6-Keto-prostaglandin F1alpha

A summary of the most common chemical descriptors (InChI Key and SMILES codes) for 6-Keto-prostaglandin F1alpha are summarized together with 3D and 2D structures and relevant physico-chemical properties.

What is the 6-Keto-prostaglandin F1alpha?

The molecule 6-Keto-prostaglandin F1alpha presents a molecular formula of C20H34O6 and its IUPAC name is 7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(E,3S)-3-hydroxyoct-1-enyl]cyclopentyl]-6-oxoheptanoic acid.

6-Keto-prostaglandin F1alpha is a molecule that is produced by the body in response to various stimuli. It is a member of the prostaglandin family of compounds, which are hormones that regulate many different processes in the body. 6-Keto-prostaglandin F1alpha participes in the regulation of blood pressure, inflammation, and the contraction of smooth muscle tissue. It is also a potent antioxidant, and has been shown to protect cells from damage caused by oxidative stress. 6-Keto-prostaglandin F1alpha is produced in response to various stimuli, including stress, injury, and infection. It is thought to play a role in the body's response to these stimuli by helping to regulate the release of other hormones, such as adrenaline and cortisol. 6-Keto-prostaglandin F1alpha is also involved in the regulation of blood pressure. It is thought to work by stimulating the release of norepinephrine from the adrenal glands, which leads to an increase in blood pressure. 6-Keto-prostaglandin F1alpha is also a potent antioxidant. It has been shown to protect cells from damage caused by oxidative stress, and to reduce the risk of cancer..

3D structure

Cartesian coordinates

Geometry of 6-Keto-prostaglandin F1alpha in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing

 

6-Keto-prostaglandin F1alpha KFGOFTHODYBSGM-ZUNNJUQCSA-N chemical compound 2D structure molecule svg
6-Keto-prostaglandin F1alpha

 

Molecule descriptors

 
IUPAC name7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(E,3S)-3-hydroxyoct-1-enyl]cyclopentyl]-6-oxoheptanoic acid
InChI codeInChI=1S/C20H34O6/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/h10-11,14,16-19,21,23-24H,2-9,12-13H2,1H3,(H,25,26)/b11-10+/t14-,16+,17+,18+,19-/m0/s1
InChI KeyKFGOFTHODYBSGM-ZUNNJUQCSA-N
SMILESCCCCC[C@H](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.

  • (13E,15S)-9alpha,11alpha,15-trihydroxy-6-oxoprost-13-en-1-oic acid
  • 58962-34-8
  • 6-KETO PROSTAGLANDIN F1ALPHA
  • 6-KETO-PGF1.ALPHA.
  • 6-KETOPROSTAGLANDIN F1.ALPHA.
  • 6-KETOPROSTAGLANDIN F1alpha
  • 6-Keto-PGF1a
  • 6-Keto-PGF1alpha
  • 6-Keto-prostaglandin F1-alpha
  • 6-Keto-prostaglandin F1alpha
  • 6-Ketoprostaglandin F1
  • 6-Ketoprostaglandin F1 alpha
  • 6-OXO-PGF1.ALPHA.
  • 6-Oxo-PGF1a
  • 6-Oxo-PGF1alpha
  • 6-Oxoprostaglandin F1a
  • 6-Oxoprostaglandin F1alpha
  • 6-keto PGF1alpha
  • 6-keto-prostaglandin F1a
  • 6-oxo-9S,11R,15S-trihydroxy-13E-prostenoate
  • 6-oxo-9S,11R,15S-trihydroxy-13E-prostenoic acid
  • 6-oxo-prostaglandin F1alpha
  • 7-((1R,2R,3R,5S)-3,5-dihydroxy-2-((S,E)-3-hydroxyoct-1-enyl)cyclopentyl)-6-oxoheptanoic acid
  • 7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(E,3S)-3-hydroxyoct-1-enyl]cyclopentyl]-6-oxoheptanoic acid
  • 8URB805JJJ
  • A
  • BDBM82211
  • BML1-G02
  • BSPBio_001457
  • C05961
  • CAS_58962-34-8
  • DE7EA974-152E-4B77-88BF-F809636EB050
  • Epoprostenol Related Compound A
  • HMS1361I19
  • HMS1791I19
  • HMS1989I19
  • HMS3402I19
  • HMS3648L05
  • IDI1_033927
  • LMFA03010001
  • MLS000028869
  • NCGC00161289-01
  • NCGC00161289-02
  • NCGC00161289-03
  • PGF1 alpha 6-keto
  • PROST-13-EN-1-OIC ACID, 9,11,15-TRIHYDROXY-6-OXO-, (9.ALPHA.,11.ALPHA.,13E,15S)-
  • Prost-13-en-1-oic acid, 9,11,15-trihydroxy-6-oxo-, (9alpha,11alpha,13E,15S)-
  • Prosta-13-en-1-oic acid, 9,11,15-trihydroxy-6-oxo-, (9alpha,11alpha,13E,15S)-
  • Prostaglandin F1A, 6-oxo-
  • Q27103534
  • SMP2_000282
  • SMR000058896
  • SR-01000946444
  • SR-01000946444-1

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC4096986
  • UNII-8URB805JJJ
  • DTXSID001317937
  • CHEMBL2074840
  • CHEBI:28158
  • SCHEMBL4343736

Physico-Chemical properties

IUPAC name7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(E,3S)-3-hydroxyoct-1-enyl]cyclopentyl]-6-oxoheptanoic acid
Molecular formulaC20H34O6
Molecular weight370.48
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity101.12
LogP2.4
Topological polar surface area115.1

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.