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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

2013-05-17 01:26:20 UTC

Update Date

2019-07-23 07:14:30 UTC

HMDB ID

HMDB0060513

Secondary Accession Numbers

HMDB60513

Metabolite Identification

Common Name

Tamoxifen N-oxide

Description

Tamoxifen N-oxide 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. Tamoxifen N-oxide is a strong basic compound (based on its pKa). Within humans, tamoxifen N-oxide participates in a number of enzymatic reactions. In particular, tamoxifen N-oxide can be biosynthesized from tamoxifen; which is catalyzed by the enzymes dimethylaniline monooxygenase [N-oxide-forming] 3 and dimethylaniline monooxygenase [N-oxide-forming] 1. In addition, tamoxifen N-oxide can be converted into tamoxifen; which is catalyzed by the enzyme cytochrome P450 3A4. Tamoxifen N-oxide is a metabolite of tamoxifen. In humans, tamoxifen N-oxide is involved in tamoxifen metabolism pathway. 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. In other tissues such as the endometrium, it behaves as an agonist, and thus may be characterized as a mixed agonist/antagonist.

Structure

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


  Mrv0541 08291316222D          

 29 31  0  0  0  0            999 V2000
   15.2554   -5.3300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2554   -6.1550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9699   -6.5675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9699   -4.9175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6843   -5.3300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6843   -6.1550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5409   -6.5675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5409   -7.3925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2554   -7.8050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2554   -8.6300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9699   -9.0425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9699   -7.3925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6843   -7.8050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6843   -8.6300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8265   -6.1550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1120   -6.5675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8265   -7.8050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1120   -7.3925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3975   -7.8050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8265   -8.6300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1120   -9.0425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3975   -8.6300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3988   -9.0425    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.1133   -8.6300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8277   -9.0425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5422   -8.6300    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   20.2567   -8.2175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9547   -9.3444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1297   -7.9155    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  1  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  3  1  0  0  0  0
  2  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
  9 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 11  1  0  0  0  0
  7 15  1  0  0  0  0
 15 16  1  0  0  0  0
  8 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 17 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 19  1  0  0  0  0
 14 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 26 29  1  0  0  0  0
M  CHG  2  26   1  29  -1
M  END

HMDB0060513
     RDKit          3D
Tamoxifen N-oxide
 58 60  0  0  0  0  0  0  0  0999 V2000
   -5.2931   -0.8929    0.7480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4101    0.1708    1.2349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0089    0.2480    0.8304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2919   -0.6748    0.2717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7811   -2.0363   -0.0546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7007   -2.4044   -1.3897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0329   -3.6627   -1.8470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4638   -4.5769   -0.8977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5453   -4.2143    0.4333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2048   -2.9455    0.8570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8985   -0.3985   -0.1398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4571    0.6865   -0.7986 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8967    0.8023   -1.1277 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8110   -0.1645   -0.8004 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1607   -0.1162   -1.0954 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7674    0.9516   -1.7825 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2480    0.7419   -1.9695 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9807    0.6094   -0.7517 N   0  0  0  0  0  4  0  0  0  0  0  0
    5.4656   -0.4564    0.0988 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0966    1.8116    0.0150 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2529    0.2280   -1.0936 O   0  0  0  0  0  1  0  0  0  0  0  0
    1.3456   -1.2722   -0.1250 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0256   -1.3847    0.1961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2743    1.5267    1.1547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8985    2.6939    0.7904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3330    3.9250    1.0797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1275    3.9427    1.7433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5021    2.7740    2.1081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0914    1.5551    1.8058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3744   -0.4570    0.6077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1124   -1.3155   -0.2365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5080   -1.6477    1.5428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4948    0.2621    2.3796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8796    1.1617    0.9219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3606   -1.6837   -2.1244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9524   -3.9080   -2.9000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7391   -5.5794   -1.1880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8881   -4.9580    1.1479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2636   -2.6393    1.9074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1642    1.4492   -1.0736 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2273    1.6673   -1.6488 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5862    1.9370   -1.3037 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3392    1.0422   -2.8214 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6455    1.6194   -2.5118 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4477   -0.1402   -2.6124 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3203   -0.8031    0.7285 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6508   -0.1167    0.7577 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1439   -1.3042   -0.5197 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9812    1.7346    0.7059 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2063    1.9011    0.7036 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2407    2.7228   -0.5696 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0332   -2.0487    0.1477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2954   -2.2691    0.7238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8376    2.7111    0.2643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8518    4.8240    0.7775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6819    4.9182    1.9714 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4573    2.8084    2.6349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6118    0.6444    2.0934 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
 18 21  1  0
 14 22  1  0
 22 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
 10  5  1  0
 23 11  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
  8 37  1  0
  9 38  1  0
 10 39  1  0
 12 40  1  0
 13 41  1  0
 16 42  1  0
 16 43  1  0
 17 44  1  0
 17 45  1  0
 19 46  1  0
 19 47  1  0
 19 48  1  0
 20 49  1  0
 20 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  CHG  2  18   1  21  -1
M  END


  Mrv0541 08291316222D          

 29 31  0  0  0  0            999 V2000
   15.2554   -5.3300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2554   -6.1550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9699   -6.5675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9699   -4.9175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6843   -5.3300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6843   -6.1550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5409   -6.5675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5409   -7.3925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2554   -7.8050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2554   -8.6300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9699   -9.0425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9699   -7.3925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6843   -7.8050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6843   -8.6300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8265   -6.1550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1120   -6.5675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8265   -7.8050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1120   -7.3925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3975   -7.8050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8265   -8.6300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1120   -9.0425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3975   -8.6300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3988   -9.0425    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.1133   -8.6300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8277   -9.0425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5422   -8.6300    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   20.2567   -8.2175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9547   -9.3444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1297   -7.9155    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  1  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  3  1  0  0  0  0
  2  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
  9 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 11  1  0  0  0  0
  7 15  1  0  0  0  0
 15 16  1  0  0  0  0
  8 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 17 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 19  1  0  0  0  0
 14 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 26 29  1  0  0  0  0
M  CHG  2  26   1  29  -1
M  END
> <DATABASE_ID>
HMDB0060513

> <DATABASE_NAME>
hmdb

> <SMILES>
CC\C(=C(/C1=CC=CC=C1)C1=CC=C(OCC[N+](C)(C)[O-])C=C1)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C26H29NO2/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)29-20-19-27(2,3)28/h5-18H,4,19-20H2,1-3H3/b26-25-

> <INCHI_KEY>
YAASNACECBQAFW-QPLCGJKRSA-N

> <FORMULA>
C26H29NO2

> <MOLECULAR_WEIGHT>
387.514

> <EXACT_MASS>
387.219829177

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
44.88834459985844

> <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}-N,N-dimethylethanamine oxide

> <ALOGPS_LOGP>
3.65

> <JCHEM_LOGP>
5.226846772333334

> <ALOGPS_LOGS>
-6.28

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
3.2667043158936986

> <JCHEM_POLAR_SURFACE_AREA>
36.11

> <JCHEM_REFRACTIVITY>
130.47570000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.02e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-{4-[(1Z)-1,2-diphenylbut-1-en-1-yl]phenoxy}-N,N-dimethylethanamine oxide

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0060513
     RDKit          3D
Tamoxifen N-oxide
 58 60  0  0  0  0  0  0  0  0999 V2000
   -5.2931   -0.8929    0.7480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4101    0.1708    1.2349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0089    0.2480    0.8304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2919   -0.6748    0.2717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7811   -2.0363   -0.0546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7007   -2.4044   -1.3897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0329   -3.6627   -1.8470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4638   -4.5769   -0.8977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5453   -4.2143    0.4333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2048   -2.9455    0.8570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8985   -0.3985   -0.1398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4571    0.6865   -0.7986 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8967    0.8023   -1.1277 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8110   -0.1645   -0.8004 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1607   -0.1162   -1.0954 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7674    0.9516   -1.7825 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2480    0.7419   -1.9695 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9807    0.6094   -0.7517 N   0  0  0  0  0  4  0  0  0  0  0  0
    5.4656   -0.4564    0.0988 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0966    1.8116    0.0150 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2529    0.2280   -1.0936 O   0  0  0  0  0  1  0  0  0  0  0  0
    1.3456   -1.2722   -0.1250 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0256   -1.3847    0.1961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2743    1.5267    1.1547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8985    2.6939    0.7904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3330    3.9250    1.0797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1275    3.9427    1.7433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5021    2.7740    2.1081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0914    1.5551    1.8058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3744   -0.4570    0.6077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1124   -1.3155   -0.2365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5080   -1.6477    1.5428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4948    0.2621    2.3796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8796    1.1617    0.9219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3606   -1.6837   -2.1244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9524   -3.9080   -2.9000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7391   -5.5794   -1.1880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8881   -4.9580    1.1479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2636   -2.6393    1.9074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1642    1.4492   -1.0736 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2273    1.6673   -1.6488 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5862    1.9370   -1.3037 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3392    1.0422   -2.8214 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6455    1.6194   -2.5118 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4477   -0.1402   -2.6124 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3203   -0.8031    0.7285 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6508   -0.1167    0.7577 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1439   -1.3042   -0.5197 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9812    1.7346    0.7059 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2063    1.9011    0.7036 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2407    2.7228   -0.5696 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0332   -2.0487    0.1477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2954   -2.2691    0.7238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8376    2.7111    0.2643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8518    4.8240    0.7775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6819    4.9182    1.9714 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4573    2.8084    2.6349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6118    0.6444    2.0934 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
 18 21  1  0
 14 22  1  0
 22 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
 10  5  1  0
 23 11  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
  8 37  1  0
  9 38  1  0
 10 39  1  0
 12 40  1  0
 13 41  1  0
 16 42  1  0
 16 43  1  0
 17 44  1  0
 17 45  1  0
 19 46  1  0
 19 47  1  0
 19 48  1  0
 20 49  1  0
 20 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  CHG  2  18   1  21  -1
M  END

HEADER    PROTEIN                                 29-AUG-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-AUG-13         0                                  
HETATM    1  C   UNK     0      28.477  -9.949   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      28.477 -11.489   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      29.810 -12.259   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      29.810  -9.179   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      31.144  -9.949   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      31.144 -11.489   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      27.143 -12.259   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      27.143 -13.799   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      28.477 -14.569   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      28.477 -16.109   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      29.810 -16.879   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      29.810 -13.799   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      31.144 -14.569   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      31.144 -16.109   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      25.809 -11.489   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      24.476 -12.259   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      25.809 -14.569   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      24.476 -13.799   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      23.142 -14.569   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      25.809 -16.109   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      24.476 -16.879   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      23.142 -16.109   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      32.478 -16.879   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      33.811 -16.109   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      35.145 -16.879   0.000  0.00  0.00           C+0
HETATM   26  N   UNK     0      36.479 -16.109   0.000  0.00  0.00           N+1
HETATM   27  C   UNK     0      37.813 -15.339   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      37.249 -17.443   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      35.709 -14.776   0.000  0.00  0.00           O-1
CONECT    1    2    4                                                       
CONECT    2    1    3    7                                                  
CONECT    3    2    6                                                       
CONECT    4    1    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    3                                                       
CONECT    7    2    8   15                                                  
CONECT    8    7    9   17                                                  
CONECT    9    8   10   12                                                  
CONECT   10    9   11                                                       
CONECT   11   10   14                                                       
CONECT   12    9   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   11   23                                                  
CONECT   15    7   16                                                       
CONECT   16   15                                                            
CONECT   17    8   18   20                                                  
CONECT   18   17   19                                                       
CONECT   19   18   22                                                       
CONECT   20   17   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   19                                                       
CONECT   23   14   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   28   29                                             
CONECT   27   26                                                            
CONECT   28   26                                                            
CONECT   29   26                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   62    0
END

COMPND    HMDB0060513
HETATM    1  C1  UNL     1      -5.293  -0.893   0.748  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.410   0.171   1.235  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.009   0.248   0.830  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.292  -0.675   0.272  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.781  -2.036  -0.055  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.701  -2.404  -1.390  1.00  0.00           C  
HETATM    7  C7  UNL     1      -3.033  -3.663  -1.847  1.00  0.00           C  
HETATM    8  C8  UNL     1      -3.464  -4.577  -0.898  1.00  0.00           C  
HETATM    9  C9  UNL     1      -3.545  -4.214   0.433  1.00  0.00           C  
HETATM   10  C10 UNL     1      -3.205  -2.945   0.857  1.00  0.00           C  
HETATM   11  C11 UNL     1      -0.899  -0.399  -0.140  1.00  0.00           C  
HETATM   12  C12 UNL     1      -0.457   0.687  -0.799  1.00  0.00           C  
HETATM   13  C13 UNL     1       0.897   0.802  -1.128  1.00  0.00           C  
HETATM   14  C14 UNL     1       1.811  -0.165  -0.800  1.00  0.00           C  
HETATM   15  O1  UNL     1       3.161  -0.116  -1.095  1.00  0.00           O  
HETATM   16  C15 UNL     1       3.767   0.952  -1.782  1.00  0.00           C  
HETATM   17  C16 UNL     1       5.248   0.742  -1.970  1.00  0.00           C  
HETATM   18  N1  UNL     1       5.981   0.609  -0.752  1.00  0.00           N1+
HETATM   19  C17 UNL     1       5.466  -0.456   0.099  1.00  0.00           C  
HETATM   20  C18 UNL     1       6.097   1.812   0.015  1.00  0.00           C  
HETATM   21  O2  UNL     1       7.253   0.228  -1.094  1.00  0.00           O1-
HETATM   22  C19 UNL     1       1.346  -1.272  -0.125  1.00  0.00           C  
HETATM   23  C20 UNL     1       0.026  -1.385   0.196  1.00  0.00           C  
HETATM   24  C21 UNL     1      -2.274   1.527   1.155  1.00  0.00           C  
HETATM   25  C22 UNL     1      -2.898   2.694   0.790  1.00  0.00           C  
HETATM   26  C23 UNL     1      -2.333   3.925   1.080  1.00  0.00           C  
HETATM   27  C24 UNL     1      -1.128   3.943   1.743  1.00  0.00           C  
HETATM   28  C25 UNL     1      -0.502   2.774   2.108  1.00  0.00           C  
HETATM   29  C26 UNL     1      -1.091   1.555   1.806  1.00  0.00           C  
HETATM   30  H1  UNL     1      -6.374  -0.457   0.608  1.00  0.00           H  
HETATM   31  H2  UNL     1      -5.112  -1.315  -0.237  1.00  0.00           H  
HETATM   32  H3  UNL     1      -5.508  -1.648   1.543  1.00  0.00           H  
HETATM   33  H4  UNL     1      -4.495   0.262   2.380  1.00  0.00           H  
HETATM   34  H5  UNL     1      -4.880   1.162   0.922  1.00  0.00           H  
HETATM   35  H6  UNL     1      -2.361  -1.684  -2.124  1.00  0.00           H  
HETATM   36  H7  UNL     1      -2.952  -3.908  -2.900  1.00  0.00           H  
HETATM   37  H8  UNL     1      -3.739  -5.579  -1.188  1.00  0.00           H  
HETATM   38  H9  UNL     1      -3.888  -4.958   1.148  1.00  0.00           H  
HETATM   39  H10 UNL     1      -3.264  -2.639   1.907  1.00  0.00           H  
HETATM   40  H11 UNL     1      -1.164   1.449  -1.074  1.00  0.00           H  
HETATM   41  H12 UNL     1       1.227   1.667  -1.649  1.00  0.00           H  
HETATM   42  H13 UNL     1       3.586   1.937  -1.304  1.00  0.00           H  
HETATM   43  H14 UNL     1       3.339   1.042  -2.821  1.00  0.00           H  
HETATM   44  H15 UNL     1       5.646   1.619  -2.512  1.00  0.00           H  
HETATM   45  H16 UNL     1       5.448  -0.140  -2.612  1.00  0.00           H  
HETATM   46  H17 UNL     1       6.320  -0.803   0.729  1.00  0.00           H  
HETATM   47  H18 UNL     1       4.651  -0.117   0.758  1.00  0.00           H  
HETATM   48  H19 UNL     1       5.144  -1.304  -0.520  1.00  0.00           H  
HETATM   49  H20 UNL     1       6.981   1.735   0.706  1.00  0.00           H  
HETATM   50  H21 UNL     1       5.206   1.901   0.704  1.00  0.00           H  
HETATM   51  H22 UNL     1       6.241   2.723  -0.570  1.00  0.00           H  
HETATM   52  H23 UNL     1       2.033  -2.049   0.148  1.00  0.00           H  
HETATM   53  H24 UNL     1      -0.295  -2.269   0.724  1.00  0.00           H  
HETATM   54  H25 UNL     1      -3.838   2.711   0.264  1.00  0.00           H  
HETATM   55  H26 UNL     1      -2.852   4.824   0.777  1.00  0.00           H  
HETATM   56  H27 UNL     1      -0.682   4.918   1.971  1.00  0.00           H  
HETATM   57  H28 UNL     1       0.457   2.808   2.635  1.00  0.00           H  
HETATM   58  H29 UNL     1      -0.612   0.644   2.093  1.00  0.00           H  
CONECT    1    2   30   31   32
CONECT    2    3   33   34
CONECT    3    4    4   24
CONECT    4    5   11
CONECT    5    6    6   10
CONECT    6    7   35
CONECT    7    8    8   36
CONECT    8    9   37
CONECT    9   10   10   38
CONECT   10   39
CONECT   11   12   12   23
CONECT   12   13   40
CONECT   13   14   14   41
CONECT   14   15   22
CONECT   15   16
CONECT   16   17   42   43
CONECT   17   18   44   45
CONECT   18   19   20   21
CONECT   19   46   47   48
CONECT   20   49   50   51
CONECT   22   23   23   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

HMDB0060513
     RDKit          3D
Tamoxifen N-oxide
 58 60  0  0  0  0  0  0  0  0999 V2000
   -5.2931   -0.8929    0.7480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4101    0.1708    1.2349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0089    0.2480    0.8304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2919   -0.6748    0.2717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7811   -2.0363   -0.0546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7007   -2.4044   -1.3897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0329   -3.6627   -1.8470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4638   -4.5769   -0.8977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5453   -4.2143    0.4333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2048   -2.9455    0.8570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8985   -0.3985   -0.1398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4571    0.6865   -0.7986 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8967    0.8023   -1.1277 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8110   -0.1645   -0.8004 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1607   -0.1162   -1.0954 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7674    0.9516   -1.7825 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2480    0.7419   -1.9695 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9807    0.6094   -0.7517 N   0  0  0  0  0  4  0  0  0  0  0  0
    5.4656   -0.4564    0.0988 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0966    1.8116    0.0150 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2529    0.2280   -1.0936 O   0  0  0  0  0  1  0  0  0  0  0  0
    1.3456   -1.2722   -0.1250 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0256   -1.3847    0.1961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2743    1.5267    1.1547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8985    2.6939    0.7904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3330    3.9250    1.0797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1275    3.9427    1.7433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5021    2.7740    2.1081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0914    1.5551    1.8058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3744   -0.4570    0.6077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1124   -1.3155   -0.2365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5080   -1.6477    1.5428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4948    0.2621    2.3796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8796    1.1617    0.9219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3606   -1.6837   -2.1244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9524   -3.9080   -2.9000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7391   -5.5794   -1.1880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8881   -4.9580    1.1479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2636   -2.6393    1.9074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1642    1.4492   -1.0736 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2273    1.6673   -1.6488 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5862    1.9370   -1.3037 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3392    1.0422   -2.8214 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6455    1.6194   -2.5118 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4477   -0.1402   -2.6124 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3203   -0.8031    0.7285 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6508   -0.1167    0.7577 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1439   -1.3042   -0.5197 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9812    1.7346    0.7059 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2063    1.9011    0.7036 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2407    2.7228   -0.5696 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0332   -2.0487    0.1477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2954   -2.2691    0.7238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8376    2.7111    0.2643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8518    4.8240    0.7775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6819    4.9182    1.9714 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4573    2.8084    2.6349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6118    0.6444    2.0934 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
 18 21  1  0
 14 22  1  0
 22 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
 10  5  1  0
 23 11  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
  8 37  1  0
  9 38  1  0
 10 39  1  0
 12 40  1  0
 13 41  1  0
 16 42  1  0
 16 43  1  0
 17 44  1  0
 17 45  1  0
 19 46  1  0
 19 47  1  0
 19 48  1  0
 20 49  1  0
 20 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  CHG  2  18   1  21  -1
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₆H₂₉NO₂

Average Molecular Weight

387.514

Monoisotopic Molecular Weight

387.219829177

IUPAC Name

2-{4-[(1Z)-1,2-diphenylbut-1-en-1-yl]phenoxy}-N,N-dimethylethanamine oxide

Traditional Name

2-{4-[(1Z)-1,2-diphenylbut-1-en-1-yl]phenoxy}-N,N-dimethylethanamine oxide

CAS Registry Number

Not Available

SMILES

CC\C(=C(/C1=CC=CC=C1)C1=CC=C(OCC[N+](C)(C)[O-])C=C1)C1=CC=CC=C1

InChI Identifier

InChI=1S/C26H29NO2/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)29-20-19-27(2,3)28/h5-18H,4,19-20H2,1-3H3/b26-25-

InChI Key

YAASNACECBQAFW-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
Monocyclic benzene moiety
Benzenoid
Trialkyl amine oxide
N-oxide
Ether
Trisubstituted n-oxide
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Organopnictogen compound
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

aromatic ether (CHEBI:63825 )
N-oxide (CHEBI:63825 )

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	0.0002 g/L	ALOGPS
logP	3.65	ALOGPS
logP	5.23	ChemAxon
logS	-6.3	ALOGPS
pKa (Strongest Basic)	3.27	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	36.11 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	130.48 m³·mol⁻¹	ChemAxon
Polarizability	44.89 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]+	192.94	31661259
DarkChem	[M-H]-	192.842	31661259
DeepCCS	[M+H]+	189.944	30932474
DeepCCS	[M-H]-	187.548	30932474
DeepCCS	[M-2H]-	220.645	30932474
DeepCCS	[M+Na]+	195.873	30932474
AllCCS	[M+H]+	198.9	32859911
AllCCS	[M+H-H2O]+	196.1	32859911
AllCCS	[M+NH4]+	201.4	32859911
AllCCS	[M+Na]+	202.1	32859911
AllCCS	[M-H]-	202.7	32859911
AllCCS	[M+Na-2H]-	203.1	32859911
AllCCS	[M+HCOO]-	203.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Tamoxifen N-oxide	CC\C(=C(/C1=CC=CC=C1)C1=CC=C(OCC[N+](C)(C)[O-])C=C1)C1=CC=CC=C1	3951.9	Standard polar	33892256
Tamoxifen N-oxide	CC\C(=C(/C1=CC=CC=C1)C1=CC=C(OCC[N+](C)(C)[O-])C=C1)C1=CC=CC=C1	2562.6	Standard non polar	33892256
Tamoxifen N-oxide	CC\C(=C(/C1=CC=CC=C1)C1=CC=C(OCC[N+](C)(C)[O-])C=C1)C1=CC=CC=C1	2802.8	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 N-oxide GC-MS (Non-derivatized) - 70eV, Positive	splash10-0229-2249000000-e48c9a5dd32b2f506507	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tamoxifen N-oxide 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 - Tamoxifen N-oxide 10V, Positive-QTOF	splash10-000i-1229000000-ce077e419da3ef1f4462	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tamoxifen N-oxide 20V, Positive-QTOF	splash10-000i-9437000000-59b90d05a42d9230e01c	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tamoxifen N-oxide 40V, Positive-QTOF	splash10-000i-9371000000-f73aa987c1d4ae01f14c	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tamoxifen N-oxide 10V, Negative-QTOF	splash10-000i-0029000000-8da993f54ab691ebc9ac	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tamoxifen N-oxide 20V, Negative-QTOF	splash10-000b-0095000000-48345b9ad90df7c373be	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tamoxifen N-oxide 40V, Negative-QTOF	splash10-0002-1090000000-f30d531fb40e9d602acc	2017-10-06	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

C16545

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3033895

PDB ID

Not Available

ChEBI ID

63825

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

Magrane M: UniProt Knowledgebase: a hub of integrated protein data. Database (Oxford). 2011 Mar 29;2011:bar009. doi: 10.1093/database/bar009. Print 2011. [PubMed:21447597 ]

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 N-oxide (HMDB0060513)

MOL for HMDB0060513 (Tamoxifen N-oxide)

3D MOL for HMDB0060513 (Tamoxifen N-oxide)

3D SDF for HMDB0060513 (Tamoxifen N-oxide)

3D-SDF for HMDB0060513 (Tamoxifen N-oxide)

PDB for HMDB0060513 (Tamoxifen N-oxide)

3D PDB for HMDB0060513 (Tamoxifen N-oxide)

SMILES for HMDB0060513 (Tamoxifen N-oxide)

INCHI for HMDB0060513 (Tamoxifen N-oxide)

Structure for HMDB0060513 (Tamoxifen N-oxide)

3D Structure for HMDB0060513 (Tamoxifen N-oxide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions

Reactions

Reactions

Reactions

Reactions