6,15-dioxo-9S,11R-dihydroxy-13E-prostenoic acid

A summary of the most common chemical descriptors (InChI Key and SMILES codes) for 6,15-dioxo-9S,11R-dihydroxy-13E-prostenoic acid are summarized together with 3D and 2D structures and relevant physico-chemical properties.

What is the 6,15-dioxo-9S,11R-dihydroxy-13E-prostenoic acid?

The molecule 6,15-dioxo-9S,11R-dihydroxy-13E-prostenoic acid presents a molecular formula of C20H32O6 and its IUPAC name is 7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(E)-3-oxooct-1-enyl]cyclopentyl]-6-oxoheptanoic acid.

6,15-dioxo-9S,11R-dihydroxy-13E-prostenoic acid is a molecule that is being studied for its potential use in the treatment of cancer. This molecule is a derivative of prostaglandin E2, and it works by inhibiting the growth of cancer cells. This molecule is still in the early stages of research, and more studies are needed to determine its safety and efficacy..

3D structure

Cartesian coordinates

Geometry of 6,15-dioxo-9S,11R-dihydroxy-13E-prostenoic acid in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing

 

6,15-dioxo-9S,11R-dihydroxy-13E-prostenoic acid VKPWUQVGTPVEMU-QVPQFPIISA-N chemical compound 2D structure molecule svg
6,15-dioxo-9S,11R-dihydroxy-13E-prostenoic acid

 

Molecule descriptors

 
IUPAC name7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(E)-3-oxooct-1-enyl]cyclopentyl]-6-oxoheptanoic acid
InChI codeInChI=1S/C20H32O6/c1-2-3-4-7-14(21)10-11-16-17(19(24)13-18(16)23)12-15(22)8-5-6-9-20(25)26/h10-11,16-19,23-24H,2-9,12-13H2,1H3,(H,25,26)/b11-10+/t16-,17-,18-,19+/m1/s1
InChI KeyVKPWUQVGTPVEMU-QVPQFPIISA-N
SMILESCCCCCC(=O)/C=C/[C@H]1[C@H](O)C[C@H](O)[C@@H]1CC(=O)CCCCC(=O)O

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.

  • (9alpha,11alpha,13E)-9,11-dihydroxy-6,15-dioxoprost-13-en-1-oic acid
  • 6,15-Diketo,13,14-dihydro-PGF1a
  • 6,15-diketo,13,14-dihydro-PGF1alpha
  • 6,15-diketo,13,14-dihydroprostaglandin F1alpha
  • 6,15-diketo-13,14-dihydro-PGF1a
  • 6,15-dioxo-9S,11R-dihydroxy-13E-prostenoate
  • 6,15-dioxo-9S,11R-dihydroxy-13E-prostenoic acid
  • 6,15dk,13,14dh-PGF1a
  • 63446-59-3
  • 7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(E)-3-oxooct-1-enyl]cyclopentyl]-6-oxoheptanoic acid
  • Q27140003

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • CHEBI:72595

Physico-Chemical properties

IUPAC name7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(E)-3-oxooct-1-enyl]cyclopentyl]-6-oxoheptanoic acid
Molecular formulaC20H32O6
Molecular weight368.464
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity100.16
LogP2.7
Topological polar surface area111.9

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.