MiMeDB: Showing metabocard for Estrone sulfate (MMDBc0047929)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-23 23:16:14 UTC

Update Date

2024-10-13 14:26:20 UTC

Metabolite ID

MMDBc0047929

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>
MMDBc0047929

> <DATABASE_NAME>
MIME

> <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

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

Molecular Formula

C₁₈H₂₂O₅S

Average Mass

350.429

Monoisotopic Mass

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 )

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted 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

Spectra

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

Biological Properties

Cellular Locations

Cytoplasm
Endoplasmic reticulum
Extracellular
Membrane

Biospecimen Locations

Blood
Epidermis
Feces
Intestine
Kidney
Liver
Ovary
Placenta
Platelet
Testis
Urine

Tissue Locations

Epidermis
Intestine
Kidney
Liver
Ovary
Placenta
Platelet
Testis

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0191986	Arylsulfatase D	Unknown	P51689	Homo sapiens
MMDBp0191993	Arylsulfatase E	Unknown	P51690	Homo sapiens
MMDBp0192014	Estrogen sulfotransferase	Enzyme	P49888	Homo sapiens
MMDBp0192113	Solute carrier organic anion transporter family member 1C1	Transporter	Q9NYB5	Homo sapiens
MMDBp0192115	Solute carrier organic anion transporter family member 1B1	Transporter	Q9Y6L6	Homo sapiens
MMDBp0192150	Steryl-sulfatase	Unknown	P08842	Homo sapiens
MMDBp0193408	Serum albumin	Unknown	P02768	Homo sapiens
MMDBp0193865	Solute carrier organic anion transporter family member 4A1	Transporter	Q96BD0	Homo sapiens
MMDBp0195820	Solute carrier family 22 member 7	Transporter	Q9Y694	Homo sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Data Source	Reference
MMDBr0000878	Estrone	Estrone sulfate	sulfotransferase family, cytosolic, 1A, phenol-preferring, member 1	VMH	11535246 8185618
MMDBr0002179	Estrone sulfate	Estrone	Not Available	VMH	2668275 6957717
MMDBr0002180	Estrone sulfate	Estrone	steroid sulfatase (microsomal), isozyme S	VMH	2668275 6957717

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference
Obesity		Association	Human Blood	HMDB	2401584

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Bacteroidetes	2	Human feces	Metabolic reconstruction

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified									HMDB
Human Blood	Detected and Quantified	0.002		0.0014	0.003	uM	Adult (>18 years old)	Male	Obesity	HMDB	2401584
Human Blood	Detected and Quantified			0.00220	0.0150	uM	Adult (>18 years old)	Male	X-linked ichthyosis	HMDB	3864567
Human Blood	Detected and Quantified	0.0004				uM	Adult (>18 years old)	Female	Normal	HMDB	18242079
Human Urine	Detected and Quantified	0.0008		0.00015	0.0014	umol/mmol creatinine	Adult (>18 years old)	Male	Normal	HMDB	263338
Human Blood	Detected and Quantified	0.0012	0.00049			uM	Adult (>18 years old)	Both	Normal	HMDB	8478958
Human Blood	Detected and Quantified	0.00197	0.00107			uM	Adult (>18 years old)	Male	Normal	HMDB	12127046
Human Urine	Detected and Quantified	0.0022		0.00095	0.0035	umol/mmol creatinine	Adult (>18 years old)	Female	Normal	HMDB	263338
Human Blood	Detected and Quantified	0.0026	0.00017			uM	Adult (>18 years old)	Male	Normal	HMDB	263338
Human Blood	Detected and Quantified	0.0027	0.00022			uM	Adult (>18 years old)	Female	Normal	HMDB	263338
Human Blood	Detected and Quantified	0.0051	0.00045			uM	Adult (>18 years old)	Female	Normal	HMDB	263338
Human Epidermis	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Intestine	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Kidney	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Liver	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Ovary	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Placenta	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Platelet	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Testis	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Urine	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	32966057
Human Blood	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	32966057

External Links

HMDB ID

HMDB0001425

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

References

Synthesis Reference

Not Available

General References

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 ]
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 ]
Choi HY, Hobkirk R: Chromatofocusing of mammalian estrone sulfate sulfohydrolase activity. J Steroid Biochem. 1986 Dec;25(6):985-9. doi: 10.1016/0022-4731(86)90333-x. [PubMed:3467142 ]
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. doi: 10.1530/acta.0.1100564. [PubMed:4090916 ]
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. doi: 10.1016/0378-5122(94)90074-4. [PubMed:7799828 ]
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. doi: 10.1002/hep.510260528. [PubMed:9362373 ]
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):G157-69. doi: 10.1152/ajpgi.1998.274.1.G157. [PubMed:9458785 ]
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 ]
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 ]
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. doi: 10.1254/jphs.94.297. [PubMed:15037815 ]
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. doi: 10.1515/jpem.2004.17.8.1125. [PubMed:15379426 ]
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. doi: 10.1124/dmd.104.002337. Epub 2005 Jan 7. [PubMed:15640378 ]
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. doi: 10.1124/jpet.105.085589. Epub 2005 May 18. [PubMed:15901800 ]
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. doi: 10.1080/10495390500263344. [PubMed:16335808 ]
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. doi: 10.1124/dmd.105.007872. Epub 2006 Jan 13. [PubMed:16415120 ]

Showing metabocard for Estrone sulfate (MMDBc0047929)

MOL for #<Metabolite:0x00007f46b5613160>

3D MOL for #<Metabolite:0x00007f46b5613160>

3D SDF for #<Metabolite:0x00007f46b5613160>

3D-SDF for #<Metabolite:0x00007f46b5613160>

PDB for #<Metabolite:0x00007f46b5613160>

3D PDB for #<Metabolite:0x00007f46b5613160>

SMILES for #<Metabolite:0x00007f46b5613160>

INCHI for #<Metabolite:0x00007f46b5613160>

Structure for #<Metabolite:0x00007f46b5613160>

3D Structure for #<Metabolite:0x00007f46b5613160>