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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-07-22 19:49:15 UTC

Update Date

2019-07-23 07:15:48 UTC

HMDB ID

HMDB0061123

Secondary Accession Numbers

HMDB61123

Metabolite Identification

Common Name

4-Hydroxytamoxifen sulfate

Description

4-Hydroxytamoxifen sulfate belongs to the class of organic compounds known as stilbenes. These are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids. 4-Hydroxytamoxifen sulfate is a very strong basic compound (based on its pKa). 4-hydroxytamoxifen sulfate and adenosine 3',5'-diphosphate can be biosynthesized from 4-hydroxytamoxifen and phosphoadenosine phosphosulfate; which is catalyzed by the enzyme sulfotransferase 1A1. In humans, 4-hydroxytamoxifen sulfate is involved in tamoxifen metabolism pathway. 4-Hydroxytamoxifen sulfate is a metabolite of tamoxifen. In other tissues such as the endometrium, it behaves as an agonist, and thus may be characterized as a mixed agonist/antagonist. Tamoxifen is an antagonist of the estrogen receptor in breast tissue via its active metabolite, hydroxytamoxifen. Tamoxifen is the usual endocrine therapy for hormone receptor-positive breast cancer in pre-menopausal women, and is also a standard in post-menopausal women although aromatase inhibitors are also frequently used in that setting.

Structure

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


  Mrv0541 07221312492D          

 33 35  0  0  0  0            999 V2000
   -0.0088    0.8071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7098    1.2142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0088   -0.0177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7274    1.2142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7310    2.0389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4247    0.8071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7274   -0.4319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7098   -0.4319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4425    0.8071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7062    2.0389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4460    2.4566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0124    2.4566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4247   -0.0177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7487   -1.2566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7098   -1.2566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1398    1.2142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4213    2.4566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4460    3.2815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0124    3.2815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0088   -1.6637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1398    2.0389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7310    3.6885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0124   -2.4884    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8477    2.4354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7310   -2.8849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4247   -2.4566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1433   -2.8743    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8477   -2.4566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1433   -3.6885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6446    2.2219    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2280    2.8052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8581    1.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3591    1.8094    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  2  6  1  0  0  0  0
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  9 16  1  0  0  0  0
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 12 19  1  0  0  0  0
 14 20  1  0  0  0  0
 15 20  2  0  0  0  0
 16 21  2  0  0  0  0
 17 21  1  0  0  0  0
 18 22  1  0  0  0  0
 19 22  2  0  0  0  0
 20 23  1  0  0  0  0
 21 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
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 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 24 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  2  0  0  0  0
 30 33  1  0  0  0  0
M  END

HMDB0061123
     RDKit          3D
4-Hydroxytamoxifen sulfate
 62 64  0  0  0  0  0  0  0  0999 V2000
   -0.0563    3.8263   -0.6192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2772    2.8376    0.5045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4153    1.9250    0.2678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2377    0.6430    0.1501 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1054    0.0367    0.2374 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2538   -0.9961    1.1414 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4689   -1.6003    1.2434 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5639   -1.2224    0.4779 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7137   -1.9062    0.6790 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9677   -1.7682    0.1157 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6064   -0.4525    0.4341 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9101   -0.3212   -0.1667 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9036   -1.1776    0.3830 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8678   -0.3299   -1.6097 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3856   -0.1834   -0.4236 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1431    0.4436   -0.5365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3316   -0.3231   -0.0423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1670   -1.3081   -0.9847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1221   -2.2696   -1.2120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2958   -2.2275   -0.4468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2594   -3.1789   -0.6604 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3403   -4.6842    0.0880 S   0  0  0  0  0  6  0  0  0  0  0  0
   -3.9619   -5.3063    0.2349 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9116   -4.5100    1.4647 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2813   -5.7698   -0.8182 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4596   -1.2420    0.4951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4658   -0.2694    0.7076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7391    2.5316    0.1463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1336    3.5187    1.0524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3635    4.1361    0.9661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2037    3.7456   -0.0554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8154    2.7740   -0.9476 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.3817   -1.2066    1.0974 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.4855    3.8312    1.8566 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.3037    1.3780   -1.6085 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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  3  4  2  0
  4  5  1  0
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 22 23  2  0
 22 24  2  0
 22 25  1  0
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  3 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 16  5  1  0
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 33 28  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  2 37  1  0
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  6 39  1  0
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 25 55  1  0
 26 56  1  0
 27 57  1  0
 29 58  1  0
 30 59  1  0
 31 60  1  0
 32 61  1  0
 33 62  1  0
M  END


  Mrv0541 07221312492D          

 33 35  0  0  0  0            999 V2000
   -0.0088    0.8071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7098    1.2142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0088   -0.0177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7274    1.2142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7310    2.0389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4247    0.8071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7274   -0.4319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7098   -0.4319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4425    0.8071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7062    2.0389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4460    2.4566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0124    2.4566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4247   -0.0177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7487   -1.2566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.4213    2.4566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4460    3.2815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0124    3.2815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0088   -1.6637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1398    2.0389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7310    3.6885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0124   -2.4884    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8477    2.4354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7310   -2.8849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4247   -2.4566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1433   -2.8743    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8477   -2.4566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1433   -3.6885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6446    2.2219    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2280    2.8052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8581    1.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3591    1.8094    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
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 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 24 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  2  0  0  0  0
 30 33  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0061123

> <DATABASE_NAME>
hmdb

> <SMILES>
CC\C(=C(/C1=CC=C(OCCN(C)C)C=C1)C1=CC=C(OS(O)(=O)=O)C=C1)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C26H29NO5S/c1-4-25(20-8-6-5-7-9-20)26(22-12-16-24(17-13-22)32-33(28,29)30)21-10-14-23(15-11-21)31-19-18-27(2)3/h5-17H,4,18-19H2,1-3H3,(H,28,29,30)/b26-25-

> <INCHI_KEY>
CFSXIBDXCWVFJR-QPLCGJKRSA-N

> <FORMULA>
C26H29NO5S

> <MOLECULAR_WEIGHT>
467.577

> <EXACT_MASS>
467.176643733

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
50.993068511963095

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{4-[(1Z)-1-{4-[2-(dimethylamino)ethoxy]phenyl}-2-phenylbut-1-en-1-yl]phenyl}oxidanesulfonic acid

> <ALOGPS_LOGP>
3.16

> <JCHEM_LOGP>
4.094546147273016

> <ALOGPS_LOGS>
-5.85

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
-1.9985509743190448

> <JCHEM_PKA_STRONGEST_BASIC>
8.764466545417484

> <JCHEM_POLAR_SURFACE_AREA>
76.07000000000001

> <JCHEM_REFRACTIVITY>
140.40350000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.57e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
{4-[(1Z)-1-{4-[2-(dimethylamino)ethoxy]phenyl}-2-phenylbut-1-en-1-yl]phenyl}oxidanesulfonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0061123
     RDKit          3D
4-Hydroxytamoxifen sulfate
 62 64  0  0  0  0  0  0  0  0999 V2000
   -0.0563    3.8263   -0.6192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2772    2.8376    0.5045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4153    1.9250    0.2678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2377    0.6430    0.1501 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1054    0.0367    0.2374 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2538   -0.9961    1.1414 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4689   -1.6003    1.2434 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5639   -1.2224    0.4779 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7137   -1.9062    0.6790 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9677   -1.7682    0.1157 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6064   -0.4525    0.4341 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9101   -0.3212   -0.1667 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9036   -1.1776    0.3830 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8678   -0.3299   -1.6097 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3856   -0.1834   -0.4236 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1431    0.4436   -0.5365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3316   -0.3231   -0.0423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1670   -1.3081   -0.9847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1221   -2.2696   -1.2120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2958   -2.2275   -0.4468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2594   -3.1789   -0.6604 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3403   -4.6842    0.0880 S   0  0  0  0  0  6  0  0  0  0  0  0
   -3.9619   -5.3063    0.2349 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9116   -4.5100    1.4647 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2813   -5.7698   -0.8182 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4596   -1.2420    0.4951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4658   -0.2694    0.7076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7391    2.5316    0.1463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1336    3.5187    1.0524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3635    4.1361    0.9661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2037    3.7456   -0.0554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8154    2.7740   -0.9476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5742    2.1399   -0.8734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8601    3.7357   -1.3649 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0128    4.8461   -0.2033 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9461    3.6206   -1.1029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5526    3.4305    1.4384 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6715    2.3810    0.7621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5949   -1.3069    1.7546 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5742   -2.4138    1.9627 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8963   -1.9200   -0.9864 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6215   -2.5664    0.5778 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0286    0.4387    0.2127 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7914   -0.4316    1.5447 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5658   -2.1204    0.7999 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6480   -1.4411   -0.4221 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4639   -0.6365    1.1781 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8180   -0.2755   -1.9897 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3537    0.6165   -1.9464 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4205   -1.1968   -2.0077 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1900    0.1388   -1.0601 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0496    1.2348   -1.2529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2658   -1.3261   -1.5597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0474   -3.0648   -1.9373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1313   -5.3103   -1.0514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3817   -1.2066    1.0974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6247    0.4780    1.4530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4855    3.8312    1.8566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6391    4.9026    1.6869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1689    4.2236   -0.1331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4739    2.4495   -1.7718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3037    1.3780   -1.6085 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
  8 15  1  0
 15 16  2  0
  4 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  2  0
 22 25  1  0
 20 26  1  0
 26 27  2  0
  3 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 16  5  1  0
 27 17  1  0
 33 28  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  2 37  1  0
  2 38  1  0
  6 39  1  0
  7 40  1  0
 10 41  1  0
 10 42  1  0
 11 43  1  0
 11 44  1  0
 13 45  1  0
 13 46  1  0
 13 47  1  0
 14 48  1  0
 14 49  1  0
 14 50  1  0
 15 51  1  0
 16 52  1  0
 18 53  1  0
 19 54  1  0
 25 55  1  0
 26 56  1  0
 27 57  1  0
 29 58  1  0
 30 59  1  0
 31 60  1  0
 32 61  1  0
 33 62  1  0
M  END

HEADER    PROTEIN                                 22-JUL-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-JUL-13         0                                  
HETATM    1  C   UNK     0      -0.016   1.507   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.325   2.267   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.016  -0.033   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.358   2.267   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.365   3.806   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.659   1.507   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.358  -0.806   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.325  -0.806   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.693   1.507   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.318   3.806   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.699   4.586   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.023   4.586   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.659  -0.033   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.398  -2.346   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.325  -2.346   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.994   2.267   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.653   4.586   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.699   6.125   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.023   6.125   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.016  -3.106   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -3.994   3.806   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.365   6.885   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       0.023  -4.645   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -5.316   4.546   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       1.365  -5.385   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.659  -4.586   0.000  0.00  0.00           C+0
HETATM   27  N   UNK     0       4.001  -5.365   0.000  0.00  0.00           N+0
HETATM   28  C   UNK     0       5.316  -4.586   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       4.001  -6.885   0.000  0.00  0.00           C+0
HETATM   30  S   UNK     0      -6.803   4.148   0.000  0.00  0.00           S+0
HETATM   31  O   UNK     0      -7.892   5.236   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      -7.202   2.660   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      -8.137   3.378   0.000  0.00  0.00           O+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5    6                                                  
CONECT    3    1    7    8                                                  
CONECT    4    1    9   10                                                  
CONECT    5    2   11   12                                                  
CONECT    6    2   13                                                       
CONECT    7    3   14                                                       
CONECT    8    3   15                                                       
CONECT    9    4   16                                                       
CONECT   10    4   17                                                       
CONECT   11    5   18                                                       
CONECT   12    5   19                                                       
CONECT   13    6                                                            
CONECT   14    7   20                                                       
CONECT   15    8   20                                                       
CONECT   16    9   21                                                       
CONECT   17   10   21                                                       
CONECT   18   11   22                                                       
CONECT   19   12   22                                                       
CONECT   20   14   15   23                                                  
CONECT   21   16   17   24                                                  
CONECT   22   18   19                                                       
CONECT   23   20   25                                                       
CONECT   24   21   30                                                       
CONECT   25   23   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27                                                            
CONECT   30   24   31   32   33                                             
CONECT   31   30                                                            
CONECT   32   30                                                            
CONECT   33   30                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   70    0
END

COMPND    HMDB0061123
HETATM    1  C1  UNL     1      -0.056   3.826  -0.619  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.277   2.838   0.504  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.415   1.925   0.268  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.238   0.643   0.150  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.105   0.037   0.237  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.254  -0.996   1.141  1.00  0.00           C  
HETATM    7  C7  UNL     1       1.469  -1.600   1.243  1.00  0.00           C  
HETATM    8  C8  UNL     1       2.564  -1.222   0.478  1.00  0.00           C  
HETATM    9  O1  UNL     1       3.714  -1.906   0.679  1.00  0.00           O  
HETATM   10  C9  UNL     1       4.968  -1.768   0.116  1.00  0.00           C  
HETATM   11  C10 UNL     1       5.606  -0.453   0.434  1.00  0.00           C  
HETATM   12  N1  UNL     1       6.910  -0.321  -0.167  1.00  0.00           N  
HETATM   13  C11 UNL     1       7.904  -1.178   0.383  1.00  0.00           C  
HETATM   14  C12 UNL     1       6.868  -0.330  -1.610  1.00  0.00           C  
HETATM   15  C13 UNL     1       2.386  -0.183  -0.424  1.00  0.00           C  
HETATM   16  C14 UNL     1       1.143   0.444  -0.536  1.00  0.00           C  
HETATM   17  C15 UNL     1      -2.332  -0.323  -0.042  1.00  0.00           C  
HETATM   18  C16 UNL     1      -2.167  -1.308  -0.985  1.00  0.00           C  
HETATM   19  C17 UNL     1      -3.122  -2.270  -1.212  1.00  0.00           C  
HETATM   20  C18 UNL     1      -4.296  -2.227  -0.447  1.00  0.00           C  
HETATM   21  O2  UNL     1      -5.259  -3.179  -0.660  1.00  0.00           O  
HETATM   22  S1  UNL     1      -5.340  -4.684   0.088  1.00  0.00           S  
HETATM   23  O3  UNL     1      -3.962  -5.306   0.235  1.00  0.00           O  
HETATM   24  O4  UNL     1      -5.912  -4.510   1.465  1.00  0.00           O  
HETATM   25  O5  UNL     1      -6.281  -5.770  -0.818  1.00  0.00           O  
HETATM   26  C19 UNL     1      -4.460  -1.242   0.495  1.00  0.00           C  
HETATM   27  C20 UNL     1      -3.466  -0.269   0.708  1.00  0.00           C  
HETATM   28  C21 UNL     1      -2.739   2.532   0.146  1.00  0.00           C  
HETATM   29  C22 UNL     1      -3.134   3.519   1.052  1.00  0.00           C  
HETATM   30  C23 UNL     1      -4.364   4.136   0.966  1.00  0.00           C  
HETATM   31  C24 UNL     1      -5.204   3.746  -0.055  1.00  0.00           C  
HETATM   32  C25 UNL     1      -4.815   2.774  -0.948  1.00  0.00           C  
HETATM   33  C26 UNL     1      -3.574   2.140  -0.873  1.00  0.00           C  
HETATM   34  H1  UNL     1      -0.860   3.736  -1.365  1.00  0.00           H  
HETATM   35  H2  UNL     1       0.013   4.846  -0.203  1.00  0.00           H  
HETATM   36  H3  UNL     1       0.946   3.621  -1.103  1.00  0.00           H  
HETATM   37  H4  UNL     1      -0.553   3.430   1.438  1.00  0.00           H  
HETATM   38  H5  UNL     1       0.671   2.381   0.762  1.00  0.00           H  
HETATM   39  H6  UNL     1      -0.595  -1.307   1.755  1.00  0.00           H  
HETATM   40  H7  UNL     1       1.574  -2.414   1.963  1.00  0.00           H  
HETATM   41  H8  UNL     1       4.896  -1.920  -0.986  1.00  0.00           H  
HETATM   42  H9  UNL     1       5.622  -2.566   0.578  1.00  0.00           H  
HETATM   43  H10 UNL     1       5.029   0.439   0.213  1.00  0.00           H  
HETATM   44  H11 UNL     1       5.791  -0.432   1.545  1.00  0.00           H  
HETATM   45  H12 UNL     1       7.566  -2.120   0.800  1.00  0.00           H  
HETATM   46  H13 UNL     1       8.648  -1.441  -0.422  1.00  0.00           H  
HETATM   47  H14 UNL     1       8.464  -0.637   1.178  1.00  0.00           H  
HETATM   48  H15 UNL     1       5.818  -0.276  -1.990  1.00  0.00           H  
HETATM   49  H16 UNL     1       7.354   0.616  -1.946  1.00  0.00           H  
HETATM   50  H17 UNL     1       7.420  -1.197  -2.008  1.00  0.00           H  
HETATM   51  H18 UNL     1       3.190   0.139  -1.060  1.00  0.00           H  
HETATM   52  H19 UNL     1       1.050   1.235  -1.253  1.00  0.00           H  
HETATM   53  H20 UNL     1      -1.266  -1.326  -1.560  1.00  0.00           H  
HETATM   54  H21 UNL     1      -3.047  -3.065  -1.937  1.00  0.00           H  
HETATM   55  H22 UNL     1      -7.131  -5.310  -1.051  1.00  0.00           H  
HETATM   56  H23 UNL     1      -5.382  -1.207   1.097  1.00  0.00           H  
HETATM   57  H24 UNL     1      -3.625   0.478   1.453  1.00  0.00           H  
HETATM   58  H25 UNL     1      -2.486   3.831   1.857  1.00  0.00           H  
HETATM   59  H26 UNL     1      -4.639   4.903   1.687  1.00  0.00           H  
HETATM   60  H27 UNL     1      -6.169   4.224  -0.133  1.00  0.00           H  
HETATM   61  H28 UNL     1      -5.474   2.449  -1.772  1.00  0.00           H  
HETATM   62  H29 UNL     1      -3.304   1.378  -1.609  1.00  0.00           H  
CONECT    1    2   34   35   36
CONECT    2    3   37   38
CONECT    3    4    4   28
CONECT    4    5   17
CONECT    5    6    6   16
CONECT    6    7   39
CONECT    7    8    8   40
CONECT    8    9   15
CONECT    9   10
CONECT   10   11   41   42
CONECT   11   12   43   44
CONECT   12   13   14
CONECT   13   45   46   47
CONECT   14   48   49   50
CONECT   15   16   16   51
CONECT   16   52
CONECT   17   18   18   27
CONECT   18   19   53
CONECT   19   20   20   54
CONECT   20   21   26
CONECT   21   22
CONECT   22   23   23   24   24
CONECT   22   25
CONECT   25   55
CONECT   26   27   27   56
CONECT   27   57
CONECT   28   29   29   33
CONECT   29   30   58
CONECT   30   31   31   59
CONECT   31   32   60
CONECT   32   33   33   61
CONECT   33   62
END

HMDB0061123
     RDKit          3D
4-Hydroxytamoxifen sulfate
 62 64  0  0  0  0  0  0  0  0999 V2000
   -0.0563    3.8263   -0.6192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2772    2.8376    0.5045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4153    1.9250    0.2678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2377    0.6430    0.1501 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1054    0.0367    0.2374 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2538   -0.9961    1.1414 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4689   -1.6003    1.2434 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5639   -1.2224    0.4779 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7137   -1.9062    0.6790 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9677   -1.7682    0.1157 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6064   -0.4525    0.4341 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9101   -0.3212   -0.1667 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9036   -1.1776    0.3830 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8678   -0.3299   -1.6097 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3856   -0.1834   -0.4236 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1431    0.4436   -0.5365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3316   -0.3231   -0.0423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1670   -1.3081   -0.9847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1221   -2.2696   -1.2120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2958   -2.2275   -0.4468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2594   -3.1789   -0.6604 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3403   -4.6842    0.0880 S   0  0  0  0  0  6  0  0  0  0  0  0
   -3.9619   -5.3063    0.2349 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9116   -4.5100    1.4647 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2813   -5.7698   -0.8182 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4596   -1.2420    0.4951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4658   -0.2694    0.7076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7391    2.5316    0.1463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1336    3.5187    1.0524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3635    4.1361    0.9661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2037    3.7456   -0.0554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8154    2.7740   -0.9476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5742    2.1399   -0.8734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8601    3.7357   -1.3649 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0128    4.8461   -0.2033 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9461    3.6206   -1.1029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5526    3.4305    1.4384 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6715    2.3810    0.7621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5949   -1.3069    1.7546 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5742   -2.4138    1.9627 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8963   -1.9200   -0.9864 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6215   -2.5664    0.5778 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0286    0.4387    0.2127 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7914   -0.4316    1.5447 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5658   -2.1204    0.7999 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6480   -1.4411   -0.4221 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4639   -0.6365    1.1781 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8180   -0.2755   -1.9897 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3537    0.6165   -1.9464 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4205   -1.1968   -2.0077 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1900    0.1388   -1.0601 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0496    1.2348   -1.2529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2658   -1.3261   -1.5597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0474   -3.0648   -1.9373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1313   -5.3103   -1.0514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3817   -1.2066    1.0974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6247    0.4780    1.4530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4855    3.8312    1.8566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6391    4.9026    1.6869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1689    4.2236   -0.1331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4739    2.4495   -1.7718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3037    1.3780   -1.6085 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
  8 15  1  0
 15 16  2  0
  4 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  2  0
 22 25  1  0
 20 26  1  0
 26 27  2  0
  3 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 16  5  1  0
 27 17  1  0
 33 28  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  2 37  1  0
  2 38  1  0
  6 39  1  0
  7 40  1  0
 10 41  1  0
 10 42  1  0
 11 43  1  0
 11 44  1  0
 13 45  1  0
 13 46  1  0
 13 47  1  0
 14 48  1  0
 14 49  1  0
 14 50  1  0
 15 51  1  0
 16 52  1  0
 18 53  1  0
 19 54  1  0
 25 55  1  0
 26 56  1  0
 27 57  1  0
 29 58  1  0
 30 59  1  0
 31 60  1  0
 32 61  1  0
 33 62  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
4-Hydroxytamoxifen sulfuric acid	Generator
4-Hydroxytamoxifen sulphate	Generator
4-Hydroxytamoxifen sulphuric acid	Generator

Chemical Formula

C₂₆H₂₉NO₅S

Average Molecular Weight

467.577

Monoisotopic Molecular Weight

467.176643733

IUPAC Name

{4-[(1Z)-1-{4-[2-(dimethylamino)ethoxy]phenyl}-2-phenylbut-1-en-1-yl]phenyl}oxidanesulfonic acid

Traditional Name

{4-[(1Z)-1-{4-[2-(dimethylamino)ethoxy]phenyl}-2-phenylbut-1-en-1-yl]phenyl}oxidanesulfonic acid

CAS Registry Number

Not Available

SMILES

CC\C(=C(/C1=CC=C(OCCN(C)C)C=C1)C1=CC=C(OS(O)(=O)=O)C=C1)C1=CC=CC=C1

InChI Identifier

InChI=1S/C26H29NO5S/c1-4-25(20-8-6-5-7-9-20)26(22-12-16-24(17-13-22)32-33(28,29)30)21-10-14-23(15-11-21)31-19-18-27(2)3/h5-17H,4,18-19H2,1-3H3,(H,28,29,30)/b26-25-

InChI Key

CFSXIBDXCWVFJR-QPLCGJKRSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as stilbenes. These are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Stilbenes

Sub Class

Not Available

Direct Parent

Stilbenes

Alternative Parents

Substituents

Stilbene
Diphenylmethane
Phenylsulfate
Arylsulfate
Phenylpropane
Phenoxy compound
Phenol ether
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
Sulfuric acid ester
Sulfate-ester
Sulfuric acid monoester
Organic sulfuric acid or derivatives
Tertiary aliphatic amine
Tertiary amine
Ether
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Organopnictogen compound
Organic oxygen compound
Amine
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.00066 g/L	ALOGPS
logP	3.16	ALOGPS
logP	4.09	ChemAxon
logS	-5.8	ALOGPS
pKa (Strongest Acidic)	-2	ChemAxon
pKa (Strongest Basic)	8.76	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	76.07 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	140.4 m³·mol⁻¹	ChemAxon
Polarizability	50.99 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	209.302	31661259
DarkChem	[M-H]-	204.01	31661259
DeepCCS	[M+H]+	211.792	30932474
DeepCCS	[M-H]-	209.434	30932474
DeepCCS	[M-2H]-	242.32	30932474
DeepCCS	[M+Na]+	218.792	30932474
AllCCS	[M+H]+	214.7	32859911
AllCCS	[M+H-H2O]+	212.4	32859911
AllCCS	[M+NH4]+	216.8	32859911
AllCCS	[M+Na]+	217.4	32859911
AllCCS	[M-H]-	209.4	32859911
AllCCS	[M+Na-2H]-	210.0	32859911
AllCCS	[M+HCOO]-	210.7	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.	9.08 minutes	32390414
Predicted by Siyang on May 30, 2022	14.0237 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.5 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2149.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	249.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	220.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	200.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	172.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	602.6 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	662.4 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	393.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1266.2 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	541.9 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1591.8 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	390.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	412.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	243.0 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	231.5 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	8.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
4-Hydroxytamoxifen sulfate	CC\C(=C(/C1=CC=C(OCCN(C)C)C=C1)C1=CC=C(OS(O)(=O)=O)C=C1)C1=CC=CC=C1	5816.6	Standard polar	33892256
4-Hydroxytamoxifen sulfate	CC\C(=C(/C1=CC=C(OCCN(C)C)C=C1)C1=CC=C(OS(O)(=O)=O)C=C1)C1=CC=CC=C1	3364.7	Standard non polar	33892256
4-Hydroxytamoxifen sulfate	CC\C(=C(/C1=CC=C(OCCN(C)C)C=C1)C1=CC=C(OS(O)(=O)=O)C=C1)C1=CC=CC=C1	3547.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
4-Hydroxytamoxifen sulfate,1TMS,isomer #1	CC/C(=C(\C1=CC=C(OCCN(C)C)C=C1)C1=CC=C(OS(=O)(=O)O[Si](C)(C)C)C=C1)C1=CC=CC=C1	3794.3	Semi standard non polar	33892256
4-Hydroxytamoxifen sulfate,1TMS,isomer #1	CC/C(=C(\C1=CC=C(OCCN(C)C)C=C1)C1=CC=C(OS(=O)(=O)O[Si](C)(C)C)C=C1)C1=CC=CC=C1	3576.0	Standard non polar	33892256
4-Hydroxytamoxifen sulfate,1TMS,isomer #1	CC/C(=C(\C1=CC=C(OCCN(C)C)C=C1)C1=CC=C(OS(=O)(=O)O[Si](C)(C)C)C=C1)C1=CC=CC=C1	4824.0	Standard polar	33892256
4-Hydroxytamoxifen sulfate,1TBDMS,isomer #1	CC/C(=C(\C1=CC=C(OCCN(C)C)C=C1)C1=CC=C(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)C=C1)C1=CC=CC=C1	3990.2	Semi standard non polar	33892256
4-Hydroxytamoxifen sulfate,1TBDMS,isomer #1	CC/C(=C(\C1=CC=C(OCCN(C)C)C=C1)C1=CC=C(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)C=C1)C1=CC=CC=C1	3804.1	Standard non polar	33892256
4-Hydroxytamoxifen sulfate,1TBDMS,isomer #1	CC/C(=C(\C1=CC=C(OCCN(C)C)C=C1)C1=CC=C(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)C=C1)C1=CC=CC=C1	4742.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Hydroxytamoxifen sulfate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-9105300000-281ce7bb2bcc359bf42a	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Hydroxytamoxifen 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 - 4-Hydroxytamoxifen sulfate 10V, Positive-QTOF	splash10-014i-2204900000-327101608ec2ca7a56cd	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxytamoxifen sulfate 20V, Positive-QTOF	splash10-00di-9216300000-4af687258d4cfde9e93c	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxytamoxifen sulfate 40V, Positive-QTOF	splash10-00di-9161000000-03d445444a0ab8bb2451	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxytamoxifen sulfate 10V, Negative-QTOF	splash10-014i-0002900000-88b47be6f2ce73bc6721	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxytamoxifen sulfate 20V, Negative-QTOF	splash10-00kk-1019100000-78a286ee089c12591a11	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxytamoxifen sulfate 40V, Negative-QTOF	splash10-02aj-6029000000-b3cfa964abf4e3569073	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxytamoxifen sulfate 10V, Negative-QTOF	splash10-014i-0000900000-378ee7c1537c13d5d54f	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxytamoxifen sulfate 20V, Negative-QTOF	splash10-014i-0003900000-acbd4507f1c7310bbabf	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxytamoxifen sulfate 40V, Negative-QTOF	splash10-0002-1009100000-6d6c40b2d651da8e3463	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxytamoxifen sulfate 10V, Positive-QTOF	splash10-014i-0001900000-7d49441c07e11b52fbea	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxytamoxifen sulfate 20V, Positive-QTOF	splash10-0g4i-7104900000-2f6167294f4c314cafe8	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxytamoxifen sulfate 40V, Positive-QTOF	splash10-00di-9000000000-872d794c8ec6ebd783d4	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Membrane (predicted from logP)

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

Pathways

Name	SMPDB/PathBank	KEGG
Tamoxifen Action Pathway		Not Available
Tamoxifen Metabolism Pathway		Not Available

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details

Abnormal Concentrations

Not Available

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

Not Available

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

131770034

PDB ID

Not Available

ChEBI ID

Not Available

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

Not Available

Showing metabocard for 4-Hydroxytamoxifen sulfate (HMDB0061123)

MOL for HMDB0061123 (4-Hydroxytamoxifen sulfate)

3D MOL for HMDB0061123 (4-Hydroxytamoxifen sulfate)

3D SDF for HMDB0061123 (4-Hydroxytamoxifen sulfate)

3D-SDF for HMDB0061123 (4-Hydroxytamoxifen sulfate)

PDB for HMDB0061123 (4-Hydroxytamoxifen sulfate)

3D PDB for HMDB0061123 (4-Hydroxytamoxifen sulfate)

SMILES for HMDB0061123 (4-Hydroxytamoxifen sulfate)

INCHI for HMDB0061123 (4-Hydroxytamoxifen sulfate)

Structure for HMDB0061123 (4-Hydroxytamoxifen sulfate)

3D Structure for HMDB0061123 (4-Hydroxytamoxifen sulfate)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra