Endoxifen

A summary of the most common chemical descriptors (InChI Key and SMILES codes) for Endoxifen are summarized together with 3D and 2D structures and relevant physico-chemical properties.

What is the Endoxifen?

The molecule Endoxifen presents a molecular formula of C25H27NO2 and its IUPAC name is 4-[(Z)-1-[4-[2-(methylamino)ethoxy]phenyl]-2-phenylbut-1-enyl]phenol.

Endoxifen is a molecule that is being studied for its potential use in the treatment of breast cancer. It is a metabolite of tamoxifen, and it is thought to have similar or even greater anti-cancer activity than tamoxifen itself. In preclinical studies, endoxifen has been shown to inhibit the growth of breast cancer cells and to induce cell death. It is thought to work by blocking the activity of the estrogen receptor, which is a key player in the development and growth of breast cancer. Clinical trials are currently underway to evaluate the safety and efficacy of endoxifen in the treatment of breast cancer..

3D structure

Cartesian coordinates

Geometry of Endoxifen in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing

 

Endoxifen MHJBZVSGOZTKRH-IZHYLOQSSA-N chemical compound 2D structure molecule svg
Endoxifen

 

Molecule descriptors

 
IUPAC name4-[(Z)-1-[4-[2-(methylamino)ethoxy]phenyl]-2-phenylbut-1-enyl]phenol
InChI codeInChI=1S/C25H27NO2/c1-3-24(19-7-5-4-6-8-19)25(20-9-13-22(27)14-10-20)21-11-15-23(16-12-21)28-18-17-26-2/h4-16,26-27H,3,17-18H2,1-2H3/b25-24-
InChI KeyMHJBZVSGOZTKRH-IZHYLOQSSA-N
SMILESCC/C(=C(\c1ccc(O)cc1)c1ccc(OCCNC)cc1)c1ccccc1

Other names (synonyms)

IUPAC nomenclature provides a standardized method for naming chemical compounds. Although this system is widely used in chemistry, many chemical compounds have also other names commonly used in different contexts. These synonyms can come from a variety of sources and are used for a variety of purposes.

One common source of synonyms for chemical compounds is the common or trivial names, assigned on the basis of appearance, properties, or origin of the molecule.

Another source of synonyms are historical or obsolete names employed in the past, however replaced nowadays by more modern or standardized names.

In addition to common and historical names, chemical compounds may also have synonyms that are specific to a particular field or industry.

  • (E/Z)-4-(1-(4-(2-(methylamino)ethoxy)phenyl)-2-phenylbut-1-enyl)phenol
  • (E/Z)-4-[1-[4-[2-(Methylamino)ethoxy]phenyl]-2-phenyl-1-buten-1-yl]-phenol
  • (Z)-4-(1-(4-(2-(methylamino)ethoxy)phenyl)-2-phenylbut-1-en-1-yl)phenol
  • (Z)-4-(1-(4-(2-(methylamino)ethoxy)phenyl)-2-phenylbut-1-enyl)phenol
  • (Z)-4-Hydroxy-N-Desmethyl Tamoxifen (Endoxifen)
  • (Z)-4-Hydroxy-N-desmethyl Tamoxifen (mixture of isomers)
  • (Z)-Endoxifen
  • 110025-28-0
  • 112093-28-4
  • 4-Hydroxy-N-Desmethyl Tamoxifen ((E/Z)-Endoxifen)
  • 4-Hydroxy-N-desmethyl-tamoxifen
  • 4-Hydroxy-N-desmethyltamoxifen
  • 4-[(1Z)-1-{4-[2-(methylamino)ethoxy]phenyl}-2-phenylbut-1-en-1-yl]phenol
  • 4-[(Z)-1-[4-[2-(methylamino)ethoxy]phenyl]-2-phenylbut-1-enyl]phenol
  • 4-[(~{Z})-1-[4-[2-(methylamino)ethoxy]phenyl]-2-phenylbut-1-enyl]phenol
  • 4-[1-[4-[2-(methylamino)ethoxy]phenyl]-2-phenylbut-1-enyl]phenol
  • 4-hydroxy-N-desmethyl tamoxifen
  • 4-hydroxy-N-desmethyltamoxifen, (Z)-isomer
  • 46AF8680RC
  • 4OHNDtam
  • A894656
  • AC-36810
  • B7481
  • BCP15866
  • BDBM50435003
  • BE172975
  • BS-42369
  • CS-0028594
  • EX-A1970
  • EX-A645
  • Endoxifen
  • Endoxifen Z-Isomer
  • Endoxifen(E/Z=1:1)
  • EndoxifenZ-Isomer
  • GTPL10203
  • HY-18719E
  • J-002363
  • N-Desmethyl-4-hydroxy Tamoxifen (approx. 1:1 E/Z Mixture)
  • N-Desmethyl-4-hydroxytamoxifen
  • N-Desmethyl-4-hydroxytamoxifen, mixture of isomers
  • N-Methyl-2-[4-[(E)-1-(4-hydroxyphenyl)-2-phenyl-1-butenyl]phenoxy]ethanamine
  • NCGC00386714-01
  • NSC 749798
  • NSC-746494
  • NSC-749798
  • NSC-777380
  • NSC746494
  • NSC749798
  • NSC777380
  • Phenol, 4-(1-(4-(2-(methylamino)ethoxy]phenyl)-2-phenyl-1-butenyl)-, (Z)-
  • Phenol, 4-[(1Z)-1-[4-[2-(methylamino)ethoxy]phenyl]-2-phenyl-1-buten-1-yl]-
  • Q27149598
  • W-200834
  • Z-Endoxifen
  • phenol, 4-((1Z)-1-(4-(2-(methylamino)ethoxy)phenyl)-2-phenyl-1-buten-1-yl)-

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC22056306
  • UNII-46AF8680RC
  • DTXSID80149880
  • CHEMBL1093458
  • CHEBI:80555
  • SCHEMBL10107920

Physico-Chemical properties

IUPAC name4-[(Z)-1-[4-[2-(methylamino)ethoxy]phenyl]-2-phenylbut-1-enyl]phenol
Molecular formulaC25H27NO2
Molecular weight373.487
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity116.84
LogP5.8
Topological polar surface area41.5

LogP and topological polar surface area (TPSA) values were estimated using Open Babel software.

The n-octanol/water partition coeficient (Kow) data is applied in toxicology and drug research. Kow values are used, to guess the environmental fate of persistent organic pollutants. High partition coefficients values, tend to accumulate in the fatty tissue of organisms. Molecules with a log(Kow) (or LogP) greater than 5 are considered to bioaccumulate.

TPSA values are the sum of the surface area over all polar atoms or molecules, mainly oxygen and nitrogen, also including hydrogen atoms.

In medicinal chemistry, TPSA is used to assess the ability of a drug to permeabilise cells.

For molecules to penetrate the blood-brain barrier (and act on receptors in the central nervous system), TPSA values below 90 Å2 are required. Thus, molecules with a polar surface area greater than 140 Å2 tend to be poorly permeable to cell membranes.