NP-MRD: Showing NP-Card for Estradiol-17beta 3-sulfate (NP0136896)

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Record Information

Version

2.0

Created at

2022-05-12 15:26:30 UTC

Updated at

2022-05-12 15:26:30 UTC

NP-MRD ID

NP0136896

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Estradiol-17beta 3-sulfate

Description

17Beta-estradiol 3-sulfate, also known as estradiol 3-sulfuric acid or estradiol-17beta 3-sulfate, belongs to the class of organic compounds known as sulfated steroids. These are sterol lipids containing a sulfate group attached to the steroid skeleton. Estradiol-17beta 3-sulfate was first documented in 2005 (PMID: 16011896). 17Beta-estradiol 3-sulfate is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral (PMID: 18694598) (PMID: 21273638) (PMID: 21952234) (PMID: 22570439).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304202021552D          

 27 30  0  0  0  0            999 V2000
10002.142910001.4422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8648 9998.1252    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.1504 9998.5388    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
 9996.7369 9999.2532    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.5619 9999.2532    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4318 9998.1232    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.429310000.1943    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
10000.7156 9998.9603    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
10002.1429 9998.9603    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
10000.7163 9998.1294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.4308 9998.5418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.429610001.0246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.715110000.6121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.7151 9999.7870    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10001.4296 9999.3746    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10000.0054 9999.3669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.2910 9999.7793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5764 9999.3668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5764 9998.5418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.2909 9998.1293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.0054 9998.5418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.928810000.8671    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10002.144210000.6121    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10002.1441 9999.7871    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10002.9287 9999.5322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.413610000.1996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.183710001.6517    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  2  0  0  0  0
  3  6  1  0  0  0  0
 10 11  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14  8  1  6  0  0  0
 11 15  1  0  0  0  0
 15  7  1  1  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 16  1  0  0  0  0
 19  2  1  0  0  0  0
 14 16  1  0  0  0  0
 21 10  1  0  0  0  0
 22 23  1  0  0  0  0
 22 26  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 22 27  1  1  0  0  0
 15 24  1  0  0  0  0
 24  9  1  6  0  0  0
 12 23  1  0  0  0  0
 23  1  1  1  0  0  0
M  END

     RDKit          3D

 48 51  0  0  0  0  0  0  0  0999 V2000
   -3.0409   -1.4124    0.2807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7795   -0.2859   -0.6640 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0815   -0.6900   -1.9240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6226   -0.8957   -1.8063 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0808    0.0049   -0.8506 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4403   -0.3732   -0.5215 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0645   -1.4631   -1.0631 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3566   -1.7479   -0.6953 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0129   -0.9230    0.2237 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3185   -1.1964    0.6062 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6463   -0.5649   -0.2167 S   0  0  2  0  0  6  0  0  0  0  0  0
    6.5110   -0.7645   -1.7115 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8873   -1.2641    0.2617 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7946    1.0564    0.1301 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3913    0.1660    0.7658 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0953    0.4548    0.3993 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3313    1.6152    0.9321 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0100    1.0588    1.4227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6979    0.2135    0.4377 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9787    0.8471   -0.0039 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8890    1.2930    1.0589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2866    1.1094    0.4670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0701    0.4633   -0.9004 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.1129   -0.3307   -1.2877 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2641   -2.2227    0.2127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1059   -1.1129    1.3314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0533   -1.8310    0.0166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5836   -1.6298   -2.2849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3215    0.0776   -2.6982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1673   -0.7412   -2.8146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4473   -1.9864   -1.5839 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1192    1.0262   -1.3343 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5792   -2.1118   -1.7720 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9166   -2.5821   -1.0727 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7741    1.1892    1.1022 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8788    0.8280    1.4857 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1330    2.3711    0.1391 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8609    2.0245    1.8052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6449    1.9177    1.7433 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2126    0.4855    2.3573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8964   -0.7961    0.8634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8326    1.6131   -0.7709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7282    2.3730    1.2593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7896    0.7778    2.0291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8860    0.4657    1.1237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7569    2.0898    0.2868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8328    1.2860   -1.6166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5451    0.1183   -2.0819 H   0  0  0  0  0  0  0  0  0  0  0  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23  2  1  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
 11 10  1  1
 11 14  1  0
 11 12  2  0
 11 13  2  0
  9 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
  2 20  1  0
 19  5  1  0
 19 20  1  0
 16  6  1  0
 20 42  1  6
 21 43  1  0
 21 44  1  0
 22 45  1  0
 22 46  1  0
 23 47  1  6
 24 48  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
M  END


  Mrv1652304202021552D          

 27 30  0  0  0  0            999 V2000
10002.142910001.4422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8648 9998.1252    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.1504 9998.5388    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
 9996.7369 9999.2532    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.5619 9999.2532    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4318 9998.1232    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.429310000.1943    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
10000.7156 9998.9603    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
10002.1429 9998.9603    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
10000.7163 9998.1294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.4308 9998.5418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.429610001.0246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.715110000.6121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.7151 9999.7870    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10001.4296 9999.3746    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10000.0054 9999.3669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.2910 9999.7793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5764 9999.3668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5764 9998.5418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.2909 9998.1293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.0054 9998.5418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.928810000.8671    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10002.144210000.6121    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10002.1441 9999.7871    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10002.9287 9999.5322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.413610000.1996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.183710001.6517    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  2  0  0  0  0
  3  6  1  0  0  0  0
 10 11  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14  8  1  6  0  0  0
 11 15  1  0  0  0  0
 15  7  1  1  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 16  1  0  0  0  0
 19  2  1  0  0  0  0
 14 16  1  0  0  0  0
 21 10  1  0  0  0  0
 22 23  1  0  0  0  0
 22 26  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 22 27  1  1  0  0  0
 15 24  1  0  0  0  0
 24  9  1  6  0  0  0
 12 23  1  0  0  0  0
 23  1  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0136896

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]12CC[C@H](O)[C@@]1(C)CC[C@]1([H])C3=CC=C(OS(O)(=O)=O)C=C3CC[C@@]21[H]

> <INCHI_IDENTIFIER>
InChI=1S/C18H24O5S/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/h3,5,10,14-17,19H,2,4,6-9H2,1H3,(H,20,21,22)/t14-,15-,16+,17+,18+/m1/s1

> <INCHI_KEY>
QZIGLSSUDXBTLJ-ZBRFXRBCSA-N

> <FORMULA>
C18H24O5S

> <MOLECULAR_WEIGHT>
352.45

> <EXACT_MASS>
352.134445047

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
48

> <JCHEM_AVERAGE_POLARIZABILITY>
37.67558990029048

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
[(1S,10R,11S,14S,15S)-14-hydroxy-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2,4,6-trien-5-yl]oxidanesulfonic acid

> <ALOGPS_LOGP>
0.16

> <JCHEM_LOGP>
1.5651662921682763

> <ALOGPS_LOGS>
-4.51

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
19.37769223665565

> <JCHEM_PKA_STRONGEST_ACIDIC>
-1.8036725894714207

> <JCHEM_PKA_STRONGEST_BASIC>
-0.8283239115151505

> <JCHEM_POLAR_SURFACE_AREA>
83.83000000000001

> <JCHEM_REFRACTIVITY>
89.89649999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.08e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(1S,10R,11S,14S,15S)-14-hydroxy-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2,4,6-trien-5-yl]oxidanesulfonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 20-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-APR-20         0                                  
HETATM    1  C   UNK     0    8670.6678669.359   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0    8662.6818663.167   0.000  0.00  0.00           O+0
HETATM    3  S   UNK     0    8661.3478663.939   0.000  0.00  0.00           S+0
HETATM    4  O   UNK     0    8660.5768665.273   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0    8662.1168665.273   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0    8660.0068663.163   0.000  0.00  0.00           O+0
HETATM    7  H   UNK     0    8669.3358667.029   0.000  0.00  0.00           H+0
HETATM    8  H   UNK     0    8668.0028664.726   0.000  0.00  0.00           H+0
HETATM    9  H   UNK     0    8670.6678664.726   0.000  0.00  0.00           H+0
HETATM   10  C   UNK     0    8668.0048663.175   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8669.3378663.945   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8669.3358668.579   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8668.0028667.809   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8668.0028666.269   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8669.3358665.499   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8666.6778665.485   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8665.3438666.255   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8664.0098665.485   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8664.0098663.945   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8665.3438663.175   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8666.6778663.945   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8672.1348668.285   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0    8670.6698667.809   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0    8670.6698666.269   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0    8672.1348665.793   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0    8673.0398667.039   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0    8672.6108669.750   0.000  0.00  0.00           O+0
CONECT    1   23                                                            
CONECT    2    3   19                                                       
CONECT    3    2    4    5    6                                             
CONECT    4    3                                                            
CONECT    5    3                                                            
CONECT    6    3                                                            
CONECT    7   15                                                            
CONECT    8   14                                                            
CONECT    9   24                                                            
CONECT   10   11   21                                                       
CONECT   11   10   15                                                       
CONECT   12   13   23                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15    8   16                                             
CONECT   15   14   11    7   24                                             
CONECT   16   17   21   14                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20    2                                                  
CONECT   20   19   21                                                       
CONECT   21   20   16   10                                                  
CONECT   22   23   26   27                                                  
CONECT   23   22   24   12    1                                             
CONECT   24   23   25   15    9                                             
CONECT   25   24   26                                                       
CONECT   26   22   25                                                       
CONECT   27   22                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   60    0
END

View in JSmol

Synonyms

Value	Source
Estradiol 3-sulphate	ChEBI
Estradiol-17beta 3-sulfate	ChEBI
Estradiol-3-sulfate	ChEBI
Estradiol 3-sulfate	Generator
Estradiol 3-sulfuric acid	Generator
Estradiol 3-sulphuric acid	Generator
17b-Estradiol 3-sulfate	Generator
17b-Estradiol 3-sulfuric acid	Generator
17b-Estradiol 3-sulphate	Generator
17b-Estradiol 3-sulphuric acid	Generator
17beta-Estradiol 3-sulfuric acid	Generator
17beta-Estradiol 3-sulphate	Generator
17beta-Estradiol 3-sulphuric acid	Generator
17β-Estradiol 3-sulfate	Generator
17β-estradiol 3-sulfuric acid	Generator
17β-Estradiol 3-sulphate	Generator
17β-estradiol 3-sulphuric acid	Generator
Estradiol-17b 3-sulfate	Generator
Estradiol-17b 3-sulfuric acid	Generator
Estradiol-17b 3-sulphate	Generator
Estradiol-17b 3-sulphuric acid	Generator
Estradiol-17beta 3-sulfuric acid	Generator
Estradiol-17beta 3-sulphate	Generator
Estradiol-17beta 3-sulphuric acid	Generator
Estradiol-17β 3-sulfate	Generator
Estradiol-17β 3-sulfuric acid	Generator
Estradiol-17β 3-sulphate	Generator
Estradiol-17β 3-sulphuric acid	Generator
Estradiol-3-sulfuric acid	Generator
Estradiol-3-sulphate	Generator
Estradiol-3-sulphuric acid	Generator
(17beta)-17-Hydroxyestra-1(10),2,4-trien-3-yl hydrogen sulfate	ChEBI
17beta-Hydroxyestra-1,3,5(10)-trien-3-yl hydrogen sulfate	ChEBI
(17b)-17-Hydroxyestra-1(10),2,4-trien-3-yl hydrogen sulfate	Generator
(17b)-17-Hydroxyestra-1(10),2,4-trien-3-yl hydrogen sulfuric acid	Generator
(17b)-17-Hydroxyestra-1(10),2,4-trien-3-yl hydrogen sulphate	Generator
(17b)-17-Hydroxyestra-1(10),2,4-trien-3-yl hydrogen sulphuric acid	Generator
(17beta)-17-Hydroxyestra-1(10),2,4-trien-3-yl hydrogen sulfuric acid	Generator
(17beta)-17-Hydroxyestra-1(10),2,4-trien-3-yl hydrogen sulphate	Generator
(17beta)-17-Hydroxyestra-1(10),2,4-trien-3-yl hydrogen sulphuric acid	Generator
(17β)-17-Hydroxyestra-1(10),2,4-trien-3-yl hydrogen sulfate	Generator
(17β)-17-Hydroxyestra-1(10),2,4-trien-3-yl hydrogen sulfuric acid	Generator
(17β)-17-Hydroxyestra-1(10),2,4-trien-3-yl hydrogen sulphate	Generator
(17β)-17-Hydroxyestra-1(10),2,4-trien-3-yl hydrogen sulphuric acid	Generator
17b-Hydroxyestra-1,3,5(10)-trien-3-yl hydrogen sulfate	Generator
17b-Hydroxyestra-1,3,5(10)-trien-3-yl hydrogen sulfuric acid	Generator
17b-Hydroxyestra-1,3,5(10)-trien-3-yl hydrogen sulphate	Generator
17b-Hydroxyestra-1,3,5(10)-trien-3-yl hydrogen sulphuric acid	Generator
17beta-Hydroxyestra-1,3,5(10)-trien-3-yl hydrogen sulfuric acid	Generator
17beta-Hydroxyestra-1,3,5(10)-trien-3-yl hydrogen sulphate	Generator
17beta-Hydroxyestra-1,3,5(10)-trien-3-yl hydrogen sulphuric acid	Generator
17β-Hydroxyestra-1,3,5(10)-trien-3-yl hydrogen sulfate	Generator
17β-Hydroxyestra-1,3,5(10)-trien-3-yl hydrogen sulfuric acid	Generator
17β-Hydroxyestra-1,3,5(10)-trien-3-yl hydrogen sulphate	Generator
17β-Hydroxyestra-1,3,5(10)-trien-3-yl hydrogen sulphuric acid	Generator
17beta-Estradiol 3-sulfate	HMDB
17beta-Estradiol sulfate	HMDB
17beta-Estradiol sulphate	HMDB
17β-Estradiol sulfate	HMDB
17β-Estradiol sulphate	HMDB

Chemical Formula

C₁₈H₂₄O₅S

Average Mass

352.4500 Da

Monoisotopic Mass

352.13445 Da

IUPAC Name

[(1S,10R,11S,14S,15S)-14-hydroxy-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2,4,6-trien-5-yl]oxidanesulfonic acid

Traditional Name

[(1S,10R,11S,14S,15S)-14-hydroxy-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2,4,6-trien-5-yl]oxidanesulfonic acid

CAS Registry Number

Not Available

SMILES

[H][C@@]12CC[C@H](O)[C@@]1(C)CC[C@]1([H])C3=CC=C(OS(O)(=O)=O)C=C3CC[C@@]21[H]

InChI Identifier

InChI=1S/C18H24O5S/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/h3,5,10,14-17,19H,2,4,6-9H2,1H3,(H,20,21,22)/t14-,15-,16+,17+,18+/m1/s1

InChI Key

QZIGLSSUDXBTLJ-ZBRFXRBCSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

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
Hydroxysteroid
17-hydroxysteroid
Phenanthrene
Arylsulfate
Tetralin
Benzenoid
Sulfuric acid monoester
Sulfate-ester
Sulfuric acid ester
Organic sulfuric acid or derivatives
Cyclic alcohol
Secondary alcohol
Hydrocarbon derivative
Organooxygen compound
Organic oxide
Alcohol
Organic oxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

steroid sulfate (CHEBI:4866 )
17beta-hydroxy steroid (CHEBI:4866 )
sulfates (C08357 )
C18 steroids (estrogens) and derivatives (C08357 )
Sulfates (LMST05020005 )

Physical Properties

State

Not Available

Experimental 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

Predicted Properties

Property	Value	Source
logP	0.16	ALOGPS
logP	1.57	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	-1.8	ChemAxon
pKa (Strongest Basic)	-0.83	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	83.83 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	89.9 m³·mol⁻¹	ChemAxon
Polarizability	37.68 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

External Links

HMDB ID

HMDB0004448

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

59790

KEGG Compound ID

C08357

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

66416

PDB ID

Not Available

ChEBI ID

4866

Good Scents ID

Not Available

References

General References

Wang LQ, James MO: Sulfotransferase 2A1 forms estradiol-17-sulfate and celecoxib switches the dominant product from estradiol-3-sulfate to estradiol-17-sulfate. J Steroid Biochem Mol Biol. 2005 Sep;96(5):367-74. doi: 10.1016/j.jsbmb.2005.05.002. Epub 2005 Jul 11. [PubMed:16011896 ]
Scherr FF, Sarmah AK, Di HJ, Cameron KC: Degradation and metabolite formation of 17beta-estradiol-3-sulphate in New Zealand pasture soils. Environ Int. 2009 Feb;35(2):291-7. doi: 10.1016/j.envint.2008.07.002. Epub 2008 Aug 9. [PubMed:18694598 ]
Winikor J, Schlaerth C, Rabaglino MB, Cousins R, Sutherland M, Wood CE: Complex actions of estradiol-3-sulfate in late gestation fetal brain. Reprod Sci. 2011 Jul;18(7):654-65. doi: 10.1177/1933719110395400. Epub 2011 Jan 27. [PubMed:21273638 ]
Wood CE: Fetal hypothalamus-pituitary-adrenal responses to estradiol sulfate. Endocrinology. 2011 Dec;152(12):4966-73. doi: 10.1210/en.2011-0284. Epub 2011 Sep 27. [PubMed:21952234 ]
Rabaglino MB, Richards E, Denslow N, Keller-Wood M, Wood CE: Genomics of estradiol-3-sulfate action in the ovine fetal hypothalamus. Physiol Genomics. 2012 Jul 3;44(13):669-77. doi: 10.1152/physiolgenomics.00127.2011. Epub 2012 May 8. [PubMed:22570439 ]

Showing NP-Card for Estradiol-17beta 3-sulfate (NP0136896)

MOL for NP0136896 (Estradiol-17beta 3-sulfate)

3D MOL for NP0136896 (Estradiol-17beta 3-sulfate)

3D SDF for NP0136896 (Estradiol-17beta 3-sulfate)

3D-SDF for NP0136896 (Estradiol-17beta 3-sulfate)

PDB for NP0136896 (Estradiol-17beta 3-sulfate)

3D PDB for NP0136896 (Estradiol-17beta 3-sulfate)

SMILES for NP0136896 (Estradiol-17beta 3-sulfate)

INCHI for NP0136896 (Estradiol-17beta 3-sulfate)

Structure for NP0136896 (Estradiol-17beta 3-sulfate)

3D Structure for NP0136896 (Estradiol-17beta 3-sulfate)