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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-05-09 20:53:41 UTC

Update Date

2022-03-07 03:17:38 UTC

HMDB ID

HMDB0060088

Secondary Accession Numbers

HMDB60088

Metabolite Identification

Common Name

4-Methoxyestrone

Description

Thyrotropin releasing hormone, also known as TRH or protirelin, 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. Thyrotropin releasing hormone is a very strong basic compound (based on its pKa). A tripeptide composed of L-pyroglutamyl, L-histidyl and L-prolinamide residues joined in sequence.

Structure

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

HMDB0060088
     RDKit          3D
4-Methoxyestrone
 46 49  0  0  0  0  0  0  0  0999 V2000
    4.7712    1.6483   -0.0740 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3213    0.4538   -0.6803 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4035   -0.4036   -0.1297 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8721   -1.4223    0.6731 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2349   -1.5936    0.9304 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9620   -2.2962    1.2367 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6167   -2.1278    0.9832 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1480   -1.0946    0.1696 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0511   -0.2214   -0.3941 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6515    0.9063   -1.2715 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2115    0.6711   -1.7149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5860    0.4338   -0.4481 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3228   -0.9972   -0.0430 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0938   -1.3898    1.1941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3233   -0.5463    1.3948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9582   -0.2062    0.0757 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3235   -1.4295   -0.7147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1580    0.6373    0.2866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3229    0.3208    0.2090 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6540    1.9884    0.6222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3322    2.0875   -0.0844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0408    0.7226   -0.6731 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1814    1.9568    0.7918 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8290    1.4642    0.2303 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8006    2.4616   -0.8292 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8767   -0.9364    0.5024 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3310   -3.0815    1.8563 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9200   -2.8132    1.4269 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6494    1.8159   -0.6364 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3329    1.0507   -2.1302 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2448   -0.2813   -2.3219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1799    1.4871   -2.3174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1503    1.0756    0.3725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5472   -1.6886   -0.8994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4378   -1.2219    2.0913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4094   -2.4514    1.1565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0744    0.3732    1.9269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0798   -1.1157    1.9864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4180   -1.5990   -0.5788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1574   -1.2388   -1.7866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8197   -2.3487   -0.3563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3000    2.8038    0.2541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5591    2.1398    1.7246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3303    2.8788   -0.8614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5712    2.3892    0.6645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2597    0.7383   -1.7545 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  6
 16 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
  9  3  1  0
 22 12  1  0
 13  8  1  0
 22 16  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  5 26  1  0
  6 27  1  0
  7 28  1  0
 10 29  1  0
 10 30  1  0
 11 31  1  0
 11 32  1  0
 12 33  1  1
 13 34  1  6
 14 35  1  0
 14 36  1  0
 15 37  1  0
 15 38  1  0
 17 39  1  0
 17 40  1  0
 17 41  1  0
 20 42  1  0
 20 43  1  0
 21 44  1  0
 21 45  1  0
 22 46  1  6
M  END


  Mrv1652302102020362D          

 22 25  0  0  0  0            999 V2000
    2.0307    1.7357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0117   -1.2846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7633   -0.7037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5754   -0.8489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3587    1.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0195   -0.2889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1708    1.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3367    0.1741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7345    1.4789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9224    1.6241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8269    0.5577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0148    0.7029    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4830    0.0722    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1072   -0.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6708    0.2174    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.4511    0.2673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5660    0.9666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9193   -0.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3905    0.9934    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.2632    0.1221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0596    1.6179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1996   -1.1393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  1  0  0  0  0
  7  5  2  0  0  0  0
  8  6  1  0  0  0  0
 10  9  1  0  0  0  0
 11  5  1  0  0  0  0
 12  9  1  0  0  0  0
 12 11  1  6  0  0  0
 13  3  1  1  0  0  0
 13 12  1  0  0  0  0
 14  4  1  0  0  0  0
 14 11  2  0  0  0  0
 15  6  1  6  0  0  0
 15 13  1  0  0  0  0
 16  7  1  0  0  0  0
 17  8  1  0  0  0  0
 18 14  1  0  0  0  0
 18 16  2  0  0  0  0
 19  1  1  1  0  0  0
 19 10  1  0  0  0  0
 19 15  1  0  0  0  0
 19 17  1  0  0  0  0
 20 16  1  0  0  0  0
 21 17  2  0  0  0  0
 22  2  1  0  0  0  0
 22 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0060088

