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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:00:16 UTC

Update Date

2020-02-26 21:39:10 UTC

HMDB ID

HMDB0013868

Secondary Accession Numbers

HMDB13868

Metabolite Identification

Common Name

3-Hydroxytamoxifen (Droloxifene)

Description

3-Hydroxytamoxifen (Droloxifene) is only found in individuals that have used or taken Tamoxifen. 3-Hydroxytamoxifen (Droloxifene) is a metabolite of Tamoxifen. 3-hydroxytamoxifen (droloxifene) belongs to the family of 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.

Structure

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

  Mrv0541 06191310232D          

 29 31  0  0  0  0            999 V2000
   10.3484   -5.7751    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9194   -7.4252    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.3484   -2.4751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6338   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3484   -3.3001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6338   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0627   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9194   -2.4751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0627   -3.7126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6338   -3.7126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9194   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3484   -4.9501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0627   -4.5376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6338   -4.5376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0627   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7773   -2.4751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9194   -3.3001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2048   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6338   -7.0127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6338   -6.1876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7773   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4918   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2048   -3.7126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4904   -2.4751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4918   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4904   -3.3001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9194   -8.2502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2048   -7.0127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2063   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1 12  1  0  0  0  0
  1 20  1  0  0  0  0
  2 19  1  0  0  0  0
  2 27  1  0  0  0  0
  2 28  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  3  7  1  0  0  0  0
  4  6  1  0  0  0  0
  4  8  1  0  0  0  0
  5  9  2  0  0  0  0
  5 10  1  0  0  0  0
  6 11  1  0  0  0  0
  7 15  2  0  0  0  0
  7 16  1  0  0  0  0
  8 17  2  0  0  0  0
  8 18  1  0  0  0  0
  9 13  1  0  0  0  0
 10 14  2  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 15 21  1  0  0  0  0
 16 22  2  0  0  0  0
 17 23  1  0  0  0  0
 18 24  2  0  0  0  0
 19 20  1  0  0  0  0
 21 25  2  0  0  0  0
 22 25  1  0  0  0  0
 23 26  2  0  0  0  0
 24 26  1  0  0  0  0
 22 29  1  0  0  0  0
M  END

HMDB0013868
     RDKit          3D
3-Hydroxytamoxifen (Droloxifene)
 58 60  0  0  0  0  0  0  0  0999 V2000
   -5.3981   -0.3025    0.3426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4478    0.1586   -0.7316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0430   -0.2637   -0.5412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0271    0.5521   -0.4312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6279    0.1607   -0.2481 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0253    0.2798    0.9623 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3523   -0.0570    1.0114 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0654   -0.5039   -0.0728 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4030   -0.8383   -0.0145 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2333   -0.7875    1.1001 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6379   -1.2279    0.6681 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1026   -0.3126   -0.3704 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3347    1.0103    0.1495 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2849   -0.8775   -0.9876 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4149   -0.6291   -1.3024 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0727   -0.2868   -1.3454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2919    2.0102   -0.4632 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5338    2.7805   -1.3164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6764    4.1254   -1.3939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6020    4.7449   -0.6016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3667    3.9899    0.2556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3159    4.6192    1.0713 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2156    2.6213    0.3288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8075   -1.7045   -0.4837 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1580   -2.3865    0.6875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0028   -3.7645    0.8120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4913   -4.4959   -0.2354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1427   -3.8410   -1.3901 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3004   -2.4546   -1.5131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9953    0.0141    1.3196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5549   -1.4078    0.3111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3834    0.1868    0.1329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7802   -0.4341   -1.6575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5874    1.1945   -1.0520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5430    0.6297    1.8089 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8904    0.0252    1.9568 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2488    0.1627    1.6475 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8676   -1.5613    1.8220 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5048   -2.2088    0.1868 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2619   -1.2255    1.5609 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7600    1.6032   -0.7089 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9755    1.0446    1.0268 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3376    1.4831    0.3365 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0691   -1.1476   -0.2704 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0048   -1.7023   -1.6623 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7208   -0.0726   -1.6491 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9337   -0.9716   -2.1689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4460   -0.3556   -2.3061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7725    2.3174   -1.9756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0572    4.6821   -2.0803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7072    5.8228   -0.6721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4272    5.6058    1.0235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8365    2.0390    1.0337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5454   -1.8346    1.5071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2728   -4.2944    1.7127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3672   -5.5869   -0.1433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7392   -4.3463   -2.2456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0372   -1.9806   -2.4242 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
 21 23  2  0
  3 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 16  5  1  0
 23 17  1  0
 29 24  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  2 34  1  0
  6 35  1  0
  7 36  1  0
 10 37  1  0
 10 38  1  0
 11 39  1  0
 11 40  1  0
 13 41  1  0
 13 42  1  0
 13 43  1  0
 14 44  1  0
 14 45  1  0
 14 46  1  0
 15 47  1  0
 16 48  1  0
 18 49  1  0
 19 50  1  0
 20 51  1  0
 22 52  1  0
 23 53  1  0
 25 54  1  0
 26 55  1  0
 27 56  1  0
 28 57  1  0
 29 58  1  0
M  END

  Mrv0541 06191310232D          

 29 31  0  0  0  0            999 V2000
   10.3484   -5.7751    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9194   -7.4252    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.3484   -2.4751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6338   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3484   -3.3001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6338   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0627   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9194   -2.4751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0627   -3.7126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6338   -3.7126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9194   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3484   -4.9501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0627   -4.5376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6338   -4.5376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0627   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7773   -2.4751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9194   -3.3001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2048   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6338   -7.0127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6338   -6.1876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7773   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4918   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2048   -3.7126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4904   -2.4751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4918   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4904   -3.3001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9194   -8.2502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2048   -7.0127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2063   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1 12  1  0  0  0  0
  1 20  1  0  0  0  0
  2 19  1  0  0  0  0
  2 27  1  0  0  0  0
  2 28  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  3  7  1  0  0  0  0
  4  6  1  0  0  0  0
  4  8  1  0  0  0  0
  5  9  2  0  0  0  0
  5 10  1  0  0  0  0
  6 11  1  0  0  0  0
  7 15  2  0  0  0  0
  7 16  1  0  0  0  0
  8 17  2  0  0  0  0
  8 18  1  0  0  0  0
  9 13  1  0  0  0  0
 10 14  2  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 15 21  1  0  0  0  0
 16 22  2  0  0  0  0
 17 23  1  0  0  0  0
 18 24  2  0  0  0  0
 19 20  1  0  0  0  0
 21 25  2  0  0  0  0
 22 25  1  0  0  0  0
 23 26  2  0  0  0  0
 24 26  1  0  0  0  0
 22 29  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0013868

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C26H29NO2/c1-4-25(20-9-6-5-7-10-20)26(22-11-8-12-23(28)19-22)21-13-15-24(16-14-21)29-18-17-27(2)3/h5-16,19,28H,4,17-18H2,1-3H3/b26-25+

> <INCHI_KEY>
ZQZFYGIXNQKOAV-OCEACIFDSA-N

> <FORMULA>
C26H29NO2

> <MOLECULAR_WEIGHT>
387.514

> <EXACT_MASS>
387.219829177

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
45.22891322246181

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-[(1E)-1-{4-[2-(dimethylamino)ethoxy]phenyl}-2-phenylbut-1-en-1-yl]phenol

> <ALOGPS_LOGP>
5.43

> <JCHEM_LOGP>
5.685187916803876

> <ALOGPS_LOGS>
-5.10

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.427818066968365

> <JCHEM_PKA_STRONGEST_BASIC>
8.657948852107207

> <JCHEM_POLAR_SURFACE_AREA>
32.7

> <JCHEM_REFRACTIVITY>
130.41170000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.10e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
droloxifene

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0013868
     RDKit          3D
3-Hydroxytamoxifen (Droloxifene)
 58 60  0  0  0  0  0  0  0  0999 V2000
   -5.3981   -0.3025    0.3426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4478    0.1586   -0.7316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0430   -0.2637   -0.5412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0271    0.5521   -0.4312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6279    0.1607   -0.2481 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0253    0.2798    0.9623 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3523   -0.0570    1.0114 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0654   -0.5039   -0.0728 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4030   -0.8383   -0.0145 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2333   -0.7875    1.1001 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6379   -1.2279    0.6681 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1026   -0.3126   -0.3704 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3347    1.0103    0.1495 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2849   -0.8775   -0.9876 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4149   -0.6291   -1.3024 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0727   -0.2868   -1.3454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2919    2.0102   -0.4632 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5338    2.7805   -1.3164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6764    4.1254   -1.3939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6020    4.7449   -0.6016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3667    3.9899    0.2556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3159    4.6192    1.0713 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2156    2.6213    0.3288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8075   -1.7045   -0.4837 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1580   -2.3865    0.6875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0028   -3.7645    0.8120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4913   -4.4959   -0.2354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1427   -3.8410   -1.3901 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3004   -2.4546   -1.5131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9953    0.0141    1.3196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5549   -1.4078    0.3111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3834    0.1868    0.1329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7802   -0.4341   -1.6575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5874    1.1945   -1.0520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5430    0.6297    1.8089 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8904    0.0252    1.9568 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2488    0.1627    1.6475 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8676   -1.5613    1.8220 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5048   -2.2088    0.1868 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2619   -1.2255    1.5609 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7600    1.6032   -0.7089 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9755    1.0446    1.0268 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3376    1.4831    0.3365 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0691   -1.1476   -0.2704 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0048   -1.7023   -1.6623 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7208   -0.0726   -1.6491 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9337   -0.9716   -2.1689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4460   -0.3556   -2.3061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7725    2.3174   -1.9756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0572    4.6821   -2.0803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7072    5.8228   -0.6721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4272    5.6058    1.0235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8365    2.0390    1.0337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5454   -1.8346    1.5071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2728   -4.2944    1.7127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3672   -5.5869   -0.1433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7392   -4.3463   -2.2456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0372   -1.9806   -2.4242 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
 21 23  2  0
  3 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 16  5  1  0
 23 17  1  0
 29 24  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  2 34  1  0
  6 35  1  0
  7 36  1  0
 10 37  1  0
 10 38  1  0
 11 39  1  0
 11 40  1  0
 13 41  1  0
 13 42  1  0
 13 43  1  0
 14 44  1  0
 14 45  1  0
 14 46  1  0
 15 47  1  0
 16 48  1  0
 18 49  1  0
 19 50  1  0
 20 51  1  0
 22 52  1  0
 23 53  1  0
 25 54  1  0
 26 55  1  0
 27 56  1  0
 28 57  1  0
 29 58  1  0
M  END

HEADER    PROTEIN                                 19-JUN-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-13         0                                  
HETATM    1  O   UNK     0      19.317 -10.780   0.000  0.00  0.00           O+0
HETATM    2  N   UNK     0      16.650 -13.860   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0      19.317  -4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      17.983  -3.850   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      19.317  -6.160   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      17.983  -2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      20.650  -3.850   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      16.650  -4.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      20.650  -6.930   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      17.983  -6.930   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      16.650  -1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      19.317  -9.240   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      20.650  -8.470   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      17.983  -8.470   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      20.650  -2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      21.984  -4.620   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      16.650  -6.160   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      15.316  -3.850   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      17.983 -13.090   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      17.983 -11.550   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      21.984  -1.540   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      23.318  -3.850   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      15.316  -6.930   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      13.982  -4.620   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      23.318  -2.310   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      13.982  -6.160   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      16.650 -15.400   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      15.316 -13.090   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      24.652  -4.620   0.000  0.00  0.00           O+0
CONECT    1   12   20                                                       
CONECT    2   19   27   28                                                  
CONECT    3    4    5    7                                                  
CONECT    4    3    6    8                                                  
CONECT    5    3    9   10                                                  
CONECT    6    4   11                                                       
CONECT    7    3   15   16                                                  
CONECT    8    4   17   18                                                  
CONECT    9    5   13                                                       
CONECT   10    5   14                                                       
CONECT   11    6                                                            
CONECT   12    1   13   14                                                  
CONECT   13    9   12                                                       
CONECT   14   10   12                                                       
CONECT   15    7   21                                                       
CONECT   16    7   22                                                       
CONECT   17    8   23                                                       
CONECT   18    8   24                                                       
CONECT   19    2   20                                                       
CONECT   20    1   19                                                       
CONECT   21   15   25                                                       
CONECT   22   16   25   29                                                  
CONECT   23   17   26                                                       
CONECT   24   18   26                                                       
CONECT   25   21   22                                                       
CONECT   26   23   24                                                       
CONECT   27    2                                                            
CONECT   28    2                                                            
CONECT   29   22                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   62    0
END

COMPND    HMDB0013868
HETATM    1  C1  UNL     1      -5.398  -0.302   0.343  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.448   0.159  -0.732  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.043  -0.264  -0.541  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.027   0.552  -0.431  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.628   0.161  -0.248  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.025   0.280   0.962  1.00  0.00           C  
HETATM    7  C7  UNL     1       1.352  -0.057   1.011  1.00  0.00           C  
HETATM    8  C8  UNL     1       2.065  -0.504  -0.073  1.00  0.00           C  
HETATM    9  O1  UNL     1       3.403  -0.838  -0.014  1.00  0.00           O  
HETATM   10  C9  UNL     1       4.233  -0.787   1.100  1.00  0.00           C  
HETATM   11  C10 UNL     1       5.638  -1.228   0.668  1.00  0.00           C  
HETATM   12  N1  UNL     1       6.103  -0.313  -0.370  1.00  0.00           N  
HETATM   13  C11 UNL     1       6.335   1.010   0.149  1.00  0.00           C  
HETATM   14  C12 UNL     1       7.285  -0.877  -0.988  1.00  0.00           C  
HETATM   15  C13 UNL     1       1.415  -0.629  -1.302  1.00  0.00           C  
HETATM   16  C14 UNL     1       0.073  -0.287  -1.345  1.00  0.00           C  
HETATM   17  C15 UNL     1      -2.292   2.010  -0.463  1.00  0.00           C  
HETATM   18  C16 UNL     1      -1.534   2.781  -1.316  1.00  0.00           C  
HETATM   19  C17 UNL     1      -1.676   4.125  -1.394  1.00  0.00           C  
HETATM   20  C18 UNL     1      -2.602   4.745  -0.602  1.00  0.00           C  
HETATM   21  C19 UNL     1      -3.367   3.990   0.256  1.00  0.00           C  
HETATM   22  O2  UNL     1      -4.316   4.619   1.071  1.00  0.00           O  
HETATM   23  C20 UNL     1      -3.216   2.621   0.329  1.00  0.00           C  
HETATM   24  C21 UNL     1      -2.808  -1.705  -0.484  1.00  0.00           C  
HETATM   25  C22 UNL     1      -3.158  -2.386   0.687  1.00  0.00           C  
HETATM   26  C23 UNL     1      -3.003  -3.765   0.812  1.00  0.00           C  
HETATM   27  C24 UNL     1      -2.491  -4.496  -0.235  1.00  0.00           C  
HETATM   28  C25 UNL     1      -2.143  -3.841  -1.390  1.00  0.00           C  
HETATM   29  C26 UNL     1      -2.300  -2.455  -1.513  1.00  0.00           C  
HETATM   30  H1  UNL     1      -4.995   0.014   1.320  1.00  0.00           H  
HETATM   31  H2  UNL     1      -5.555  -1.408   0.311  1.00  0.00           H  
HETATM   32  H3  UNL     1      -6.383   0.187   0.133  1.00  0.00           H  
HETATM   33  H4  UNL     1      -4.780  -0.434  -1.658  1.00  0.00           H  
HETATM   34  H5  UNL     1      -4.587   1.195  -1.052  1.00  0.00           H  
HETATM   35  H6  UNL     1      -0.543   0.630   1.809  1.00  0.00           H  
HETATM   36  H7  UNL     1       1.890   0.025   1.957  1.00  0.00           H  
HETATM   37  H8  UNL     1       4.249   0.163   1.648  1.00  0.00           H  
HETATM   38  H9  UNL     1       3.868  -1.561   1.822  1.00  0.00           H  
HETATM   39  H10 UNL     1       5.505  -2.209   0.187  1.00  0.00           H  
HETATM   40  H11 UNL     1       6.262  -1.226   1.561  1.00  0.00           H  
HETATM   41  H12 UNL     1       6.760   1.603  -0.709  1.00  0.00           H  
HETATM   42  H13 UNL     1       6.975   1.045   1.027  1.00  0.00           H  
HETATM   43  H14 UNL     1       5.338   1.483   0.336  1.00  0.00           H  
HETATM   44  H15 UNL     1       8.069  -1.148  -0.270  1.00  0.00           H  
HETATM   45  H16 UNL     1       7.005  -1.702  -1.662  1.00  0.00           H  
HETATM   46  H17 UNL     1       7.721  -0.073  -1.649  1.00  0.00           H  
HETATM   47  H18 UNL     1       1.934  -0.972  -2.169  1.00  0.00           H  
HETATM   48  H19 UNL     1      -0.446  -0.356  -2.306  1.00  0.00           H  
HETATM   49  H20 UNL     1      -0.772   2.317  -1.976  1.00  0.00           H  
HETATM   50  H21 UNL     1      -1.057   4.682  -2.080  1.00  0.00           H  
HETATM   51  H22 UNL     1      -2.707   5.823  -0.672  1.00  0.00           H  
HETATM   52  H23 UNL     1      -4.427   5.606   1.023  1.00  0.00           H  
HETATM   53  H24 UNL     1      -3.837   2.039   1.034  1.00  0.00           H  
HETATM   54  H25 UNL     1      -3.545  -1.835   1.507  1.00  0.00           H  
HETATM   55  H26 UNL     1      -3.273  -4.294   1.713  1.00  0.00           H  
HETATM   56  H27 UNL     1      -2.367  -5.587  -0.143  1.00  0.00           H  
HETATM   57  H28 UNL     1      -1.739  -4.346  -2.246  1.00  0.00           H  
HETATM   58  H29 UNL     1      -2.037  -1.981  -2.424  1.00  0.00           H  
CONECT    1    2   30   31   32
CONECT    2    3   33   34
CONECT    3    4    4   24
CONECT    4    5   17
CONECT    5    6    6   16
CONECT    6    7   35
CONECT    7    8    8   36
CONECT    8    9   15
CONECT    9   10
CONECT   10   11   37   38
CONECT   11   12   39   40
CONECT   12   13   14
CONECT   13   41   42   43
CONECT   14   44   45   46
CONECT   15   16   16   47
CONECT   16   48
CONECT   17   18   18   23
CONECT   18   19   49
CONECT   19   20   20   50
CONECT   20   21   51
CONECT   21   22   23   23
CONECT   22   52
CONECT   23   53
CONECT   24   25   25   29
CONECT   25   26   54
CONECT   26   27   27   55
CONECT   27   28   56
CONECT   28   29   29   57
CONECT   29   58
END

HMDB0013868
     RDKit          3D
3-Hydroxytamoxifen (Droloxifene)
 58 60  0  0  0  0  0  0  0  0999 V2000
   -5.3981   -0.3025    0.3426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4478    0.1586   -0.7316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0430   -0.2637   -0.5412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0271    0.5521   -0.4312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6279    0.1607   -0.2481 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0253    0.2798    0.9623 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3523   -0.0570    1.0114 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0654   -0.5039   -0.0728 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4030   -0.8383   -0.0145 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2333   -0.7875    1.1001 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6379   -1.2279    0.6681 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1026   -0.3126   -0.3704 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3347    1.0103    0.1495 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2849   -0.8775   -0.9876 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4149   -0.6291   -1.3024 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0727   -0.2868   -1.3454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2919    2.0102   -0.4632 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5338    2.7805   -1.3164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6764    4.1254   -1.3939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6020    4.7449   -0.6016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3667    3.9899    0.2556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3159    4.6192    1.0713 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2156    2.6213    0.3288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8075   -1.7045   -0.4837 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1580   -2.3865    0.6875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0028   -3.7645    0.8120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4913   -4.4959   -0.2354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1427   -3.8410   -1.3901 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3004   -2.4546   -1.5131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9953    0.0141    1.3196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5549   -1.4078    0.3111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3834    0.1868    0.1329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7802   -0.4341   -1.6575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5874    1.1945   -1.0520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5430    0.6297    1.8089 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8904    0.0252    1.9568 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2488    0.1627    1.6475 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8676   -1.5613    1.8220 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5048   -2.2088    0.1868 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2619   -1.2255    1.5609 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7600    1.6032   -0.7089 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9755    1.0446    1.0268 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3376    1.4831    0.3365 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0691   -1.1476   -0.2704 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0048   -1.7023   -1.6623 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7208   -0.0726   -1.6491 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9337   -0.9716   -2.1689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4460   -0.3556   -2.3061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7725    2.3174   -1.9756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0572    4.6821   -2.0803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7072    5.8228   -0.6721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4272    5.6058    1.0235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8365    2.0390    1.0337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5454   -1.8346    1.5071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2728   -4.2944    1.7127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3672   -5.5869   -0.1433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7392   -4.3463   -2.2456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0372   -1.9806   -2.4242 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
 21 23  2  0
  3 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 16  5  1  0
 23 17  1  0
 29 24  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  2 34  1  0
  6 35  1  0
  7 36  1  0
 10 37  1  0
 10 38  1  0
 11 39  1  0
 11 40  1  0
 13 41  1  0
 13 42  1  0
 13 43  1  0
 14 44  1  0
 14 45  1  0
 14 46  1  0
 15 47  1  0
 16 48  1  0
 18 49  1  0
 19 50  1  0
 20 51  1  0
 22 52  1  0
 23 53  1  0
 25 54  1  0
 26 55  1  0
 27 56  1  0
 28 57  1  0
 29 58  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-Hydroxytamoxifen	Kegg
3-Hydroxytamoxifen citrate	HMDB
Droloxifene citrate	HMDB
Meta-hydroxytamoxifen	HMDB

Chemical Formula

C₂₆H₂₉NO₂

Average Molecular Weight

387.514

Monoisotopic Molecular Weight

387.219829177

IUPAC Name

3-[(1E)-1-{4-[2-(dimethylamino)ethoxy]phenyl}-2-phenylbut-1-en-1-yl]phenol

Traditional Name

droloxifene

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C26H29NO2/c1-4-25(20-9-6-5-7-10-20)26(22-11-8-12-23(28)19-22)21-13-15-24(16-14-21)29-18-17-27(2)3/h5-16,19,28H,4,17-18H2,1-3H3/b26-25+

InChI Key

ZQZFYGIXNQKOAV-OCEACIFDSA-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
Phenylpropane
Phenoxy compound
Phenol ether
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Benzenoid
Tertiary aliphatic amine
Tertiary amine
Ether
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Organopnictogen compound
Organic oxygen compound
Amine
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

stilbenoid (CHEBI:34731 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Organ

Liver (HMDB: HMDB0013868)
Kidney (HMDB: HMDB0013868)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Cellular substructure

Extracellular (HMDB: HMDB0013868)

Source

Endogenous

Endogenous (HMDB: HMDB0013868)

Process

Not Available

Role

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	0.0031 g/L	ALOGPS
logP	5.43	ALOGPS
logP	5.69	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Acidic)	9.43	ChemAxon
pKa (Strongest Basic)	8.66	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	32.7 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	130.41 m³·mol⁻¹	ChemAxon
Polarizability	45.23 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	198.767	30932474
DeepCCS	[M-H]-	196.409	30932474
DeepCCS	[M-2H]-	230.173	30932474
DeepCCS	[M+Na]+	205.668	30932474
AllCCS	[M+H]+	198.3	32859911
AllCCS	[M+H-H2O]+	195.5	32859911
AllCCS	[M+NH4]+	200.9	32859911
AllCCS	[M+Na]+	201.6	32859911
AllCCS	[M-H]-	201.0	32859911
AllCCS	[M+Na-2H]-	200.9	32859911
AllCCS	[M+HCOO]-	201.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3-Hydroxytamoxifen (Droloxifene)	CC\C(=C(\C1=CC=C(OCCN(C)C)C=C1)C1=CC=CC(O)=C1)C1=CC=CC=C1	4111.6	Standard polar	33892256
3-Hydroxytamoxifen (Droloxifene)	CC\C(=C(\C1=CC=C(OCCN(C)C)C=C1)C1=CC=CC(O)=C1)C1=CC=CC=C1	2759.6	Standard non polar	33892256
3-Hydroxytamoxifen (Droloxifene)	CC\C(=C(\C1=CC=C(OCCN(C)C)C=C1)C1=CC=CC(O)=C1)C1=CC=CC=C1	3029.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3-Hydroxytamoxifen (Droloxifene),1TMS,isomer #1	CC/C(=C(/C1=CC=C(OCCN(C)C)C=C1)C1=CC=CC(O[Si](C)(C)C)=C1)C1=CC=CC=C1	3305.3	Semi standard non polar	33892256
3-Hydroxytamoxifen (Droloxifene),1TBDMS,isomer #1	CC/C(=C(/C1=CC=C(OCCN(C)C)C=C1)C1=CC=CC(O[Si](C)(C)C(C)(C)C)=C1)C1=CC=CC=C1	3490.5	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Hydroxytamoxifen (Droloxifene) GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-9134000000-b63be8917e73d1f75def	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Hydroxytamoxifen (Droloxifene) GC-MS (1 TMS) - 70eV, Positive	splash10-0a4i-9104300000-0991f6db19bd6e1d5545	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Hydroxytamoxifen (Droloxifene) GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Hydroxytamoxifen (Droloxifene) 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 - 3-Hydroxytamoxifen (Droloxifene) 10V, Positive-QTOF	splash10-000i-1239000000-9f2672aaafa273b49fdd	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxytamoxifen (Droloxifene) 20V, Positive-QTOF	splash10-00di-9445000000-3fa1862ad464d04f9995	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxytamoxifen (Droloxifene) 40V, Positive-QTOF	splash10-00di-9161000000-cb601ca86acfeac8e794	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxytamoxifen (Droloxifene) 10V, Negative-QTOF	splash10-000i-0009000000-701d728d634463f5b250	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxytamoxifen (Droloxifene) 20V, Negative-QTOF	splash10-014r-1019000000-e773b49fae6aa9d6e8b7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxytamoxifen (Droloxifene) 40V, Negative-QTOF	splash10-014j-4196000000-4566b3b75229f063e25f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxytamoxifen (Droloxifene) 10V, Negative-QTOF	splash10-000i-0009000000-d21bc4977cae5eb4e4dc	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxytamoxifen (Droloxifene) 20V, Negative-QTOF	splash10-000i-0019000000-41e7ecc66543048b5ba7	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxytamoxifen (Droloxifene) 40V, Negative-QTOF	splash10-02tj-0098000000-fdfe56a6863beefef44b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxytamoxifen (Droloxifene) 10V, Positive-QTOF	splash10-000i-0019000000-c6d2390ca24399415176	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxytamoxifen (Droloxifene) 20V, Positive-QTOF	splash10-00dr-7129000000-ec7e43286bb3214886d6	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxytamoxifen (Droloxifene) 40V, Positive-QTOF	splash10-00di-9100000000-dbc49d43bcb79bb5bff8	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry	21059682	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

2298372

KEGG Compound ID

C14296

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3033767

PDB ID

Not Available

ChEBI ID

106288

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 3-Hydroxytamoxifen (Droloxifene) (HMDB0013868)

MOL for HMDB0013868 (3-Hydroxytamoxifen (Droloxifene))

3D MOL for HMDB0013868 (3-Hydroxytamoxifen (Droloxifene))

3D SDF for HMDB0013868 (3-Hydroxytamoxifen (Droloxifene))

3D-SDF for HMDB0013868 (3-Hydroxytamoxifen (Droloxifene))

PDB for HMDB0013868 (3-Hydroxytamoxifen (Droloxifene))

3D PDB for HMDB0013868 (3-Hydroxytamoxifen (Droloxifene))

SMILES for HMDB0013868 (3-Hydroxytamoxifen (Droloxifene))

INCHI for HMDB0013868 (3-Hydroxytamoxifen (Droloxifene))

Structure for HMDB0013868 (3-Hydroxytamoxifen (Droloxifene))

3D Structure for HMDB0013868 (3-Hydroxytamoxifen (Droloxifene))

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra