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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (5) Show 5 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:50 UTC

Update Date

2022-03-07 02:51:45 UTC

HMDB ID

HMDB0014813

Secondary Accession Numbers

HMDB14813

Metabolite Identification

Common Name

Tamoxifen

Description

Tamoxifen is only found in individuals that have used or taken this drug. It is one of the selective estrogen receptor modulators with tissue-specific activities. Tamoxifen acts as an anti-estrogen (inhibiting agent) in the mammary tissue, but as an estrogen (stimulating agent) in cholesterol metabolism, bone density, and cell proliferation in the endometrium. [PubChem]Tamoxifen binds to estrogen receptors (ER), inducing a conformational change in the receptor. This results in a blockage or change in the expression of estrogen dependent genes. The prolonged binding of tamoxifen to the nuclear chromatin of these results in reduced DNA polymerase activity, impaired thymidine utilization, blockade of estradiol uptake, and decreased estrogen response. It is likely that tamoxifen interacts with other coactivators or corepressors in the tissue and binds with different estrogen receptors, ER-alpha or ER-beta, producing both estrogenic and antiestrogenic effects.

Structure

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

675
  Mrv0541 02231214552D          

 28 30  0  0  0  0            999 V2000
    4.5080   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -2.8876    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    2.4751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    3.3001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    2.4751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    3.7126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    3.3001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    2.4751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -2.4751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    3.7126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515    2.4751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515    3.3001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -3.7126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -2.4751    0.0000 C   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
M  END

HMDB0014813
     RDKit          3D
Tamoxifen
 57 59  0  0  0  0  0  0  0  0999 V2000
   -4.9427   -0.1138    1.8717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4961   -0.6725    0.5516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1372   -0.1346    0.1506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0783   -0.8985    0.0334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1329   -2.3576    0.3016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6689   -2.8985    1.4437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7055   -4.2663    1.6511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1916   -5.1165    0.6896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6466   -4.6056   -0.4677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6300   -3.2354   -0.6349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8184   -0.3243   -0.4284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6648    0.5436   -1.4741 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5537    1.0481   -1.8783 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6848    0.6672   -1.2050 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9057    1.1552   -1.5917 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0821    0.7389   -0.8796 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2330    1.4451   -1.5584 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4701    1.0955   -0.9291 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5274    1.6215    0.3885 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8904   -0.2451   -1.1150 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5789   -0.2002   -0.1504 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3364   -0.6981    0.2424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0066    1.2985   -0.0501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9342    1.9464   -0.8096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8853    3.3033   -0.9992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8954    4.0508   -0.4265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9464    3.4075    0.3469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0025    2.0198    0.5369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1123   -0.1053    2.6059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7561   -0.8012    2.2415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3119    0.9277    1.7917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4991   -1.7512    0.4527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2244   -0.2748   -0.2318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0668   -2.2721    2.2181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1271   -4.6872    2.5502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2046   -6.1761    0.8201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2374   -5.2750   -1.2333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2057   -2.8153   -1.5364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5536    0.8389   -2.0177 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6109    1.7492   -2.7358 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0144    1.0256    0.1930 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2351   -0.3343   -0.9608 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0077    2.5349   -1.4886 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2428    1.1289   -2.6206 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8681    2.5341    0.4225 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5497    2.0150    0.5982 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1558    0.9564    1.1715 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7936   -0.3537   -1.7545 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0874   -0.8181   -1.6198 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0616   -0.7189   -0.1274 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4822   -0.4891    0.3697 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3406   -1.3715    1.0757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7473    1.4058   -1.2913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6248    3.8235   -1.6045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8549    5.1357   -0.5769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1711    3.9978    0.7953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2322    1.5959    1.1518 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  2  0
  4 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 14 21  1  0
 21 22  2  0
  3 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 10  5  1  0
 22 11  1  0
 28 23  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  2 33  1  0
  6 34  1  0
  7 35  1  0
  8 36  1  0
  9 37  1  0
 10 38  1  0
 12 39  1  0
 13 40  1  0
 16 41  1  0
 16 42  1  0
 17 43  1  0
 17 44  1  0
 19 45  1  0
 19 46  1  0
 19 47  1  0
 20 48  1  0
 20 49  1  0
 20 50  1  0
 21 51  1  0
 22 52  1  0
 24 53  1  0
 25 54  1  0
 26 55  1  0
 27 56  1  0
 28 57  1  0
M  END

675
  Mrv0541 02231214552D          

 28 30  0  0  0  0            999 V2000
    4.5080   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -2.8876    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    2.4751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    3.3001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    2.4751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    3.7126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    3.3001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    2.4751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -2.4751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    3.7126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515    2.4751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515    3.3001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -3.7126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -2.4751    0.0000 C   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
M  END
> <DATABASE_ID>
HMDB0014813

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C26H29NO/c1-4-25(21-11-7-5-8-12-21)26(22-13-9-6-10-14-22)23-15-17-24(18-16-23)28-20-19-27(2)3/h5-18H,4,19-20H2,1-3H3/b26-25-

> <INCHI_KEY>
NKANXQFJJICGDU-QPLCGJKRSA-N

> <FORMULA>
C26H29NO

> <MOLECULAR_WEIGHT>
371.5146

> <EXACT_MASS>
371.224914555

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
44.19315485677083

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2-{4-[(1Z)-1,2-diphenylbut-1-en-1-yl]phenoxy}ethyl)dimethylamine

> <ALOGPS_LOGP>
5.93

> <JCHEM_LOGP>
6.351221955666667

> <ALOGPS_LOGS>
-5.56

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
8.764365150529695

> <JCHEM_POLAR_SURFACE_AREA>
12.47

> <JCHEM_REFRACTIVITY>
128.43080000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.02e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
tamoxifen

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0014813
     RDKit          3D
Tamoxifen
 57 59  0  0  0  0  0  0  0  0999 V2000
   -4.9427   -0.1138    1.8717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4961   -0.6725    0.5516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1372   -0.1346    0.1506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0783   -0.8985    0.0334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1329   -2.3576    0.3016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6689   -2.8985    1.4437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7055   -4.2663    1.6511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1916   -5.1165    0.6896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6466   -4.6056   -0.4677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6300   -3.2354   -0.6349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8184   -0.3243   -0.4284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6648    0.5436   -1.4741 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5537    1.0481   -1.8783 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6848    0.6672   -1.2050 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9057    1.1552   -1.5917 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0821    0.7389   -0.8796 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2330    1.4451   -1.5584 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4701    1.0955   -0.9291 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5274    1.6215    0.3885 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8904   -0.2451   -1.1150 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5789   -0.2002   -0.1504 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3364   -0.6981    0.2424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0066    1.2985   -0.0501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9342    1.9464   -0.8096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8853    3.3033   -0.9992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8954    4.0508   -0.4265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9464    3.4075    0.3469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0025    2.0198    0.5369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1123   -0.1053    2.6059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7561   -0.8012    2.2415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3119    0.9277    1.7917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4991   -1.7512    0.4527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2244   -0.2748   -0.2318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0668   -2.2721    2.2181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1271   -4.6872    2.5502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2046   -6.1761    0.8201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2374   -5.2750   -1.2333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2057   -2.8153   -1.5364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5536    0.8389   -2.0177 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6109    1.7492   -2.7358 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0144    1.0256    0.1930 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2351   -0.3343   -0.9608 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0077    2.5349   -1.4886 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2428    1.1289   -2.6206 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8681    2.5341    0.4225 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5497    2.0150    0.5982 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1558    0.9564    1.1715 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7936   -0.3537   -1.7545 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0874   -0.8181   -1.6198 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0616   -0.7189   -0.1274 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4822   -0.4891    0.3697 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3406   -1.3715    1.0757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7473    1.4058   -1.2913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6248    3.8235   -1.6045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8549    5.1357   -0.5769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1711    3.9978    0.7953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2322    1.5959    1.1518 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  2  0
  4 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 14 21  1  0
 21 22  2  0
  3 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 10  5  1  0
 22 11  1  0
 28 23  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  2 33  1  0
  6 34  1  0
  7 35  1  0
  8 36  1  0
  9 37  1  0
 10 38  1  0
 12 39  1  0
 13 40  1  0
 16 41  1  0
 16 42  1  0
 17 43  1  0
 17 44  1  0
 19 45  1  0
 19 46  1  0
 19 47  1  0
 20 48  1  0
 20 49  1  0
 20 50  1  0
 21 51  1  0
 22 52  1  0
 24 53  1  0
 25 54  1  0
 26 55  1  0
 27 56  1  0
 28 57  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 675                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0       8.415  -2.310   0.000  0.00  0.00           O+0
HETATM    2  N   UNK     0       5.748  -5.390   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       8.415   3.850   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.081   4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.415   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.081   6.160   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.748   4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.748   3.850   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.748   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.081   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.748   6.930   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.415  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.748   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.081   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.748   6.160   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      11.082   3.850   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.748   2.310   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.414   4.620   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.081  -4.620   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.081  -3.080   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      11.082   6.930   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      12.416   4.620   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.414   1.540   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.080   3.850   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      12.416   6.160   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       3.080   2.310   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.748  -6.930   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       4.414  -4.620   0.000  0.00  0.00           C+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                                                       
CONECT   23   17   26                                                       
CONECT   24   18   26                                                       
CONECT   25   21   22                                                       
CONECT   26   23   24                                                       
CONECT   27    2                                                            
CONECT   28    2                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   60    0
END

COMPND    HMDB0014813
HETATM    1  C1  UNL     1      -4.943  -0.114   1.872  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.496  -0.673   0.552  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.137  -0.135   0.151  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.078  -0.899   0.033  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.133  -2.358   0.302  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.669  -2.899   1.444  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.706  -4.266   1.651  1.00  0.00           C  
HETATM    8  C8  UNL     1      -2.192  -5.116   0.690  1.00  0.00           C  
HETATM    9  C9  UNL     1      -1.647  -4.606  -0.468  1.00  0.00           C  
HETATM   10  C10 UNL     1      -1.630  -3.235  -0.635  1.00  0.00           C  
HETATM   11  C11 UNL     1      -0.818  -0.324  -0.428  1.00  0.00           C  
HETATM   12  C12 UNL     1      -0.665   0.544  -1.474  1.00  0.00           C  
HETATM   13  C13 UNL     1       0.554   1.048  -1.878  1.00  0.00           C  
HETATM   14  C14 UNL     1       1.685   0.667  -1.205  1.00  0.00           C  
HETATM   15  O1  UNL     1       2.906   1.155  -1.592  1.00  0.00           O  
HETATM   16  C15 UNL     1       4.082   0.739  -0.880  1.00  0.00           C  
HETATM   17  C16 UNL     1       5.233   1.445  -1.558  1.00  0.00           C  
HETATM   18  N1  UNL     1       6.470   1.095  -0.929  1.00  0.00           N  
HETATM   19  C17 UNL     1       6.527   1.621   0.388  1.00  0.00           C  
HETATM   20  C18 UNL     1       6.890  -0.245  -1.115  1.00  0.00           C  
HETATM   21  C19 UNL     1       1.579  -0.200  -0.150  1.00  0.00           C  
HETATM   22  C20 UNL     1       0.336  -0.698   0.242  1.00  0.00           C  
HETATM   23  C21 UNL     1      -3.007   1.299  -0.050  1.00  0.00           C  
HETATM   24  C22 UNL     1      -3.934   1.946  -0.810  1.00  0.00           C  
HETATM   25  C23 UNL     1      -3.885   3.303  -0.999  1.00  0.00           C  
HETATM   26  C24 UNL     1      -2.895   4.051  -0.426  1.00  0.00           C  
HETATM   27  C25 UNL     1      -1.946   3.407   0.347  1.00  0.00           C  
HETATM   28  C26 UNL     1      -2.002   2.020   0.537  1.00  0.00           C  
HETATM   29  H1  UNL     1      -4.112  -0.105   2.606  1.00  0.00           H  
HETATM   30  H2  UNL     1      -5.756  -0.801   2.241  1.00  0.00           H  
HETATM   31  H3  UNL     1      -5.312   0.928   1.792  1.00  0.00           H  
HETATM   32  H4  UNL     1      -4.499  -1.751   0.453  1.00  0.00           H  
HETATM   33  H5  UNL     1      -5.224  -0.275  -0.232  1.00  0.00           H  
HETATM   34  H6  UNL     1      -3.067  -2.272   2.218  1.00  0.00           H  
HETATM   35  H7  UNL     1      -3.127  -4.687   2.550  1.00  0.00           H  
HETATM   36  H8  UNL     1      -2.205  -6.176   0.820  1.00  0.00           H  
HETATM   37  H9  UNL     1      -1.237  -5.275  -1.233  1.00  0.00           H  
HETATM   38  H10 UNL     1      -1.206  -2.815  -1.536  1.00  0.00           H  
HETATM   39  H11 UNL     1      -1.554   0.839  -2.018  1.00  0.00           H  
HETATM   40  H12 UNL     1       0.611   1.749  -2.736  1.00  0.00           H  
HETATM   41  H13 UNL     1       4.014   1.026   0.193  1.00  0.00           H  
HETATM   42  H14 UNL     1       4.235  -0.334  -0.961  1.00  0.00           H  
HETATM   43  H15 UNL     1       5.008   2.535  -1.489  1.00  0.00           H  
HETATM   44  H16 UNL     1       5.243   1.129  -2.621  1.00  0.00           H  
HETATM   45  H17 UNL     1       5.868   2.534   0.423  1.00  0.00           H  
HETATM   46  H18 UNL     1       7.550   2.015   0.598  1.00  0.00           H  
HETATM   47  H19 UNL     1       6.156   0.956   1.172  1.00  0.00           H  
HETATM   48  H20 UNL     1       7.794  -0.354  -1.755  1.00  0.00           H  
HETATM   49  H21 UNL     1       6.087  -0.818  -1.620  1.00  0.00           H  
HETATM   50  H22 UNL     1       7.062  -0.719  -0.127  1.00  0.00           H  
HETATM   51  H23 UNL     1       2.482  -0.489   0.370  1.00  0.00           H  
HETATM   52  H24 UNL     1       0.341  -1.371   1.076  1.00  0.00           H  
HETATM   53  H25 UNL     1      -4.747   1.406  -1.291  1.00  0.00           H  
HETATM   54  H26 UNL     1      -4.625   3.824  -1.605  1.00  0.00           H  
HETATM   55  H27 UNL     1      -2.855   5.136  -0.577  1.00  0.00           H  
HETATM   56  H28 UNL     1      -1.171   3.998   0.795  1.00  0.00           H  
HETATM   57  H29 UNL     1      -1.232   1.596   1.152  1.00  0.00           H  
CONECT    1    2   29   30   31
CONECT    2    3   32   33
CONECT    3    4    4   23
CONECT    4    5   11
CONECT    5    6    6   10
CONECT    6    7   34
CONECT    7    8    8   35
CONECT    8    9   36
CONECT    9   10   10   37
CONECT   10   38
CONECT   11   12   12   22
CONECT   12   13   39
CONECT   13   14   14   40
CONECT   14   15   21
CONECT   15   16
CONECT   16   17   41   42
CONECT   17   18   43   44
CONECT   18   19   20
CONECT   19   45   46   47
CONECT   20   48   49   50
CONECT   21   22   22   51
CONECT   22   52
CONECT   23   24   24   28
CONECT   24   25   53
CONECT   25   26   26   54
CONECT   26   27   55
CONECT   27   28   28   56
CONECT   28   57
END

HMDB0014813
     RDKit          3D
Tamoxifen
 57 59  0  0  0  0  0  0  0  0999 V2000
   -4.9427   -0.1138    1.8717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4961   -0.6725    0.5516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1372   -0.1346    0.1506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0783   -0.8985    0.0334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1329   -2.3576    0.3016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6689   -2.8985    1.4437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7055   -4.2663    1.6511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1916   -5.1165    0.6896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6466   -4.6056   -0.4677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6300   -3.2354   -0.6349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8184   -0.3243   -0.4284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6648    0.5436   -1.4741 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5537    1.0481   -1.8783 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6848    0.6672   -1.2050 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9057    1.1552   -1.5917 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0821    0.7389   -0.8796 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2330    1.4451   -1.5584 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4701    1.0955   -0.9291 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5274    1.6215    0.3885 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8904   -0.2451   -1.1150 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5789   -0.2002   -0.1504 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3364   -0.6981    0.2424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0066    1.2985   -0.0501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9342    1.9464   -0.8096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8853    3.3033   -0.9992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8954    4.0508   -0.4265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9464    3.4075    0.3469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0025    2.0198    0.5369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1123   -0.1053    2.6059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7561   -0.8012    2.2415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3119    0.9277    1.7917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4991   -1.7512    0.4527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2244   -0.2748   -0.2318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0668   -2.2721    2.2181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1271   -4.6872    2.5502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2046   -6.1761    0.8201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2374   -5.2750   -1.2333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2057   -2.8153   -1.5364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5536    0.8389   -2.0177 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6109    1.7492   -2.7358 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0144    1.0256    0.1930 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2351   -0.3343   -0.9608 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0077    2.5349   -1.4886 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2428    1.1289   -2.6206 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8681    2.5341    0.4225 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5497    2.0150    0.5982 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1558    0.9564    1.1715 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7936   -0.3537   -1.7545 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0874   -0.8181   -1.6198 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0616   -0.7189   -0.1274 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4822   -0.4891    0.3697 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3406   -1.3715    1.0757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7473    1.4058   -1.2913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6248    3.8235   -1.6045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8549    5.1357   -0.5769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1711    3.9978    0.7953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2322    1.5959    1.1518 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  2  0
  4 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 14 21  1  0
 21 22  2  0
  3 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 10  5  1  0
 22 11  1  0
 28 23  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  2 33  1  0
  6 34  1  0
  7 35  1  0
  8 36  1  0
  9 37  1  0
 10 38  1  0
 12 39  1  0
 13 40  1  0
 16 41  1  0
 16 42  1  0
 17 43  1  0
 17 44  1  0
 19 45  1  0
 19 46  1  0
 19 47  1  0
 20 48  1  0
 20 49  1  0
 20 50  1  0
 21 51  1  0
 22 52  1  0
 24 53  1  0
 25 54  1  0
 26 55  1  0
 27 56  1  0
 28 57  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(Z)-2-(4-(1,2-Diphenyl-1-butenyl)phenoxy)-N,N-dimethylethanamine	ChEBI
(Z)-2-(Para-(1,2-diphenyl-1-butenyl)phenoxy)-N,N-dimethylamine	ChEBI
1-p-beta-Dimethylaminoethoxyphenyl-trans-1,2-diphenylbut-1-ene	ChEBI
1-Para-beta-dimethylaminoethoxyphenyl-trans-1,2-diphenylbut-1-ene	ChEBI
Apo-tamox	ChEBI
Citofen	ChEBI
Crisafeno	ChEBI
Diemon	ChEBI
Gen-tamoxifen	ChEBI
Istubol	ChEBI
Noltam	ChEBI
Nourytam	ChEBI
Oncomox	ChEBI
Retaxim	ChEBI
Tamofen	ChEBI
Tamone	ChEBI
Tamoxasta	ChEBI
Tamoxifene	ChEBI
Tamoxifeno	ChEBI
Tamoxifenum	ChEBI
trans-Tamoxifen	ChEBI
Valodex	ChEBI
Zemide	ChEBI
Tamoplex	Kegg
1-p-b-Dimethylaminoethoxyphenyl-trans-1,2-diphenylbut-1-ene	Generator
1-p-Β-dimethylaminoethoxyphenyl-trans-1,2-diphenylbut-1-ene	Generator
1-Para-b-dimethylaminoethoxyphenyl-trans-1,2-diphenylbut-1-ene	Generator
1-Para-β-dimethylaminoethoxyphenyl-trans-1,2-diphenylbut-1-ene	Generator
Tamoxifen citrate	HMDB
Nolvadex	HMDB
Novaldex	HMDB
Savient brand OF tamoxifen citrate	HMDB
Citrate, tamoxifen	HMDB
Tomaxithen	HMDB
Soltamox	HMDB
Zitazonium	HMDB

Chemical Formula

C₂₆H₂₉NO

Average Molecular Weight

371.5146

Monoisotopic Molecular Weight

371.224914555

IUPAC Name

(2-{4-[(1Z)-1,2-diphenylbut-1-en-1-yl]phenoxy}ethyl)dimethylamine

Traditional Name

tamoxifen

CAS Registry Number

10540-29-1

SMILES

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

InChI Identifier

InChI=1S/C26H29NO/c1-4-25(21-11-7-5-8-12-21)26(22-13-9-6-10-14-22)23-15-17-24(18-16-23)28-20-19-27(2)3/h5-18H,4,19-20H2,1-3H3/b26-25-

InChI Key

NKANXQFJJICGDU-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
Phenylpropane
Phenoxy compound
Phenol ether
Alkyl aryl ether
Benzenoid
Monocyclic benzene moiety
Tertiary aliphatic amine
Tertiary amine
Ether
Organopnictogen compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Amine
Organic oxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

tertiary amino compound (CHEBI:41774 )
stilbenoid (CHEBI:41774 )

Ontology

Not Available

Urine (PMID: 21059682)

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Cellular substructure

Cytoplasm (HMDB: HMDB0014813)
Membrane (HMDB: HMDB0014813)

Process

Naturally occurring process

Biological process

Biochemical pathway

Drug action pathway

Tamoxifen Action Pathway (PathBank: SMP0000471)

Metabolic pathway

Tamoxifen Metabolism Pathway (PathBank: SMP0000606)

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	97 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.001 g/L	Not Available
LogP	7.1	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	CBM	197.1	30932474
[M+H]+	Not Available	197.208	http://allccs.zhulab.cn/database/detail?ID=AllCCS00001399

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.001 g/L	ALOGPS
logP	5.93	ALOGPS
logP	6.35	ChemAxon
logS	-5.6	ALOGPS
pKa (Strongest Basic)	8.76	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	12.47 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	128.43 m³·mol⁻¹	ChemAxon
Polarizability	44.19 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
DarkChem	[M+H]+	190.717	31661259
DarkChem	[M-H]-	189.72	31661259
DeepCCS	[M+H]+	196.764	30932474
DeepCCS	[M-H]-	194.398	30932474
DeepCCS	[M-2H]-	228.697	30932474
DeepCCS	[M+Na]+	203.925	30932474
AllCCS	[M+H]+	194.8	32859911
AllCCS	[M+H-H2O]+	191.9	32859911
AllCCS	[M+NH4]+	197.5	32859911
AllCCS	[M+Na]+	198.3	32859911
AllCCS	[M-H]-	198.3	32859911
AllCCS	[M+Na-2H]-	198.1	32859911
AllCCS	[M+HCOO]-	198.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Tamoxifen	CC\C(=C(/C1=CC=CC=C1)C1=CC=C(OCCN(C)C)C=C1)C1=CC=CC=C1	3797.3	Standard polar	33892256
Tamoxifen	CC\C(=C(/C1=CC=CC=C1)C1=CC=C(OCCN(C)C)C=C1)C1=CC=CC=C1	2804.1	Standard non polar	33892256
Tamoxifen	CC\C(=C(/C1=CC=CC=C1)C1=CC=C(OCCN(C)C)C=C1)C1=CC=CC=C1	2726.4	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 - Tamoxifen GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-9144000000-3359f7eb514ced73f022	2017-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tamoxifen 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - Tamoxifen , positive-QTOF	splash10-004i-3972000000-38c8a6cb6c6f2505438b	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Tamoxifen LC-ESI-QFT , positive-QTOF	splash10-00di-9006000000-8443975759913521d9cd	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Tamoxifen 40V, Positive-QTOF	splash10-004i-0890000000-7d32643701e60529d39b	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Tamoxifen 40V, Positive-QTOF	splash10-004i-0890000000-fd906e590fdf543b6899	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Tamoxifen 35V, Positive-QTOF	splash10-00di-9006000000-f84f79502277004ac040	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Tamoxifen 30V, Positive-QTOF	splash10-00di-0349000000-4205fab50150d73f24d6	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Tamoxifen 10V, Positive-QTOF	splash10-00di-0009000000-a245a8f75fd67b24d125	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Tamoxifen 20V, Positive-QTOF	splash10-00di-0009000000-cf65e058d06ec3f0c2d2	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Tamoxifen 15V, Positive-QTOF	splash10-00di-0009000000-e2e1640918ad010e0f15	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Tamoxifen 50V, Positive-QTOF	splash10-004i-0980000000-655d348a80f2ddaa2113	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Tamoxifen 30V, Positive-QTOF	splash10-00di-9002000000-1725fbd9626a212cad69	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Tamoxifen 45V, Positive-QTOF	splash10-00di-9000000000-b52da730d05051dbfa6c	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Tamoxifen 75V, Positive-QTOF	splash10-00di-9000000000-fdf49fca2d2b0e8c78d1	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Tamoxifen 60V, Positive-QTOF	splash10-00di-9000000000-a8956f34f19e5a62993c	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Tamoxifen 40V, Positive-QTOF	splash10-00dl-9100000000-1fb3454c775df7c7ed05	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Tamoxifen 