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(O)C=CC2=C1CC[C@H]1[C@@H]3CCC(=O)[C@]3(C)CC[C@H]21

> <INCHI_IDENTIFIER>
InChI=1S/C19H24O3/c1-19-10-9-12-11-5-7-16(20)18(22-2)14(11)4-3-13(12)15(19)6-8-17(19)21/h5,7,12-13,15,20H,3-4,6,8-10H2,1-2H3/t12-,13-,15+,19-/m1/s1

> <INCHI_KEY>
PUEXVLNGOBYUEW-PITQQHRWSA-N

> <FORMULA>
C19H24O3

> <MOLECULAR_WEIGHT>
300.3921

> <EXACT_MASS>
300.172544634

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
33.98426167951383

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,10R,11S,15R)-5-hydroxy-6-methoxy-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2(7),3,5-trien-14-one

> <ALOGPS_LOGP>
3.48

> <JCHEM_LOGP>
4.151357768333334

> <ALOGPS_LOGS>
-4.58

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.957534272494637

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.337581224915965

> <JCHEM_PKA_STRONGEST_BASIC>
-4.888816831915691

> <JCHEM_POLAR_SURFACE_AREA>
46.53

> <JCHEM_REFRACTIVITY>
85.54559999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.92e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,10R,11S,15R)-5-hydroxy-6-methoxy-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2(7),3,5-trien-14-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0060088
     RDKit          3D
4-Methoxyestrone
 46 49  0  0  0  0  0  0  0  0999 V2000
    4.7712    1.6483   -0.0740 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3213    0.4538   -0.6803 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4035   -0.4036   -0.1297 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8721   -1.4223    0.6731 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2349   -1.5936    0.9304 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9620   -2.2962    1.2367 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6167   -2.1278    0.9832 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1480   -1.0946    0.1696 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0511   -0.2214   -0.3941 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6515    0.9063   -1.2715 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2115    0.6711   -1.7149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5860    0.4338   -0.4481 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3228   -0.9972   -0.0430 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0938   -1.3898    1.1941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3233   -0.5463    1.3948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9582   -0.2062    0.0757 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3235   -1.4295   -0.7147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1580    0.6373    0.2866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3229    0.3208    0.2090 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6540    1.9884    0.6222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3322    2.0875   -0.0844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0408    0.7226   -0.6731 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1814    1.9568    0.7918 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8290    1.4642    0.2303 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8006    2.4616   -0.8292 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8767   -0.9364    0.5024 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3310   -3.0815    1.8563 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9200   -2.8132    1.4269 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6494    1.8159   -0.6364 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3329    1.0507   -2.1302 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2448   -0.2813   -2.3219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1799    1.4871   -2.3174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1503    1.0756    0.3725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5472   -1.6886   -0.8994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4378   -1.2219    2.0913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4094   -2.4514    1.1565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0744    0.3732    1.9269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0798   -1.1157    1.9864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4180   -1.5990   -0.5788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1574   -1.2388   -1.7866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8197   -2.3487   -0.3563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3000    2.8038    0.2541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5591    2.1398    1.7246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3303    2.8788   -0.8614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5712    2.3892    0.6645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2597    0.7383   -1.7545 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  6
 16 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
  9  3  1  0
 22 12  1  0
 13  8  1  0
 22 16  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  5 26  1  0
  6 27  1  0
  7 28  1  0
 10 29  1  0
 10 30  1  0
 11 31  1  0
 11 32  1  0
 12 33  1  1
 13 34  1  6
 14 35  1  0
 14 36  1  0
 15 37  1  0
 15 38  1  0
 17 39  1  0
 17 40  1  0
 17 41  1  0
 20 42  1  0
 20 43  1  0
 21 44  1  0
 21 45  1  0
 22 46  1  6
M  END

HEADER    PROTEIN                                 10-FEB-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-FEB-20         0                                  
HETATM    1  C   UNK     0       3.791   3.240   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      13.089  -2.398   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.025  -1.314   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.541  -1.585   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.003   2.218   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.770  -0.539   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      11.519   1.947   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.495   0.325   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.971   2.761   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.455   3.032   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.010   1.041   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.494   1.312   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.502   0.135   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.533  -0.407   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.985   0.406   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      12.042   0.499   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.923   1.804   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      11.049  -0.678   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.462   1.854   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      13.558   0.228   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       1.978   3.020   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      11.573  -2.127   0.000  0.00  0.00           O+0
CONECT    1   19                                                            
CONECT    2   22                                                            
CONECT    3    4   13                                                       
CONECT    4    3   14                                                       
CONECT    5    7   11                                                       
CONECT    6    8   15                                                       
CONECT    7    5   16                                                       
CONECT    8    6   17                                                       
CONECT    9   10   12                                                       
CONECT   10    9   19                                                       
CONECT   11    5   12   14                                                  
CONECT   12    9   11   13                                                  
CONECT   13    3   12   15                                                  
CONECT   14    4   11   18                                                  
CONECT   15    6   13   19                                                  
CONECT   16    7   18   20                                                  
CONECT   17    8   19   21                                                  
CONECT   18   14   16   22                                                  
CONECT   19    1   10   15   17                                             
CONECT   20   16                                                            
CONECT   21   17                                                            
CONECT   22    2   18                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   50    0
END

COMPND    HMDB0060088
HETATM    1  C1  UNL     1       4.771   1.648  -0.074  1.00  0.00           C  
HETATM    2  O1  UNL     1       4.321   0.454  -0.680  1.00  0.00           O  
HETATM    3  C2  UNL     1       3.403  -0.404  -0.130  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.872  -1.422   0.673  1.00  0.00           C  
HETATM    5  O2  UNL     1       5.235  -1.594   0.930  1.00  0.00           O  
HETATM    6  C4  UNL     1       2.962  -2.296   1.237  1.00  0.00           C  
HETATM    7  C5  UNL     1       1.617  -2.128   0.983  1.00  0.00           C  
HETATM    8  C6  UNL     1       1.148  -1.095   0.170  1.00  0.00           C  
HETATM    9  C7  UNL     1       2.051  -0.221  -0.394  1.00  0.00           C  
HETATM   10  C8  UNL     1       1.652   0.906  -1.271  1.00  0.00           C  
HETATM   11  C9  UNL     1       0.212   0.671  -1.715  1.00  0.00           C  
HETATM   12  C10 UNL     1      -0.586   0.434  -0.448  1.00  0.00           C  
HETATM   13  C11 UNL     1      -0.323  -0.997  -0.043  1.00  0.00           C  
HETATM   14  C12 UNL     1      -1.094  -1.390   1.194  1.00  0.00           C  
HETATM   15  C13 UNL     1      -2.323  -0.546   1.395  1.00  0.00           C  
HETATM   16  C14 UNL     1      -2.958  -0.206   0.076  1.00  0.00           C  
HETATM   17  C15 UNL     1      -3.323  -1.430  -0.715  1.00  0.00           C  
HETATM   18  C16 UNL     1      -4.158   0.637   0.287  1.00  0.00           C  
HETATM   19  O3  UNL     1      -5.323   0.321   0.209  1.00  0.00           O  
HETATM   20  C17 UNL     1      -3.654   1.988   0.622  1.00  0.00           C  
HETATM   21  C18 UNL     1      -2.332   2.088  -0.084  1.00  0.00           C  
HETATM   22  C19 UNL     1      -2.041   0.723  -0.673  1.00  0.00           C  
HETATM   23  H1  UNL     1       4.181   1.957   0.792  1.00  0.00           H  
HETATM   24  H2  UNL     1       5.829   1.464   0.230  1.00  0.00           H  
HETATM   25  H3  UNL     1       4.801   2.462  -0.829  1.00  0.00           H  
HETATM   26  H4  UNL     1       5.877  -0.936   0.502  1.00  0.00           H  
HETATM   27  H5  UNL     1       3.331  -3.082   1.856  1.00  0.00           H  
HETATM   28  H6  UNL     1       0.920  -2.813   1.427  1.00  0.00           H  
HETATM   29  H7  UNL     1       1.649   1.816  -0.636  1.00  0.00           H  
HETATM   30  H8  UNL     1       2.333   1.051  -2.130  1.00  0.00           H  
HETATM   31  H9  UNL     1       0.245  -0.281  -2.322  1.00  0.00           H  
HETATM   32  H10 UNL     1      -0.180   1.487  -2.317  1.00  0.00           H  
HETATM   33  H11 UNL     1      -0.150   1.076   0.373  1.00  0.00           H  
HETATM   34  H12 UNL     1      -0.547  -1.689  -0.899  1.00  0.00           H  
HETATM   35  H13 UNL     1      -0.438  -1.222   2.091  1.00  0.00           H  
HETATM   36  H14 UNL     1      -1.409  -2.451   1.157  1.00  0.00           H  
HETATM   37  H15 UNL     1      -2.074   0.373   1.927  1.00  0.00           H  
HETATM   38  H16 UNL     1      -3.080  -1.116   1.986  1.00  0.00           H  
HETATM   39  H17 UNL     1      -4.418  -1.599  -0.579  1.00  0.00           H  
HETATM   40  H18 UNL     1      -3.157  -1.239  -1.787  1.00  0.00           H  
HETATM   41  H19 UNL     1      -2.820  -2.349  -0.356  1.00  0.00           H  
HETATM   42  H20 UNL     1      -4.300   2.804   0.254  1.00  0.00           H  
HETATM   43  H21 UNL     1      -3.559   2.140   1.725  1.00  0.00           H  
HETATM   44  H22 UNL     1      -2.330   2.879  -0.861  1.00  0.00           H  
HETATM   45  H23 UNL     1      -1.571   2.389   0.665  1.00  0.00           H  
HETATM   46  H24 UNL     1      -2.260   0.738  -1.754  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3
CONECT    3    4    4    9
CONECT    4    5    6
CONECT    5   26
CONECT    6    7    7   27
CONECT    7    8   28
CONECT    8    9    9   13
CONECT    9   10
CONECT   10   11   29   30
CONECT   11   12   31   32
CONECT   12   13   22   33
CONECT   13   14   34
CONECT   14   15   35   36
CONECT   15   16   37   38
CONECT   16   17   18   22
CONECT   17   39   40   41
CONECT   18   19   19   20
CONECT   20   21   42   43
CONECT   21   22   44   45
CONECT   22   46
END

HMDB0060088
     RDKit          3D
4-Methoxyestrone
 46 49  0  0  0  0  0  0  0  0999 V2000
    4.7712    1.6483   -0.0740 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3213    0.4538   -0.6803 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4035   -0.4036   -0.1297 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8721   -1.4223    0.6731 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2349   -1.5936    0.9304 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9620   -2.2962    1.2367 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6167   -2.1278    0.9832 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1480   -1.0946    0.1696 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0511   -0.2214   -0.3941 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6515    0.9063   -1.2715 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2115    0.6711   -1.7149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5860    0.4338   -0.4481 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3228   -0.9972   -0.0430 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0938   -1.3898    1.1941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3233   -0.5463    1.3948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9582   -0.2062    0.0757 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3235   -1.4295   -0.7147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1580    0.6373    0.2866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3229    0.3208    0.2090 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6540    1.9884    0.6222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3322    2.0875   -0.0844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0408    0.7226   -0.6731 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1814    1.9568    0.7918 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8290    1.4642    0.2303 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8006    2.4616   -0.8292 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8767   -0.9364    0.5024 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3310   -3.0815    1.8563 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9200   -2.8132    1.4269 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6494    1.8159   -0.6364 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3329    1.0507   -2.1302 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2448   -0.2813   -2.3219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1799    1.4871   -2.3174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1503    1.0756    0.3725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5472   -1.6886   -0.8994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4378   -1.2219    2.0913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4094   -2.4514    1.1565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0744    0.3732    1.9269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0798   -1.1157    1.9864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4180   -1.5990   -0.5788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1574   -1.2388   -1.7866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8197   -2.3487   -0.3563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3000    2.8038    0.2541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5591    2.1398    1.7246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3303    2.8788   -0.8614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5712    2.3892    0.6645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2597    0.7383   -1.7545 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  6
 16 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
  9  3  1  0
 22 12  1  0
 13  8  1  0
 22 16  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  5 26  1  0
  6 27  1  0
  7 28  1  0
 10 29  1  0
 10 30  1  0
 11 31  1  0
 11 32  1  0
 12 33  1  1
 13 34  1  6
 14 35  1  0
 14 36  1  0
 15 37  1  0
 15 38  1  0
 17 39  1  0
 17 40  1  0
 17 41  1  0
 20 42  1  0
 20 43  1  0
 21 44  1  0
 21 45  1  0
 22 46  1  6
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
L-Pyroglutamyl-L-histidyl-L-prolineamide	ChEBI
Thyroliberin	ChEBI
Thyrotropic releasing hormone	ChEBI
Thyrotropic-releasing factor	ChEBI
Thyrotropin-releasing factor	ChEBI
TRH	ChEBI
TSH-Releasing factor	ChEBI
TSH-Releasing hormone	ChEBI
Protirelin	Kegg
Relefact TRH	Kegg
Abbott brand OF protirelin	HMDB
Abbott-38579	HMDB
Antepan	HMDB
Aventis brand OF protirelin	HMDB
Novartis brand OF protirelin	HMDB
Proterelin tartrate	HMDB
Proterelin tartrate hydrate	HMDB
Protirelin abbott brand	HMDB
Protirelin aventis brand	HMDB
Stimu TSH	HMDB
Tartrate hydrate, proterelin	HMDB
Thypinone	HMDB
Abbott 38579	HMDB
Protirelin tartrate (1:1)	HMDB
TRH Ferring	HMDB
TRH Prem	HMDB
Thyrotropin-releasing hormone	HMDB
Thyrotropin-releasing hormone tartrate	HMDB
Abbott38579	HMDB
Ferring brand OF protirelin	HMDB
Henning berlin brand OF protirelin	HMDB
Hydrate, proterelin tartrate	HMDB
Merck brand OF protirelin	HMDB
Prem, TRH	HMDB
Protirelin ferring brand	HMDB
Protirelin merck brand	HMDB
Stimu-TSH	HMDB
Thyroliberin TRH merck	HMDB
Thyrotropin releasing factor	HMDB
Protirelin novartis brand	HMDB
StimuTSH	HMDB
TRH, Relefact	HMDB
Thyrotropin releasing hormone tartrate	HMDB

Chemical Formula

C₁₉H₂₄O₃

Average Molecular Weight

300.3921

Monoisotopic Molecular Weight

300.172544634

IUPAC Name

(1S,10R,11S,15R)-5-hydroxy-6-methoxy-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2(7),3,5-trien-14-one

Traditional Name

(1S,10R,11S,15R)-5-hydroxy-6-methoxy-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2(7),3,5-trien-14-one

CAS Registry Number

Not Available

SMILES

COC1=C(O)C=CC2=C1CC[C@H]1[C@@H]3CCC(=O)[C@]3(C)CC[C@H]21

InChI Identifier

InChI=1S/C19H24O3/c1-19-10-9-12-11-5-7-16(20)18(22-2)14(11)4-3-13(12)15(19)6-8-17(19)21/h5,7,12-13,15,20H,3-4,6,8-10H2,1-2H3/t12-,13-,15+,19-/m1/s1

InChI Key

PUEXVLNGOBYUEW-PITQQHRWSA-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

tripeptide (CHEBI:35940 )
peptide hormone (CHEBI:35940 )
Thyrotropin-releasing hormone [KO:K05253] (C03958 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0060088)

Source

Exogenous

Exogenous (HMDB: HMDB0060088)

Process

Not Available

Role

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
Water Solubility	0.0079 g/L	ALOGPS
logP	3.48	ALOGPS
logP	4.15	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	10.34	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	46.53 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	85.55 m³·mol⁻¹	ChemAxon
Polarizability	33.98 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	171.644	31661259
DarkChem	[M-H]-	170.907	31661259
DeepCCS	[M-2H]-	210.633	30932474
DeepCCS	[M+Na]+	186.138	30932474
AllCCS	[M+H]+	173.9	32859911
AllCCS	[M+H-H2O]+	170.7	32859911
AllCCS	[M+NH4]+	176.9	32859911
AllCCS	[M+Na]+	177.8	32859911
AllCCS	[M-H]-	180.2	32859911
AllCCS	[M+Na-2H]-	180.0	32859911
AllCCS	[M+HCOO]-	180.0	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	6.83 minutes	32390414
Predicted by Siyang on May 30, 2022	15.4793 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.38 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2441.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	387.6 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	206.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	189.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	473.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	712.3 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	694.4 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	96.5 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1391.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	490.9 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1442.6 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	407.6 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	457.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	278.7 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	334.2 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	23.7 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
4-Methoxyestrone	COC1=C(O)C=CC2=C1CC[C@H]1[C@@H]3CCC(=O)[C@]3(C)CC[C@H]21	3540.7	Standard polar	33892256
4-Methoxyestrone	COC1=C(O)C=CC2=C1CC[C@H]1[C@@H]3CCC(=O)[C@]3(C)CC[C@H]21	2614.8	Standard non polar	33892256
4-Methoxyestrone	COC1=C(O)C=CC2=C1CC[C@H]1[C@@H]3CCC(=O)[C@]3(C)CC[C@H]21	2737.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
4-Methoxyestrone,1TMS,isomer #1	COC1=C(O[Si](C)(C)C)C=CC2=C1CC[C@@H]1[C@@H]2CC[C@@]2(C)C(=O)CC[C@@H]12	2758.3	Semi standard non polar	33892256
4-Methoxyestrone,1TMS,isomer #2	COC1=C(O)C=CC2=C1CC[C@@H]1[C@@H]2CC[C@@]2(C)C(O[Si](C)(C)C)=CC[C@@H]12	2688.6	Semi standard non polar	33892256
4-Methoxyestrone,2TMS,isomer #1	COC1=C(O[Si](C)(C)C)C=CC2=C1CC[C@@H]1[C@@H]2CC[C@@]2(C)C(O[Si](C)(C)C)=CC[C@@H]12	2663.4	Semi standard non polar	33892256
4-Methoxyestrone,2TMS,isomer #1	COC1=C(O[Si](C)(C)C)C=CC2=C1CC[C@@H]1[C@@H]2CC[C@@]2(C)C(O[Si](C)(C)C)=CC[C@@H]12	2651.6	Standard non polar	33892256
4-Methoxyestrone,2TMS,isomer #1	COC1=C(O[Si](C)(C)C)C=CC2=C1CC[C@@H]1[C@@H]2CC[C@@]2(C)C(O[Si](C)(C)C)=CC[C@@H]12	3065.0	Standard polar	33892256
4-Methoxyestrone,1TBDMS,isomer #1	COC1=C(O[Si](C)(C)C(C)(C)C)C=CC2=C1CC[C@@H]1[C@@H]2CC[C@@]2(C)C(=O)CC[C@@H]12	3038.6	Semi standard non polar	33892256
4-Methoxyestrone,1TBDMS,isomer #2	COC1=C(O)C=CC2=C1CC[C@@H]1[C@@H]2CC[C@@]2(C)C(O[Si](C)(C)C(C)(C)C)=CC[C@@H]12	2940.0	Semi standard non polar	33892256
4-Methoxyestrone,2TBDMS,isomer #1	COC1=C(O[Si](C)(C)C(C)(C)C)C=CC2=C1CC[C@@H]1[C@@H]2CC[C@@]2(C)C(O[Si](C)(C)C(C)(C)C)=CC[C@@H]12	3096.4	Semi standard non polar	33892256
4-Methoxyestrone,2TBDMS,isomer #1	COC1=C(O[Si](C)(C)C(C)(C)C)C=CC2=C1CC[C@@H]1[C@@H]2CC[C@@]2(C)C(O[Si](C)(C)C(C)(C)C)=CC[C@@H]12	3008.7	Standard non polar	33892256
4-Methoxyestrone,2TBDMS,isomer #1	COC1=C(O[Si](C)(C)C(C)(C)C)C=CC2=C1CC[C@@H]1[C@@H]2CC[C@@]2(C)C(O[Si](C)(C)C(C)(C)C)=CC[C@@H]12	3308.2	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Methoxyestrone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0fe0-0490000000-e0b809016b8c8bad412a	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Methoxyestrone GC-MS (1 TMS) - 70eV, Positive	splash10-08ou-1059000000-fc0f62cbcdf1d5df5108	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Methoxyestrone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Methoxyestrone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Methoxyestrone 10V, Positive-QTOF	splash10-0udi-0029000000-d7fd1e3ab4e4be728914	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Methoxyestrone 20V, Positive-QTOF	splash10-0v4i-0792000000-557e318f749c8060ba9b	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Methoxyestrone 40V, Positive-QTOF	splash10-0pi9-5490000000-42c39c3194e527bdc751	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Methoxyestrone 10V, Negative-QTOF	splash10-0002-0090000000-0655540f59ad5c8c43a0	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Methoxyestrone 20V, Negative-QTOF	splash10-0002-0090000000-5f7c58555ff69013e200	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Methoxyestrone 40V, Negative-QTOF	splash10-0kec-1090000000-461b8b04617809255fd7	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Methoxyestrone 10V, Negative-QTOF	splash10-0002-0090000000-dd82c6133109d0e6e28e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Methoxyestrone 20V, Negative-QTOF	splash10-00l2-0090000000-66e609af1e31bb237106	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Methoxyestrone 40V, Negative-QTOF	splash10-00kb-0090000000-fc050b7ed710552a3f97	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Methoxyestrone 10V, Positive-QTOF	splash10-0ue9-0049000000-98a596f43e468044b417	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Methoxyestrone 20V, Positive-QTOF	splash10-0f89-5794000000-a3bbd4498b460f1ededa	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Methoxyestrone 40V, Positive-QTOF	splash10-0f6t-0960000000-f8b5386627dfc6028664	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane (predicted from logP)

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB09421

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB023753

KNApSAcK ID

Not Available

Chemspider ID

554166

KEGG Compound ID

C03958

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Protirelin

METLIN ID

Not Available

PubChem Compound

638678

PDB ID

Not Available

ChEBI ID

35940

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

Thiele I, Swainston N, Fleming RM, Hoppe A, Sahoo S, Aurich MK, Haraldsdottir H, Mo ML, Rolfsson O, Stobbe MD, Thorleifsson SG, Agren R, Bolling C, Bordel S, Chavali AK, Dobson P, Dunn WB, Endler L, Hala D, Hucka M, Hull D, Jameson D, Jamshidi N, Jonsson JJ, Juty N, Keating S, Nookaew I, Le Novere N, Malys N, Mazein A, Papin JA, Price ND, Selkov E Sr, Sigurdsson MI, Simeonidis E, Sonnenschein N, Smallbone K, Sorokin A, van Beek JH, Weichart D, Goryanin I, Nielsen J, Westerhoff HV, Kell DB, Mendes P, Palsson BO: A community-driven global reconstruction of human metabolism. Nat Biotechnol. 2013 May;31(5):419-25. doi: 10.1038/nbt.2488. Epub 2013 Mar 3. [PubMed:23455439 ]
Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for 4-Methoxyestrone (HMDB0060088)

MOL for HMDB0060088 (4-Methoxyestrone)

3D MOL for HMDB0060088 (4-Methoxyestrone)

3D SDF for HMDB0060088 (4-Methoxyestrone)

3D-SDF for HMDB0060088 (4-Methoxyestrone)

PDB for HMDB0060088 (4-Methoxyestrone)

3D PDB for HMDB0060088 (4-Methoxyestrone)

SMILES for HMDB0060088 (4-Methoxyestrone)

INCHI for HMDB0060088 (4-Methoxyestrone)

Structure for HMDB0060088 (4-Methoxyestrone)

3D Structure for HMDB0060088 (4-Methoxyestrone)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra