Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2009-11-30 15:51:24 UTC

Update Date

2022-09-22 18:34:21 UTC

HMDB ID

HMDB0013232

Secondary Accession Numbers

HMDB13232

Metabolite Identification

Common Name

Etiocholanolone sulfate

Description

Etiocholanolone 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. Based on a literature review a significant number of articles have been published on Etiocholanolone sulfate.

Structure

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


  Mrv0541 02251208192D          

 26 29  0  0  1  0            999 V2000
   10.5966  -10.8393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5977  -11.6642    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.8826  -11.2527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1693  -11.6661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1704  -12.4911    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.8848  -12.9026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5988  -12.4892    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.5999  -13.3141    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.3139  -12.9007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0279  -12.4873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0268  -11.6623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3117  -11.2508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3106  -10.4258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0246  -10.0124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7397  -10.4240    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.7407  -11.2489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5258  -11.5028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0093  -10.8347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5240  -10.1680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7779   -9.3830    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8825   -9.6118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4564  -12.9046    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7414  -12.4930    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.3299  -13.2080    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1530  -11.7779    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0264  -12.0814    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  2  7  1  0  0  0  0
  2 12  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5 22  1  6  0  0  0
  6  7  1  0  0  0  0
  7  8  1  1  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 16  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
 15 16  1  0  0  0  0
 15 19  1  0  0  0  0
 15 21  1  1  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 24 23  2  0  0  0  0
 25 23  2  0  0  0  0
 26 23  1  0  0  0  0
 22 23  1  0  0  0  0
M  END

HMDB0013232
     RDKit          3D
Etiocholanolone sulfate
 55 58  0  0  0  0  0  0  0  0999 V2000
   -3.3848    1.7506    0.6591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4240    0.3695    0.1036 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9592   -0.6881    1.0368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4875   -0.6156    1.3187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6657   -0.6848    0.0318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2123    0.1455   -1.0660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7001    1.5802   -1.0742 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8260    1.4504   -1.2018 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2383    0.9175    0.1537 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6805    1.1385    0.3524 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5809    0.0496   -0.1421 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6058    0.6280   -0.8955 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1271    0.3332   -0.2819 S   0  0  0  0  0  6  0  0  0  0  0  0
    6.9631   -0.2999   -1.3651 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8126    1.6325    0.0831 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0039   -0.6750    1.0523 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9234   -0.9839   -0.9719 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5585   -1.3801   -0.6469 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7852   -0.5018    0.2970 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1840   -0.9276    1.7069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6799    0.1970   -1.1859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3077   -1.0326   -1.7908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7255   -1.0414   -1.3130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8342    0.0502   -0.3077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8253    0.5972    0.1197 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2977    2.5134   -0.1284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6384    1.8770    1.4783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3795    1.9505    1.1575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4864   -0.7153    2.0004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1572   -1.6798    0.5511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2951    0.2911    1.8952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2814   -1.5627    1.9044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8040   -1.7639   -0.2896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8157   -0.2834   -2.0371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8808    2.1074   -0.1395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0929    2.0678   -1.9788 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2858    2.4240   -1.4305 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0515    0.7570   -2.0114 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6816    1.5135    0.9341 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9426    2.1196   -0.1467 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8932    1.3478    1.4423 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1216   -0.4722    0.7023 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5407   -0.2674    1.7786 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9909   -0.6522   -2.0500 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5818   -1.9032   -0.9510 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5191   -2.4197   -0.2043 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9448   -1.4714   -1.5852 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3362   -2.0222    1.7594 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4358   -0.6224    2.4633 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1302   -0.4465    2.0313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9483    1.0520   -1.8654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7507   -1.9590   -1.5627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2979   -0.9474   -2.9153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9887   -1.9909   -0.7837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4242   -0.8505   -2.1573 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  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  2  0
 13 16  1  0
 11 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  1
  6 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 21  2  1  0
 24  2  1  0
 19  5  1  0
 19  9  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  0
  6 34  1  0
  7 35  1  0
  7 36  1  0
  8 37  1  0
  8 38  1  0
  9 39  1  1
 10 40  1  0
 10 41  1  0
 11 42  1  1
 16 43  1  0
 17 44  1  0
 17 45  1  0
 18 46  1  0
 18 47  1  0
 20 48  1  0
 20 49  1  0
 20 50  1  0
 21 51  1  0
 22 52  1  0
 22 53  1  0
 23 54  1  0
 23 55  1  0
M  END


  Mrv0541 02251208192D          

 26 29  0  0  1  0            999 V2000
   10.5966  -10.8393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5977  -11.6642    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.8826  -11.2527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1693  -11.6661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1704  -12.4911    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.8848  -12.9026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5988  -12.4892    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.5999  -13.3141    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.3139  -12.9007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0279  -12.4873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0268  -11.6623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3117  -11.2508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3106  -10.4258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0246  -10.0124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7397  -10.4240    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.7407  -11.2489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5258  -11.5028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0093  -10.8347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5240  -10.1680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7779   -9.3830    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8825   -9.6118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4564  -12.9046    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7414  -12.4930    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.3299  -13.2080    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1530  -11.7779    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0264  -12.0814    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  2  7  1  0  0  0  0
  2 12  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5 22  1  6  0  0  0
  6  7  1  0  0  0  0
  7  8  1  1  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 16  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
 15 16  1  0  0  0  0
 15 19  1  0  0  0  0
 15 21  1  1  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 24 23  2  0  0  0  0
 25 23  2  0  0  0  0
 26 23  1  0  0  0  0
 22 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0013232

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@]12CCC3C4CCC(=O)[C@@]4(C)CCC3[C@@]1(C)CC[C@H](C2)OS(O)(=O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C19H30O5S/c1-18-9-7-13(24-25(21,22)23)11-12(18)3-4-14-15-5-6-17(20)19(15,2)10-8-16(14)18/h12-16H,3-11H2,1-2H3,(H,21,22,23)/t12-,13-,14?,15?,16?,18+,19+/m1/s1

> <INCHI_KEY>
ZMITXKRGXGRMKS-ZQSLQREJSA-N

> <FORMULA>
C19H30O5S

> <MOLECULAR_WEIGHT>
370.504

> <EXACT_MASS>
370.18139476

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
39.861262786208435

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
[(2S,5R,7R,15S)-2,15-dimethyl-14-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-5-yl]oxidanesulfonic acid

> <ALOGPS_LOGP>
0.45

> <JCHEM_LOGP>
3.8222703046666666

> <ALOGPS_LOGS>
-4.89

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
19.961719950339404

> <JCHEM_PKA_STRONGEST_ACIDIC>
-1.3307185708846694

> <JCHEM_PKA_STRONGEST_BASIC>
-7.475645879362316

> <JCHEM_POLAR_SURFACE_AREA>
80.67

> <JCHEM_REFRACTIVITY>
93.80069999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.81e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(2S,5R,7R,15S)-2,15-dimethyl-14-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-5-yl]oxidanesulfonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0013232
     RDKit          3D
Etiocholanolone sulfate
 55 58  0  0  0  0  0  0  0  0999 V2000
   -3.3848    1.7506    0.6591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4240    0.3695    0.1036 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9592   -0.6881    1.0368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4875   -0.6156    1.3187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6657   -0.6848    0.0318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2123    0.1455   -1.0660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7001    1.5802   -1.0742 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8260    1.4504   -1.2018 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2383    0.9175    0.1537 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6805    1.1385    0.3524 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5809    0.0496   -0.1421 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6058    0.6280   -0.8955 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1271    0.3332   -0.2819 S   0  0  0  0  0  6  0  0  0  0  0  0
    6.9631   -0.2999   -1.3651 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8126    1.6325    0.0831 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0039   -0.6750    1.0523 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9234   -0.9839   -0.9719 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5585   -1.3801   -0.6469 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7852   -0.5018    0.2970 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1840   -0.9276    1.7069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6799    0.1970   -1.1859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3077   -1.0326   -1.7908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7255   -1.0414   -1.3130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8342    0.0502   -0.3077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8253    0.5972    0.1197 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2977    2.5134   -0.1284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6384    1.8770    1.4783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3795    1.9505    1.1575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4864   -0.7153    2.0004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1572   -1.6798    0.5511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2951    0.2911    1.8952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2814   -1.5627    1.9044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8040   -1.7639   -0.2896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8157   -0.2834   -2.0371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8808    2.1074   -0.1395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0929    2.0678   -1.9788 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2858    2.4240   -1.4305 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0515    0.7570   -2.0114 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6816    1.5135    0.9341 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9426    2.1196   -0.1467 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8932    1.3478    1.4423 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1216   -0.4722    0.7023 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5407   -0.2674    1.7786 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9909   -0.6522   -2.0500 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5818   -1.9032   -0.9510 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5191   -2.4197   -0.2043 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9448   -1.4714   -1.5852 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3362   -2.0222    1.7594 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4358   -0.6224    2.4633 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1302   -0.4465    2.0313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9483    1.0520   -1.8654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7507   -1.9590   -1.5627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2979   -0.9474   -2.9153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9887   -1.9909   -0.7837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4242   -0.8505   -2.1573 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  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  2  0
 13 16  1  0
 11 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  1
  6 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 21  2  1  0
 24  2  1  0
 19  5  1  0
 19  9  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  0
  6 34  1  0
  7 35  1  0
  7 36  1  0
  8 37  1  0
  8 38  1  0
  9 39  1  1
 10 40  1  0
 10 41  1  0
 11 42  1  1
 16 43  1  0
 17 44  1  0
 17 45  1  0
 18 46  1  0
 18 47  1  0
 20 48  1  0
 20 49  1  0
 20 50  1  0
 21 51  1  0
 22 52  1  0
 22 53  1  0
 23 54  1  0
 23 55  1  0
M  END

HEADER    PROTEIN                                 25-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-FEB-12         0                                  
HETATM    1  C   UNK     0      19.780 -20.233   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      19.782 -21.773   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      18.448 -21.005   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      17.116 -21.777   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      17.118 -23.317   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      18.452 -24.085   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      19.784 -23.313   0.000  0.00  0.00           C+0
HETATM    8  H   UNK     0      19.786 -24.853   0.000  0.00  0.00           H+0
HETATM    9  C   UNK     0      21.119 -24.081   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      22.452 -23.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      22.450 -21.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      21.115 -21.001   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      21.113 -19.461   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      22.446 -18.690   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      23.781 -19.458   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      23.783 -20.998   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      25.248 -21.472   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      26.151 -20.225   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      25.245 -18.980   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      25.719 -17.515   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      24.047 -17.942   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      15.785 -24.089   0.000  0.00  0.00           O+0
HETATM   23  S   UNK     0      14.451 -23.320   0.000  0.00  0.00           S+0
HETATM   24  O   UNK     0      13.682 -24.655   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      15.219 -21.985   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      13.116 -22.552   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    7   12                                             
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   22                                                  
CONECT    6    5    7                                                       
CONECT    7    2    6    8    9                                             
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   16                                                  
CONECT   12    2   11   13                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   19   21                                             
CONECT   16   11   15   17                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   15   18   20                                                  
CONECT   20   19                                                            
CONECT   21   15                                                            
CONECT   22    5   23                                                       
CONECT   23   24   25   26   22                                             
CONECT   24   23                                                            
CONECT   25   23                                                            
CONECT   26   23                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   58    0
END

COMPND    HMDB0013232
HETATM    1  C1  UNL     1      -3.385   1.751   0.659  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.424   0.369   0.104  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.959  -0.688   1.037  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.488  -0.616   1.319  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.666  -0.685   0.032  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.212   0.145  -1.066  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.700   1.580  -1.074  1.00  0.00           C  
HETATM    8  C8  UNL     1       0.826   1.450  -1.202  1.00  0.00           C  
HETATM    9  C9  UNL     1       1.238   0.918   0.154  1.00  0.00           C  
HETATM   10  C10 UNL     1       2.680   1.138   0.352  1.00  0.00           C  
HETATM   11  C11 UNL     1       3.581   0.050  -0.142  1.00  0.00           C  
HETATM   12  O1  UNL     1       4.606   0.628  -0.896  1.00  0.00           O  
HETATM   13  S1  UNL     1       6.127   0.333  -0.282  1.00  0.00           S  
HETATM   14  O2  UNL     1       6.963  -0.300  -1.365  1.00  0.00           O  
HETATM   15  O3  UNL     1       6.813   1.633   0.083  1.00  0.00           O  
HETATM   16  O4  UNL     1       6.004  -0.675   1.052  1.00  0.00           O  
HETATM   17  C12 UNL     1       2.923  -0.984  -0.972  1.00  0.00           C  
HETATM   18  C13 UNL     1       1.559  -1.380  -0.647  1.00  0.00           C  
HETATM   19  C14 UNL     1       0.785  -0.502   0.297  1.00  0.00           C  
HETATM   20  C15 UNL     1       1.184  -0.928   1.707  1.00  0.00           C  
HETATM   21  C16 UNL     1      -2.680   0.197  -1.186  1.00  0.00           C  
HETATM   22  C17 UNL     1      -3.308  -1.033  -1.791  1.00  0.00           C  
HETATM   23  C18 UNL     1      -4.726  -1.041  -1.313  1.00  0.00           C  
HETATM   24  C19 UNL     1      -4.834   0.050  -0.308  1.00  0.00           C  
HETATM   25  O5  UNL     1      -5.825   0.597   0.120  1.00  0.00           O  
HETATM   26  H1  UNL     1      -3.298   2.513  -0.128  1.00  0.00           H  
HETATM   27  H2  UNL     1      -2.638   1.877   1.478  1.00  0.00           H  
HETATM   28  H3  UNL     1      -4.379   1.950   1.158  1.00  0.00           H  
HETATM   29  H4  UNL     1      -3.486  -0.715   2.000  1.00  0.00           H  
HETATM   30  H5  UNL     1      -3.157  -1.680   0.551  1.00  0.00           H  
HETATM   31  H6  UNL     1      -1.295   0.291   1.895  1.00  0.00           H  
HETATM   32  H7  UNL     1      -1.281  -1.563   1.904  1.00  0.00           H  
HETATM   33  H8  UNL     1      -0.804  -1.764  -0.290  1.00  0.00           H  
HETATM   34  H9  UNL     1      -0.816  -0.283  -2.037  1.00  0.00           H  
HETATM   35  H10 UNL     1      -0.881   2.107  -0.140  1.00  0.00           H  
HETATM   36  H11 UNL     1      -1.093   2.068  -1.979  1.00  0.00           H  
HETATM   37  H12 UNL     1       1.286   2.424  -1.431  1.00  0.00           H  
HETATM   38  H13 UNL     1       1.051   0.757  -2.011  1.00  0.00           H  
HETATM   39  H14 UNL     1       0.682   1.514   0.934  1.00  0.00           H  
HETATM   40  H15 UNL     1       2.943   2.120  -0.147  1.00  0.00           H  
HETATM   41  H16 UNL     1       2.893   1.348   1.442  1.00  0.00           H  
HETATM   42  H17 UNL     1       4.122  -0.472   0.702  1.00  0.00           H  
HETATM   43  H18 UNL     1       6.541  -0.267   1.779  1.00  0.00           H  
HETATM   44  H19 UNL     1       2.991  -0.652  -2.050  1.00  0.00           H  
HETATM   45  H20 UNL     1       3.582  -1.903  -0.951  1.00  0.00           H  
HETATM   46  H21 UNL     1       1.519  -2.420  -0.204  1.00  0.00           H  
HETATM   47  H22 UNL     1       0.945  -1.471  -1.585  1.00  0.00           H  
HETATM   48  H23 UNL     1       1.336  -2.022   1.759  1.00  0.00           H  
HETATM   49  H24 UNL     1       0.436  -0.622   2.463  1.00  0.00           H  
HETATM   50  H25 UNL     1       2.130  -0.446   2.031  1.00  0.00           H  
HETATM   51  H26 UNL     1      -2.948   1.052  -1.865  1.00  0.00           H  
HETATM   52  H27 UNL     1      -2.751  -1.959  -1.563  1.00  0.00           H  
HETATM   53  H28 UNL     1      -3.298  -0.947  -2.915  1.00  0.00           H  
HETATM   54  H29 UNL     1      -4.989  -1.991  -0.784  1.00  0.00           H  
HETATM   55  H30 UNL     1      -5.424  -0.850  -2.157  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3   21   24
CONECT    3    4   29   30
CONECT    4    5   31   32
CONECT    5    6   19   33
CONECT    6    7   21   34
CONECT    7    8   35   36
CONECT    8    9   37   38
CONECT    9   10   19   39
CONECT   10   11   40   41
CONECT   11   12   17   42
CONECT   12   13
CONECT   13   14   14   15   15
CONECT   13   16
CONECT   16   43
CONECT   17   18   44   45
CONECT   18   19   46   47
CONECT   19   20
CONECT   20   48   49   50
CONECT   21   22   51
CONECT   22   23   52   53
CONECT   23   24   54   55
CONECT   24   25   25
END

HMDB0013232
     RDKit          3D
Etiocholanolone sulfate
 55 58  0  0  0  0  0  0  0  0999 V2000
   -3.3848    1.7506    0.6591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4240    0.3695    0.1036 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9592   -0.6881    1.0368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4875   -0.6156    1.3187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6657   -0.6848    0.0318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2123    0.1455   -1.0660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7001    1.5802   -1.0742 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8260    1.4504   -1.2018 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2383    0.9175    0.1537 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6805    1.1385    0.3524 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5809    0.0496   -0.1421 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6058    0.6280   -0.8955 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1271    0.3332   -0.2819 S   0  0  0  0  0  6  0  0  0  0  0  0
    6.9631   -0.2999   -1.3651 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8126    1.6325    0.0831 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0039   -0.6750    1.0523 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9234   -0.9839   -0.9719 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5585   -1.3801   -0.6469 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7852   -0.5018    0.2970 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1840   -0.9276    1.7069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6799    0.1970   -1.1859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3077   -1.0326   -1.7908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7255   -1.0414   -1.3130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8342    0.0502   -0.3077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8253    0.5972    0.1197 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2977    2.5134   -0.1284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6384    1.8770    1.4783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3795    1.9505    1.1575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4864   -0.7153    2.0004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1572   -1.6798    0.5511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2951    0.2911    1.8952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2814   -1.5627    1.9044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8040   -1.7639   -0.2896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8157   -0.2834   -2.0371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8808    2.1074   -0.1395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0929    2.0678   -1.9788 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2858    2.4240   -1.4305 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0515    0.7570   -2.0114 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6816    1.5135    0.9341 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9426    2.1196   -0.1467 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8932    1.3478    1.4423 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1216   -0.4722    0.7023 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5407   -0.2674    1.7786 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9909   -0.6522   -2.0500 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5818   -1.9032   -0.9510 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5191   -2.4197   -0.2043 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9448   -1.4714   -1.5852 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3362   -2.0222    1.7594 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4358   -0.6224    2.4633 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1302   -0.4465    2.0313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9483    1.0520   -1.8654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7507   -1.9590   -1.5627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2979   -0.9474   -2.9153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9887   -1.9909   -0.7837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4242   -0.8505   -2.1573 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  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  2  0
 13 16  1  0
 11 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  1
  6 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 21  2  1  0
 24  2  1  0
 19  5  1  0
 19  9  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  0
  6 34  1  0
  7 35  1  0
  7 36  1  0
  8 37  1  0
  8 38  1  0
  9 39  1  1
 10 40  1  0
 10 41  1  0
 11 42  1  1
 16 43  1  0
 17 44  1  0
 17 45  1  0
 18 46  1  0
 18 47  1  0
 20 48  1  0
 20 49  1  0
 20 50  1  0
 21 51  1  0
 22 52  1  0
 22 53  1  0
 23 54  1  0
 23 55  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Etiocholanolone sulfuric acid	Generator
Etiocholanolone sulphate	Generator
Etiocholanolone sulphuric acid	Generator

Chemical Formula

C₁₉H₃₀O₅S

Average Molecular Weight

370.504

Monoisotopic Molecular Weight

370.18139476

IUPAC Name

[(2S,5R,7R,15S)-2,15-dimethyl-14-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-5-yl]oxidanesulfonic acid

Traditional Name

[(2S,5R,7R,15S)-2,15-dimethyl-14-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-5-yl]oxidanesulfonic acid

CAS Registry Number

Not Available

SMILES

[H][C@]12CCC3C4CCC(=O)[C@@]4(C)CCC3[C@@]1(C)CC[C@H](C2)OS(O)(=O)=O

InChI Identifier

InChI=1S/C19H30O5S/c1-18-9-7-13(24-25(21,22)23)11-12(18)3-4-14-15-5-6-17(20)19(15,2)10-8-16(14)18/h12-16H,3-11H2,1-2H3,(H,21,22,23)/t12-,13-,14?,15?,16?,18+,19+/m1/s1

InChI Key

ZMITXKRGXGRMKS-ZQSLQREJSA-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
Androstane-skeleton
17-oxosteroid
Oxosteroid
Sulfuric acid ester
Sulfuric acid monoester
Sulfate-ester
Alkyl sulfate
Organic sulfuric acid or derivatives
Ketone
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organic oxygen compound
Carbonyl group
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0013232)

Tissue

Nervous tissue

Hepatic tissue (HMDB: HMDB0013232)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0013232)

Source

Exogenous

Food

Food (HMDB: HMDB0013232)

Exogenous (HMDB: HMDB0013232)

Endogenous

Animal

Animal (HMDB: HMDB0013232)

Endogenous (HMDB: HMDB0013232)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0013232)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0013232)

Lipid metabolism pathway (HMDB: HMDB0013232)

Cellular process

Cell signaling (HMDB: HMDB0013232)

Biochemical process

Lipid transport (HMDB: HMDB0013232)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0013232)

Molecular messenger

Signaling molecule (HMDB: HMDB0013232)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0013232)

Physical Properties

State

Solid

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0048 g/L	ALOGPS
logP	0.45	ALOGPS
logP	3.82	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Acidic)	-1.3	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	93.8 m³·mol⁻¹	ChemAxon
Polarizability	39.86 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]+	185.634	31661259
DarkChem	[M-H]-	181.612	31661259
DeepCCS	[M-2H]-	230.189	30932474
DeepCCS	[M+Na]+	205.508	30932474
AllCCS	[M+H]+	190.3	32859911
AllCCS	[M+H-H2O]+	187.8	32859911
AllCCS	[M+NH4]+	192.5	32859911
AllCCS	[M+Na]+	193.2	32859911
AllCCS	[M-H]-	187.6	32859911
AllCCS	[M+Na-2H]-	188.1	32859911
AllCCS	[M+HCOO]-	188.8	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	7.34 minutes	32390414
Predicted by Siyang on May 30, 2022	17.9211 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.74 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2830.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	447.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	220.6 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	198.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	586.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	719.7 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	806.4 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	91.0 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1391.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	511.3 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1684.2 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	385.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	474.3 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	295.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	379.2 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	48.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Etiocholanolone sulfate	[H][C@]12CCC3C4CCC(=O)[C@@]4(C)CCC3[C@@]1(C)CC[C@H](C2)OS(O)(=O)=O	3315.7	Standard polar	33892256
Etiocholanolone sulfate	[H][C@]12CCC3C4CCC(=O)[C@@]4(C)CCC3[C@@]1(C)CC[C@H](C2)OS(O)(=O)=O	2758.2	Standard non polar	33892256
Etiocholanolone sulfate	[H][C@]12CCC3C4CCC(=O)[C@@]4(C)CCC3[C@@]1(C)CC[C@H](C2)OS(O)(=O)=O	3112.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Etiocholanolone sulfate,1TMS,isomer #1	C[C@]12CCC3C(CC[C@@H]4C[C@H](OS(=O)(=O)O[Si](C)(C)C)CC[C@]34C)C1CCC2=O	3080.8	Semi standard non polar	33892256
Etiocholanolone sulfate,1TMS,isomer #1	C[C@]12CCC3C(CC[C@@H]4C[C@H](OS(=O)(=O)O[Si](C)(C)C)CC[C@]34C)C1CCC2=O	3008.3	Standard non polar	33892256
Etiocholanolone sulfate,1TMS,isomer #1	C[C@]12CCC3C(CC[C@@H]4C[C@H](OS(=O)(=O)O[Si](C)(C)C)CC[C@]34C)C1CCC2=O	3744.9	Standard polar	33892256
Etiocholanolone sulfate,1TMS,isomer #2	C[C@]12CCC3C(CC[C@@H]4C[C@H](OS(=O)(=O)O)CC[C@]34C)C1CC=C2O[Si](C)(C)C	3063.4	Semi standard non polar	33892256
Etiocholanolone sulfate,1TMS,isomer #2	C[C@]12CCC3C(CC[C@@H]4C[C@H](OS(=O)(=O)O)CC[C@]34C)C1CC=C2O[Si](C)(C)C	2833.8	Standard non polar	33892256
Etiocholanolone sulfate,1TMS,isomer #2	C[C@]12CCC3C(CC[C@@H]4C[C@H](OS(=O)(=O)O)CC[C@]34C)C1CC=C2O[Si](C)(C)C	3790.6	Standard polar	33892256
Etiocholanolone sulfate,2TMS,isomer #1	C[C@]12CCC3C(CC[C@@H]4C[C@H](OS(=O)(=O)O[Si](C)(C)C)CC[C@]34C)C1CC=C2O[Si](C)(C)C	3090.5	Semi standard non polar	33892256
Etiocholanolone sulfate,2TMS,isomer #1	C[C@]12CCC3C(CC[C@@H]4C[C@H](OS(=O)(=O)O[Si](C)(C)C)CC[C@]34C)C1CC=C2O[Si](C)(C)C	3064.9	Standard non polar	33892256
Etiocholanolone sulfate,2TMS,isomer #1	C[C@]12CCC3C(CC[C@@H]4C[C@H](OS(=O)(=O)O[Si](C)(C)C)CC[C@]34C)C1CC=C2O[Si](C)(C)C	3724.5	Standard polar	33892256
Etiocholanolone sulfate,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OS(=O)(=O)O[C@@H]1CC[C@]2(C)C3CC[C@]4(C)C(=O)CCC4C3CC[C@@H]2C1	3305.9	Semi standard non polar	33892256
Etiocholanolone sulfate,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OS(=O)(=O)O[C@@H]1CC[C@]2(C)C3CC[C@]4(C)C(=O)CCC4C3CC[C@@H]2C1	3334.8	Standard non polar	33892256
Etiocholanolone sulfate,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OS(=O)(=O)O[C@@H]1CC[C@]2(C)C3CC[C@]4(C)C(=O)CCC4C3CC[C@@H]2C1	3868.2	Standard polar	33892256
Etiocholanolone sulfate,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CCC2C3CC[C@@H]4C[C@H](OS(=O)(=O)O)CC[C@]4(C)C3CC[C@]12C	3312.1	Semi standard non polar	33892256
Etiocholanolone sulfate,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CCC2C3CC[C@@H]4C[C@H](OS(=O)(=O)O)CC[C@]4(C)C3CC[C@]12C	3102.3	Standard non polar	33892256
Etiocholanolone sulfate,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CCC2C3CC[C@@H]4C[C@H](OS(=O)(=O)O)CC[C@]4(C)C3CC[C@]12C	3941.1	Standard polar	33892256
Etiocholanolone sulfate,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CCC2C3CC[C@@H]4C[C@H](OS(=O)(=O)O[Si](C)(C)C(C)(C)C)CC[C@]4(C)C3CC[C@]12C	3550.6	Semi standard non polar	33892256
Etiocholanolone sulfate,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CCC2C3CC[C@@H]4C[C@H](OS(=O)(=O)O[Si](C)(C)C(C)(C)C)CC[C@]4(C)C3CC[C@]12C	3606.8	Standard non polar	33892256
Etiocholanolone sulfate,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CCC2C3CC[C@@H]4C[C@H](OS(=O)(=O)O[Si](C)(C)C(C)(C)C)CC[C@]4(C)C3CC[C@]12C	3902.5	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Etiocholanolone sulfate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0597-0198000000-bbbfb8cca92c4b751571	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Etiocholanolone 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 - Etiocholanolone sulfate 10V, Positive-QTOF	splash10-00di-0049000000-3cadfd36eaaf2fc69cb2	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Etiocholanolone sulfate 20V, Positive-QTOF	splash10-00di-0090000000-84d65540e664bb0f62a4	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Etiocholanolone sulfate 40V, Positive-QTOF	splash10-03xr-2590000000-495c370c609ab6e362eb	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Etiocholanolone sulfate 10V, Negative-QTOF	splash10-014i-0029000000-3188acd4a8b538e293d1	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Etiocholanolone sulfate 20V, Negative-QTOF	splash10-0079-0092000000-00b2d0b50c0fd74a0b0d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Etiocholanolone sulfate 40V, Negative-QTOF	splash10-06zi-6090000000-6392ae6c8be227f3ff7c	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Etiocholanolone sulfate 10V, Negative-QTOF	splash10-014i-0009000000-0295bc1386cdfbdd92bf	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Etiocholanolone sulfate 20V, Negative-QTOF	splash10-014i-0009000000-0295bc1386cdfbdd92bf	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Etiocholanolone sulfate 40V, Negative-QTOF	splash10-00kb-9018000000-a7cdea751ac1fefcd90e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Etiocholanolone sulfate 10V, Positive-QTOF	splash10-00di-0029000000-c5b0e18d15977249e060	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Etiocholanolone sulfate 20V, Positive-QTOF	splash10-05fr-1694000000-2f884de5df3063955510	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Etiocholanolone sulfate 40V, Positive-QTOF	splash10-0a4i-1891000000-504944746dfada604979	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details
Urine	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB029348

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53481659

PDB ID

Not Available

ChEBI ID

175770

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

PLAGER JE: THE BINDING OF ANDROSTERONE SULFATE, ETHIOCHOLANOLONE SULFATE, AND DEHYDROISOANDROSTERONE SULFATE BY HUMAN PLASMA PROTEIN. J Clin Invest. 1965 Jul;44:1234-9. [PubMed:14328399 ]
Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for Etiocholanolone sulfate (HMDB0013232)

MOL for HMDB0013232 (Etiocholanolone sulfate)

3D MOL for HMDB0013232 (Etiocholanolone sulfate)

3D SDF for HMDB0013232 (Etiocholanolone sulfate)

3D-SDF for HMDB0013232 (Etiocholanolone sulfate)

PDB for HMDB0013232 (Etiocholanolone sulfate)

3D PDB for HMDB0013232 (Etiocholanolone sulfate)

SMILES for HMDB0013232 (Etiocholanolone sulfate)

INCHI for HMDB0013232 (Etiocholanolone sulfate)

Structure for HMDB0013232 (Etiocholanolone sulfate)

3D Structure for HMDB0013232 (Etiocholanolone sulfate)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra