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

What is the Dinoprost?

The molecule Dinoprost presents a molecular formula of C20H34O5 and its IUPAC name is (Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(E,3S)-3-hydroxyoct-1-enyl]cyclopentyl]hept-5-enoic acid.

Dinoprost is a synthetic prostaglandin used as a medication to induce labor or terminate a pregnancy. It is also used to treat heavy menstrual bleeding. It is given by intramuscular or intravenous injection..

Common side effects include nausea, vomiting, diarrhea, and abdominal pain. Other side effects include fever, chills, and headache. Serious side effects may include uterine rupture, amniotic fluid embolism, and cardiovascular collapse. Use in pregnancy may result in harm to the baby..

Dinoprost is a member of the class of prostaglandins that are used as labor induction agents. It works by causing contractions of the uterus..

Dinoprost was first isolated in 1961 from the urine of pregnant mares. It was approved for medical use in the United States in 1963. It is on the World Health Organization's List of Essential Medicines, the most effective and safe medicines needed in a health system..

3D structure

Cartesian coordinates

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

2D drawing


Dinoprost PXGPLTODNUVGFL-YNNPMVKQSA-N chemical compound 2D structure molecule svg


Molecule descriptors

IUPAC name(Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(E,3S)-3-hydroxyoct-1-enyl]cyclopentyl]hept-5-enoic acid
InChI codeInChI=1S/C20H34O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h4,7,12-13,15-19,21-23H,2-3,5-6,8-11,14H2,1H3,(H,24,25)/b7-4-,13-12+/t15-,16+,17+,18-,19+/m0/s1

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.

  • (+)-Prostaglandin F2a
  • (+)-Prostaglandin F2alpha
  • (+-)-PGF2-alpha
  • (+-)-PGF2alpha
  • (5Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]cyclopentyl]hept-5-enoic acid
  • (5Z,13E)-(15S)-9alpha,11alpha,15-Trihydroxyprosta-5,13-dienoate
  • (5Z,13E,15S)-9alpha,11alpha,15-trihydroxyprosta-5,13-dien-1-oic acid
  • (5Z,9alpha,11alpha,13E,15S)-9,11,15-Trihydroxyprosta-3,13-dien-1-oic acid
  • (5Z,9alpha,11alpha,13E,15S)-9,11,15-Trihydroxyprosta-5,13-dienoate
  • (5Z,9alpha,11alpha,13E,15S)-9,11,15-trihydroxyprosta-5,13-dien-1-oic acid
  • (5z,9alpha,11alpha,13e,15s)-9,11,15-trihydroxyprosta-5,13-dienoic acid
  • (E,Z)-(1R,2R,3R,5S)-7-(3,5-Dihydroxy-2-((3S)-(3-hydroxy-1-octenyl))cyclopentyl)-5-heptenoic acid
  • (Z)-7-((1R,2R,3R,5S)-3,5-Dihydroxy-2-((S,E)-3-hydroxyoct-1-enyl)-cyclopentyl)-hept-5-enoic acid
  • (Z)-7-((1R,2R,3R,5S)-3,5-dihydroxy-2-((S,E)-3-hydroxyoct-1-en-1-yl)cyclopentyl)hept-5-enoic acid
  • (Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(E,3S)-3-hydroxyoct-1-enyl]cyclopentyl]hept-5-enoic acid
  • (Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-{(E)-(3S)-3-hydroxy-1-octenyl}-cyclopentyl]-5-heptenoic acid
  • (z)-7-[(1r,2r,3r,5s)-3,5-dihydroxy-2-((s)-(e)-3-hydroxyoct-1-enyl)-cyclopentyl]hept-5-enoic acid
  • 13535-33-6
  • 23518-25-4
  • 5-Heptenoic acid, 7-(3,5-dihydroxy-2-(3-hydroxy-1-octenyl)cyclopentyl)-, (+-)-
  • 5-Heptenoic acid, 7-(3,5-dihydroxy-2-(3-hydroxy-1-octenyl)cyclopentyl)-, (1R-(1alpha(Z),2beta(S*,E),3alpha,5alpha))-
  • 5-Heptenoic acid, 7-(3,5-dihydroxy-2-(3-hydroxy-1-octenyl)cyclopentyl)-, l-
  • 551-11-1
  • 62P015
  • 7-(3,5-Dihydroxy-2-(3-hydroxy-1-octenyl)cyclopentyl)-5-heptenoic acid
  • 7-[3,5-Dihydroxy-2-(3-hydroxy-1-octenyl)cyclopentyl]-5-heptenoic acid
  • 9,11,15-Trihydroxy-(5Z,9a,11a,13E,15S)-prosta-5,13-dien-1-oic acid
  • 9,11,15-Trihydroxyprosta-5,13-dien-1-oic acid
  • 9S,11R,15S-trihydroxy-5Z,13E-prostadienoic acid
  • 9a,11a-PGF2
  • 9alpha,11alpha-PGF2
  • A830494
  • AMY30098
  • AS-56892
  • B7IN85G1HY
  • BDBM50035622
  • BML1-F08
  • BRN 2225571
  • BRN 4153898
  • BSPBio_001494
  • C00639
  • CCG-208257
  • CCRIS 4253
  • CS-4232
  • D00081
  • DB12789
  • DSSTox_CID_2946
  • DSSTox_GSID_22946
  • DSSTox_RID_76800
  • Dinoprost
  • Dinoprost (JP17/USAN/INN)
  • Dinoprosta
  • Dinoprostum
  • EX-A4115A
  • Enzaprost
  • Enzaprost F
  • GTPL1884
  • HMS1361K16
  • HMS1791K16
  • HMS1989K16
  • HMS2089F11
  • HMS3402K16
  • HMS3648N11
  • HSDB 3315
  • HY-12956
  • IDI1_033964
  • LMFA03010002
  • MFCD00135231
  • NCGC00160385-01
  • NCGC00160385-02
  • NCGC00160385-04
  • NCGC00160385-05
  • NCGC00160385-06
  • P1885
  • PDSP2_000079
  • PGF-2alpha
  • PGF2
  • PGF2 alpha
  • PGF2-alpha
  • PGF2-alpha racemic mixt.
  • PGF2.alpha.
  • PGF2a
  • PGF2alpha
  • Prosmon
  • Prosta-10,13-dien-1-oic acid, 9,11,15-trihydroxy-, (5Z,9.alpha.,11.alpha.,13E,15S)
  • Prosta-5,13-dien-1-oic acid, 9,11,15-trihydroxy-, (5Z,9-alpha,11-alpha,13E,15S)-(+-)-
  • Prosta-5,13-dien-1-oic acid, 9,11,15-trihydroxy-, (5Z,9alpha,11alpha,13E,15S)-
  • Prostaglandin F(sub 2a)
  • Prostaglandin F2 alpha
  • Prostaglandin F2-alpha
  • Prostaglandin F2-alpha, racemic mixt.
  • Prostaglandin F2.alpha.
  • Prostaglandin F2a
  • Prostaglandin F2alpha, dl-
  • Prostarmon F
  • Prostin F 2 alpha
  • Prostin F2-alpha
  • Prostin F2alpha
  • Protamodin
  • Q421375
  • SR-01000721847
  • SR-01000721847-2
  • SR-01000721847-4
  • SR-01000946457
  • SR-01000946457-1
  • U 14583
  • U-14,583
  • U-14583
  • amoglandin
  • cyclosin
  • dinoprost
  • dl-Prostaglandin F2-alpha
  • l-PGF2-alpha
  • l-Prostaglandin F2-alpha
  • panacelan
  • prostaglandin F2alpha

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC3830709
  • CAS-551-11-1
  • DTXSID9022946
  • CHEMBL815
  • CHEBI:15553
  • Tox21_111777
  • SCHEMBL24292

Physico-Chemical properties

IUPAC name(Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(E,3S)-3-hydroxyoct-1-enyl]cyclopentyl]hept-5-enoic acid
Molecular formulaC20H34O5
Molecular weight354.481
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity100.45
Topological polar surface area98.0

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.