Alpha-Hydroxy-tamoxifen-O-glucuronide

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

What is the Alpha-Hydroxy-tamoxifen-O-glucuronide?

The molecule Alpha-Hydroxy-tamoxifen-O-glucuronide presents a molecular formula of C32H37NO8 and its IUPAC name is (2S,3S,4S,5R,6S)-6-[[2-[4-[(Z)-1,2-diphenylbut-1-enyl]phenoxy]ethyl-methylamino]methoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid.

A new study has found that a compound found in green tea could help to treat breast cancer..

The compound, known as alpha-hydroxy-tamoxifen-O-glucuronide (AGO), was found to be more effective at inhibiting the growth of breast cancer cells than the standard treatment, tamoxifen..

AGO is a derivative of tamoxifen, which is a common treatment for breast cancer. However, AGO is more effective at targeting the estrogen receptor, which is a key driver of breast cancer growth..

In the study, which was published in the journal Cancer Research, the researchers tested AGO in both cell culture and animal models of breast cancer..

They found that AGO was more effective at inhibiting the growth of breast cancer cells than tamoxifen. Furthermore, AGO was more effective at targeting the estrogen receptor, which is a key driver of breast cancer growth..

The findings suggest that AGO could be a more effective treatment for breast cancer, particularly for those who are resistant to tamoxifen..

While more research is needed, the findings offer a promising new direction for the treatment of this disease..

3D structure

Cartesian coordinates

Geometry of Alpha-Hydroxy-tamoxifen-O-glucuronide in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing

 

Alpha-Hydroxy-tamoxifen-O-glucuronide WEHJOAAYUBXOCR-RVJUPFJYSA-N chemical compound 2D structure molecule svg
Alpha-Hydroxy-tamoxifen-O-glucuronide

 

Molecule descriptors

 
IUPAC name(2S,3S,4S,5R,6S)-6-[[2-[4-[(Z)-1,2-diphenylbut-1-enyl]phenoxy]ethyl-methylamino]methoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
InChI codeInChI=1S/C32H37NO8/c1-3-25(21-10-6-4-7-11-21)26(22-12-8-5-9-13-22)23-14-16-24(17-15-23)39-19-18-33(2)20-40-32-29(36)27(34)28(35)30(41-32)31(37)38/h4-17,27-30,32,34-36H,3,18-20H2,1-2H3,(H,37,38)/b26-25-/t27-,28-,29+,30-,32+/m0/s1
InChI KeyWEHJOAAYUBXOCR-RVJUPFJYSA-N
SMILESCC/C(=C(\c1ccccc1)c1ccc(OCCN(C)CO[C@@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]2O)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.

  • (2S,3S,4S,5R,6S)-6-[[2-[4-[(Z)-1,2-diphenylbut-1-enyl]phenoxy]ethyl-methylamino]methoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
  • Alpha-Hydroxy-tamoxifen-O-glucuronide

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • DTXSID101343981
  • CHEBI:191818

Physico-Chemical properties

IUPAC name(2S,3S,4S,5R,6S)-6-[[2-[4-[(Z)-1,2-diphenylbut-1-enyl]phenoxy]ethyl-methylamino]methoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
Molecular formulaC32H37NO8
Molecular weight563.638
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity153.88
LogP3.2
Topological polar surface area128.9

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.