>
177.56219999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
19

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.59e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(4-{4-[(4-{[(2-amino-4-oxo-5,6,7,8-tetrahydro-1H-pteridin-6-yl)methyl]amino}phenyl)formamido]-4-carboxybutanamido}-4-carboxybutanamido)pentanedioic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0006826
     RDKit          3D
Tetrahydrofolyl-[Glu](n)
 87 89  0  0  0  0  0  0  0  0999 V2000
   15.5052    0.1501   -0.7851 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.1541   -0.2286   -1.0299 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7724   -1.5098   -1.1827 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.4788   -1.8319   -1.4001 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0927   -3.0363   -1.5483 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4718   -0.8703   -1.4735 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9128    0.4346   -1.3101 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1993    0.7309   -1.0987 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.8765    1.4243   -1.3876 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5296    1.1081   -0.9744 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0829   -0.1660   -1.6112 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8163   -0.7052   -0.9335 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7485    0.2632   -1.0744 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5917    0.1909   -0.2712 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4104   -0.6425    0.7916 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3034   -0.6972    1.6084 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2631    0.2023    1.3057 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1293    0.2339    2.1753 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2000   -0.2434    3.3493 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8746    0.7936    1.7907 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2269    0.8432    2.6912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2604   -0.1695    2.4930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0201   -0.3376    1.2573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8276    0.7954    0.8203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5170    2.0192    0.9116 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1201    0.4897    0.2317 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9699    1.5444   -0.2112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1333    1.0148   -0.9773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9718    0.0815   -0.1255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1382   -0.3824   -0.8976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2869   -0.0152   -2.0820 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0568   -1.2308   -0.2610 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2578   -1.7697   -0.8836 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4385   -1.1464   -0.1460 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7765   -1.5819   -0.6504 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.0097   -1.2515   -2.0634 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.5324   -1.9404   -2.9864 O   0  0  0  0  0  0  0  0  0  0  0  0
  -13.7798   -0.1443   -2.3964 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2316   -3.2330   -0.7397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2705   -3.7790   -0.1497 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2218   -4.0878   -1.2181 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5074    2.2938    1.0140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1134    1.9379    2.1341 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3951    3.3211    0.8666 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7574    2.1856    2.9536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1997    3.1918    2.4026 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8586    2.4488    3.7926 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3934    1.0752    0.2276 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5346    1.0633   -0.5363 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1158   -1.1481   -1.6903 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.0032   -0.1625    0.0730 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.0256    0.7474   -1.4563 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.4797    1.7341   -0.9815 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1620    2.3615   -1.7517 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8581    1.9147   -1.3287 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5078    1.0110    0.1494 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7529    0.0731   -2.6712 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0302   -0.9650    0.1026 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5223   -1.6410   -1.4890 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8413    1.0210   -1.7834 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2431   -1.3388    1.0010 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1789   -1.3622    2.4439 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7913    1.1623    0.8235 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2743    0.5008    3.7071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9794   -0.0531    3.3995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8304   -1.2211    2.7565 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.4577    2.3511   -0.7509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7562    0.4235   -1.8401 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.5637    1.7388    0.0407 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5674    1.7852   -1.3576 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8676   -2.1722   -1.9278 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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 23 68  1  0
 26 69  1  0
 27 70  1  0
 28 71  1  0
 28 72  1  0
 29 73  1  0
 29 74  1  0
 32 75  1  0
 33 76  1  0
 34 77  1  0
 34 78  1  0
 35 79  1  0
 35 80  1  0
 38 81  1  0
 41 82  1  0
 44 83  1  0
 47 84  1  0
 48 85  1  0
 49 86  1  0
 50 87  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0      27.369 -11.314   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      30.037 -11.314   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      23.368 -13.624   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      24.702 -15.934   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      28.703 -13.624   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      27.369 -14.394   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      26.036 -13.624   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      28.703 -12.084   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      24.702 -14.394   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      15.366 -25.944   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      30.037 -20.554   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      32.704 -25.174   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      27.369 -23.634   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      34.038 -16.704   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      31.370 -27.484   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      35.371 -19.014   0.000  0.00  0.00           O+0
HETATM   17  N   UNK     0      30.037 -14.394   0.000  0.00  0.00           N+0
HETATM   18  O   UNK     0      28.703 -16.704   0.000  0.00  0.00           O+0
HETATM   19  N   UNK     0      18.033 -27.484   0.000  0.00  0.00           N+0
HETATM   20  N   UNK     0      18.033 -30.564   0.000  0.00  0.00           N+0
HETATM   21  N   UNK     0      22.035 -28.254   0.000  0.00  0.00           N+0
HETATM   22  N   UNK     0      15.366 -30.564   0.000  0.00  0.00           N+0
HETATM   23  N   UNK     0      28.703 -25.944   0.000  0.00  0.00           N+0
HETATM   24  N   UNK     0      14.032 -28.254   0.000  0.00  0.00           N+0
HETATM   25  N   UNK     0      32.704 -20.554   0.000  0.00  0.00           N+0
HETATM   26  N   UNK     0      12.699 -30.564   0.000  0.00  0.00           N+0
HETATM   27  C   UNK     0      19.367 -28.254   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      19.367 -29.794   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      20.701 -27.484   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      16.700 -28.254   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      16.700 -29.794   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      15.366 -27.484   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      23.368 -27.484   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      30.037 -23.634   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      30.037 -25.174   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      31.370 -22.864   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      32.704 -19.014   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      14.032 -29.794   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      31.370 -18.244   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      23.368 -25.944   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      24.702 -28.254   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      31.370 -21.324   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      26.036 -25.944   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      24.702 -25.174   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      26.036 -27.484   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      27.369 -25.174   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      31.370 -16.704   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      31.370 -25.944   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      34.038 -18.244   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      30.037 -15.934   0.000  0.00  0.00           C+0
CONECT    1    8                                                            
CONECT    2    8                                                            
CONECT    3    9                                                            
CONECT    4    9                                                            
CONECT    5    6    8   17                                                  
CONECT    6    5    7                                                       
CONECT    7    6    9                                                       
CONECT    8    1    2    5                                                  
CONECT    9    3    4    7                                                  
CONECT   10   32                                                            
CONECT   11   42                                                            
CONECT   12   48                                                            
CONECT   13   46                                                            
CONECT   14   49                                                            
CONECT   15   48                                                            
CONECT   16   49                                                            
CONECT   17   50    5                                                       
CONECT   18   50                                                            
CONECT   19   27   30                                                       
CONECT   20   28   31                                                       
CONECT   21   29   33                                                       
CONECT   22   31   38                                                       
CONECT   23   35   46                                                       
CONECT   24   32   38                                                       
CONECT   25   37   42                                                       
CONECT   26   38                                                            
CONECT   27   19   28   29                                                  
CONECT   28   20   27                                                       
CONECT   29   21   27                                                       
CONECT   30   19   31   32                                                  
CONECT   31   20   22   30                                                  
CONECT   32   10   24   30                                                  
CONECT   33   21   40   41                                                  
CONECT   34   35   36                                                       
CONECT   35   23   34   48                                                  
CONECT   36   34   42                                                       
CONECT   37   25   39   49                                                  
CONECT   38   22   24   26                                                  
CONECT   39   37   47                                                       
CONECT   40   33   44                                                       
CONECT   41   33   45                                                       
CONECT   42   11   25   36                                                  
CONECT   43   44   45   46                                                  
CONECT   44   40   43                                                       
CONECT   45   41   43                                                       
CONECT   46   13   23   43                                                  
CONECT   47   39   50                                                       
CONECT   48   12   15   35                                                  
CONECT   49   14   16   37                                                  
CONECT   50   17   18   47                                                  
MASTER        0    0    0    0    0    0    0    0   50    0  104    0
END

COMPND    HMDB0006826
HETATM    1  N1  UNL     1      15.505   0.150  -0.785  1.00  0.00           N  
HETATM    2  C1  UNL     1      14.154  -0.229  -1.030  1.00  0.00           C  
HETATM    3  N2  UNL     1      13.772  -1.510  -1.183  1.00  0.00           N  
HETATM    4  C2  UNL     1      12.479  -1.832  -1.400  1.00  0.00           C  
HETATM    5  O1  UNL     1      12.093  -3.036  -1.548  1.00  0.00           O  
HETATM    6  C3  UNL     1      11.472  -0.870  -1.474  1.00  0.00           C  
HETATM    7  C4  UNL     1      11.913   0.435  -1.310  1.00  0.00           C  
HETATM    8  N3  UNL     1      13.199   0.731  -1.099  1.00  0.00           N  
HETATM    9  N4  UNL     1      10.876   1.424  -1.388  1.00  0.00           N  
HETATM   10  C5  UNL     1       9.530   1.108  -0.974  1.00  0.00           C  
HETATM   11  C6  UNL     1       9.083  -0.166  -1.611  1.00  0.00           C  
HETATM   12  C7  UNL     1       7.816  -0.705  -0.933  1.00  0.00           C  
HETATM   13  N5  UNL     1       6.748   0.263  -1.074  1.00  0.00           N  
HETATM   14  C8  UNL     1       5.592   0.191  -0.271  1.00  0.00           C  
HETATM   15  C9  UNL     1       5.410  -0.643   0.792  1.00  0.00           C  
HETATM   16  C10 UNL     1       4.303  -0.697   1.608  1.00  0.00           C  
HETATM   17  C11 UNL     1       3.263   0.202   1.306  1.00  0.00           C  
HETATM   18  C12 UNL     1       2.129   0.234   2.175  1.00  0.00           C  
HETATM   19  O2  UNL     1       2.200  -0.243   3.349  1.00  0.00           O  
HETATM   20  N6  UNL     1       0.875   0.794   1.791  1.00  0.00           N  
HETATM   21  C13 UNL     1      -0.227   0.843   2.691  1.00  0.00           C  
HETATM   22  C14 UNL     1      -1.260  -0.169   2.493  1.00  0.00           C  
HETATM   23  C15 UNL     1      -2.020  -0.338   1.257  1.00  0.00           C  
HETATM   24  C16 UNL     1      -2.828   0.795   0.820  1.00  0.00           C  
HETATM   25  O3  UNL     1      -2.517   2.019   0.912  1.00  0.00           O  
HETATM   26  N7  UNL     1      -4.120   0.490   0.232  1.00  0.00           N  
HETATM   27  C17 UNL     1      -4.970   1.544  -0.211  1.00  0.00           C  
HETATM   28  C18 UNL     1      -6.133   1.015  -0.977  1.00  0.00           C  
HETATM   29  C19 UNL     1      -6.972   0.081  -0.125  1.00  0.00           C  
HETATM   30  C20 UNL     1      -8.138  -0.382  -0.898  1.00  0.00           C  
HETATM   31  O4  UNL     1      -8.287  -0.015  -2.082  1.00  0.00           O  
HETATM   32  N8  UNL     1      -9.057  -1.231  -0.261  1.00  0.00           N  
HETATM   33  C21 UNL     1     -10.258  -1.770  -0.884  1.00  0.00           C  
HETATM   34  C22 UNL     1     -11.439  -1.146  -0.146  1.00  0.00           C  
HETATM   35  C23 UNL     1     -12.777  -1.582  -0.650  1.00  0.00           C  
HETATM   36  C24 UNL     1     -13.010  -1.252  -2.063  1.00  0.00           C  
HETATM   37  O5  UNL     1     -12.532  -1.940  -2.986  1.00  0.00           O  
HETATM   38  O6  UNL     1     -13.780  -0.144  -2.396  1.00  0.00           O  
HETATM   39  C25 UNL     1     -10.232  -3.233  -0.740  1.00  0.00           C  
HETATM   40  O7  UNL     1      -9.271  -3.779  -0.150  1.00  0.00           O  
HETATM   41  O8  UNL     1     -11.222  -4.088  -1.218  1.00  0.00           O  
HETATM   42  C26 UNL     1      -5.507   2.294   1.014  1.00  0.00           C  
HETATM   43  O9  UNL     1      -5.113   1.938   2.134  1.00  0.00           O  
HETATM   44  O10 UNL     1      -6.395   3.321   0.867  1.00  0.00           O  
HETATM   45  C27 UNL     1      -0.757   2.186   2.954  1.00  0.00           C  
HETATM   46  O11 UNL     1      -0.200   3.192   2.403  1.00  0.00           O  
HETATM   47  O12 UNL     1      -1.859   2.449   3.793  1.00  0.00           O  
HETATM   48  C28 UNL     1       3.393   1.075   0.228  1.00  0.00           C  
HETATM   49  C29 UNL     1       4.535   1.063  -0.536  1.00  0.00           C  
HETATM   50  N9  UNL     1      10.116  -1.148  -1.690  1.00  0.00           N  
HETATM   51  H1  UNL     1      16.003  -0.163   0.073  1.00  0.00           H  
HETATM   52  H2  UNL     1      16.026   0.747  -1.456  1.00  0.00           H  
HETATM   53  H3  UNL     1      13.480   1.734  -0.982  1.00  0.00           H  
HETATM   54  H4  UNL     1      11.162   2.362  -1.752  1.00  0.00           H  
HETATM   55  H5  UNL     1       8.858   1.915  -1.329  1.00  0.00           H  
HETATM   56  H6  UNL     1       9.508   1.011   0.149  1.00  0.00           H  
HETATM   57  H7  UNL     1       8.753   0.073  -2.671  1.00  0.00           H  
HETATM   58  H8  UNL     1       8.030  -0.965   0.103  1.00  0.00           H  
HETATM   59  H9  UNL     1       7.522  -1.641  -1.489  1.00  0.00           H  
HETATM   60  H10 UNL     1       6.841   1.021  -1.783  1.00  0.00           H  
HETATM   61  H11 UNL     1       6.243  -1.339   1.001  1.00  0.00           H  
HETATM   62  H12 UNL     1       4.179  -1.362   2.444  1.00  0.00           H  
HETATM   63  H13 UNL     1       0.791   1.162   0.824  1.00  0.00           H  
HETATM   64  H14 UNL     1       0.274   0.501   3.707  1.00  0.00           H  
HETATM   65  H15 UNL     1      -1.979  -0.053   3.399  1.00  0.00           H  
HETATM   66  H16 UNL     1      -0.830  -1.221   2.757  1.00  0.00           H  
HETATM   67  H17 UNL     1      -2.651  -1.283   1.324  1.00  0.00           H  
HETATM   68  H18 UNL     1      -1.335  -0.573   0.378  1.00  0.00           H  
HETATM   69  H19 UNL     1      -4.411  -0.532   0.133  1.00  0.00           H  
HETATM   70  H20 UNL     1      -4.458   2.351  -0.751  1.00  0.00           H  
HETATM   71  H21 UNL     1      -5.756   0.424  -1.840  1.00  0.00           H  
HETATM   72  H22 UNL     1      -6.754   1.837  -1.403  1.00  0.00           H  
HETATM   73  H23 UNL     1      -6.372  -0.850   0.099  1.00  0.00           H  
HETATM   74  H24 UNL     1      -7.242   0.510   0.861  1.00  0.00           H  
HETATM   75  H25 UNL     1      -8.881  -1.515   0.753  1.00  0.00           H  
HETATM   76  H26 UNL     1     -10.386  -1.503  -1.930  1.00  0.00           H  
HETATM   77  H27 UNL     1     -11.389  -0.052  -0.167  1.00  0.00           H  
HETATM   78  H28 UNL     1     -11.403  -1.430   0.945  1.00  0.00           H  
HETATM   79  H29 UNL     1     -13.531  -1.001  -0.034  1.00  0.00           H  
HETATM   80  H30 UNL     1     -12.907  -2.674  -0.462  1.00  0.00           H  
HETATM   81  H31 UNL     1     -14.437   0.279  -1.746  1.00  0.00           H  
HETATM   82  H32 UNL     1     -11.325  -4.348  -2.177  1.00  0.00           H  
HETATM   83  H33 UNL     1      -6.361   4.204   1.393  1.00  0.00           H  
HETATM   84  H34 UNL     1      -1.838   3.332   4.276  1.00  0.00           H  
HETATM   85  H35 UNL     1       2.564   1.739   0.041  1.00  0.00           H  
HETATM   86  H36 UNL     1       4.567   1.785  -1.358  1.00  0.00           H  
HETATM   87  H37 UNL     1       9.868  -2.172  -1.928  1.00  0.00           H  
CONECT    1    2   51   52
CONECT    2    3    3    8
CONECT    3    4
CONECT    4    5    5    6
CONECT    6    7    7   50
CONECT    7    8    9
CONECT    8   53
CONECT    9   10   54
CONECT   10   11   55   56
CONECT   11   12   50   57
CONECT   12   13   58   59
CONECT   13   14   60
CONECT   14   15   15   49
CONECT   15   16   61
CONECT   16   17   17   62
CONECT   17   18   48
CONECT   18   19   19   20
CONECT   20   21   63
CONECT   21   22   45   64
CONECT   22   23   65   66
CONECT   23   24   67   68
CONECT   24   25   25   26
CONECT   26   27   69
CONECT   27   28   42   70
CONECT   28   29   71   72
CONECT   29   30   73   74
CONECT   30   31   31   32
CONECT   32   33   75
CONECT   33   34   39   76
CONECT   34   35   77   78
CONECT   35   36   79   80
CONECT   36   37   37   38
CONECT   38   81
CONECT   39   40   40   41
CONECT   41   82
CONECT   42   43   43   44
CONECT   44   83
CONECT   45   46   46   47
CONECT   47   84
CONECT   48   49   49   85
CONECT   49   86
CONECT   50   87
END

HMDB0006826
     RDKit          3D
Tetrahydrofolyl-[Glu](n)
 87 89  0  0  0  0  0  0  0  0999 V2000
   15.5052    0.1501   -0.7851 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.1541   -0.2286   -1.0299 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7724   -1.5098   -1.1827 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.4788   -1.8319   -1.4001 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0927   -3.0363   -1.5483 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4718   -0.8703   -1.4735 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9128    0.4346   -1.3101 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1993    0.7309   -1.0987 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.8765    1.4243   -1.3876 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5296    1.1081   -0.9744 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0829   -0.1660   -1.6112 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8163   -0.7052   -0.9335 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7485    0.2632   -1.0744 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5917    0.1909   -0.2712 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4104   -0.6425    0.7916 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3034   -0.6972    1.6084 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2631    0.2023    1.3057 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1293    0.2339    2.1753 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2000   -0.2434    3.3493 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8746    0.7936    1.7907 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2269    0.8432    2.6912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2604   -0.1695    2.4930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0201   -0.3376    1.2573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8276    0.7954    0.8203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5170    2.0192    0.9116 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1201    0.4897    0.2317 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9699    1.5444   -0.2112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1333    1.0148   -0.9773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9718    0.0815   -0.1255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1382   -0.3824   -0.8976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2869   -0.0152   -2.0820 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0568   -1.2308   -0.2610 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2578   -1.7697   -0.8836 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4385   -1.1464   -0.1460 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7765   -1.5819   -0.6504 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.0097   -1.2515   -2.0634 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.5324   -1.9404   -2.9864 O   0  0  0  0  0  0  0  0  0  0  0  0
  -13.7798   -0.1443   -2.3964 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2316   -3.2330   -0.7397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2705   -3.7790   -0.1497 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2218   -4.0878   -1.2181 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5074    2.2938    1.0140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1134    1.9379    2.1341 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3951    3.3211    0.8666 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7574    2.1856    2.9536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1997    3.1918    2.4026 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8586    2.4488    3.7926 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3934    1.0752    0.2276 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5346    1.0633   -0.5363 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1158   -1.1481   -1.6903 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.0032   -0.1625    0.0730 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.0256    0.7474   -1.4563 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.4797    1.7341   -0.9815 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1620    2.3615   -1.7517 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8581    1.9147   -1.3287 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5078    1.0110    0.1494 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7529    0.0731   -2.6712 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0302   -0.9650    0.1026 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5223   -1.6410   -1.4890 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8413    1.0210   -1.7834 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2431   -1.3388    1.0010 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1789   -1.3622    2.4439 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7913    1.1623    0.8235 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2743    0.5008    3.7071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9794   -0.0531    3.3995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8304   -1.2211    2.7565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6513   -1.2827    1.3237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3352   -0.5725    0.3781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4114   -0.5321    0.1329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4577    2.3511   -0.7509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7562    0.4235   -1.8401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7537    1.8372   -1.4032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3718   -0.8496    0.0987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2415    0.5102    0.8612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8813   -1.5145    0.7530 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3861   -1.5032   -1.9300 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3895   -0.0525   -0.1674 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4029   -1.4298    0.9448 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.5306   -1.0007   -0.0344 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9074   -2.6736   -0.4616 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.4370    0.2788   -1.7460 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3254   -4.3484   -2.1774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3610    4.2039    1.3931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8378    3.3316    4.2759 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5637    1.7388    0.0407 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5674    1.7852   -1.3576 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8676   -2.1722   -1.9278 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  2  0
 30 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  2  0
 36 38  1  0
 33 39  1  0
 39 40  2  0
 39 41  1  0
 27 42  1  0
 42 43  2  0
 42 44  1  0
 21 45  1  0
 45 46  2  0
 45 47  1  0
 17 48  1  0
 48 49  2  0
 11 50  1  0
  8  2  1  0
 49 14  1  0
 50  6  1  0
  1 51  1  0
  1 52  1  0
  8 53  1  0
  9 54  1  0
 10 55  1  0
 10 56  1  0
 11 57  1  0
 12 58  1  0
 12 59  1  0
 13 60  1  0
 15 61  1  0
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 21 64  1  0
 22 65  1  0
 22 66  1  0
 23 67  1  0
 23 68  1  0
 26 69  1  0
 27 70  1  0
 28 71  1  0
 28 72  1  0
 29 73  1  0
 29 74  1  0
 32 75  1  0
 33 76  1  0
 34 77  1  0
 34 78  1  0
 35 79  1  0
 35 80  1  0
 38 81  1  0
 41 82  1  0
 44 83  1  0
 47 84  1  0
 48 85  1  0
 49 86  1  0
 50 87  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Tetrahydrofolyl-[glu](n+1)	HMDB
Tetrahydropteroyl-[gamma-glu]N	HMDB
Tetrahydropteroyl-[gamma-glu]n+1	HMDB
THF-L-Glutamic acid	HMDB
THF-Polyglutamate	HMDB

Chemical Formula

C₂₉H₃₇N₉O₁₂

Average Molecular Weight

703.6572

Monoisotopic Molecular Weight

703.256167693

IUPAC Name

2-(4-{4-[(4-{[(2-amino-4-oxo-1,4,5,6,7,8-hexahydropteridin-6-yl)methyl]amino}phenyl)formamido]-4-carboxybutanamido}-4-carboxybutanamido)pentanedioic acid

Traditional Name

2-(4-{4-[(4-{[(2-amino-4-oxo-5,6,7,8-tetrahydro-1H-pteridin-6-yl)methyl]amino}phenyl)formamido]-4-carboxybutanamido}-4-carboxybutanamido)pentanedioic acid

CAS Registry Number

Not Available

SMILES

NC1=NC(=O)C2=C(NCC(CNC3=CC=C(C=C3)C(=O)NC(CCC(=O)NC(CCC(=O)NC(CCC(O)=O)C(O)=O)C(O)=O)C(O)=O)N2)N1

InChI Identifier

InChI=1S/C29H37N9O12/c30-29-37-23-22(25(44)38-29)33-15(12-32-23)11-31-14-3-1-13(2-4-14)24(43)36-18(28(49)50)6-9-20(40)34-16(26(45)46)5-8-19(39)35-17(27(47)48)7-10-21(41)42/h1-4,15-18,31,33H,5-12H2,(H,34,40)(H,35,39)(H,36,43)(H,41,42)(H,45,46)(H,47,48)(H,49,50)(H4,30,32,37,38,44)

InChI Key

RXWVHRYZTWZATH-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tetrahydrofolic acids and derivatives. These are heterocyclic compounds based on the 5,6,7,8-tetrahydropteroic acid skeleton conjugated with at least one L-glutamic acid unit (or a derivative thereof).

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pteridines and derivatives

Sub Class

Pterins and derivatives

Direct Parent

Tetrahydrofolic acids and derivatives

Alternative Parents

Substituents

Tetrahydrofolic acid or derivatives
Alpha-oligopeptide
Gamma-glutamyl alpha-amino acid
Glutamic acid or derivatives
Glutamine or derivatives
Tetracarboxylic acid or derivatives
Hippuric acid or derivatives
Hippuric acid
N-acyl-alpha amino acid or derivatives
N-acyl-alpha-amino acid
Aminobenzamide
Aminobenzoic acid or derivatives
Alpha-amino acid or derivatives
Benzoic acid or derivatives
Benzamide
Phenylalkylamine
Aniline or substituted anilines
Benzoyl
Aminopyrimidine
Pyrimidone
Secondary aliphatic/aromatic amine
N-acyl-amine
Pyrimidine
Fatty acyl
Monocyclic benzene moiety
Fatty amide
Benzenoid
Vinylogous amide
Heteroaromatic compound
Amino acid or derivatives
Amino acid
Secondary carboxylic acid amide
Carboxamide group
Carboxylic acid
Carboxylic acid derivative
Azacycle
Secondary amine
Organic oxygen compound
Carbonyl group
Organic nitrogen compound
Hydrocarbon derivative
Amine
Organic oxide
Organopnictogen compound
Primary amine
Organooxygen compound
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

a small molecule (CPD-9021 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cytoplasm (HMDB: HMDB0006826)

Cellular substructure

Organelle

Mitochondria

Mitochondria (HMDB: HMDB0006826)

Source

Endogenous

Endogenous (HMDB: HMDB0006826)

Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)
Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)

Equine

Horse (FooDB: FOOD00378)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Folate Metabolism (HMDB: HMDB0006826)
Pterine Biosynthesis (HMDB: HMDB0006826)
One Carbon Pool by Folate (PathBank: SMP0001750)
Polymyxin Resistance (PathBank: SMP0002065)
Tetrahydrofolate Biosynthesis (PathBank: SMP0002334)
One Carbon Pool by Folate I (PathBank: SMP0002369)
Folate Biosynthesis (PathBank: SMP0012014)

Folate malabsorption, hereditary (HMDB: HMDB0006826)

Drug action pathway

Methotrexate Action Pathway (PathBank: SMP0000432)

Disease pathway

Methylenetetrahydrofolate Reductase Deficiency (MTHFRD) (PathBank: SMP0000543)
Folate Malabsorption, Hereditary (PathBank: SMP0000724)
Sarcosine Oncometabolite Pathway (PathBank: SMP0002313)

Role

Not Available

Physical Properties

State

Solid

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
Water Solubility	0.36 g/L	ALOGPS
logP	-1.6	ALOGPS
logP	-6.1	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	3.07	ChemAxon
pKa (Strongest Basic)	3.58	ChemAxon
Physiological Charge	-4	ChemAxon
Hydrogen Acceptor Count	18	ChemAxon
Hydrogen Donor Count	12	ChemAxon
Polar Surface Area	340.07 Å²	ChemAxon
Rotatable Bond Count	19	ChemAxon
Refractivity	177.56 m³·mol⁻¹	ChemAxon
Polarizability	67.81 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	258.161	31661259
DarkChem	[M-H]-	243.591	31661259
DeepCCS	[M+H]+	240.571	30932474
DeepCCS	[M-H]-	238.175	30932474
DeepCCS	[M-2H]-	271.34	30932474
DeepCCS	[M+Na]+	246.438	30932474
AllCCS	[M+H]+	240.8	32859911
AllCCS	[M+H-H2O]+	240.7	32859911
AllCCS	[M+NH4]+	240.8	32859911
AllCCS	[M+Na]+	240.9	32859911
AllCCS	[M-H]-	238.8	32859911
AllCCS	[M+Na-2H]-	241.9	32859911
AllCCS	[M+HCOO]-	245.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Tetrahydrofolyl-[Glu](n)	NC1=NC(=O)C2=C(NCC(CNC3=CC=C(C=C3)C(=O)NC(CCC(=O)NC(CCC(=O)NC(CCC(O)=O)C(O)=O)C(O)=O)C(O)=O)N2)N1	6979.9	Standard polar	33892256
Tetrahydrofolyl-[Glu](n)	NC1=NC(=O)C2=C(NCC(CNC3=CC=C(C=C3)C(=O)NC(CCC(=O)NC(CCC(=O)NC(CCC(O)=O)C(O)=O)C(O)=O)C(O)=O)N2)N1	5544.9	Standard non polar	33892256
Tetrahydrofolyl-[Glu](n)	NC1=NC(=O)C2=C(NCC(CNC3=CC=C(C=C3)C(=O)NC(CCC(=O)NC(CCC(=O)NC(CCC(O)=O)C(O)=O)C(O)=O)C(O)=O)N2)N1	7251.9	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Tetrahydrofolyl-[Glu](n) GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-0330229000-26f7358d09d8be8dd6bc	2017-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tetrahydrofolyl-[Glu](n) GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tetrahydrofolyl-[Glu](n) GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tetrahydrofolyl-[Glu](n) GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tetrahydrofolyl-[Glu](n) GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tetrahydrofolyl-[Glu](n) GC-MS (TMS_1_5) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tetrahydrofolyl-[Glu](n) GC-MS (TMS_1_6) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tetrahydrofolyl-[Glu](n) GC-MS (TMS_1_7) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tetrahydrofolyl-[Glu](n) GC-MS (TMS_1_8) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tetrahydrofolyl-[Glu](n) GC-MS (TMS_1_9) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tetrahydrofolyl-[Glu](n) GC-MS (TMS_1_10) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tetrahydrofolyl-[Glu](n) GC-MS (TMS_1_11) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tetrahydrofolyl-[Glu](n) GC-MS (TMS_1_12) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tetrahydrofolyl-[Glu](n) GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tetrahydrofolyl-[Glu](n) GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tetrahydrofolyl-[Glu](n) GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tetrahydrofolyl-[Glu](n) GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tetrahydrofolyl-[Glu](n) GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tetrahydrofolyl-[Glu](n) GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tetrahydrofolyl-[Glu](n) GC-MS (TMS_2_7) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tetrahydrofolyl-[Glu](n) GC-MS (TMS_2_8) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tetrahydrofolyl-[Glu](n) GC-MS (TMS_2_9) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tetrahydrofolyl-[Glu](n) GC-MS (TMS_2_10) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tetrahydrofolyl-[Glu](n) GC-MS (TMS_2_11) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tetrahydrofolyl-[Glu](n) GC-MS (TMS_2_12) - 70eV, Positive	Not Available	2021-10-18	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 - Tetrahydrofolyl-[Glu](n) 10V, Negative-QTOF	splash10-0kal-0000009200-7ef523ed0c34682f53c9	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetrahydrofolyl-[Glu](n) 20V, Negative-QTOF	splash10-06rx-0110119000-94abb8fbe6ce9db951ae	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetrahydrofolyl-[Glu](n) 40V, Negative-QTOF	splash10-054p-6941203000-2220ce26cc38dbfa7133	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetrahydrofolyl-[Glu](n) 10V, Negative-QTOF	splash10-0udi-0001009700-73c689fed96633d0e3c4	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetrahydrofolyl-[Glu](n) 20V, Negative-QTOF	splash10-0ufr-0921105100-6c0b5caba5aa9d72304b	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetrahydrofolyl-[Glu](n) 40V, Negative-QTOF	splash10-0ufr-1910000000-3587158aa91827b1a1f2	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetrahydrofolyl-[Glu](n) 10V, Positive-QTOF	splash10-053i-0330009000-2343f1529d5558b72f37	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetrahydrofolyl-[Glu](n) 20V, Positive-QTOF	splash10-001i-0960106000-948a11df3216bc17a492	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetrahydrofolyl-[Glu](n) 40V, Positive-QTOF	splash10-0089-0930102000-c63ca5bc90715eab8c7b	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetrahydrofolyl-[Glu](n) 10V, Positive-QTOF	splash10-0f72-0190125500-66fcaf7dd19aada1c2a5	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetrahydrofolyl-[Glu](n) 20V, Positive-QTOF	splash10-055e-0890461000-4f80e46b7c8bdfa76947	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetrahydrofolyl-[Glu](n) 40V, Positive-QTOF	splash10-01q9-1960030000-fb370cb9f66800f069e9	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
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, 100 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, 1000 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, 200 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, 300 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, 400 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, 500 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, 600 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, 700 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, 800 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, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Pterine Biosynthesis
One carbon pool by folate	Not Available
Methylenetetrahydrofolate Reductase Deficiency (MTHFRD)		Not Available
Methotrexate Action Pathway		Not Available
Folate malabsorption, hereditary		Not Available

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

FDB024106

KNApSAcK ID

Not Available

Chemspider ID

21231977

KEGG Compound ID

C03541

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

45479706

PDB ID

Not Available

ChEBI ID

27650

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

Not Available

Enzymes

Enzyme Details

1. Folylpolyglutamate synthase, mitochondrial

General function:: Involved in tetrahydrofolylpolyglutamate synthase activity
Specific function:: Catalyzes conversion of folates to polyglutamate derivatives allowing concentration of folate compounds in the cell and the intracellular retention of these cofactors, which are important substrates for most of the folate-dependent enzymes that are involved in one-carbon transfer reactions involved in purine, pyrimidine and amino acid synthesis. Unsubstitued reduced folates are the preferred substrates. Metabolizes methotrexate (MTX) to polyglutamates.
Gene Name:: FPGS
Uniprot ID:: Q05932
Molecular weight:: 59173.37

Enzyme Details

2. Gamma-glutamyl hydrolase

General function:: Involved in catalytic activity
Specific function:: Hydrolyzes the polyglutamate sidechains of pteroylpolyglutamates. Progressively removes gamma-glutamyl residues from pteroylpoly-gamma-glutamate to yield pteroyl-alpha-glutamate (folic acid) and free glutamate. May play an important role in the bioavailability of dietary pteroylpolyglutamates and in the metabolism of pteroylpolyglutamates and antifolates.
Gene Name:: GGH
Uniprot ID:: Q92820
Molecular weight:: 35964.045

Showing metabocard for Tetrahydrofolyl-[Glu](n) (HMDB0006826)

MOL for HMDB0006826 (Tetrahydrofolyl-[Glu](n))

3D MOL for HMDB0006826 (Tetrahydrofolyl-[Glu](n))

3D SDF for HMDB0006826 (Tetrahydrofolyl-[Glu](n))

3D-SDF for HMDB0006826 (Tetrahydrofolyl-[Glu](n))

PDB for HMDB0006826 (Tetrahydrofolyl-[Glu](n))

3D PDB for HMDB0006826 (Tetrahydrofolyl-[Glu](n))

SMILES for HMDB0006826 (Tetrahydrofolyl-[Glu](n))

INCHI for HMDB0006826 (Tetrahydrofolyl-[Glu](n))

Structure for HMDB0006826 (Tetrahydrofolyl-[Glu](n))

3D Structure for HMDB0006826 (Tetrahydrofolyl-[Glu](n))

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes