Promestriene

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

What is the Promestriene?

The molecule Promestriene presents a molecular formula of C22H32O2 and its IUPAC name is (8R,9S,13S,14S,17S)-17-methoxy-13-methyl-3-propoxy-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene.

Promestriene is a molecule that is being studied for its potential to treat menopause symptoms. It is a synthetic version of the hormone progesterone, which is naturally produced by the ovaries. Promestriene is being developed as a topical cream or gel that can be applied to the skin..

There is some evidence that promestriene may be effective in treating hot flashes and other menopause symptoms. A small study published in the journal Menopause found that women who used a promestriene gel for eight weeks had a significant reduction in the number of hot flashes they experienced..

Promestriene is not yet approved by the FDA for the treatment of menopause symptoms. More research is needed to determine whether it is safe and effective..

3D structure

Cartesian coordinates

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

2D drawing

 

Promestriene IUWKNLFTJBHTSD-AANPDWTMSA-N chemical compound 2D structure molecule svg
Promestriene

 

Molecule descriptors

 
IUPAC name(8R,9S,13S,14S,17S)-17-methoxy-13-methyl-3-propoxy-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene
InChI codeInChI=1S/C22H32O2/c1-4-13-24-16-6-8-17-15(14-16)5-7-19-18(17)11-12-22(2)20(19)9-10-21(22)23-3/h6,8,14,18-21H,4-5,7,9-13H2,1-3H3/t18-,19-,20+,21+,22+/m1/s1
InChI KeyIUWKNLFTJBHTSD-AANPDWTMSA-N
SMILESCCCOc1ccc2c(c1)CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](OC)CC[C@@H]12

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.

  • (1S,3aS,3bR,9bS,11aS)-1-methoxy-11a-methyl-7-propoxy-1H,2H,3H,3aH,3bH,4H,5H,9bH,10H,11H,11aH-cyclopenta[a]phenanthrene
  • (8R,9S,13S,14S,17S)-17-methoxy-13-methyl-3-propoxy-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthrene
  • 17B-methyl estradiol
  • 17beta-Methoxy-3-propoxyestra-1,3,5(10)-triene
  • 219P288
  • 3-Propoxy-17beta-methoxy-1,3,5(10)-estratriene
  • 3-propyl ethyl
  • 39219-28-8
  • AS-69299
  • BCP05212
  • C90471
  • CCG-267796
  • CS-0028159
  • Colpotrophine
  • D07221
  • Estra-1,3,5(10)-triene, 17-methoxy-3-propoxy-, (17b)-
  • GXM4PER6WZ
  • HY-108293
  • MFCD00867247
  • Promestriano
  • Promestriene
  • Promestriene (INN)
  • Promestrienum
  • s3657

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC1999256
  • UNII-GXM4PER6WZ
  • AKOS015895176
  • CHEMBL2105394
  • CHEBI:135402
  • EINECS 254-361-6
  • SCHEMBL5188890

Physico-Chemical properties

IUPAC name(8R,9S,13S,14S,17S)-17-methoxy-13-methyl-3-propoxy-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene
Molecular formulaC22H32O2
Molecular weight328.488
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity99.84
LogP5.3
Topological polar surface area18.5

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.