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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 20:59:50 UTC

Update Date

2021-09-26 23:16:22 UTC

HMDB ID

HMDB0259062

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Thyrotropin-releasing factor

Description

5-hydroxy-N-{1-[2-(C-hydroxycarbonimidoyl)pyrrolidin-1-yl]-3-(1H-imidazol-5-yl)-1-oxopropan-2-yl}-3,4-dihydro-2H-pyrrole-2-carboximidic acid belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds. Based on a literature review very few articles have been published on 5-hydroxy-N-{1-[2-(C-hydroxycarbonimidoyl)pyrrolidin-1-yl]-3-(1H-imidazol-5-yl)-1-oxopropan-2-yl}-3,4-dihydro-2H-pyrrole-2-carboximidic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). Thyrotropin-releasing factor is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Thyrotropin-releasing factor is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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


  Mrv1533004201501112D          

 26 28  0  0  0  0            999 V2000
   -1.5956   -1.7768    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4241   -0.9698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0372   -0.4178    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6394   -0.7149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3845    0.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4405    0.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6954   -0.7149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0280   -1.1998    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0280   -2.0248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6865   -2.4373    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7425   -2.4373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7425   -3.2623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0280   -3.6748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0582   -4.4953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8652   -4.6668    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2777   -3.9523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7257   -3.3392    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4569   -2.0248    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1714   -2.4373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1714   -3.2623    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8859   -2.0248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9721   -1.2043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7791   -1.0328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1916   -1.7472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0121   -1.8335    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6396   -2.3603    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  4  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 13 17  1  0  0  0  0
 11 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 21 26  1  0  0  0  0
M  END

HMDB0259062
     RDKit          3D
Thyrotropin-releasing factor
 48 50  0  0  0  0  0  0  0  0999 V2000
   -4.1815    0.6125   -3.9891 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3358    0.7944   -2.8823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6419    1.8349   -2.8078 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2864   -0.2544   -1.8271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6045   -0.4994   -1.1893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5075   -0.0218    0.2114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1745    0.7054    0.2828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3768    0.1105   -0.7635 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9847   -0.0725   -0.7312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4471   -0.6288   -1.7518 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0698    0.3101    0.3643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1126    1.8295    0.4793 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7691    2.3131    1.5423 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4283    2.5038    2.8635 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5341    2.9616    3.5141 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5256    3.0486    2.6136 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0583    2.6494    1.3949 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2995   -0.1144    0.0593 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0146   -1.0066    0.8901 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4825   -1.4774    1.9464 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3857   -1.4126    0.5578 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4657   -2.2488   -0.7161 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7830   -2.9863   -0.5679 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0925   -2.9123    0.8836 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1591   -3.3032    1.4172 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9566   -2.3228    1.5138 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4645   -0.3375   -4.2712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5207    1.4268   -4.5204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8743   -1.2153   -2.2532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8790   -1.5731   -1.2773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3541    0.1472   -1.7317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5247   -0.9086    0.8829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3553    0.6314    0.4660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4142    1.7822    0.1022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7798    0.4977    1.2913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3949   -0.1700    1.2889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1515    2.1145    0.6715 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1593    2.2454   -0.5249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5463    2.3235    3.3151 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5607    3.1895    4.5250 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5313    3.3824    2.8260 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7487    0.2579   -0.7957 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0855   -0.5585    0.4372 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4559   -1.5719   -1.5776 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6137   -2.9591   -0.7705 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6658   -4.0539   -0.8440 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5829   -2.5262   -1.1830 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6236   -2.5369    2.5020 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 11 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
  8  4  1  0
 17 13  1  0
 26 21  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  0
  7 35  1  0
 11 36  1  0
 12 37  1  0
 12 38  1  0
 14 39  1  0
 15 40  1  0
 16 41  1  0
 18 42  1  0
 21 43  1  0
 22 44  1  0
 22 45  1  0
 23 46  1  0
 23 47  1  0
 26 48  1  0
M  END


  Mrv1533004201501112D          

 26 28  0  0  0  0            999 V2000
   -1.5956   -1.7768    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4241   -0.9698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0372   -0.4178    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6394   -0.7149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3845    0.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4405    0.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6954   -0.7149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0280   -1.1998    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0280   -2.0248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6865   -2.4373    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7425   -2.4373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7425   -3.2623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0280   -3.6748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0582   -4.4953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8652   -4.6668    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2777   -3.9523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7257   -3.3392    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4569   -2.0248    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1714   -2.4373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1714   -3.2623    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8859   -2.0248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9721   -1.2043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7791   -1.0328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1916   -1.7472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0121   -1.8335    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6396   -2.3603    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  4  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 13 17  1  0  0  0  0
 11 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 21 26  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0259062

> <DATABASE_NAME>
hmdb

> <SMILES>
NC(=O)C1CCCN1C(=O)C(CC1=CNC=N1)NC(=O)C1CCC(=O)N1

> <INCHI_IDENTIFIER>
InChI=1S/C16H22N6O4/c17-14(24)12-2-1-5-22(12)16(26)11(6-9-7-18-8-19-9)21-15(25)10-3-4-13(23)20-10/h7-8,10-12H,1-6H2,(H2,17,24)(H,18,19)(H,20,23)(H,21,25)

> <INCHI_KEY>
XNSAINXGIQZQOO-UHFFFAOYSA-N

> <FORMULA>
C16H22N6O4

> <MOLECULAR_WEIGHT>
362.39

> <EXACT_MASS>
362.170253212

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
48

> <JCHEM_AVERAGE_POLARIZABILITY>
35.22870061857695

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-[3-(1H-imidazol-4-yl)-2-[(5-oxopyrrolidin-2-yl)formamido]propanoyl]pyrrolidine-2-carboxamide

> <ALOGPS_LOGP>
-1.46

> <JCHEM_LOGP>
-2.929304966666667

> <ALOGPS_LOGS>
-1.95

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.065669832576251

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.153014135847942

> <JCHEM_PKA_STRONGEST_BASIC>
6.534000969301119

> <JCHEM_POLAR_SURFACE_AREA>
150.28

> <JCHEM_REFRACTIVITY>
89.18989999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.08e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-[3-(1H-imidazol-4-yl)-2-[(5-oxopyrrolidin-2-yl)formamido]propanoyl]pyrrolidine-2-carboxamide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0259062
     RDKit          3D
Thyrotropin-releasing factor
 48 50  0  0  0  0  0  0  0  0999 V2000
   -4.1815    0.6125   -3.9891 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3358    0.7944   -2.8823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6419    1.8349   -2.8078 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2864   -0.2544   -1.8271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6045   -0.4994   -1.1893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5075   -0.0218    0.2114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1745    0.7054    0.2828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3768    0.1105   -0.7635 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9847   -0.0725   -0.7312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4471   -0.6288   -1.7518 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0698    0.3101    0.3643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1126    1.8295    0.4793 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7691    2.3131    1.5423 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4283    2.5038    2.8635 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5341    2.9616    3.5141 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5256    3.0486    2.6136 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0583    2.6494    1.3949 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2995   -0.1144    0.0593 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0146   -1.0066    0.8901 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4825   -1.4774    1.9464 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3857   -1.4126    0.5578 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4657   -2.2488   -0.7161 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7830   -2.9863   -0.5679 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0925   -2.9123    0.8836 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1591   -3.3032    1.4172 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9566   -2.3228    1.5138 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4645   -0.3375   -4.2712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5207    1.4268   -4.5204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8743   -1.2153   -2.2532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8790   -1.5731   -1.2773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3541    0.1472   -1.7317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5247   -0.9086    0.8829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3553    0.6314    0.4660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4142    1.7822    0.1022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7798    0.4977    1.2913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3949   -0.1700    1.2889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1515    2.1145    0.6715 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1593    2.2454   -0.5249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5463    2.3235    3.3151 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5607    3.1895    4.5250 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5313    3.3824    2.8260 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7487    0.2579   -0.7957 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0855   -0.5585    0.4372 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4559   -1.5719   -1.5776 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6137   -2.9591   -0.7705 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6658   -4.0539   -0.8440 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5829   -2.5262   -1.1830 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6236   -2.5369    2.5020 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 11 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
  8  4  1  0
 17 13  1  0
 26 21  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  0
  7 35  1  0
 11 36  1  0
 12 37  1  0
 12 38  1  0
 14 39  1  0
 15 40  1  0
 16 41  1  0
 18 42  1  0
 21 43  1  0
 22 44  1  0
 22 45  1  0
 23 46  1  0
 23 47  1  0
 26 48  1  0
M  END

HEADER    PROTEIN                                 20-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-APR-15         0                                  
HETATM    1  N   UNK     0      -2.978  -3.317   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0      -2.658  -1.810   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -3.803  -0.780   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -1.194  -1.334   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.718   0.130   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.822   0.130   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.298  -1.334   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       0.052  -2.240   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       0.052  -3.780   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -1.281  -4.550   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       1.386  -4.550   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.386  -6.090   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.052  -6.860   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.109  -8.391   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0      -1.615  -8.711   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0      -2.385  -7.378   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0      -1.355  -6.233   0.000  0.00  0.00           N+0
HETATM   18  N   UNK     0       2.720  -3.780   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0       4.053  -4.550   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       4.053  -6.090   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       5.387  -3.780   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.548  -2.248   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       7.054  -1.928   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       7.824  -3.262   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       9.356  -3.422   0.000  0.00  0.00           O+0
HETATM   26  N   UNK     0       6.794  -4.406   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5    8                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    4    9                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   18                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   17                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   13                                                       
CONECT   18   11   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   26                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   21                                                       
MASTER        0    0    0    0    0    0    0    0   26    0   56    0
END

COMPND    HMDB0259062
HETATM    1  N1  UNL     1      -4.181   0.613  -3.989  1.00  0.00           N  
HETATM    2  C1  UNL     1      -3.336   0.794  -2.882  1.00  0.00           C  
HETATM    3  O1  UNL     1      -2.642   1.835  -2.808  1.00  0.00           O  
HETATM    4  C2  UNL     1      -3.286  -0.254  -1.827  1.00  0.00           C  
HETATM    5  C3  UNL     1      -4.605  -0.499  -1.189  1.00  0.00           C  
HETATM    6  C4  UNL     1      -4.508  -0.022   0.211  1.00  0.00           C  
HETATM    7  C5  UNL     1      -3.175   0.705   0.283  1.00  0.00           C  
HETATM    8  N2  UNL     1      -2.377   0.110  -0.763  1.00  0.00           N  
HETATM    9  C6  UNL     1      -0.985  -0.072  -0.731  1.00  0.00           C  
HETATM   10  O2  UNL     1      -0.447  -0.629  -1.752  1.00  0.00           O  
HETATM   11  C7  UNL     1      -0.070   0.310   0.364  1.00  0.00           C  
HETATM   12  C8  UNL     1      -0.113   1.829   0.479  1.00  0.00           C  
HETATM   13  C9  UNL     1       0.769   2.313   1.542  1.00  0.00           C  
HETATM   14  C10 UNL     1       0.428   2.504   2.863  1.00  0.00           C  
HETATM   15  N3  UNL     1       1.534   2.962   3.514  1.00  0.00           N  
HETATM   16  C11 UNL     1       2.526   3.049   2.614  1.00  0.00           C  
HETATM   17  N4  UNL     1       2.058   2.649   1.395  1.00  0.00           N  
HETATM   18  N5  UNL     1       1.300  -0.114   0.059  1.00  0.00           N  
HETATM   19  C12 UNL     1       2.015  -1.007   0.890  1.00  0.00           C  
HETATM   20  O3  UNL     1       1.482  -1.477   1.946  1.00  0.00           O  
HETATM   21  C13 UNL     1       3.386  -1.413   0.558  1.00  0.00           C  
HETATM   22  C14 UNL     1       3.466  -2.249  -0.716  1.00  0.00           C  
HETATM   23  C15 UNL     1       4.783  -2.986  -0.568  1.00  0.00           C  
HETATM   24  C16 UNL     1       5.093  -2.912   0.884  1.00  0.00           C  
HETATM   25  O4  UNL     1       6.159  -3.303   1.417  1.00  0.00           O  
HETATM   26  N6  UNL     1       3.957  -2.323   1.514  1.00  0.00           N  
HETATM   27  H1  UNL     1      -4.464  -0.337  -4.271  1.00  0.00           H  
HETATM   28  H2  UNL     1      -4.521   1.427  -4.520  1.00  0.00           H  
HETATM   29  H3  UNL     1      -2.874  -1.215  -2.253  1.00  0.00           H  
HETATM   30  H4  UNL     1      -4.879  -1.573  -1.277  1.00  0.00           H  
HETATM   31  H5  UNL     1      -5.354   0.147  -1.732  1.00  0.00           H  
HETATM   32  H6  UNL     1      -4.525  -0.909   0.883  1.00  0.00           H  
HETATM   33  H7  UNL     1      -5.355   0.631   0.466  1.00  0.00           H  
HETATM   34  H8  UNL     1      -3.414   1.782   0.102  1.00  0.00           H  
HETATM   35  H9  UNL     1      -2.780   0.498   1.291  1.00  0.00           H  
HETATM   36  H10 UNL     1      -0.395  -0.170   1.289  1.00  0.00           H  
HETATM   37  H11 UNL     1      -1.151   2.114   0.672  1.00  0.00           H  
HETATM   38  H12 UNL     1       0.159   2.245  -0.525  1.00  0.00           H  
HETATM   39  H13 UNL     1      -0.546   2.324   3.315  1.00  0.00           H  
HETATM   40  H14 UNL     1       1.561   3.189   4.525  1.00  0.00           H  
HETATM   41  H15 UNL     1       3.531   3.382   2.826  1.00  0.00           H  
HETATM   42  H16 UNL     1       1.749   0.258  -0.796  1.00  0.00           H  
HETATM   43  H17 UNL     1       4.086  -0.558   0.437  1.00  0.00           H  
HETATM   44  H18 UNL     1       3.456  -1.572  -1.578  1.00  0.00           H  
HETATM   45  H19 UNL     1       2.614  -2.959  -0.771  1.00  0.00           H  
HETATM   46  H20 UNL     1       4.666  -4.054  -0.844  1.00  0.00           H  
HETATM   47  H21 UNL     1       5.583  -2.526  -1.183  1.00  0.00           H  
HETATM   48  H22 UNL     1       3.624  -2.537   2.502  1.00  0.00           H  
CONECT    1    2   27   28
CONECT    2    3    3    4
CONECT    4    5    8   29
CONECT    5    6   30   31
CONECT    6    7   32   33
CONECT    7    8   34   35
CONECT    8    9
CONECT    9   10   10   11
CONECT   11   12   18   36
CONECT   12   13   37   38
CONECT   13   14   14   17
CONECT   14   15   39
CONECT   15   16   40
CONECT   16   17   17   41
CONECT   18   19   42
CONECT   19   20   20   21
CONECT   21   22   26   43
CONECT   22   23   44   45
CONECT   23   24   46   47
CONECT   24   25   25   26
CONECT   26   48
END

HMDB0259062
     RDKit          3D
Thyrotropin-releasing factor
 48 50  0  0  0  0  0  0  0  0999 V2000
   -4.1815    0.6125   -3.9891 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3358    0.7944   -2.8823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6419    1.8349   -2.8078 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2864   -0.2544   -1.8271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6045   -0.4994   -1.1893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5075   -0.0218    0.2114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1745    0.7054    0.2828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3768    0.1105   -0.7635 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9847   -0.0725   -0.7312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4471   -0.6288   -1.7518 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0698    0.3101    0.3643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1126    1.8295    0.4793 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7691    2.3131    1.5423 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4283    2.5038    2.8635 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5341    2.9616    3.5141 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5256    3.0486    2.6136 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0583    2.6494    1.3949 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2995   -0.1144    0.0593 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0146   -1.0066    0.8901 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4825   -1.4774    1.9464 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3857   -1.4126    0.5578 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4657   -2.2488   -0.7161 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7830   -2.9863   -0.5679 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0925   -2.9123    0.8836 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1591   -3.3032    1.4172 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9566   -2.3228    1.5138 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4645   -0.3375   -4.2712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5207    1.4268   -4.5204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8743   -1.2153   -2.2532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8790   -1.5731   -1.2773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3541    0.1472   -1.7317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5247   -0.9086    0.8829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3553    0.6314    0.4660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4142    1.7822    0.1022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7798    0.4977    1.2913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3949   -0.1700    1.2889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1515    2.1145    0.6715 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1593    2.2454   -0.5249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5463    2.3235    3.3151 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5607    3.1895    4.5250 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5313    3.3824    2.8260 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7487    0.2579   -0.7957 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0855   -0.5585    0.4372 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4559   -1.5719   -1.5776 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6137   -2.9591   -0.7705 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6658   -4.0539   -0.8440 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5829   -2.5262   -1.1830 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6236   -2.5369    2.5020 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 11 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
  8  4  1  0
 17 13  1  0
 26 21  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  0
  7 35  1  0
 11 36  1  0
 12 37  1  0
 12 38  1  0
 14 39  1  0
 15 40  1  0
 16 41  1  0
 18 42  1  0
 21 43  1  0
 22 44  1  0
 22 45  1  0
 23 46  1  0
 23 47  1  0
 26 48  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
5-Hydroxy-N-{1-[2-(C-hydroxycarbonimidoyl)pyrrolidin-1-yl]-3-(1H-imidazol-5-yl)-1-oxopropan-2-yl}-3,4-dihydro-2H-pyrrole-2-carboximidate	Generator
Hydrate, proterelin tartrate	MeSH
Prem, TRH	MeSH
TRH Ferring	MeSH
Thyrotropin-releasing hormone tartrate	MeSH
Abbott 38579	MeSH
Proterelin tartrate	MeSH
Proterelin tartrate hydrate	MeSH
Tartrate hydrate, proterelin	MeSH
Thypinone	MeSH
Thyroliberin	MeSH
Thyrotropin releasing hormone tartrate	MeSH
Abbott-38579	MeSH
Antepan	MeSH
Protirelin	MeSH
Stimu TSH	MeSH
StimuTSH	MeSH
TRH, Relefact	MeSH
Abbott38579	MeSH
Protirelin tartrate (1:1)	MeSH
Relefact TRH	MeSH
Stimu-TSH	MeSH
TRH Prem	MeSH
Thyroliberin TRH merck	MeSH
Thyrotropin releasing factor	MeSH
Thyrotropin-releasing factor	MeSH
Thyrotropin-releasing hormone	MeSH

Chemical Formula

C₁₆H₂₂N₆O₄

Average Molecular Weight

362.39

Monoisotopic Molecular Weight

362.170253212

IUPAC Name

1-[3-(1H-imidazol-4-yl)-2-[(5-oxopyrrolidin-2-yl)formamido]propanoyl]pyrrolidine-2-carboxamide

Traditional Name

1-[3-(1H-imidazol-4-yl)-2-[(5-oxopyrrolidin-2-yl)formamido]propanoyl]pyrrolidine-2-carboxamide

CAS Registry Number

Not Available

SMILES

NC(=O)C1CCCN1C(=O)C(CC1=CNC=N1)NC(=O)C1CCC(=O)N1

InChI Identifier

InChI=1S/C16H22N6O4/c17-14(24)12-2-1-5-22(12)16(26)11(6-9-7-18-8-19-9)21-15(25)10-3-4-13(23)20-10/h7-8,10-12H,1-6H2,(H2,17,24)(H,18,19)(H,20,23)(H,21,25)

InChI Key

XNSAINXGIQZQOO-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Oligopeptides

Alternative Parents

Substituents

Alpha-oligopeptide
Histidine or derivatives
N-acyl-alpha amino acid or derivatives
Proline or derivatives
Alpha-amino acid amide
Alpha-amino acid or derivatives
N-acylpyrrolidine
Pyrrolidine carboxylic acid or derivatives
Pyrrolidine-2-carboxamide
Pyrrolidone
2-pyrrolidone
Azole
Imidazole
Heteroaromatic compound
Pyrrolidine
Tertiary carboxylic acid amide
Primary carboxylic acid amide
Lactam
Carboxamide group
Secondary carboxylic acid amide
Azacycle
Organoheterocyclic compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	-1.5	ALOGPS
logP	-2.9	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	11.15	ChemAxon
pKa (Strongest Basic)	6.53	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	150.28 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	89.19 m³·mol⁻¹	ChemAxon
Polarizability	35.23 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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
DeepCCS	[M+H]+	172.583	30932474
DeepCCS	[M-H]-	170.225	30932474
DeepCCS	[M-2H]-	203.828	30932474
DeepCCS	[M+Na]+	179.056	30932474
AllCCS	[M+H]+	183.1	32859911
AllCCS	[M+H-H2O]+	180.4	32859911
AllCCS	[M+NH4]+	185.6	32859911
AllCCS	[M+Na]+	186.3	32859911
AllCCS	[M-H]-	183.8	32859911
AllCCS	[M+Na-2H]-	183.3	32859911
AllCCS	[M+HCOO]-	182.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Thyrotropin-releasing factor	NC(=O)C1CCCN1C(=O)C(CC1=CNC=N1)NC(=O)C1CCC(=O)N1	3909.7	Standard polar	33892256
Thyrotropin-releasing factor	NC(=O)C1CCCN1C(=O)C(CC1=CNC=N1)NC(=O)C1CCC(=O)N1	3124.3	Standard non polar	33892256
Thyrotropin-releasing factor	NC(=O)C1CCCN1C(=O)C(CC1=CNC=N1)NC(=O)C1CCC(=O)N1	3926.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Thyrotropin-releasing factor,1TMS,isomer #1	C[Si](C)(C)NC(=O)C1CCCN1C(=O)C(CC1=C[NH]C=N1)NC(=O)C1CCC(=O)N1	3577.6	Semi standard non polar	33892256
Thyrotropin-releasing factor,1TMS,isomer #1	C[Si](C)(C)NC(=O)C1CCCN1C(=O)C(CC1=C[NH]C=N1)NC(=O)C1CCC(=O)N1	3385.7	Standard non polar	33892256
Thyrotropin-releasing factor,1TMS,isomer #1	C[Si](C)(C)NC(=O)C1CCCN1C(=O)C(CC1=C[NH]C=N1)NC(=O)C1CCC(=O)N1	5737.7	Standard polar	33892256
Thyrotropin-releasing factor,1TMS,isomer #2	C[Si](C)(C)N1C=NC(CC(NC(=O)C2CCC(=O)N2)C(=O)N2CCCC2C(N)=O)=C1	3661.5	Semi standard non polar	33892256
Thyrotropin-releasing factor,1TMS,isomer #2	C[Si](C)(C)N1C=NC(CC(NC(=O)C2CCC(=O)N2)C(=O)N2CCCC2C(N)=O)=C1	3318.5	Standard non polar	33892256
Thyrotropin-releasing factor,1TMS,isomer #2	C[Si](C)(C)N1C=NC(CC(NC(=O)C2CCC(=O)N2)C(=O)N2CCCC2C(N)=O)=C1	5967.9	Standard polar	33892256
Thyrotropin-releasing factor,1TMS,isomer #3	C[Si](C)(C)N(C(=O)C1CCC(=O)N1)C(CC1=C[NH]C=N1)C(=O)N1CCCC1C(N)=O	3553.8	Semi standard non polar	33892256
Thyrotropin-releasing factor,1TMS,isomer #3	C[Si](C)(C)N(C(=O)C1CCC(=O)N1)C(CC1=C[NH]C=N1)C(=O)N1CCCC1C(N)=O	3245.1	Standard non polar	33892256
Thyrotropin-releasing factor,1TMS,isomer #3	C[Si](C)(C)N(C(=O)C1CCC(=O)N1)C(CC1=C[NH]C=N1)C(=O)N1CCCC1C(N)=O	5901.9	Standard polar	33892256
Thyrotropin-releasing factor,1TMS,isomer #4	C[Si](C)(C)N1C(=O)CCC1C(=O)NC(CC1=C[NH]C=N1)C(=O)N1CCCC1C(N)=O	3394.1	Semi standard non polar	33892256
Thyrotropin-releasing factor,1TMS,isomer #4	C[Si](C)(C)N1C(=O)CCC1C(=O)NC(CC1=C[NH]C=N1)C(=O)N1CCCC1C(N)=O	3253.6	Standard non polar	33892256
Thyrotropin-releasing factor,1TMS,isomer #4	C[Si](C)(C)N1C(=O)CCC1C(=O)NC(CC1=C[NH]C=N1)C(=O)N1CCCC1C(N)=O	5712.5	Standard polar	33892256
Thyrotropin-releasing factor,2TMS,isomer #1	C[Si](C)(C)N(C(=O)C1CCCN1C(=O)C(CC1=C[NH]C=N1)NC(=O)C1CCC(=O)N1)[Si](C)(C)C	3597.2	Semi standard non polar	33892256
Thyrotropin-releasing factor,2TMS,isomer #1	C[Si](C)(C)N(C(=O)C1CCCN1C(=O)C(CC1=C[NH]C=N1)NC(=O)C1CCC(=O)N1)[Si](C)(C)C	3437.0	Standard non polar	33892256
Thyrotropin-releasing factor,2TMS,isomer #1	C[Si](C)(C)N(C(=O)C1CCCN1C(=O)C(CC1=C[NH]C=N1)NC(=O)C1CCC(=O)N1)[Si](C)(C)C	5379.2	Standard polar	33892256
Thyrotropin-releasing factor,2TMS,isomer #2	C[Si](C)(C)NC(=O)C1CCCN1C(=O)C(CC1=CN([Si](C)(C)C)C=N1)NC(=O)C1CCC(=O)N1	3636.9	Semi standard non polar	33892256
Thyrotropin-releasing factor,2TMS,isomer #2	C[Si](C)(C)NC(=O)C1CCCN1C(=O)C(CC1=CN([Si](C)(C)C)C=N1)NC(=O)C1CCC(=O)N1	3381.8	Standard non polar	33892256
Thyrotropin-releasing factor,2TMS,isomer #2	C[Si](C)(C)NC(=O)C1CCCN1C(=O)C(CC1=CN([Si](C)(C)C)C=N1)NC(=O)C1CCC(=O)N1	5520.3	Standard polar	33892256
Thyrotropin-releasing factor,2TMS,isomer #3	C[Si](C)(C)NC(=O)C1CCCN1C(=O)C(CC1=C[NH]C=N1)N(C(=O)C1CCC(=O)N1)[Si](C)(C)C	3501.6	Semi standard non polar	33892256
Thyrotropin-releasing factor,2TMS,isomer #3	C[Si](C)(C)NC(=O)C1CCCN1C(=O)C(CC1=C[NH]C=N1)N(C(=O)C1CCC(=O)N1)[Si](C)(C)C	3349.9	Standard non polar	33892256
Thyrotropin-releasing factor,2TMS,isomer #3	C[Si](C)(C)NC(=O)C1CCCN1C(=O)C(CC1=C[NH]C=N1)N(C(=O)C1CCC(=O)N1)[Si](C)(C)C	5349.2	Standard polar	33892256
Thyrotropin-releasing factor,2TMS,isomer #4	C[Si](C)(C)NC(=O)C1CCCN1C(=O)C(CC1=C[NH]C=N1)NC(=O)C1CCC(=O)N1[Si](C)(C)C	3383.6	Semi standard non polar	33892256
Thyrotropin-releasing factor,2TMS,isomer #4	C[Si](C)(C)NC(=O)C1CCCN1C(=O)C(CC1=C[NH]C=N1)NC(=O)C1CCC(=O)N1[Si](C)(C)C	3376.0	Standard non polar	33892256
Thyrotropin-releasing factor,2TMS,isomer #4	C[Si](C)(C)NC(=O)C1CCCN1C(=O)C(CC1=C[NH]C=N1)NC(=O)C1CCC(=O)N1[Si](C)(C)C	5094.6	Standard polar	33892256
Thyrotropin-releasing factor,2TMS,isomer #5	C[Si](C)(C)N(C(=O)C1CCC(=O)N1)C(CC1=CN([Si](C)(C)C)C=N1)C(=O)N1CCCC1C(N)=O	3601.4	Semi standard non polar	33892256
Thyrotropin-releasing factor,2TMS,isomer #5	C[Si](C)(C)N(C(=O)C1CCC(=O)N1)C(CC1=CN([Si](C)(C)C)C=N1)C(=O)N1CCCC1C(N)=O	3315.0	Standard non polar	33892256
Thyrotropin-releasing factor,2TMS,isomer #5	C[Si](C)(C)N(C(=O)C1CCC(=O)N1)C(CC1=CN([Si](C)(C)C)C=N1)C(=O)N1CCCC1C(N)=O	5653.3	Standard polar	33892256
Thyrotropin-releasing factor,2TMS,isomer #6	C[Si](C)(C)N1C(=O)CCC1C(=O)NC(CC1=CN([Si](C)(C)C)C=N1)C(=O)N1CCCC1C(N)=O	3476.9	Semi standard non polar	33892256
Thyrotropin-releasing factor,2TMS,isomer #6	C[Si](C)(C)N1C(=O)CCC1C(=O)NC(CC1=CN([Si](C)(C)C)C=N1)C(=O)N1CCCC1C(N)=O	3312.6	Standard non polar	33892256
Thyrotropin-releasing factor,2TMS,isomer #6	C[Si](C)(C)N1C(=O)CCC1C(=O)NC(CC1=CN([Si](C)(C)C)C=N1)C(=O)N1CCCC1C(N)=O	5500.9	Standard polar	33892256
Thyrotropin-releasing factor,2TMS,isomer #7	C[Si](C)(C)N1C(=O)CCC1C(=O)N(C(CC1=C[NH]C=N1)C(=O)N1CCCC1C(N)=O)[Si](C)(C)C	3298.0	Semi standard non polar	33892256
Thyrotropin-releasing factor,2TMS,isomer #7	C[Si](C)(C)N1C(=O)CCC1C(=O)N(C(CC1=C[NH]C=N1)C(=O)N1CCCC1C(N)=O)[Si](C)(C)C	3233.7	Standard non polar	33892256
Thyrotropin-releasing factor,2TMS,isomer #7	C[Si](C)(C)N1C(=O)CCC1C(=O)N(C(CC1=C[NH]C=N1)C(=O)N1CCCC1C(N)=O)[Si](C)(C)C	5432.4	Standard polar	33892256
Thyrotropin-releasing factor,3TMS,isomer #1	C[Si](C)(C)N(C(=O)C1CCCN1C(=O)C(CC1=CN([Si](C)(C)C)C=N1)NC(=O)C1CCC(=O)N1)[Si](C)(C)C	3676.0	Semi standard non polar	33892256
Thyrotropin-releasing factor,3TMS,isomer #1	C[Si](C)(C)N(C(=O)C1CCCN1C(=O)C(CC1=CN([Si](C)(C)C)C=N1)NC(=O)C1CCC(=O)N1)[Si](C)(C)C	3461.0	Standard non polar	33892256
Thyrotropin-releasing factor,3TMS,isomer #1	C[Si](C)(C)N(C(=O)C1CCCN1C(=O)C(CC1=CN([Si](C)(C)C)C=N1)NC(=O)C1CCC(=O)N1)[Si](C)(C)C	5100.1	Standard polar	33892256
Thyrotropin-releasing factor,3TMS,isomer #2	C[Si](C)(C)N(C(=O)C1CCC(=O)N1)C(CC1=C[NH]C=N1)C(=O)N1CCCC1C(=O)N([Si](C)(C)C)[Si](C)(C)C	3509.5	Semi standard non polar	33892256
Thyrotropin-releasing factor,3TMS,isomer #2	C[Si](C)(C)N(C(=O)C1CCC(=O)N1)C(CC1=C[NH]C=N1)C(=O)N1CCCC1C(=O)N([Si](C)(C)C)[Si](C)(C)C	3414.7	Standard non polar	33892256
Thyrotropin-releasing factor,3TMS,isomer #2	C[Si](C)(C)N(C(=O)C1CCC(=O)N1)C(CC1=C[NH]C=N1)C(=O)N1CCCC1C(=O)N([Si](C)(C)C)[Si](C)(C)C	4918.4	Standard polar	33892256
Thyrotropin-releasing factor,3TMS,isomer #3	C[Si](C)(C)N1C(=O)CCC1C(=O)NC(CC1=C[NH]C=N1)C(=O)N1CCCC1C(=O)N([Si](C)(C)C)[Si](C)(C)C	3409.0	Semi standard non polar	33892256
Thyrotropin-releasing factor,3TMS,isomer #3	C[Si](C)(C)N1C(=O)CCC1C(=O)NC(CC1=C[NH]C=N1)C(=O)N1CCCC1C(=O)N([Si](C)(C)C)[Si](C)(C)C	3448.1	Standard non polar	33892256
Thyrotropin-releasing factor,3TMS,isomer #3	C[Si](C)(C)N1C(=O)CCC1C(=O)NC(CC1=C[NH]C=N1)C(=O)N1CCCC1C(=O)N([Si](C)(C)C)[Si](C)(C)C	4730.7	Standard polar	33892256
Thyrotropin-releasing factor,3TMS,isomer #4	C[Si](C)(C)NC(=O)C1CCCN1C(=O)C(CC1=CN([Si](C)(C)C)C=N1)N(C(=O)C1CCC(=O)N1)[Si](C)(C)C	3531.4	Semi standard non polar	33892256
Thyrotropin-releasing factor,3TMS,isomer #4	C[Si](C)(C)NC(=O)C1CCCN1C(=O)C(CC1=CN([Si](C)(C)C)C=N1)N(C(=O)C1CCC(=O)N1)[Si](C)(C)C	3394.7	Standard non polar	33892256
Thyrotropin-releasing factor,3TMS,isomer #4	C[Si](C)(C)NC(=O)C1CCCN1C(=O)C(CC1=CN([Si](C)(C)C)C=N1)N(C(=O)C1CCC(=O)N1)[Si](C)(C)C	5082.0	Standard polar	33892256
Thyrotropin-releasing factor,3TMS,isomer #5	C[Si](C)(C)NC(=O)C1CCCN1C(=O)C(CC1=CN([Si](C)(C)C)C=N1)NC(=O)C1CCC(=O)N1[Si](C)(C)C	3453.4	Semi standard non polar	33892256
Thyrotropin-releasing factor,3TMS,isomer #5	C[Si](C)(C)NC(=O)C1CCCN1C(=O)C(CC1=CN([Si](C)(C)C)C=N1)NC(=O)C1CCC(=O)N1[Si](C)(C)C	3404.3	Standard non polar	33892256
Thyrotropin-releasing factor,3TMS,isomer #5	C[Si](C)(C)NC(=O)C1CCCN1C(=O)C(CC1=CN([Si](C)(C)C)C=N1)NC(=O)C1CCC(=O)N1[Si](C)(C)C	4877.1	Standard polar	33892256
Thyrotropin-releasing factor,3TMS,isomer #6	C[Si](C)(C)NC(=O)C1CCCN1C(=O)C(CC1=C[NH]C=N1)N(C(=O)C1CCC(=O)N1[Si](C)(C)C)[Si](C)(C)C	3287.4	Semi standard non polar	33892256
Thyrotropin-releasing factor,3TMS,isomer #6	C[Si](C)(C)NC(=O)C1CCCN1C(=O)C(CC1=C[NH]C=N1)N(C(=O)C1CCC(=O)N1[Si](C)(C)C)[Si](C)(C)C	3346.8	Standard non polar	33892256
Thyrotropin-releasing factor,3TMS,isomer #6	C[Si](C)(C)NC(=O)C1CCCN1C(=O)C(CC1=C[NH]C=N1)N(C(=O)C1CCC(=O)N1[Si](C)(C)C)[Si](C)(C)C	4687.0	Standard polar	33892256
Thyrotropin-releasing factor,3TMS,isomer #7	C[Si](C)(C)N1C(=O)CCC1C(=O)N(C(CC1=CN([Si](C)(C)C)C=N1)C(=O)N1CCCC1C(N)=O)[Si](C)(C)C	3398.4	Semi standard non polar	33892256
Thyrotropin-releasing factor,3TMS,isomer #7	C[Si](C)(C)N1C(=O)CCC1C(=O)N(C(CC1=CN([Si](C)(C)C)C=N1)C(=O)N1CCCC1C(N)=O)[Si](C)(C)C	3332.4	Standard non polar	33892256
Thyrotropin-releasing factor,3TMS,isomer #7	C[Si](C)(C)N1C(=O)CCC1C(=O)N(C(CC1=CN([Si](C)(C)C)C=N1)C(=O)N1CCCC1C(N)=O)[Si](C)(C)C	5175.5	Standard polar	33892256
Thyrotropin-releasing factor,4TMS,isomer #1	C[Si](C)(C)N(C(=O)C1CCC(=O)N1)C(CC1=CN([Si](C)(C)C)C=N1)C(=O)N1CCCC1C(=O)N([Si](C)(C)C)[Si](C)(C)C	3591.7	Semi standard non polar	33892256
Thyrotropin-releasing factor,4TMS,isomer #1	C[Si](C)(C)N(C(=O)C1CCC(=O)N1)C(CC1=CN([Si](C)(C)C)C=N1)C(=O)N1CCCC1C(=O)N([Si](C)(C)C)[Si](C)(C)C	3484.3	Standard non polar	33892256
Thyrotropin-releasing factor,4TMS,isomer #1	C[Si](C)(C)N(C(=O)C1CCC(=O)N1)C(CC1=CN([Si](C)(C)C)C=N1)C(=O)N1CCCC1C(=O)N([Si](C)(C)C)[Si](C)(C)C	4683.5	Standard polar	33892256
Thyrotropin-releasing factor,4TMS,isomer #2	C[Si](C)(C)N1C(=O)CCC1C(=O)NC(CC1=CN([Si](C)(C)C)C=N1)C(=O)N1CCCC1C(=O)N([Si](C)(C)C)[Si](C)(C)C	3513.9	Semi standard non polar	33892256
Thyrotropin-releasing factor,4TMS,isomer #2	C[Si](C)(C)N1C(=O)CCC1C(=O)NC(CC1=CN([Si](C)(C)C)C=N1)C(=O)N1CCCC1C(=O)N([Si](C)(C)C)[Si](C)(C)C	3501.1	Standard non polar	33892256
Thyrotropin-releasing factor,4TMS,isomer #2	C[Si](C)(C)N1C(=O)CCC1C(=O)NC(CC1=CN([Si](C)(C)C)C=N1)C(=O)N1CCCC1C(=O)N([Si](C)(C)C)[Si](C)(C)C	4530.4	Standard polar	33892256
Thyrotropin-releasing factor,4TMS,isomer #3	C[Si](C)(C)N1C(=O)CCC1C(=O)N(C(CC1=C[NH]C=N1)C(=O)N1CCCC1C(=O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	3381.3	Semi standard non polar	33892256
Thyrotropin-releasing factor,4TMS,isomer #3	C[Si](C)(C)N1C(=O)CCC1C(=O)N(C(CC1=C[NH]C=N1)C(=O)N1CCCC1C(=O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	3431.4	Standard non polar	33892256
Thyrotropin-releasing factor,4TMS,isomer #3	C[Si](C)(C)N1C(=O)CCC1C(=O)N(C(CC1=C[NH]C=N1)C(=O)N1CCCC1C(=O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	4313.8	Standard polar	33892256
Thyrotropin-releasing factor,4TMS,isomer #4	C[Si](C)(C)NC(=O)C1CCCN1C(=O)C(CC1=CN([Si](C)(C)C)C=N1)N(C(=O)C1CCC(=O)N1[Si](C)(C)C)[Si](C)(C)C	3391.4	Semi standard non polar	33892256
Thyrotropin-releasing factor,4TMS,isomer #4	C[Si](C)(C)NC(=O)C1CCCN1C(=O)C(CC1=CN([Si](C)(C)C)C=N1)N(C(=O)C1CCC(=O)N1[Si](C)(C)C)[Si](C)(C)C	3426.5	Standard non polar	33892256
Thyrotropin-releasing factor,4TMS,isomer #4	C[Si](C)(C)NC(=O)C1CCCN1C(=O)C(CC1=CN([Si](C)(C)C)C=N1)N(C(=O)C1CCC(=O)N1[Si](C)(C)C)[Si](C)(C)C	4496.4	Standard polar	33892256
Thyrotropin-releasing factor,5TMS,isomer #1	C[Si](C)(C)N1C(=O)CCC1C(=O)N(C(CC1=CN([Si](C)(C)C)C=N1)C(=O)N1CCCC1C(=O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	3504.0	Semi standard non polar	33892256
Thyrotropin-releasing factor,5TMS,isomer #1	C[Si](C)(C)N1C(=O)CCC1C(=O)N(C(CC1=CN([Si](C)(C)C)C=N1)C(=O)N1CCCC1C(=O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	3529.2	Standard non polar	33892256
Thyrotropin-releasing factor,5TMS,isomer #1	C[Si](C)(C)N1C(=O)CCC1C(=O)N(C(CC1=CN([Si](C)(C)C)C=N1)C(=O)N1CCCC1C(=O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	4202.1	Standard polar	33892256
Thyrotropin-releasing factor,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=O)C1CCCN1C(=O)C(CC1=C[NH]C=N1)NC(=O)C1CCC(=O)N1	3841.8	Semi standard non polar	33892256
Thyrotropin-releasing factor,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=O)C1CCCN1C(=O)C(CC1=C[NH]C=N1)NC(=O)C1CCC(=O)N1	3578.8	Standard non polar	33892256
Thyrotropin-releasing factor,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=O)C1CCCN1C(=O)C(CC1=C[NH]C=N1)NC(=O)C1CCC(=O)N1	5630.4	Standard polar	33892256
Thyrotropin-releasing factor,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1C=NC(CC(NC(=O)C2CCC(=O)N2)C(=O)N2CCCC2C(N)=O)=C1	3912.2	Semi standard non polar	33892256
Thyrotropin-releasing factor,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1C=NC(CC(NC(=O)C2CCC(=O)N2)C(=O)N2CCCC2C(N)=O)=C1	3509.0	Standard non polar	33892256
Thyrotropin-releasing factor,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1C=NC(CC(NC(=O)C2CCC(=O)N2)C(=O)N2CCCC2C(N)=O)=C1	5946.1	Standard polar	33892256
Thyrotropin-releasing factor,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(C(=O)C1CCC(=O)N1)C(CC1=C[NH]C=N1)C(=O)N1CCCC1C(N)=O	3784.3	Semi standard non polar	33892256
Thyrotropin-releasing factor,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(C(=O)C1CCC(=O)N1)C(CC1=C[NH]C=N1)C(=O)N1CCCC1C(N)=O	3460.3	Standard non polar	33892256
Thyrotropin-releasing factor,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(C(=O)C1CCC(=O)N1)C(CC1=C[NH]C=N1)C(=O)N1CCCC1C(N)=O	5824.5	Standard polar	33892256
Thyrotropin-releasing factor,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N1C(=O)CCC1C(=O)NC(CC1=C[NH]C=N1)C(=O)N1CCCC1C(N)=O	3704.1	Semi standard non polar	33892256
Thyrotropin-releasing factor,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N1C(=O)CCC1C(=O)NC(CC1=C[NH]C=N1)C(=O)N1CCCC1C(N)=O	3465.1	Standard non polar	33892256
Thyrotropin-releasing factor,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N1C(=O)CCC1C(=O)NC(CC1=C[NH]C=N1)C(=O)N1CCCC1C(N)=O	5699.0	Standard polar	33892256
Thyrotropin-releasing factor,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=O)C1CCCN1C(=O)C(CC1=C[NH]C=N1)NC(=O)C1CCC(=O)N1)[Si](C)(C)C(C)(C)C	4023.8	Semi standard non polar	33892256
Thyrotropin-releasing factor,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=O)C1CCCN1C(=O)C(CC1=C[NH]C=N1)NC(=O)C1CCC(=O)N1)[Si](C)(C)C(C)(C)C	3786.8	Standard non polar	33892256
Thyrotropin-releasing factor,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=O)C1CCCN1C(=O)C(CC1=C[NH]C=N1)NC(=O)C1CCC(=O)N1)[Si](C)(C)C(C)(C)C	5249.9	Standard polar	33892256
Thyrotropin-releasing factor,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(=O)C1CCCN1C(=O)C(CC1=CN([Si](C)(C)C(C)(C)C)C=N1)NC(=O)C1CCC(=O)N1	4139.9	Semi standard non polar	33892256
Thyrotropin-releasing factor,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(=O)C1CCCN1C(=O)C(CC1=CN([Si](C)(C)C(C)(C)C)C=N1)NC(=O)C1CCC(=O)N1	3751.0	Standard non polar	33892256
Thyrotropin-releasing factor,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(=O)C1CCCN1C(=O)C(CC1=CN([Si](C)(C)C(C)(C)C)C=N1)NC(=O)C1CCC(=O)N1	5353.8	Standard polar	33892256
Thyrotropin-releasing factor,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC(=O)C1CCCN1C(=O)C(CC1=C[NH]C=N1)N(C(=O)C1CCC(=O)N1)[Si](C)(C)C(C)(C)C	3961.9	Semi standard non polar	33892256
Thyrotropin-releasing factor,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC(=O)C1CCCN1C(=O)C(CC1=C[NH]C=N1)N(C(=O)C1CCC(=O)N1)[Si](C)(C)C(C)(C)C	3717.6	Standard non polar	33892256
Thyrotropin-releasing factor,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC(=O)C1CCCN1C(=O)C(CC1=C[NH]C=N1)N(C(=O)C1CCC(=O)N1)[Si](C)(C)C(C)(C)C	5187.2	Standard polar	33892256
Thyrotropin-releasing factor,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC(=O)C1CCCN1C(=O)C(CC1=C[NH]C=N1)NC(=O)C1CCC(=O)N1[Si](C)(C)C(C)(C)C	3897.0	Semi standard non polar	33892256
Thyrotropin-releasing factor,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC(=O)C1CCCN1C(=O)C(CC1=C[NH]C=N1)NC(=O)C1CCC(=O)N1[Si](C)(C)C(C)(C)C	3739.6	Standard non polar	33892256
Thyrotropin-releasing factor,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC(=O)C1CCCN1C(=O)C(CC1=C[NH]C=N1)NC(=O)C1CCC(=O)N1[Si](C)(C)C(C)(C)C	5030.0	Standard polar	33892256
Thyrotropin-releasing factor,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N(C(=O)C1CCC(=O)N1)C(CC1=CN([Si](C)(C)C(C)(C)C)C=N1)C(=O)N1CCCC1C(N)=O	4072.5	Semi standard non polar	33892256
Thyrotropin-releasing factor,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N(C(=O)C1CCC(=O)N1)C(CC1=CN([Si](C)(C)C(C)(C)C)C=N1)C(=O)N1CCCC1C(N)=O	3704.6	Standard non polar	33892256
Thyrotropin-releasing factor,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N(C(=O)C1CCC(=O)N1)C(CC1=CN([Si](C)(C)C(C)(C)C)C=N1)C(=O)N1CCCC1C(N)=O	5513.0	Standard polar	33892256
Thyrotropin-releasing factor,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)N1C(=O)CCC1C(=O)NC(CC1=CN([Si](C)(C)C(C)(C)C)C=N1)C(=O)N1CCCC1C(N)=O	4008.0	Semi standard non polar	33892256
Thyrotropin-releasing factor,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)N1C(=O)CCC1C(=O)NC(CC1=CN([Si](C)(C)C(C)(C)C)C=N1)C(=O)N1CCCC1C(N)=O	3706.0	Standard non polar	33892256
Thyrotropin-releasing factor,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)N1C(=O)CCC1C(=O)NC(CC1=CN([Si](C)(C)C(C)(C)C)C=N1)C(=O)N1CCCC1C(N)=O	5399.6	Standard polar	33892256
Thyrotropin-releasing factor,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)N1C(=O)CCC1C(=O)N(C(CC1=C[NH]C=N1)C(=O)N1CCCC1C(N)=O)[Si](C)(C)C(C)(C)C	3829.7	Semi standard non polar	33892256
Thyrotropin-releasing factor,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)N1C(=O)CCC1C(=O)N(C(CC1=C[NH]C=N1)C(=O)N1CCCC1C(N)=O)[Si](C)(C)C(C)(C)C	3627.8	Standard non polar	33892256
Thyrotropin-releasing factor,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)N1C(=O)CCC1C(=O)N(C(CC1=C[NH]C=N1)C(=O)N1CCCC1C(N)=O)[Si](C)(C)C(C)(C)C	5319.6	Standard polar	33892256
Thyrotropin-releasing factor,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=O)C1CCCN1C(=O)C(CC1=CN([Si](C)(C)C(C)(C)C)C=N1)NC(=O)C1CCC(=O)N1)[Si](C)(C)C(C)(C)C	4321.1	Semi standard non polar	33892256
Thyrotropin-releasing factor,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=O)C1CCCN1C(=O)C(CC1=CN([Si](C)(C)C(C)(C)C)C=N1)NC(=O)C1CCC(=O)N1)[Si](C)(C)C(C)(C)C	3991.8	Standard non polar	33892256
Thyrotropin-releasing factor,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=O)C1CCCN1C(=O)C(CC1=CN([Si](C)(C)C(C)(C)C)C=N1)NC(=O)C1CCC(=O)N1)[Si](C)(C)C(C)(C)C	4951.8	Standard polar	33892256
Thyrotropin-releasing factor,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(C(=O)C1CCC(=O)N1)C(CC1=C[NH]C=N1)C(=O)N1CCCC1C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	4184.7	Semi standard non polar	33892256
Thyrotropin-releasing factor,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(C(=O)C1CCC(=O)N1)C(CC1=C[NH]C=N1)C(=O)N1CCCC1C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3916.3	Standard non polar	33892256
Thyrotropin-releasing factor,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(C(=O)C1CCC(=O)N1)C(CC1=C[NH]C=N1)C(=O)N1CCCC1C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	4779.8	Standard polar	33892256
Thyrotropin-releasing factor,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N1C(=O)CCC1C(=O)NC(CC1=C[NH]C=N1)C(=O)N1CCCC1C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	4127.8	Semi standard non polar	33892256
Thyrotropin-releasing factor,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N1C(=O)CCC1C(=O)NC(CC1=C[NH]C=N1)C(=O)N1CCCC1C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3948.1	Standard non polar	33892256
Thyrotropin-releasing factor,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N1C(=O)CCC1C(=O)NC(CC1=C[NH]C=N1)C(=O)N1CCCC1C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	4658.6	Standard polar	33892256
Thyrotropin-releasing factor,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC(=O)C1CCCN1C(=O)C(CC1=CN([Si](C)(C)C(C)(C)C)C=N1)N(C(=O)C1CCC(=O)N1)[Si](C)(C)C(C)(C)C	4235.7	Semi standard non polar	33892256
Thyrotropin-releasing factor,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC(=O)C1CCCN1C(=O)C(CC1=CN([Si](C)(C)C(C)(C)C)C=N1)N(C(=O)C1CCC(=O)N1)[Si](C)(C)C(C)(C)C	3935.6	Standard non polar	33892256
Thyrotropin-releasing factor,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC(=O)C1CCCN1C(=O)C(CC1=CN([Si](C)(C)C(C)(C)C)C=N1)N(C(=O)C1CCC(=O)N1)[Si](C)(C)C(C)(C)C	4932.0	Standard polar	33892256
Thyrotropin-releasing factor,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)NC(=O)C1CCCN1C(=O)C(CC1=CN([Si](C)(C)C(C)(C)C)C=N1)NC(=O)C1CCC(=O)N1[Si](C)(C)C(C)(C)C	4183.0	Semi standard non polar	33892256
Thyrotropin-releasing factor,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)NC(=O)C1CCCN1C(=O)C(CC1=CN([Si](C)(C)C(C)(C)C)C=N1)NC(=O)C1CCC(=O)N1[Si](C)(C)C(C)(C)C	3950.6	Standard non polar	33892256
Thyrotropin-releasing factor,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)NC(=O)C1CCCN1C(=O)C(CC1=CN([Si](C)(C)C(C)(C)C)C=N1)NC(=O)C1CCC(=O)N1[Si](C)(C)C(C)(C)C	4804.4	Standard polar	33892256
Thyrotropin-releasing factor,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)NC(=O)C1CCCN1C(=O)C(CC1=C[NH]C=N1)N(C(=O)C1CCC(=O)N1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3997.3	Semi standard non polar	33892256
Thyrotropin-releasing factor,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)NC(=O)C1CCCN1C(=O)C(CC1=C[NH]C=N1)N(C(=O)C1CCC(=O)N1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3862.7	Standard non polar	33892256
Thyrotropin-releasing factor,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)NC(=O)C1CCCN1C(=O)C(CC1=C[NH]C=N1)N(C(=O)C1CCC(=O)N1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	4656.5	Standard polar	33892256
Thyrotropin-releasing factor,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)N1C(=O)CCC1C(=O)N(C(CC1=CN([Si](C)(C)C(C)(C)C)C=N1)C(=O)N1CCCC1C(N)=O)[Si](C)(C)C(C)(C)C	4129.5	Semi standard non polar	33892256
Thyrotropin-releasing factor,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)N1C(=O)CCC1C(=O)N(C(CC1=CN([Si](C)(C)C(C)(C)C)C=N1)C(=O)N1CCCC1C(N)=O)[Si](C)(C)C(C)(C)C	3886.9	Standard non polar	33892256
Thyrotropin-releasing factor,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)N1C(=O)CCC1C(=O)N(C(CC1=CN([Si](C)(C)C(C)(C)C)C=N1)C(=O)N1CCCC1C(N)=O)[Si](C)(C)C(C)(C)C	5064.8	Standard polar	33892256
Thyrotropin-releasing factor,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=O)C1CCC(=O)N1)C(CC1=CN([Si](C)(C)C(C)(C)C)C=N1)C(=O)N1CCCC1C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	4462.5	Semi standard non polar	33892256
Thyrotropin-releasing factor,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=O)C1CCC(=O)N1)C(CC1=CN([Si](C)(C)C(C)(C)C)C=N1)C(=O)N1CCCC1C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	4158.5	Standard non polar	33892256
Thyrotropin-releasing factor,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=O)C1CCC(=O)N1)C(CC1=CN([Si](C)(C)C(C)(C)C)C=N1)C(=O)N1CCCC1C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	4632.1	Standard polar	33892256
Thyrotropin-releasing factor,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1C(=O)CCC1C(=O)NC(CC1=CN([Si](C)(C)C(C)(C)C)C=N1)C(=O)N1CCCC1C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	4425.0	Semi standard non polar	33892256
Thyrotropin-releasing factor,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1C(=O)CCC1C(=O)NC(CC1=CN([Si](C)(C)C(C)(C)C)C=N1)C(=O)N1CCCC1C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	4183.3	Standard non polar	33892256
Thyrotropin-releasing factor,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1C(=O)CCC1C(=O)NC(CC1=CN([Si](C)(C)C(C)(C)C)C=N1)C(=O)N1CCCC1C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	4539.6	Standard polar	33892256
Thyrotropin-releasing factor,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N1C(=O)CCC1C(=O)N(C(CC1=C[NH]C=N1)C(=O)N1CCCC1C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	4274.6	Semi standard non polar	33892256
Thyrotropin-releasing factor,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N1C(=O)CCC1C(=O)N(C(CC1=C[NH]C=N1)C(=O)N1CCCC1C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	4082.2	Standard non polar	33892256
Thyrotropin-releasing factor,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N1C(=O)CCC1C(=O)N(C(CC1=C[NH]C=N1)C(=O)N1CCCC1C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	4340.8	Standard polar	33892256
Thyrotropin-releasing factor,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC(=O)C1CCCN1C(=O)C(CC1=CN([Si](C)(C)C(C)(C)C)C=N1)N(C(=O)C1CCC(=O)N1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	4287.5	Semi standard non polar	33892256
Thyrotropin-releasing factor,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC(=O)C1CCCN1C(=O)C(CC1=CN([Si](C)(C)C(C)(C)C)C=N1)N(C(=O)C1CCC(=O)N1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	4112.8	Standard non polar	33892256
Thyrotropin-releasing factor,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC(=O)C1CCCN1C(=O)C(CC1=CN([Si](C)(C)C(C)(C)C)C=N1)N(C(=O)C1CCC(=O)N1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	4548.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Thyrotropin-releasing factor GC-MS (Non-derivatized) - 70eV, Positive	splash10-0089-9262000000-c1f6d611b8ee73eefaf3	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Thyrotropin-releasing factor GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

29935

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

32281

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Thyrotropin-releasing factor (HMDB0259062)

MOL for HMDB0259062 (Thyrotropin-releasing factor)

3D MOL for HMDB0259062 (Thyrotropin-releasing factor)

3D SDF for HMDB0259062 (Thyrotropin-releasing factor)

3D-SDF for HMDB0259062 (Thyrotropin-releasing factor)

PDB for HMDB0259062 (Thyrotropin-releasing factor)

3D PDB for HMDB0259062 (Thyrotropin-releasing factor)

SMILES for HMDB0259062 (Thyrotropin-releasing factor)

INCHI for HMDB0259062 (Thyrotropin-releasing factor)

Structure for HMDB0259062 (Thyrotropin-releasing factor)

3D Structure for HMDB0259062 (Thyrotropin-releasing factor)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra