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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (5)transporters (4) Show 9 proteins XML

enzymes (5)transporters (4) Show 9 proteins

Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2021-09-14 15:40:19 UTC

HMDB ID

HMDB0001425

Secondary Accession Numbers

HMDB01425

Metabolite Identification

Common Name

Estrone sulfate

Description

Estrone sulfate is a sulfated estrone derivative. Estrone sulfate acts as a long-lived reservoir that can be converted as needed to the more active estradiol (from estrone via 17 beta-hydroxysteroid dehydrogenase). Estrone Sulfate (E1S) is the most abundant circulating estrogen in non-pregnant women as well as normal men. Estrone is primarily synthesized from estrone sulfate. Estrone is an estrogenic hormone secreted by the ovaries and adipose tissues. Estrone is one of the three estrogens found in humans. The other two are estriol and estradiol. Estrone is the least prevalent of the three. Estradiol plays a critical role on reproductive and sexual functioning in women and it also affects other organs including the bones. Estriol is an estrogen that is prevalent primarily during pregnancy.

Structure

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

HMDB0001425
     RDKit          3D
Estrone sulfate
 46 49  0  0  0  0  0  0  0  0999 V2000
   -2.8419    0.5273    1.6877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9964   -0.4478    0.5665 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3489   -1.7735    0.8247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8708   -1.7465    0.7702 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2695   -0.9310   -0.3177 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1482   -0.5955   -0.0208 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9301   -1.4940    0.6761 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2634   -1.2249    0.9781 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8288   -0.0357    0.5770 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1562    0.1941    0.8964 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4575   -0.2311   -0.0691 S   0  0  0  0  0  6  0  0  0  0  0  0
    6.1879   -0.0778   -1.5304 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7997   -1.6758    0.1838 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7903    0.6898    0.4079 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0581    0.8701   -0.1200 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7324    0.5920   -0.4150 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9939    1.6414   -1.1721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3405    1.0980   -1.6884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0040    0.3998   -0.5340 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4277    0.0744   -0.7491 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3385    1.1952   -1.0620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7091    0.6522   -0.6341 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4261   -0.5406    0.2050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2223   -1.3819    0.5040 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5207    0.1988    2.5100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8217    0.5581    2.1171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2165    1.5112    1.3593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6727   -2.1200    1.8352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7766   -2.5135    0.0918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5098   -2.7991    0.6377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4383   -1.4348    1.7657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2819   -1.4732   -1.2898 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5377   -2.4402    1.0140 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8673   -1.9383    1.5260 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7359    0.7710    1.3980 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5304    1.8014   -0.4245 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8543    2.5372   -0.5582 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5730    1.9393   -2.0703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1140    0.3510   -2.4635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9182    1.9593   -2.0402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7970    0.9971    0.3753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5228   -0.7466   -1.4744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0951    2.1391   -0.5776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3912    1.3094   -2.1701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2441    1.4357   -0.0279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3292    0.3757   -1.4984 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  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  2  0
 11 13  2  0
 11 14  1  0
  9 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 20  2  1  0
 23  2  1  0
 19  5  1  0
 16  6  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  6
  7 33  1  0
  8 34  1  0
 14 35  1  0
 15 36  1  0
 17 37  1  0
 17 38  1  0
 18 39  1  0
 18 40  1  0
 19 41  1  1
 20 42  1  6
 21 43  1  0
 21 44  1  0
 22 45  1  0
 22 46  1  0
M  END


  Mrv0541 02231217462D          

 24 27  0  0  1  0            999 V2000
    1.1566    0.9645    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.3549    4.1025    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8694    0.5492    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4438    1.3796    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5719    1.6773    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7415    0.2517    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3181    2.2422    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.3181    3.0671    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.6038    1.8298    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8893    2.2422    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.6038    3.4795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0986    1.9908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8893    3.0671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6170    0.9707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0986    3.3185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5801    2.6546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3181    3.8920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1387    1.8241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8762    0.5352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1321    0.9649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3742    2.2894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3605    0.5114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5922    1.8539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5854    0.9590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  1  5  2  0  0  0  0
  1  6  2  0  0  0  0
  2 15  2  0  0  0  0
  3 24  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  7 12  1  1  0  0  0
  8 11  1  0  0  0  0
  8 15  1  0  0  0  0
  8 17  1  1  0  0  0
  9 10  1  0  0  0  0
  9 14  1  6  0  0  0
 10 13  1  0  0  0  0
 10 18  1  1  0  0  0
 11 13  1  0  0  0  0
 12 16  1  0  0  0  0
 14 19  1  0  0  0  0
 15 16  1  0  0  0  0
 18 20  2  0  0  0  0
 18 21  1  0  0  0  0
 19 20  1  0  0  0  0
 20 22  1  0  0  0  0
 21 23  2  0  0  0  0
 22 24  2  0  0  0  0
 23 24  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0001425

> <DATABASE_NAME>
hmdb

> <SMILES>
C[C@]12CC[C@H]3[C@@H](CCC4=C3C=CC(OS(O)(=O)=O)=C4)[C@@H]1CCC2=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H22O5S/c1-18-9-8-14-13-5-3-12(23-24(20,21)22)10-11(13)2-4-15(14)16(18)6-7-17(18)19/h3,5,10,14-16H,2,4,6-9H2,1H3,(H,20,21,22)/t14-,15-,16+,18+/m1/s1

> <INCHI_KEY>
JKKFKPJIXZFSSB-CBZIJGRNSA-N

> <FORMULA>
C18H22O5S

> <MOLECULAR_WEIGHT>
350.429

> <EXACT_MASS>
350.118794504

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
36.64215671380046

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
[(1S,10R,11S,15S)-15-methyl-14-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2(7),3,5-trien-5-yl]oxidanesulfonic acid

> <ALOGPS_LOGP>
0.29

> <JCHEM_LOGP>
3.8337156876666674

> <ALOGPS_LOGS>
-4.77

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
19.95753456331333

> <JCHEM_PKA_STRONGEST_ACIDIC>
-1.7480068663945287

> <JCHEM_PKA_STRONGEST_BASIC>
-7.475652910099836

> <JCHEM_POLAR_SURFACE_AREA>
80.67

> <JCHEM_REFRACTIVITY>
89.0742

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.90e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
Ogen

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0001425
     RDKit          3D
Estrone sulfate
 46 49  0  0  0  0  0  0  0  0999 V2000
   -2.8419    0.5273    1.6877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9964   -0.4478    0.5665 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3489   -1.7735    0.8247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8708   -1.7465    0.7702 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2695   -0.9310   -0.3177 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1482   -0.5955   -0.0208 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9301   -1.4940    0.6761 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2634   -1.2249    0.9781 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8288   -0.0357    0.5770 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1562    0.1941    0.8964 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4575   -0.2311   -0.0691 S   0  0  0  0  0  6  0  0  0  0  0  0
    6.1879   -0.0778   -1.5304 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7997   -1.6758    0.1838 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7903    0.6898    0.4079 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0581    0.8701   -0.1200 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7324    0.5920   -0.4150 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9939    1.6414   -1.1721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3405    1.0980   -1.6884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0040    0.3998   -0.5340 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4277    0.0744   -0.7491 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3385    1.1952   -1.0620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7091    0.6522   -0.6341 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4261   -0.5406    0.2050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2223   -1.3819    0.5040 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5207    0.1988    2.5100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8217    0.5581    2.1171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2165    1.5112    1.3593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6727   -2.1200    1.8352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7766   -2.5135    0.0918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5098   -2.7991    0.6377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4383   -1.4348    1.7657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2819   -1.4732   -1.2898 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5377   -2.4402    1.0140 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8673   -1.9383    1.5260 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7359    0.7710    1.3980 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5304    1.8014   -0.4245 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8543    2.5372   -0.5582 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5730    1.9393   -2.0703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1140    0.3510   -2.4635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9182    1.9593   -2.0402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7970    0.9971    0.3753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5228   -0.7466   -1.4744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0951    2.1391   -0.5776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3912    1.3094   -2.1701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2441    1.4357   -0.0279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3292    0.3757   -1.4984 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  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  2  0
 11 13  2  0
 11 14  1  0
  9 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 20  2  1  0
 23  2  1  0
 19  5  1  0
 16  6  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  6
  7 33  1  0
  8 34  1  0
 14 35  1  0
 15 36  1  0
 17 37  1  0
 17 38  1  0
 18 39  1  0
 18 40  1  0
 19 41  1  1
 20 42  1  6
 21 43  1  0
 21 44  1  0
 22 45  1  0
 22 46  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  S   UNK     0       2.159   1.800   0.000  0.00  0.00           S+0
HETATM    2  O   UNK     0      13.729   7.658   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       3.490   1.025   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       0.828   2.575   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       2.934   3.131   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0       1.384   0.470   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      11.794   4.185   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      11.794   5.725   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.460   3.416   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.127   4.185   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.460   6.495   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      13.251   3.716   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.127   5.725   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.485   1.812   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      13.251   6.195   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      14.150   4.955   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      11.794   7.265   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.726   3.405   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.102   0.999   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.713   1.801   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.299   4.274   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.273   0.955   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.839   3.461   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.826   1.790   0.000  0.00  0.00           C+0
CONECT    1    3    4    5    6                                             
CONECT    2   15                                                            
CONECT    3    1   24                                                       
CONECT    4    1                                                            
CONECT    5    1                                                            
CONECT    6    1                                                            
CONECT    7    8    9   12                                                  
CONECT    8    7   11   15   17                                             
CONECT    9    7   10   14                                                  
CONECT   10    9   13   18                                                  
CONECT   11    8   13                                                       
CONECT   12    7   16                                                       
CONECT   13   10   11                                                       
CONECT   14    9   19                                                       
CONECT   15    2    8   16                                                  
CONECT   16   12   15                                                       
CONECT   17    8                                                            
CONECT   18   10   20   21                                                  
CONECT   19   14   20                                                       
CONECT   20   18   19   22                                                  
CONECT   21   18   23                                                       
CONECT   22   20   24                                                       
CONECT   23   21   24                                                       
CONECT   24    3   22   23                                                  
MASTER        0    0    0    0    0    0    0    0   24    0   54    0
END

COMPND    HMDB0001425
HETATM    1  C1  UNL     1      -2.842   0.527   1.688  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.996  -0.448   0.567  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.349  -1.773   0.825  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.871  -1.747   0.770  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.270  -0.931  -0.318  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.148  -0.596  -0.021  1.00  0.00           C  
HETATM    7  C7  UNL     1       1.930  -1.494   0.676  1.00  0.00           C  
HETATM    8  C8  UNL     1       3.263  -1.225   0.978  1.00  0.00           C  
HETATM    9  C9  UNL     1       3.829  -0.036   0.577  1.00  0.00           C  
HETATM   10  O1  UNL     1       5.156   0.194   0.896  1.00  0.00           O  
HETATM   11  S1  UNL     1       6.458  -0.231  -0.069  1.00  0.00           S  
HETATM   12  O2  UNL     1       6.188  -0.078  -1.530  1.00  0.00           O  
HETATM   13  O3  UNL     1       6.800  -1.676   0.184  1.00  0.00           O  
HETATM   14  O4  UNL     1       7.790   0.690   0.408  1.00  0.00           O  
HETATM   15  C10 UNL     1       3.058   0.870  -0.120  1.00  0.00           C  
HETATM   16  C11 UNL     1       1.732   0.592  -0.415  1.00  0.00           C  
HETATM   17  C12 UNL     1       0.994   1.641  -1.172  1.00  0.00           C  
HETATM   18  C13 UNL     1      -0.340   1.098  -1.688  1.00  0.00           C  
HETATM   19  C14 UNL     1      -1.004   0.400  -0.534  1.00  0.00           C  
HETATM   20  C15 UNL     1      -2.428   0.074  -0.749  1.00  0.00           C  
HETATM   21  C16 UNL     1      -3.338   1.195  -1.062  1.00  0.00           C  
HETATM   22  C17 UNL     1      -4.709   0.652  -0.634  1.00  0.00           C  
HETATM   23  C18 UNL     1      -4.426  -0.541   0.205  1.00  0.00           C  
HETATM   24  O5  UNL     1      -5.222  -1.382   0.504  1.00  0.00           O  
HETATM   25  H1  UNL     1      -3.521   0.199   2.510  1.00  0.00           H  
HETATM   26  H2  UNL     1      -1.822   0.558   2.117  1.00  0.00           H  
HETATM   27  H3  UNL     1      -3.217   1.511   1.359  1.00  0.00           H  
HETATM   28  H4  UNL     1      -2.673  -2.120   1.835  1.00  0.00           H  
HETATM   29  H5  UNL     1      -2.777  -2.513   0.092  1.00  0.00           H  
HETATM   30  H6  UNL     1      -0.510  -2.799   0.638  1.00  0.00           H  
HETATM   31  H7  UNL     1      -0.438  -1.435   1.766  1.00  0.00           H  
HETATM   32  H8  UNL     1      -0.282  -1.473  -1.290  1.00  0.00           H  
HETATM   33  H9  UNL     1       1.538  -2.440   1.014  1.00  0.00           H  
HETATM   34  H10 UNL     1       3.867  -1.938   1.526  1.00  0.00           H  
HETATM   35  H11 UNL     1       7.736   0.771   1.398  1.00  0.00           H  
HETATM   36  H12 UNL     1       3.530   1.801  -0.424  1.00  0.00           H  
HETATM   37  H13 UNL     1       0.854   2.537  -0.558  1.00  0.00           H  
HETATM   38  H14 UNL     1       1.573   1.939  -2.070  1.00  0.00           H  
HETATM   39  H15 UNL     1      -0.114   0.351  -2.463  1.00  0.00           H  
HETATM   40  H16 UNL     1      -0.918   1.959  -2.040  1.00  0.00           H  
HETATM   41  H17 UNL     1      -0.797   0.997   0.375  1.00  0.00           H  
HETATM   42  H18 UNL     1      -2.523  -0.747  -1.474  1.00  0.00           H  
HETATM   43  H19 UNL     1      -3.095   2.139  -0.578  1.00  0.00           H  
HETATM   44  H20 UNL     1      -3.391   1.309  -2.170  1.00  0.00           H  
HETATM   45  H21 UNL     1      -5.244   1.436  -0.028  1.00  0.00           H  
HETATM   46  H22 UNL     1      -5.329   0.376  -1.498  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3   20   23
CONECT    3    4   28   29
CONECT    4    5   30   31
CONECT    5    6   19   32
CONECT    6    7    7   16
CONECT    7    8   33
CONECT    8    9    9   34
CONECT    9   10   15
CONECT   10   11
CONECT   11   12   12   13   13
CONECT   11   14
CONECT   14   35
CONECT   15   16   16   36
CONECT   16   17
CONECT   17   18   37   38
CONECT   18   19   39   40
CONECT   19   20   41
CONECT   20   21   42
CONECT   21   22   43   44
CONECT   22   23   45   46
CONECT   23   24   24
END

HMDB0001425
     RDKit          3D
Estrone sulfate
 46 49  0  0  0  0  0  0  0  0999 V2000
   -2.8419    0.5273    1.6877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9964   -0.4478    0.5665 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3489   -1.7735    0.8247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8708   -1.7465    0.7702 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2695   -0.9310   -0.3177 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1482   -0.5955   -0.0208 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9301   -1.4940    0.6761 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2634   -1.2249    0.9781 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8288   -0.0357    0.5770 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1562    0.1941    0.8964 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4575   -0.2311   -0.0691 S   0  0  0  0  0  6  0  0  0  0  0  0
    6.1879   -0.0778   -1.5304 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7997   -1.6758    0.1838 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7903    0.6898    0.4079 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0581    0.8701   -0.1200 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7324    0.5920   -0.4150 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9939    1.6414   -1.1721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3405    1.0980   -1.6884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0040    0.3998   -0.5340 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4277    0.0744   -0.7491 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3385    1.1952   -1.0620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7091    0.6522   -0.6341 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4261   -0.5406    0.2050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2223   -1.3819    0.5040 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5207    0.1988    2.5100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8217    0.5581    2.1171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2165    1.5112    1.3593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6727   -2.1200    1.8352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7766   -2.5135    0.0918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5098   -2.7991    0.6377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4383   -1.4348    1.7657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2819   -1.4732   -1.2898 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5377   -2.4402    1.0140 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8673   -1.9383    1.5260 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7359    0.7710    1.3980 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5304    1.8014   -0.4245 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8543    2.5372   -0.5582 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5730    1.9393   -2.0703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1140    0.3510   -2.4635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9182    1.9593   -2.0402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7970    0.9971    0.3753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5228   -0.7466   -1.4744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0951    2.1391   -0.5776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3912    1.3094   -2.1701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2441    1.4357   -0.0279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3292    0.3757   -1.4984 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  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  2  0
 11 13  2  0
 11 14  1  0
  9 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 20  2  1  0
 23  2  1  0
 19  5  1  0
 16  6  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  6
  7 33  1  0
  8 34  1  0
 14 35  1  0
 15 36  1  0
 17 37  1  0
 17 38  1  0
 18 39  1  0
 18 40  1  0
 19 41  1  1
 20 42  1  6
 21 43  1  0
 21 44  1  0
 22 45  1  0
 22 46  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-Hydroxyestra-1,3,5(10)-trien-17-one hydrogen sulphate	ChEBI
Estrone hydrogen sulfate	ChEBI
Estrone sulphate	ChEBI
3-Hydroxyestra-1,3,5(10)-trien-17-one hydrogen sulfate	Generator
3-Hydroxyestra-1,3,5(10)-trien-17-one hydrogen sulfuric acid	Generator
3-Hydroxyestra-1,3,5(10)-trien-17-one hydrogen sulphuric acid	Generator
Estrone hydrogen sulfuric acid	Generator
Estrone hydrogen sulphate	Generator
Estrone hydrogen sulphuric acid	Generator
Estrone sulfuric acid	Generator
Estrone sulphuric acid	Generator
Conestoral	HMDB
Estrogenic substances	HMDB
Estrone	HMDB
Estrone hydrogen sulfate	HMDB
Estrone hydrogen sulphate	HMDB
Estrone 3-sulfate	HMDB
Estrone 3-sulphate	HMDB
Estrone sulfate sodium	HMDB
Estrone sulphate sodium	HMDB
Estrone-3-sulfate	HMDB
Estrone-3-sulphate	HMDB
Premarin	HMDB
Sodium estrone 3-monosulfate	HMDB
Sodium estrone 3-monosulphate	HMDB
Sodium estrone 3-sulfate	HMDB
Sodium estrone 3-sulphate	HMDB
Estrone sulfate, sodium salt	HMDB
Potassium estrone sulfate	HMDB
Sodium estrone sulfate	HMDB
Estrone sulfate, ammonium salt	HMDB
Oestrone sulphate	HMDB
Evex	HMDB
Estrone sulfate, 16-(14)C-labeled	HMDB
Estrone sulfate, 14C-labeled	HMDB
Estrone sulfate, potassium salt	HMDB

Chemical Formula

C₁₈H₂₂O₅S

Average Molecular Weight

350.429

Monoisotopic Molecular Weight

350.118794504

IUPAC Name

[(1S,10R,11S,15S)-15-methyl-14-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2(7),3,5-trien-5-yl]oxidanesulfonic acid

Traditional Name

Ogen

CAS Registry Number

481-97-0

SMILES

C[C@]12CC[C@H]3[C@@H](CCC4=C3C=CC(OS(O)(=O)=O)=C4)[C@@H]1CCC2=O

InChI Identifier

InChI=1S/C18H22O5S/c1-18-9-8-14-13-5-3-12(23-24(20,21)22)10-11(13)2-4-15(14)16(18)6-7-17(18)19/h3,5,10,14-16H,2,4,6-9H2,1H3,(H,20,21,22)/t14-,15-,16+,18+/m1/s1

InChI Key

JKKFKPJIXZFSSB-CBZIJGRNSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sulfated steroids. These are sterol lipids containing a sulfate group attached to the steroid skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Sulfated steroids

Direct Parent

Sulfated steroids

Alternative Parents

Substituents

Sulfated steroid skeleton
Estrane-skeleton
17-oxosteroid
Oxosteroid
Phenanthrene
Arylsulfate
Tetralin
Benzenoid
Sulfuric acid ester
Sulfuric acid monoester
Sulfate-ester
Organic sulfuric acid or derivatives
Ketone
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Carbonyl group
Organic oxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

steroid sulfate (CHEBI:17474 )
17-oxo steroid (CHEBI:17474 )
sulfates (C02538 )
C18 steroids (estrogens) and derivatives (C02538 )
Estrogens (C02538 )
C18 steroids (estrogens) and derivatives (LMST02010043 )

Ontology

Not Available

Platelet (HMDB: HMDB0001425)

Tissue

Epithelium

Epidermis (HMDB: HMDB0001425)

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 2401584)

Excreta

Biofluid or Excreta

Urine (PMID: 263338)

Cellular substructure

Organelle

Endoplasmic reticulum (HMDB: HMDB0001425)

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

Equine

Horse (FooDB: FOOD00378)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

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

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

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

Milk and milk product

Unfermented milk

Milk (Cow) (FooDB: FOOD00618)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Sulfate/Sulfite Metabolism (HMDB: HMDB0001425)
Androgen and Estrogen Metabolism (HMDB: HMDB0001425)
Estrone Metabolism (PathBank: SMP0030880)

Disease pathway

Sulfite Oxidase Deficiency (PathBank: SMP0120816)
Aromatase Deficiency (PathBank: SMP0120848)
17-beta Hydroxysteroid Dehydrogenase III Deficiency (PathBank: SMP0000356)

Role

Industrial application

Pharmaceutical industry

Biomarker

Obesity (MarkerDB: MDB00000323)
X-Linked Ichthyosis (MarkerDB: MDB00000323)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	254.5 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M-H]-	Not Available	188.854	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000250

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0059 g/L	ALOGPS
logP	0.29	ALOGPS
logP	3.83	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	-1.7	ChemAxon
pKa (Strongest Basic)	-7.5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	80.67 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	89.07 m³·mol⁻¹	ChemAxon
Polarizability	36.64 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]+	183.654	31661259
DarkChem	[M-H]-	175.397	31661259
AllCCS	[M+H]+	182.11	32859911
AllCCS	[M-H]-	182.898	32859911
DeepCCS	[M-2H]-	223.14	30932474
DeepCCS	[M+Na]+	199.191	30932474
AllCCS	[M+H]+	182.1	32859911
AllCCS	[M+H-H2O]+	179.3	32859911
AllCCS	[M+NH4]+	184.7	32859911
AllCCS	[M+Na]+	185.4	32859911
AllCCS	[M-H]-	182.9	32859911
AllCCS	[M+Na-2H]-	182.8	32859911
AllCCS	[M+HCOO]-	182.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Estrone sulfate	C[C@]12CC[C@H]3[C@@H](CCC4=C3C=CC(OS(O)(=O)=O)=C4)[C@@H]1CCC2=O	4173.8	Standard polar	33892256
Estrone sulfate	C[C@]12CC[C@H]3[C@@H](CCC4=C3C=CC(OS(O)(=O)=O)=C4)[C@@H]1CCC2=O	2755.9	Standard non polar	33892256
Estrone sulfate	C[C@]12CC[C@H]3[C@@H](CCC4=C3C=CC(OS(O)(=O)=O)=C4)[C@@H]1CCC2=O	3047.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Estrone sulfate,1TMS,isomer #1	C[C@]12CC[C@@H]3C4=CC=C(OS(=O)(=O)O[Si](C)(C)C)C=C4CC[C@H]3[C@@H]1CCC2=O	3145.0	Semi standard non polar	33892256
Estrone sulfate,1TMS,isomer #1	C[C@]12CC[C@@H]3C4=CC=C(OS(=O)(=O)O[Si](C)(C)C)C=C4CC[C@H]3[C@@H]1CCC2=O	3022.2	Standard non polar	33892256
Estrone sulfate,1TMS,isomer #1	C[C@]12CC[C@@H]3C4=CC=C(OS(=O)(=O)O[Si](C)(C)C)C=C4CC[C@H]3[C@@H]1CCC2=O	3798.5	Standard polar	33892256
Estrone sulfate,1TMS,isomer #2	C[C@]12CC[C@@H]3C4=CC=C(OS(=O)(=O)O)C=C4CC[C@H]3[C@@H]1CC=C2O[Si](C)(C)C	3104.0	Semi standard non polar	33892256
Estrone sulfate,1TMS,isomer #2	C[C@]12CC[C@@H]3C4=CC=C(OS(=O)(=O)O)C=C4CC[C@H]3[C@@H]1CC=C2O[Si](C)(C)C	2834.3	Standard non polar	33892256
Estrone sulfate,1TMS,isomer #2	C[C@]12CC[C@@H]3C4=CC=C(OS(=O)(=O)O)C=C4CC[C@H]3[C@@H]1CC=C2O[Si](C)(C)C	3740.0	Standard polar	33892256
Estrone sulfate,2TMS,isomer #1	C[C@]12CC[C@@H]3C4=CC=C(OS(=O)(=O)O[Si](C)(C)C)C=C4CC[C@H]3[C@@H]1CC=C2O[Si](C)(C)C	3084.9	Semi standard non polar	33892256
Estrone sulfate,2TMS,isomer #1	C[C@]12CC[C@@H]3C4=CC=C(OS(=O)(=O)O[Si](C)(C)C)C=C4CC[C@H]3[C@@H]1CC=C2O[Si](C)(C)C	3022.5	Standard non polar	33892256
Estrone sulfate,2TMS,isomer #1	C[C@]12CC[C@@H]3C4=CC=C(OS(=O)(=O)O[Si](C)(C)C)C=C4CC[C@H]3[C@@H]1CC=C2O[Si](C)(C)C	3702.5	Standard polar	33892256
Estrone sulfate,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OS(=O)(=O)OC1=CC=C2C(=C1)CC[C@@H]1[C@@H]2CC[C@]2(C)C(=O)CC[C@@H]12	3395.9	Semi standard non polar	33892256
Estrone sulfate,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OS(=O)(=O)OC1=CC=C2C(=C1)CC[C@@H]1[C@@H]2CC[C@]2(C)C(=O)CC[C@@H]12	3294.3	Standard non polar	33892256
Estrone sulfate,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OS(=O)(=O)OC1=CC=C2C(=C1)CC[C@@H]1[C@@H]2CC[C@]2(C)C(=O)CC[C@@H]12	3916.7	Standard polar	33892256
Estrone sulfate,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC[C@H]2[C@@H]3CCC4=CC(OS(=O)(=O)O)=CC=C4[C@H]3CC[C@]12C	3390.2	Semi standard non polar	33892256
Estrone sulfate,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC[C@H]2[C@@H]3CCC4=CC(OS(=O)(=O)O)=CC=C4[C@H]3CC[C@]12C	3051.5	Standard non polar	33892256
Estrone sulfate,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC[C@H]2[C@@H]3CCC4=CC(OS(=O)(=O)O)=CC=C4[C@H]3CC[C@]12C	3878.1	Standard polar	33892256
Estrone sulfate,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC[C@H]2[C@@H]3CCC4=CC(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)=CC=C4[C@H]3CC[C@]12C	3592.6	Semi standard non polar	33892256
Estrone sulfate,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC[C@H]2[C@@H]3CCC4=CC(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)=CC=C4[C@H]3CC[C@]12C	3508.7	Standard non polar	33892256
Estrone sulfate,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC[C@H]2[C@@H]3CCC4=CC(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)=CC=C4[C@H]3CC[C@]12C	3857.5	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Estrone sulfate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0079-1195000000-45f680d267db2b386dfb	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Estrone sulfate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Estrone sulfate 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 - Estrone sulfate 10V, Positive-QTOF	splash10-0udi-0019000000-66837890a45e12ff4df5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Estrone sulfate 20V, Positive-QTOF	splash10-0ul0-1298000000-be851ade10d052513145	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Estrone sulfate 40V, Positive-QTOF	splash10-0zi0-5934000000-d4c5c30541fd04c44e38	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Estrone sulfate 10V, Negative-QTOF	splash10-0002-0019000000-45855a16f86d3580ba3c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Estrone sulfate 20V, Negative-QTOF	splash10-014i-0093000000-18cc1497d0c7397e16af	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Estrone sulfate 40V, Negative-QTOF	splash10-0gc0-5090000000-83bfa06ed14805d78102	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Estrone sulfate 10V, Negative-QTOF	splash10-0002-0009000000-e8b485c62cd4477fbfc9	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Estrone sulfate 20V, Negative-QTOF	splash10-0002-9003000000-98936cb1b9953748d5a9	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Estrone sulfate 40V, Negative-QTOF	splash10-0002-7192000000-e9e53d190e852f9b5b1f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Estrone sulfate 10V, Positive-QTOF	splash10-0udi-0019000000-d7902d7f420476e65a84	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Estrone sulfate 20V, Positive-QTOF	splash10-0ue9-2189000000-15572bc45f5db3a69da1	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Estrone sulfate 40V, Positive-QTOF	splash10-0gx1-6693000000-29c27e485a34d776e412	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane (predicted from logP)
Endoplasmic reticulum

Biospecimen Locations

Blood
Urine

Tissue Locations

Epidermis
Intestine
Kidney
Liver
Ovary
Placenta
Platelet
Testis

Pathways

Name	SMPDB/PathBank	KEGG
Androgen and Estrogen Metabolism
Sulfur metabolism	Not Available
Sulfite oxidase deficiency		Not Available
17-Beta Hydroxysteroid Dehydrogenase III Deficiency		Not Available
Aromatase deficiency		Not Available

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details
Blood	Detected and Quantified	0.0051 +/- 0.00045 uM	Adult (>18 years old)	Female	Normal	263338	details
Blood	Detected and Quantified	0.0004 uM	Adult (>18 years old)	Female	Normal	18242079	details
Blood	Detected and Quantified	0.0026 +/- 0.00017 uM	Adult (>18 years old)	Male	Normal	263338	details
Blood	Detected and Quantified	0.0027 +/- 0.00022 uM	Adult (>18 years old)	Female	Normal	263338	details
Blood	Detected and Quantified	0.00197 +/- 0.00107 uM	Adult (>18 years old)	Male	Normal	12127046	details
Blood	Detected and Quantified	0.0012 +/- 0.00049 uM	Adult (>18 years old)	Both	Normal	8478958	details
Urine	Detected and Quantified	0.0008 (0.00015-0.0014) umol/mmol creatinine	Adult (>18 years old)	Male	Normal	263338	details
Urine	Detected and Quantified	0.0022 (0.00095-0.0035) umol/mmol creatinine	Adult (>18 years old)	Female	Normal	263338	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0.002 (0.0014-0.003) uM	Adult (>18 years old)	Male	Obesity	2401584	details
Blood	Detected and Quantified	0.00220-0.0150 uM	Adult (>18 years old)	Male	X-linked ichthyosis	3864567	details

Associated Disorders and Diseases

Disease References

Obesity
Brind J, Strain G, Miller L, Zumoff B, Vogelman J, Orentreich N: Obese men have elevated plasma levels of estrone sulfate. Int J Obes. 1990 Jun;14(6):483-6. [PubMed:2401584 ]
X-linked ichthyosis
Lykkesfeldt G, Bennett P, Lykkesfeldt AE, Micic S, Moller S, Svenstrup B: Abnormal androgen and oestrogen metabolism in men with steroid sulphatase deficiency and recessive X-linked ichthyosis. Clin Endocrinol (Oxf). 1985 Oct;23(4):385-93. [PubMed:3864567 ]

Associated OMIM IDs

601665 (Obesity)
308100 (X-linked ichthyosis)

External Links

DrugBank ID

DB04574

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB021804

KNApSAcK ID

Not Available

Chemspider ID

2272513

KEGG Compound ID

C02538

BioCyc ID

Not Available

BiGG ID

Wikipedia Link

METLIN ID

PubChem Compound

PDB ID

Not Available

ChEBI ID

17474

Food Biomarker Ontology

Not Available

VMH ID

ESTRONES

MarkerDB ID

MDB00000323

Good Scents ID

Not Available

References

Synthesis Reference

Price, Wm. H. Process for the production of alkali metal estrone sulfate salts. (1959), US Patent 2917522 19591215

Material Safety Data Sheet (MSDS)

Not Available

General References

Matsushima S, Maeda K, Kondo C, Hirano M, Sasaki M, Suzuki H, Sugiyama Y: Identification of the hepatic efflux transporters of organic anions using double-transfected Madin-Darby canine kidney II cells expressing human organic anion-transporting polypeptide 1B1 (OATP1B1)/multidrug resistance-associated protein 2, OATP1B1/multidrug resistance 1, and OATP1B1/breast cancer resistance protein. J Pharmacol Exp Ther. 2005 Sep;314(3):1059-67. Epub 2005 May 18. [PubMed:15901800 ]
Satoh H, Yamashita F, Tsujimoto M, Murakami H, Koyabu N, Ohtani H, Sawada Y: Citrus juices inhibit the function of human organic anion-transporting polypeptide OATP-B. Drug Metab Dispos. 2005 Apr;33(4):518-23. Epub 2005 Jan 7. [PubMed:15640378 ]
Craddock AL, Love MW, Daniel RW, Kirby LC, Walters HC, Wong MH, Dawson PA: Expression and transport properties of the human ileal and renal sodium-dependent bile acid transporter. Am J Physiol. 1998 Jan;274(1 Pt 1):G157-69. [PubMed:9458785 ]
Choi HY, Hobkirk R: Chromatofocusing of mammalian estrone sulfate sulfohydrolase activity. J Steroid Biochem. 1986 Dec;25(6):985-9. [PubMed:3467142 ]
Sherstha R, McKinley C, Russ P, Scherzinger A, Bronner T, Showalter R, Everson GT: Postmenopausal estrogen therapy selectively stimulates hepatic enlargement in women with autosomal dominant polycystic kidney disease. Hepatology. 1997 Nov;26(5):1282-6. [PubMed:9362373 ]
Gniot-Szulzycka J, Jakubowska A: Oestrone sulphate sulphohydrolase activity in nuclear envelopes from human placenta cell nuclei. Acta Biochim Pol. 1991;38(1):7-16. [PubMed:1796709 ]
Fredricsson B, Carlstrom K, Kjessler B, Lindstedt J, Ploen L, Ritzen M, de la Torre B: Incomplete androgen insensitivity: asymmetry in morphology and steroid profile and metabolism of the gonads. An analysis of a case. Acta Endocrinol (Copenh). 1985 Dec;110(4):564-71. [PubMed:4090916 ]
Fuchikami H, Satoh H, Tsujimoto M, Ohdo S, Ohtani H, Sawada Y: Effects of herbal extracts on the function of human organic anion-transporting polypeptide OATP-B. Drug Metab Dispos. 2006 Apr;34(4):577-82. Epub 2006 Jan 13. [PubMed:16415120 ]
Milewich L, Sontheimer RD, Herndon JH Jr: Steroid sulfatase activity in epidermis of acne-prone and non-acne-prone skin of patients with acne vulgaris. Arch Dermatol. 1990 Oct;126(10):1312-4. [PubMed:2145810 ]
Stewart JD, Lou Y, Squires EJ, Coussens PM: Using human microarrays to identify differentially expressed genes associated with increased steroidogenesis in boars. Anim Biotechnol. 2005;16(2):139-51. [PubMed:16335808 ]
Ekaratanawong S, Anzai N, Jutabha P, Miyazaki H, Noshiro R, Takeda M, Kanai Y, Sophasan S, Endou H: Human organic anion transporter 4 is a renal apical organic anion/dicarboxylate exchanger in the proximal tubules. J Pharmacol Sci. 2004 Mar;94(3):297-304. [PubMed:15037815 ]
Creidi P, Faivre B, Agache P, Richard E, Haudiquet V, Sauvanet JP: Effect of a conjugated oestrogen (Premarin) cream on ageing facial skin. A comparative study with a placebo cream. Maturitas. 1994 Oct;19(3):211-23. [PubMed:7799828 ]
Bomba-Opon DA, Niesluchowska-Frydrych B, Szucka-May H, Kaminski P, Marianowski L: [Effects of oral administration of estrogen replacement therapy in surgical menopause]. Ginekol Pol. 2001 Dec;72(12A):1377-82. [PubMed:11883282 ]
AvRuskin TW, Krishnan N, Juan CS: Congenital adrenal hypoplasia and male pseudohermaphroditism due to DAX1 mutation, SF1 mutation or neither: a patient report. J Pediatr Endocrinol Metab. 2004 Aug;17(8):1125-32. [PubMed:15379426 ]
Michaud DS, Manson JE, Spiegelman D, Barbieri RL, Sepkovic DW, Bradlow HL, Hankinson SE: Reproducibility of plasma and urinary sex hormone levels in premenopausal women over a one-year period. Cancer Epidemiol Biomarkers Prev. 1999 Dec;8(12):1059-64. [PubMed:10613337 ]

Enzymes

Enzyme Details

1. Arylsulfatase D

General function:: Involved in catalytic activity
Specific function:: Not Available
Gene Name:: ARSD
Uniprot ID:: P51689
Molecular weight:: 64859.3

Enzyme Details

2. Arylsulfatase E

General function:: Involved in catalytic activity
Specific function:: May be essential for the correct composition of cartilage and bone matrix during development. Has no activity toward steroid sulfates
Gene Name:: ARSE
Uniprot ID:: P51690
Molecular weight:: 65668.4

Enzyme Details

3. Estrogen sulfotransferase

General function:: Involved in sulfotransferase activity
Specific function:: Sulfotransferase that utilizes 3'-phospho-5'-adenylyl sulfate (PAPS) as sulfonate donor to catalyze the sulfate conjugation of estradiol and estrone. May play a role in the regulation of estrogen receptor activity by metabolizing free estradiol. Maximally sulfates beta-estradiol and estrone at concentrations of 20 nM. Also sulfates dehydroepiandrosterone, pregnenolone, ethinylestradiol, equalenin, diethylstilbesterol and 1-naphthol, at significantly higher concentrations; however, cortisol, testosterone and dopamine are not sulfated.
Gene Name:: SULT1E1
Uniprot ID:: P49888
Molecular weight:: 35126.185

Reactions

Phosphoadenosine phosphosulfate + Estrone → Adenosine 3',5'-diphosphate + Estrone sulfate	details

Enzyme Details

4. Steryl-sulfatase

General function:: Involved in catalytic activity
Specific function:: Conversion of sulfated steroid precursors to estrogens during pregnancy.
Gene Name:: STS
Uniprot ID:: P08842
Molecular weight:: 65491.72

Enzyme Details

5. Serum albumin

General function:: Involved in transport
Specific function:: Serum albumin, the main protein of plasma, has a good binding capacity for water, Ca(2+), Na(+), K(+), fatty acids, hormones, bilirubin and drugs. Its main function is the regulation of the colloidal osmotic pressure of blood. Major zinc transporter in plasma, typically binds about 80% of all plasma zinc
Gene Name:: ALB
Uniprot ID:: P02768
Molecular weight:: 69365.9

Transporters

Enzyme Details

1. Solute carrier organic anion transporter family member 1C1

General function:: Involved in transporter activity
Specific function:: Mediates the Na(+)-independent high affinity transport of organic anions such as the thyroid hormones thyroxine (T4) and rT3. Other potential substrates, such as triiodothyronine (T3), 17-beta-glucuronosyl estradiol, estrone-3-sulfate and sulfobromophthalein (BSP) are transported with much lower efficiency
Gene Name:: SLCO1C1
Uniprot ID:: Q9NYB5
Molecular weight:: 78695.6

Enzyme Details

2. Solute carrier organic anion transporter family member 1B1

General function:: Involved in transporter activity
Specific function:: Mediates the Na(+)-independent transport of organic anions such as pravastatin, taurocholate, methotrexate, dehydroepiandrosterone sulfate, 17-beta-glucuronosyl estradiol, estrone sulfate, prostaglandin E2, thromboxane B2, leukotriene C3, leukotriene E4, thyroxine and triiodothyronine. May play an important role in the clearance of bile acids and organic anions from the liver
Gene Name:: SLCO1B1
Uniprot ID:: Q9Y6L6
Molecular weight:: 76448.0

Enzyme Details

3. Solute carrier organic anion transporter family member 4A1

General function:: Involved in transporter activity
Specific function:: Mediates the Na(+)-independent transport of organic anions such as the thyroid hormones T3 (triiodo-L-thyronine), T4 (thyroxine) and rT3, and of estrone-3-sulfate and taurocholate
Gene Name:: SLCO4A1
Uniprot ID:: Q96BD0
Molecular weight:: 77192.5

Enzyme Details

4. Solute carrier family 22 member 7

General function:: Involved in transmembrane transport
Specific function:: Mediates sodium-independent multispecific organic anion transport. Transport of prostaglandin E2, prostaglandin F2, tetracycline, bumetanide, estrone sulfate, glutarate, dehydroepiandrosterone sulfate, allopurinol, 5-fluorouracil, paclitaxel, L-ascorbic acid, salicylate, ethotrexate, and alpha- ketoglutarate
Gene Name:: SLC22A7
Uniprot ID:: Q9Y694
Molecular weight:: 60025.0

Showing metabocard for Estrone sulfate (HMDB0001425)

MOL for HMDB0001425 (Estrone sulfate)

3D MOL for HMDB0001425 (Estrone sulfate)

3D SDF for HMDB0001425 (Estrone sulfate)

3D-SDF for HMDB0001425 (Estrone sulfate)

PDB for HMDB0001425 (Estrone sulfate)

3D PDB for HMDB0001425 (Estrone sulfate)

SMILES for HMDB0001425 (Estrone sulfate)

INCHI for HMDB0001425 (Estrone sulfate)

Structure for HMDB0001425 (Estrone sulfate)

3D Structure for HMDB0001425 (Estrone sulfate)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions

Transporters