MiMeDB: Showing metabocard for Protein tyrosine (MMDBc0031933)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-18 01:55:35 UTC

Update Date

2024-04-30 19:53:47 UTC

Metabolite ID

MMDBc0031933

Metabolite Identification

Common Name

Protein tyrosine

Description

NULL

Structure

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

HMDB0001220
     RDKit          3D
Prostaglandin E2
 57 57  0  0  0  0  0  0  0  0999 V2000
    6.3710    1.9964   -1.1677 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0791    0.9317   -0.4168 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5598    0.4489    0.8478 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3915   -0.3107    1.1582 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9843   -0.1015    0.9309 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3974   -0.1652   -0.4032 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7484    0.6573   -1.3962 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8585   -0.1427   -0.3042 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1406   -0.6941   -1.2630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3457   -0.7477   -1.3034 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6767   -2.2405   -1.0665 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0072   -2.5157   -1.2724 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3916   -2.3193    0.4179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0675   -1.1154    0.9419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5685   -1.0110    2.0344 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0082   -0.0827   -0.1213 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4193    0.3819   -0.4962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9720    1.0108    0.7151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0453    0.6631    1.3885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8694   -0.4833    0.9644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2761    0.0767    0.6844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1571    1.1288   -0.4234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5000    1.6838   -0.7116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6125    2.5678   -1.5976 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6512    1.2777   -0.0513 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0832    1.6783   -2.1932 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5299    2.4795   -0.5993 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0502    2.8927   -1.3750 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3125    0.0432   -1.0953 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1431    1.3345   -0.2491 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4525   -0.1576    1.3306 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6487    1.3710    1.5838 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4792   -0.5148    2.3275 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6605   -1.4278    0.8542 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3672   -0.8640    1.5645 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6138    0.8657    1.4506 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5559   -1.2493   -0.7629 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6816    0.2503   -2.2826 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4055    0.3234    0.5565 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7365   -1.1405   -2.0834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7648   -0.4122   -2.2674 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0060   -2.8810   -1.6609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2948   -3.1540   -0.5690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7721   -3.2585    0.8656 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7040   -2.1838    0.6207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4627    0.8091    0.1785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9775   -0.4300   -0.9319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2400    1.2074   -1.2323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4275    1.8849    1.1199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3622    1.2238    2.2970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9942   -1.2152    1.8055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5478   -0.9454    0.0430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8859   -0.7795    0.3457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6913    0.5622    1.5868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7638    0.5758   -1.3243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4647    1.9212   -0.0995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7432    0.2956    0.2300 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 16 10  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  2 30  1  0
  3 31  1  0
  3 32  1  0
  4 33  1  0
  4 34  1  0
  5 35  1  0
  5 36  1  0
  6 37  1  6
  7 38  1  0
  8 39  1  0
  9 40  1  0
 10 41  1  6
 11 42  1  6
 12 43  1  0
 13 44  1  0
 13 45  1  0
 16 46  1  1
 17 47  1  0
 17 48  1  0
 18 49  1  0
 19 50  1  0
 20 51  1  0
 20 52  1  0
 21 53  1  0
 21 54  1  0
 22 55  1  0
 22 56  1  0
 25 57  1  0
M  END


  Mrv1652305271900272D          

 25 25  0  0  0  0            999 V2000
10017.073510020.2947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10017.789810020.7073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10018.614610020.7073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10019.328810020.2947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10020.043010020.7073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10020.756810020.2947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10021.470710020.7073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10022.186510020.2947    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10021.470710021.5325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10018.442810019.3790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10019.156810018.9655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10019.871810019.3790    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10020.585710018.9655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10021.299510019.3790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10022.013210018.9655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10022.727010019.3790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10023.442810018.9655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10019.871810020.2039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10015.608510019.2214    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10017.935110017.5188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10017.056910019.4612    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10016.388210018.9752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10016.643610018.1891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10017.470210018.1891    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10017.725610018.9752    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 18  1  1  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 21 22  1  0  0  0  0
 21 25  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 22 19  2  0  0  0  0
 24 20  1  6  0  0  0
 25 10  1  1  0  0  0
 21  1  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0031933

> <DATABASE_NAME>
MIME

> <SMILES>
CCCCC[C@H](O)\C=C\[C@H]1[C@H](O)CC(=O)[C@@H]1C\C=C/CCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H32O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h4,7,12-13,15-17,19,21,23H,2-3,5-6,8-11,14H2,1H3,(H,24,25)/b7-4-,13-12+/t15-,16+,17+,19+/m0/s1

> <INCHI_KEY>
XEYBRNLFEZDVAW-ARSRFYASSA-N

> <FORMULA>
C20H32O5

> <MOLECULAR_WEIGHT>
352.4651

> <EXACT_MASS>
352.224974134

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
40.99510239897604

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(5Z)-7-[(1R,2R,3R)-3-hydroxy-2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-5-oxocyclopentyl]hept-5-enoic acid

> <ALOGPS_LOGP>
3.31

> <JCHEM_LOGP>
3.2252701369999994

> <ALOGPS_LOGS>
-3.90

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.678908140463108

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.303359525644919

> <JCHEM_PKA_STRONGEST_BASIC>
-1.6263175986188916

> <JCHEM_POLAR_SURFACE_AREA>
94.83000000000001

> <JCHEM_REFRACTIVITY>
99.43509999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.40e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
dinoprostone

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0001220
     RDKit          3D
Prostaglandin E2
 57 57  0  0  0  0  0  0  0  0999 V2000
    6.3710    1.9964   -1.1677 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0791    0.9317   -0.4168 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5598    0.4489    0.8478 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3915   -0.3107    1.1582 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9843   -0.1015    0.9309 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3974   -0.1652   -0.4032 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7484    0.6573   -1.3962 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8585   -0.1427   -0.3042 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1406   -0.6941   -1.2630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3457   -0.7477   -1.3034 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6767   -2.2405   -1.0665 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0072   -2.5157   -1.2724 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3916   -2.3193    0.4179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0675   -1.1154    0.9419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5685   -1.0110    2.0344 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0082   -0.0827   -0.1213 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4193    0.3819   -0.4962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9720    1.0108    0.7151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0453    0.6631    1.3885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8694   -0.4833    0.9644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2761    0.0767    0.6844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1571    1.1288   -0.4234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5000    1.6838   -0.7116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6125    2.5678   -1.5976 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6512    1.2777   -0.0513 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0832    1.6783   -2.1932 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5299    2.4795   -0.5993 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0502    2.8927   -1.3750 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3125    0.0432   -1.0953 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1431    1.3345   -0.2491 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4525   -0.1576    1.3306 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6487    1.3710    1.5838 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4792   -0.5148    2.3275 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6605   -1.4278    0.8542 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3672   -0.8640    1.5645 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6138    0.8657    1.4506 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5559   -1.2493   -0.7629 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6816    0.2503   -2.2826 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4055    0.3234    0.5565 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7365   -1.1405   -2.0834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7648   -0.4122   -2.2674 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0060   -2.8810   -1.6609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2948   -3.1540   -0.5690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7721   -3.2585    0.8656 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7040   -2.1838    0.6207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4627    0.8091    0.1785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9775   -0.4300   -0.9319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2400    1.2074   -1.2323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4275    1.8849    1.1199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3622    1.2238    2.2970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9942   -1.2152    1.8055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5478   -0.9454    0.0430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8859   -0.7795    0.3457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6913    0.5622    1.5868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7638    0.5758   -1.3243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4647    1.9212   -0.0995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7432    0.2956    0.2300 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 16 10  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  2 30  1  0
  3 31  1  0
  3 32  1  0
  4 33  1  0
  4 34  1  0
  5 35  1  0
  5 36  1  0
  6 37  1  6
  7 38  1  0
  8 39  1  0
  9 40  1  0
 10 41  1  6
 11 42  1  6
 12 43  1  0
 13 44  1  0
 13 45  1  0
 16 46  1  1
 17 47  1  0
 17 48  1  0
 18 49  1  0
 19 50  1  0
 20 51  1  0
 20 52  1  0
 21 53  1  0
 21 54  1  0
 22 55  1  0
 22 56  1  0
 25 57  1  0
M  END

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  C   UNK     0    8698.5378704.550   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8699.8748705.320   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8701.4148705.320   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8702.7478704.550   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8704.0808705.320   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8705.4138704.550   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8706.7458705.320   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0    8708.0818704.550   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0    8706.7458706.861   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0    8701.0938702.841   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8702.4268702.069   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8703.7618702.841   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8705.0938702.069   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8706.4268702.841   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8707.7588702.069   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8709.0908702.841   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8710.4278702.069   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0    8703.7618704.381   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0    8695.8038702.547   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0    8700.1468699.368   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0    8698.5068702.994   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8697.2588702.087   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0    8697.7358700.620   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0    8699.2788700.620   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0    8699.7548702.087   0.000  0.00  0.00           C+0
CONECT    1    2   21                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10   11   25                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   18                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16                                                            
CONECT   18   12                                                            
CONECT   19   22                                                            
CONECT   20   24                                                            
CONECT   21   22   25    1                                                  
CONECT   22   21   23   19                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25   20                                                  
CONECT   25   21   24   10                                                  
MASTER        0    0    0    0    0    0    0    0   25    0   50    0
END

COMPND    HMDB0001220
HETATM    1  C1  UNL     1       6.371   1.996  -1.168  1.00  0.00           C  
HETATM    2  C2  UNL     1       7.079   0.932  -0.417  1.00  0.00           C  
HETATM    3  C3  UNL     1       6.560   0.449   0.848  1.00  0.00           C  
HETATM    4  C4  UNL     1       5.392  -0.311   1.158  1.00  0.00           C  
HETATM    5  C5  UNL     1       3.984  -0.102   0.931  1.00  0.00           C  
HETATM    6  C6  UNL     1       3.397  -0.165  -0.403  1.00  0.00           C  
HETATM    7  O1  UNL     1       3.748   0.657  -1.396  1.00  0.00           O  
HETATM    8  C7  UNL     1       1.858  -0.143  -0.304  1.00  0.00           C  
HETATM    9  C8  UNL     1       1.141  -0.694  -1.263  1.00  0.00           C  
HETATM   10  C9  UNL     1      -0.346  -0.748  -1.303  1.00  0.00           C  
HETATM   11  C10 UNL     1      -0.677  -2.241  -1.067  1.00  0.00           C  
HETATM   12  O2  UNL     1      -2.007  -2.516  -1.272  1.00  0.00           O  
HETATM   13  C11 UNL     1      -0.392  -2.319   0.418  1.00  0.00           C  
HETATM   14  C12 UNL     1      -1.068  -1.115   0.942  1.00  0.00           C  
HETATM   15  O3  UNL     1      -1.568  -1.011   2.034  1.00  0.00           O  
HETATM   16  C13 UNL     1      -1.008  -0.083  -0.121  1.00  0.00           C  
HETATM   17  C14 UNL     1      -2.419   0.382  -0.496  1.00  0.00           C  
HETATM   18  C15 UNL     1      -2.972   1.011   0.715  1.00  0.00           C  
HETATM   19  C16 UNL     1      -4.045   0.663   1.388  1.00  0.00           C  
HETATM   20  C17 UNL     1      -4.869  -0.483   0.964  1.00  0.00           C  
HETATM   21  C18 UNL     1      -6.276   0.077   0.684  1.00  0.00           C  
HETATM   22  C19 UNL     1      -6.157   1.129  -0.423  1.00  0.00           C  
HETATM   23  C20 UNL     1      -7.500   1.684  -0.712  1.00  0.00           C  
HETATM   24  O4  UNL     1      -7.612   2.568  -1.598  1.00  0.00           O  
HETATM   25  O5  UNL     1      -8.651   1.278  -0.051  1.00  0.00           O  
HETATM   26  H1  UNL     1       6.083   1.678  -2.193  1.00  0.00           H  
HETATM   27  H2  UNL     1       5.530   2.479  -0.599  1.00  0.00           H  
HETATM   28  H3  UNL     1       7.050   2.893  -1.375  1.00  0.00           H  
HETATM   29  H4  UNL     1       7.313   0.043  -1.095  1.00  0.00           H  
HETATM   30  H5  UNL     1       8.143   1.334  -0.249  1.00  0.00           H  
HETATM   31  H6  UNL     1       7.453  -0.158   1.331  1.00  0.00           H  
HETATM   32  H7  UNL     1       6.649   1.371   1.584  1.00  0.00           H  
HETATM   33  H8  UNL     1       5.479  -0.515   2.327  1.00  0.00           H  
HETATM   34  H9  UNL     1       5.661  -1.428   0.854  1.00  0.00           H  
HETATM   35  H10 UNL     1       3.367  -0.864   1.565  1.00  0.00           H  
HETATM   36  H11 UNL     1       3.614   0.866   1.451  1.00  0.00           H  
HETATM   37  H12 UNL     1       3.556  -1.249  -0.763  1.00  0.00           H  
HETATM   38  H13 UNL     1       3.682   0.250  -2.283  1.00  0.00           H  
HETATM   39  H14 UNL     1       1.405   0.323   0.556  1.00  0.00           H  
HETATM   40  H15 UNL     1       1.736  -1.141  -2.083  1.00  0.00           H  
HETATM   41  H16 UNL     1      -0.765  -0.412  -2.267  1.00  0.00           H  
HETATM   42  H17 UNL     1       0.006  -2.881  -1.661  1.00  0.00           H  
HETATM   43  H18 UNL     1      -2.295  -3.154  -0.569  1.00  0.00           H  
HETATM   44  H19 UNL     1      -0.772  -3.258   0.866  1.00  0.00           H  
HETATM   45  H20 UNL     1       0.704  -2.184   0.621  1.00  0.00           H  
HETATM   46  H21 UNL     1      -0.463   0.809   0.179  1.00  0.00           H  
HETATM   47  H22 UNL     1      -2.978  -0.430  -0.932  1.00  0.00           H  
HETATM   48  H23 UNL     1      -2.240   1.207  -1.232  1.00  0.00           H  
HETATM   49  H24 UNL     1      -2.428   1.885   1.120  1.00  0.00           H  
HETATM   50  H25 UNL     1      -4.362   1.224   2.297  1.00  0.00           H  
HETATM   51  H26 UNL     1      -4.994  -1.215   1.805  1.00  0.00           H  
HETATM   52  H27 UNL     1      -4.548  -0.945   0.043  1.00  0.00           H  
HETATM   53  H28 UNL     1      -6.886  -0.780   0.346  1.00  0.00           H  
HETATM   54  H29 UNL     1      -6.691   0.562   1.587  1.00  0.00           H  
HETATM   55  H30 UNL     1      -5.764   0.576  -1.324  1.00  0.00           H  
HETATM   56  H31 UNL     1      -5.465   1.921  -0.099  1.00  0.00           H  
HETATM   57  H32 UNL     1      -8.743   0.296   0.230  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3   29   30
CONECT    3    4   31   32
CONECT    4    5   33   34
CONECT    5    6   35   36
CONECT    6    7    8   37
CONECT    7   38
CONECT    8    9    9   39
CONECT    9   10   40
CONECT   10   11   16   41
CONECT   11   12   13   42
CONECT   12   43
CONECT   13   14   44   45
CONECT   14   15   15   16
CONECT   16   17   46
CONECT   17   18   47   48
CONECT   18   19   19   49
CONECT   19   20   50
CONECT   20   21   51   52
CONECT   21   22   53   54
CONECT   22   23   55   56
CONECT   23   24   24   25
CONECT   25   57
END

HMDB0001220
     RDKit          3D
Prostaglandin E2
 57 57  0  0  0  0  0  0  0  0999 V2000
    6.3710    1.9964   -1.1677 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0791    0.9317   -0.4168 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5598    0.4489    0.8478 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3915   -0.3107    1.1582 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9843   -0.1015    0.9309 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3974   -0.1652   -0.4032 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7484    0.6573   -1.3962 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8585   -0.1427   -0.3042 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1406   -0.6941   -1.2630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3457   -0.7477   -1.3034 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6767   -2.2405   -1.0665 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0072   -2.5157   -1.2724 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3916   -2.3193    0.4179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0675   -1.1154    0.9419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5685   -1.0110    2.0344 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0082   -0.0827   -0.1213 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4193    0.3819   -0.4962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9720    1.0108    0.7151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0453    0.6631    1.3885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8694   -0.4833    0.9644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2761    0.0767    0.6844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1571    1.1288   -0.4234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5000    1.6838   -0.7116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6125    2.5678   -1.5976 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6512    1.2777   -0.0513 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0832    1.6783   -2.1932 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5299    2.4795   -0.5993 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0502    2.8927   -1.3750 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3125    0.0432   -1.0953 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1431    1.3345   -0.2491 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4525   -0.1576    1.3306 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6487    1.3710    1.5838 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4792   -0.5148    2.3275 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6605   -1.4278    0.8542 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3672   -0.8640    1.5645 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6138    0.8657    1.4506 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5559   -1.2493   -0.7629 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6816    0.2503   -2.2826 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4055    0.3234    0.5565 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7365   -1.1405   -2.0834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7648   -0.4122   -2.2674 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0060   -2.8810   -1.6609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2948   -3.1540   -0.5690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7721   -3.2585    0.8656 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7040   -2.1838    0.6207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4627    0.8091    0.1785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9775   -0.4300   -0.9319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2400    1.2074   -1.2323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4275    1.8849    1.1199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3622    1.2238    2.2970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9942   -1.2152    1.8055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5478   -0.9454    0.0430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8859   -0.7795    0.3457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6913    0.5622    1.5868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7638    0.5758   -1.3243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4647    1.9212   -0.0995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7432    0.2956    0.2300 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 16 10  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  2 30  1  0
  3 31  1  0
  3 32  1  0
  4 33  1  0
  4 34  1  0
  5 35  1  0
  5 36  1  0
  6 37  1  6
  7 38  1  0
  8 39  1  0
  9 40  1  0
 10 41  1  6
 11 42  1  6
 12 43  1  0
 13 44  1  0
 13 45  1  0
 16 46  1  1
 17 47  1  0
 17 48  1  0
 18 49  1  0
 19 50  1  0
 20 51  1  0
 20 52  1  0
 21 53  1  0
 21 54  1  0
 22 55  1  0
 22 56  1  0
 25 57  1  0
M  END

Synonyms

Value	Source
(15S)-Prostaglandin e2	ChEBI
(5Z,11alpha,13E,15S)-11,15-Dihydroxy-9-oxoprosta-5,13-dien-1-Oic acid	ChEBI
(5Z,13E)-(15S)-11alpha,15-Dihydroxy-9-oxoprost-13-enoate	ChEBI
(5Z,13E)-(15S)-11alpha,15-Dihydroxy-9-oxoprosta-5,13-dienoate	ChEBI
(e,Z)-(1R,2R,3R)-7-(3-Hydroxy-2-((3S)-(3-hydroxy-1-octenyl))-5-oxocyclopentyl)-5-heptenoic acid	ChEBI
(Z)-7-((1R,2R,3R)-3-Hydroxy-2-((S,e)-3-hydroxyoct-1-enyl)-5-oxocyclopentyl)hept-5-enoic acid	ChEBI
Dinoproston	ChEBI
Dinoprostona	ChEBI
Dinoprostone	ChEBI
Dinoprostonum	ChEBI
PGE2	ChEBI
Prepidil	ChEBI
Propess	ChEBI
Prostin e2	ChEBI
Cervidil	Kegg
(5Z,11a,13E,15S)-11,15-Dihydroxy-9-oxoprosta-5,13-dien-1-Oate	Generator
(5Z,11a,13E,15S)-11,15-Dihydroxy-9-oxoprosta-5,13-dien-1-Oic acid	Generator
(5Z,11alpha,13E,15S)-11,15-Dihydroxy-9-oxoprosta-5,13-dien-1-Oate	Generator
(5Z,11Α,13E,15S)-11,15-dihydroxy-9-oxoprosta-5,13-dien-1-Oate	Generator
(5Z,11Α,13E,15S)-11,15-dihydroxy-9-oxoprosta-5,13-dien-1-Oic acid	Generator
(5Z,13E)-(15S)-11a,15-Dihydroxy-9-oxoprost-13-enoate	Generator
(5Z,13E)-(15S)-11a,15-Dihydroxy-9-oxoprost-13-enoic acid	Generator
(5Z,13E)-(15S)-11alpha,15-Dihydroxy-9-oxoprost-13-enoic acid	Generator
(5Z,13E)-(15S)-11Α,15-dihydroxy-9-oxoprost-13-enoate	Generator
(5Z,13E)-(15S)-11Α,15-dihydroxy-9-oxoprost-13-enoic acid	Generator
(5Z,13E)-(15S)-11a,15-Dihydroxy-9-oxoprosta-5,13-dienoate	Generator
(5Z,13E)-(15S)-11a,15-Dihydroxy-9-oxoprosta-5,13-dienoic acid	Generator
(5Z,13E)-(15S)-11alpha,15-Dihydroxy-9-oxoprosta-5,13-dienoic acid	Generator
(5Z,13E)-(15S)-11Α,15-dihydroxy-9-oxoprosta-5,13-dienoate	Generator
(5Z,13E)-(15S)-11Α,15-dihydroxy-9-oxoprosta-5,13-dienoic acid	Generator
(e,Z)-(1R,2R,3R)-7-(3-Hydroxy-2-((3S)-(3-hydroxy-1-octenyl))-5-oxocyclopentyl)-5-heptenoate	Generator
(Z)-7-((1R,2R,3R)-3-Hydroxy-2-((S,e)-3-hydroxyoct-1-enyl)-5-oxocyclopentyl)hept-5-enoate	Generator
(-)-Prostaglandin e2	HMDB
(5Z,13E,15S)-11-alpha,15-Dihydroxy-9-oxoprost-5,13-dienoate	HMDB
(5Z,13E,15S)-11-alpha,15-Dihydroxy-9-oxoprost-5,13-dienoic acid	HMDB
5-trans-PGE2	HMDB
Glandin	HMDB
L-Prostaglandin e2	HMDB
Minprositin e2	HMDB
Minprostin e2	HMDB
Prostaglandin e	HMDB
Prostaglandin e2alpha	HMDB
Prostarmon e	HMDB
Prostin	HMDB
e2, Prostaglandin	HMDB
Prepidil gel	HMDB
alpha, Prostaglandin e2	HMDB
e2 alpha, Prostaglandin	HMDB
e2alpha, Prostaglandin	HMDB
alpha, PGE2	HMDB
Prostenon	HMDB
Gel, prepidil	HMDB
PGE2 alpha	HMDB
PGE2alpha	HMDB
Prostaglandin e2 alpha	HMDB

Molecular Formula

C₂₀H₃₂O₅

Average Mass

352.4651

Monoisotopic Mass

352.224974134

IUPAC Name

(5Z)-7-[(1R,2R,3R)-3-hydroxy-2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-5-oxocyclopentyl]hept-5-enoic acid

Traditional Name

dinoprostone

CAS Registry Number

Not Available

SMILES

CCCCC[C@H](O)\C=C\[C@H]1[C@H](O)CC(=O)[C@@H]1C\C=C/CCCC(O)=O

InChI Identifier

InChI=1S/C20H32O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h4,7,12-13,15-17,19,21,23H,2-3,5-6,8-11,14H2,1H3,(H,24,25)/b7-4-,13-12+/t15-,16+,17+,19+/m0/s1

InChI Key

XEYBRNLFEZDVAW-ARSRFYASSA-N

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as prostaglandins and related compounds. These are unsaturated carboxylic acids consisting of a 20 carbon skeleton that also contains a five member ring, and are based upon the fatty acid arachidonic acid.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Eicosanoids

Direct Parent

Prostaglandins and related compounds

Alternative Parents

Substituents

Prostaglandin skeleton
Long-chain fatty acid
Hydroxy fatty acid
Cyclopentanol
Fatty acid
Unsaturated fatty acid
Cyclic alcohol
Ketone
Cyclic ketone
Secondary alcohol
Carboxylic acid
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Alcohol
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organooxygen compound
Carbonyl group
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

prostaglandins E (CHEBI:15551 )
Prostaglandins (C00584 )
Prostaglandins (LMFA03010003 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.044 g/L	ALOGPS
logP	3.31	ALOGPS
logP	3.23	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	4.3	ChemAxon
pKa (Strongest Basic)	-1.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	94.83 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	99.44 m³·mol⁻¹	ChemAxon
Polarizability	41 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
GC-MS	GC-MS Spectrum - GC-MS (1 MEOX; 3 TMS)	splash10-0059-4920000000-6108934d406ea4062761	2014-06-16	View Spectrum
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-0059-4920000000-6108934d406ea4062761	2017-09-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a73-5395000000-02aad995307bb6a67f94	2017-09-01	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (3 TMS) - 70eV, Positive	splash10-0ufu-9100850000-7394ff4333bcac154ae5	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QIT (4000Q TRAP, Applied Biosystems) 20V, Negative	splash10-00yi-0398000000-41c3a62b076046d87381	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QIT (4000Q TRAP, Applied Biosystems) 25V, Negative	splash10-00di-0495000000-df406a9e4cc995523a7e	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QIT (4000Q TRAP, Applied Biosystems) 30V, Negative	splash10-00dr-0592000000-928e66269ab2854faa42	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QIT (4000Q TRAP, Applied Biosystems) 35V, Negative	splash10-00dr-0590000000-b364a55fc0598d9265b5	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QIT (4000Q TRAP, Applied Biosystems) 40V, Negative	splash10-00dr-0890000000-b3a25d975f2a38d7e49f	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QIT (4000Q TRAP, Applied Biosystems) 45V, Negative	splash10-0079-0960000000-c67461d3bd965cbf289c	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QIT (4000Q TRAP, Applied Biosystems) 50V, Negative	splash10-000i-0920000000-830ad149a4fe8f36e211	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QIT (4000Q TRAP, Applied Biosystems) 55V, Negative	splash10-07br-0910000000-35e5bd204c947e2c4bcc	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QIT (4000Q TRAP, Applied Biosystems) 60V, Negative	splash10-05fs-0900000000-573b0c5a4593210b387a	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QIT , negative	splash10-00yi-0398000000-612bce8f105beae0c5f2	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QIT , negative	splash10-00di-0495000000-78584a9b664c5155b473	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QIT , negative	splash10-00dr-0592000000-b37d658cf7b0d590aad4	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QIT , negative	splash10-00dr-0590000000-985f93ab468aa6a8a1b8	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QIT , negative	splash10-00dr-0890000000-5757ca5e8720a47086dc	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QIT , negative	splash10-0079-0960000000-c67461d3bd965cbf289c	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QIT , negative	splash10-000i-0920000000-830ad149a4fe8f36e211	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QIT , negative	splash10-07br-0910000000-35e5bd204c947e2c4bcc	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QIT , negative	splash10-05fs-0900000000-573b0c5a4593210b387a	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-00di-0294000000-9d89acbe9e631d718a4b	2017-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00kr-0019000000-31e36b1c042e1f53c0af	2017-07-26	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-014r-2197000000-e7ed45d4821537db0598	2017-07-26	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0lmv-9110000000-b4cb6476f830b7047f38	2017-07-26	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-0019000000-a8c5f8d16d784c75721a	2017-07-26	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0kar-2159000000-92926ade35f53b386f30	2017-07-26	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-9421000000-f62f4a6586c94d0d622e	2017-07-26	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, 100%_DMSO, experimental)		2012-12-04	View Spectrum
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, 100%_DMSO, experimental)		2012-12-05	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Endoplasmic reticulum
Extracellular
Membrane

Biospecimen Locations

Blood
Brain
Cerebrospinal Fluid (CSF)
Epidermis
Feces
Fibroblasts
Placenta
Urine

Tissue Locations

Brain
Epidermis
Fibroblasts
Placenta

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0191748	Carbonyl reductase [NADPH] 1	Enzyme	P16152	Homo sapiens
MMDBp0191750	Carbonyl reductase [NADPH] 3	Enzyme	O75828	Homo sapiens
MMDBp0191751	15-hydroxyprostaglandin dehydrogenase [NAD(+)]	Unknown	P15428	Homo sapiens
MMDBp0191752	Prostaglandin E synthase	Enzyme	O14684	Homo sapiens
MMDBp0192115	Solute carrier organic anion transporter family member 1B1	Transporter	Q9Y6L6	Homo sapiens
MMDBp0193303	Aryl hydrocarbon receptor	Unknown	P35869	Homo sapiens
MMDBp0193519	Prostaglandin E2 receptor EP1 subtype	Unknown	P34995	Homo sapiens
MMDBp0193676	Prostaglandin E2 receptor EP4 subtype	Enzyme	P35408	Homo sapiens
MMDBp0194011	Prostaglandin E synthase 2	Enzyme	Q9H7Z7	Homo sapiens
MMDBp0194709	Prostaglandin E2 receptor EP3 subtype	Unknown	P43115	Homo sapiens
MMDBp0194927	Prostaglandin E2 receptor EP2 subtype	Unknown	P43116	Homo sapiens
MMDBp0195820	Solute carrier family 22 member 7	Transporter	Q9Y694	Homo sapiens
MMDBp0196262	Prostaglandin E synthase 3	Enzyme	Q15185	Homo sapiens
MMDBp0196331	CUGBP Elav-like family member 2	Unknown	O95319	Homo sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank
Succinate Signalling During Inflammation

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Data Source	Reference
MMDBr0000456	Protein tyrosine	Prostaglandin F2a	carbonyl reductase 1	VMH	8740524 9740676
MMDBr0001922	Prostaglandin H2	Protein tyrosine	prostaglandin E synthase	VMH	11847219
MMDBr0004163	Prostaglandin PGE2 1-glyceryl ester	Glycerol	Not Available	VMH	11447235
MMDBr0004164	Prostaglandin Pge2 3-Glyceryl Ester	Glycerol	Not Available	VMH	11447235
MMDBr0004165	Protein tyrosine	Prostaglandin B2	Not Available	VMH	11447235
MMDBr0004167	Protein tyrosine	Prostaglandin A2	Not Available	VMH	10200320 234423
MMDBr0009494	Prostaglandin H2	Protein tyrosine	prostaglandin E synthase	VMH	30371894
MMDBr0009501	Prostaglandin A2	Protein tyrosine	ribonuclease P/MRP 14kDa subunit	VMH; KEGG	30371894
MMDBr0009510	Prostaglandin PGE2 glyceryl ester	Glycerol	Not Available	VMH	30371894

Health Effects and Bioactivity

Health Outcome/Bioactivity	Evidence Type	Host and Biospecimen	Data Source	Reference
Amyotrophic lateral sclerosis	Association	Human Cerebrospinal Fluid (CSF)	HMDB	11971099
Hydrocephalus	Association	Human Cerebrospinal Fluid (CSF)	HMDB	2835791
Meningitis	Association	Human Cerebrospinal Fluid (CSF)	HMDB	2835791

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Proteobacteria	1	Human ; Human feces; Human feces; pleural fluid plaque; bal; Human stool	Unknown

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified									HMDB
Human Cerebrospinal fluid (csf)	Detected and Quantified	35.0	10.0			uM	Adult (>18 years old)	Not Specified	Amyotrophic lateral sclerosis	HMDB	11971099
Human Cerebrospinal fluid (csf)	Detected and Quantified	0.00006246	0.000165			uM	Not Specified	Not Specified	hydrocephalus	HMDB	2835791
Human Cerebrospinal fluid (csf)	Detected and Quantified	0.00716		0.000116	0.0142	uM	Not Specified	Not Specified	meningitis	HMDB	2835791
Human Cerebrospinal fluid (csf)	Detected and Quantified	<0.00005110				uM	Adult (>18 years old)	Both	Normal	HMDB	6593432
Human Cerebrospinal fluid (csf)	Detected and Quantified			0	0.02	uM	Adult (>18 years old)	Both	Normal	HMDB	11971099
Human Blood	Detected and Quantified	0.000037	0.000012			uM	Adult (>18 years old)	Both	Normal	HMDB	20671299
Human Blood	Detected and Quantified	0.0000967	0.000012			uM	Adult (>18 years old)	Both	Normal	HMDB	21359215
Human Blood	Detected and Quantified	0.000172	0.00013			uM	Adult (>18 years old)	Both	Normal	HMDB	21359215
Human Urine	Detected and Quantified	0.0002	0.0002			umol/mmol creatinine	Newborn (0-30 days old)	Both	Normal	HMDB	24817352
Human Blood	Detected and Quantified	0.0009	0.000060			uM	Adult (>18 years old)	Female	Normal	HMDB	12840179
Human Blood	Detected and Quantified	0.001	0.000053			uM	Adult (>18 years old)	Male	Normal	HMDB	12840179
Human Blood	Detected and Quantified	0.00218	0.00287			uM	Adult (>18 years old)	Both	Normal	HMDB	18953024
Human Blood	Detected and Quantified	0.00218	0.00287			uM	Adult (>18 years old)	Both	Normal	HMDB	21359215
Human Urine	Detected and Quantified	0.0098	0.0011			umol/mmol creatinine	Adult (>18 years old)	Female	Normal	HMDB	9373880
Human Urine	Detected and Quantified	0.015	0.002			umol/mmol creatinine	Adult (>18 years old)	Female	Normal	HMDB	9373880
Human Urine	Detected and Quantified	0.000057	0.000020			umol/mmol creatinine	Adult (>18 years old)	Female	Normal	HMDB	Geigy Scientific Tables, 8th Rev edition, pp. 130. Edited by C. Lentner, West Cadwell, N.J.: Medical education Div., Ciba-Geigy Corp. Basel, Switzerland c1981-1992.
Human Urine	Detected and Quantified	0.00012	0.000025			umol/mmol creatinine	Adult (>18 years old)	Male	Normal	HMDB	Geigy Scientific Tables, 8th Rev edition, pp. 130. Edited by C. Lentner, West Cadwell, N.J.: Medical education Div., Ciba-Geigy Corp. Basel, Switzerland c1981-1992.
Human Cerebrospinal fluid (csf)	Detected and Quantified	0.0013	0.0020			uM	Adult (>18 years old)	Both	Normal	HMDB	Geigy Scientific Tables, 8th Rev edition, pp. 130. Edited by C. Lentner, West Cadwell, N.J.: Medical education Div., Ciba-Geigy Corp. Basel, Switzerland c1981-1992.
Human Brain	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Epidermis	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Fibroblasts	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Placenta	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Feces	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	19636438

External Links

HMDB ID

HMDB0001220

DrugBank ID

DB00917

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022498

KNApSAcK ID

Not Available

Chemspider ID

4444059

KEGG Compound ID

C00584

BioCyc ID

5Z13E-15S-1115-DIHYDROXY-9-OXOPROS

BiGG ID

Wikipedia Link

METLIN ID

PubChem Compound

PDB ID

Not Available

ChEBI ID

15551

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Greaves MW: Does ultraviolet-evoked prostaglandin formation protect skin from actinic cancer? Lancet. 1978 Jan 28;1(8057):189. doi: 10.1016/s0140-6736(78)90618-9. [PubMed:74611 ]
Catanzarite VA: Prophylactic intramyometrial carboprost tromethamine does not substantially reduce blood loss relative to intramyometrial oxytocin at routine cesarean section. Am J Perinatol. 1990 Jan;7(1):39-42. doi: 10.1055/s-2007-999443. [PubMed:2403792 ]
Iizuka H, Ohkawara A, Ishibashi Y: Human skin epidermal adenylate cyclase systems: defective beta-adrenergic responsiveness in the involved epidermis of Darier's disease. Curr Probl Dermatol. 1983;11:45-58. doi: 10.1159/000408663. [PubMed:6317292 ]
Schmitz T, Dallot E, Leroy MJ, Breuiller-Fouche M, Ferre F, Cabrol D: EP(4) receptors mediate prostaglandin E(2)-stimulated glycosaminoglycan synthesis in human cervical fibroblasts in culture. Mol Hum Reprod. 2001 Apr;7(4):397-402. doi: 10.1093/molehr/7.4.397. [PubMed:11279302 ]
Amato F, Rizzuto G, Nicoletti A, Senatore M, Roberti R: [Isolated peripheral arterial ischaemia and medullary neurostimulation: case report]. G Ital Nefrol. 2003 Mar-Apr;20(2):200-4. [PubMed:12746806 ]
Ilzecka J: Prostaglandin E2 is increased in amyotrophic lateral sclerosis patients. Acta Neurol Scand. 2003 Aug;108(2):125-9. doi: 10.1034/j.1600-0404.2003.00102.x. [PubMed:12859290 ]
Seo JY, Kim EK, Lee SH, Park KC, Kim KH, Eun HC, Chung JH: Enhanced expression of cylooxygenase-2 by UV in aged human skin in vivo. Mech Ageing Dev. 2003 Aug-Sep;124(8-9):903-10. doi: 10.1016/s0047-6374(03)00150-7. [PubMed:14499495 ]
Konopka T, Rutkowska M, Hirnle L, Kopec W, Karolewska E: The secretion of prostaglandin E2 and interleukin 1-beta in women with periodontal diseases and preterm low-birth-weight. Bull Group Int Rech Sci Stomatol Odontol. 2003 Jan-Apr;45(1):18-28. [PubMed:14535055 ]
Yamada M, Ogata M, Kawai M, Mashima Y, Nishida T: Substance P in human tears. Cornea. 2003 Oct;22(7 Suppl):S48-54. doi: 10.1097/00003226-200310001-00007. [PubMed:14703707 ]
Laitinen K, Arvola T, Moilanen E, Lampi AM, Ruuska T, Isolauri E: Characterization of breast milk received by infants with gross blood in stools. Biol Neonate. 2005;87(1):66-72. doi: 10.1159/000081955. Epub 2004 Nov 9. [PubMed:15542928 ]
Christidis N, Kopp S, Ernberg M: The effect on mechanical pain threshold over human muscles by oral administration of granisetron and diclofenac-sodium. Pain. 2005 Feb;113(3):265-270. doi: 10.1016/j.pain.2004.10.016. [PubMed:15661432 ]
Waschbisch A, Fiebich BL, Akundi RS, Schmitz ML, Hoozemans JJ, Candelario-Jalil E, Virtainen N, Veerhuis R, Slawik H, Yrjanheikki J, Hull M: Interleukin-1 beta-induced expression of the prostaglandin E-receptor subtype EP3 in U373 astrocytoma cells depends on protein kinase C and nuclear factor-kappaB. J Neurochem. 2006 Feb;96(3):680-93. doi: 10.1111/j.1471-4159.2005.03599.x. Epub 2006 Jan 9. [PubMed:16405508 ]
Choi SH, Langenbach R, Bosetti F: Cyclooxygenase-1 and -2 enzymes differentially regulate the brain upstream NF-kappa B pathway and downstream enzymes involved in prostaglandin biosynthesis. J Neurochem. 2006 Aug;98(3):801-11. doi: 10.1111/j.1471-4159.2006.03926.x. Epub 2006 Jun 19. [PubMed:16787416 ]
Harizi H, Gualde N: Pivotal role of PGE2 and IL-10 in the cross-regulation of dendritic cell-derived inflammatory mediators. Cell Mol Immunol. 2006 Aug;3(4):271-7. [PubMed:16978535 ]
Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043. [PubMed:32033212 ]

Showing metabocard for Protein tyrosine (MMDBc0031933)

MOL for #<Metabolite:0x00007fed14b849b8>

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Structure for #<Metabolite:0x00007fed14b849b8>

3D Structure for #<Metabolite:0x00007fed14b849b8>