20V, Positive-QTOF	splash10-00di-9116000000-3913ede2827c62364821	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Tamoxifen 10V, Positive-QTOF	splash10-00di-9000000000-c281f0985f57fc828737	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Tamoxifen 90V, Positive-QTOF	splash10-00di-9100000000-60d346ff207483b51e77	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Tamoxifen 50V, Positive-QTOF	splash10-004i-0980000000-ac0d9364dc824e030b74	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tamoxifen 10V, Positive-QTOF	splash10-00di-1249000000-300a60fd4d5ac611b49c	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tamoxifen 20V, Positive-QTOF	splash10-00di-9464000000-b29d0ae97047e89de42d	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tamoxifen 40V, Positive-QTOF	splash10-0600-9561000000-bb923af5238f4028d8b1	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tamoxifen 10V, Negative-QTOF	splash10-00di-1029000000-e34a1955366e5613bde8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tamoxifen 20V, Negative-QTOF	splash10-006t-1095000000-1eb06b0cfd7f34bf9808	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tamoxifen 40V, Negative-QTOF	splash10-000t-2190000000-7cebd77678fb7be2a3e5	2016-08-03	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

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	Taking drug identified by DrugBank entry DB00675	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00675	21059682	details

Abnormal Concentrations

Not Available

Predicted Concentrations

Biospecimen	Value	Original age	Original sex	Original condition	Comments
Blood	0.000 uM	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities
Blood	0.000 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00675

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

2015313

KEGG Compound ID

C07108

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Tamoxifen

METLIN ID

Not Available

PubChem Compound

2733526

PDB ID

Not Available

ChEBI ID

41774

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

Jordan VC: Fourteenth Gaddum Memorial Lecture. A current view of tamoxifen for the treatment and prevention of breast cancer. Br J Pharmacol. 1993 Oct;110(2):507-17. [PubMed:8242225 ]
Howell A, Cuzick J, Baum M, Buzdar A, Dowsett M, Forbes JF, Hoctin-Boes G, Houghton J, Locker GY, Tobias JS: Results of the ATAC (Arimidex, Tamoxifen, Alone or in Combination) trial after completion of 5 years' adjuvant treatment for breast cancer. Lancet. 2005 Jan 1-7;365(9453):60-2. [PubMed:15639680 ]
Steiner AZ, Terplan M, Paulson RJ: Comparison of tamoxifen and clomiphene citrate for ovulation induction: a meta-analysis. Hum Reprod. 2005 Jun;20(6):1511-5. Epub 2005 Apr 21. [PubMed:15845599 ]
Jordan VC: Tamoxifen (ICI46,474) as a targeted therapy to treat and prevent breast cancer. Br J Pharmacol. 2006 Jan;147 Suppl 1:S269-76. [PubMed:16402113 ]
van Bommel EF, Hendriksz TR, Huiskes AW, Zeegers AG: Brief communication: tamoxifen therapy for nonmalignant retroperitoneal fibrosis. Ann Intern Med. 2006 Jan 17;144(2):101-6. [PubMed:16418409 ]
Graumann K, Jungbauer A: Agonistic and synergistic activity of tamoxifen in a yeast model system. Biochem Pharmacol. 2000 Jan 15;59(2):177-85. [PubMed:10810452 ]
(). FDA label . .

Enzymes

Enzyme Details

1. Dimethylaniline monooxygenase [N-oxide-forming] 5

General function:: Involved in flavin-containing monooxygenase activity
Specific function:: In contrast with other forms of FMO it does not seem to be a drug-metabolizing enzyme.
Gene Name:: FMO5
Uniprot ID:: P49326
Molecular weight:: 32480.04

Reactions

Tamoxifen + Oxygen + NADPH + Hydrogen Ion → Tamoxifen N-oxide + NADP + Water	details

Enzyme Details

2. Dimethylaniline monooxygenase [N-oxide-forming] 2

General function:: Involved in flavin-containing monooxygenase activity
Specific function:: Catalyzes the N-oxidation of certain primary alkylamines to their oximes via an N-hydroxylamine intermediate. Inactive toward certain tertiary amines, such as imipramine or chloropromazine. Can catalyze the S-oxidation of methimazole. The truncated form is catalytically inactive.
Gene Name:: FMO2
Uniprot ID:: Q99518
Molecular weight:: 53643.29

Reactions

Tamoxifen + Oxygen + NADPH + Hydrogen Ion → Tamoxifen N-oxide + NADP + Water	details

Enzyme Details

3. Dimethylaniline monooxygenase [N-oxide-forming] 4

General function:: Involved in flavin-containing monooxygenase activity
Specific function:: This protein is involved in the oxidative metabolism of a variety of xenobiotics such as drugs and pesticides.
Gene Name:: FMO4
Uniprot ID:: P31512
Molecular weight:: 63342.055

Reactions

Tamoxifen + Oxygen + NADPH + Hydrogen Ion → Tamoxifen N-oxide + NADP + Water	details

Enzyme Details

4. Dimethylaniline monooxygenase [N-oxide-forming] 3

General function:: Involved in flavin-containing monooxygenase activity
Specific function:: Involved in the oxidative metabolism of a variety of xenobiotics such as drugs and pesticides. It N-oxygenates primary aliphatic alkylamines as well as secondary and tertiary amines. Plays an important role in the metabolism of trimethylamine (TMA), via the production of TMA N-oxide (TMAO). Is also able to perform S-oxidation when acting on sulfide compounds.
Gene Name:: FMO3
Uniprot ID:: P31513
Molecular weight:: 60032.975

Reactions

Tamoxifen + Oxygen + NADPH + Hydrogen Ion → Tamoxifen N-oxide + NADP + Water	details

Enzyme Details

5. Dimethylaniline monooxygenase [N-oxide-forming] 1

General function:: Involved in flavin-containing monooxygenase activity
Specific function:: This protein is involved in the oxidative metabolism of a variety of xenobiotics such as drugs and pesticides. Form I catalyzes the N-oxygenation of secondary and tertiary amines.
Gene Name:: FMO1
Uniprot ID:: Q01740
Molecular weight:: 60310.285

Reactions

Tamoxifen + Oxygen + NADPH + Hydrogen Ion → Tamoxifen N-oxide + NADP + Water	details

Showing metabocard for Tamoxifen (HMDB0014813)

MOL for HMDB0014813 (Tamoxifen)

3D MOL for HMDB0014813 (Tamoxifen)

3D SDF for HMDB0014813 (Tamoxifen)

3D-SDF for HMDB0014813 (Tamoxifen)

PDB for HMDB0014813 (Tamoxifen)

3D PDB for HMDB0014813 (Tamoxifen)

SMILES for HMDB0014813 (Tamoxifen)

INCHI for HMDB0014813 (Tamoxifen)

Structure for HMDB0014813 (Tamoxifen)

3D Structure for HMDB0014813 (Tamoxifen)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions

Reactions

Reactions

Reactions

Reactions