Formestane

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

What is the Formestane?

The molecule Formestane presents a molecular formula of C19H26O3 and its IUPAC name is (8R,9S,10R,13S,14S)-4-hydroxy-10,13-dimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthrene-3,17-dione.

Formestane is an aromatase inhibitor that is used to treat breast cancer. It is also used as a research tool to study the effects of estrogen in the body. Formestane works by binding to the aromatase enzyme, which prevents it from converting testosterone to estrogen. This can lower the amount of estrogen in the body, which can help to treat breast cancer. Formestane is a synthetic compound that is structurally similar to the naturally occurring hormone androstenedione. It is used as a treatment for breast cancer and as a research tool to study the effects of estrogen in the body. Formestane is a white to off-white powder that is insoluble in water..

3D structure

Cartesian coordinates

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

2D drawing

 

Formestane OSVMTWJCGUFAOD-KZQROQTASA-N chemical compound 2D structure molecule svg
Formestane

 

Molecule descriptors

 
IUPAC name(8R,9S,10R,13S,14S)-4-hydroxy-10,13-dimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthrene-3,17-dione
InChI codeInChI=1S/C19H26O3/c1-18-10-8-15(20)17(22)14(18)4-3-11-12-5-6-16(21)19(12,2)9-7-13(11)18/h11-13,22H,3-10H2,1-2H3/t11-,12-,13-,18+,19-/m0/s1
InChI KeyOSVMTWJCGUFAOD-KZQROQTASA-N
SMILESC[C@]12CC[C@H]3[C@@H](CCC4=C(O)C(=O)CC[C@@]43C)[C@@H]1CCC2=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.

  • (10R,13S)-4,10,13-trimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthrene-3,17-dione
  • (8R,9S,10R,13S,14S)-10,13-dimethyl-4-oxidanyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthrene-3,17-dione
  • (8R,9S,10R,13S,14S)-4-hydroxy-10,13-dimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthrene-3,17-dione
  • (8R,9S,10R,13S,14S)-4-hydroxy-10,13-dimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthrene-3,17-quinone
  • (8R,9S,10R,13S,14S)-4-hydroxy-10,13-dimethyl-7,8,9,10,11,12,13,14,15,16-decahydro-1H-cyclopenta[a]phenanthrene-3,17(2H,6H)-dione
  • 17-dione
  • 4-Hydroxy-4-androstene-3,17-dione
  • 4-Hydroxy-delta(sub 4)-androstenedione
  • 4-Hydroxyandrost-4-ene-3,17-dione
  • 4-Hydroxyandrostenedione
  • 4-OH-A
  • 4-OHA
  • 4-OHAD
  • 4-hydroxy-Delta(4)-androstenedione
  • 4-hydroxy-Delta4-androstenedione
  • 4-oh-androstene-3,17-dione
  • 566-48-3
  • 566F483
  • A831133
  • AB00572625-07
  • ANDROST-4-ENE-3,17-DIONE, 4-HYDROXY-
  • AS-75658
  • Androst-4-ene-3, 4-hydroxy-
  • B, Aromatase inhibitor
  • BCP03066
  • BDBM225704
  • BRN 1889793
  • CCG-221077
  • CCRIS 7483
  • CGP 32349
  • CGP-32349
  • CS333
  • D07260
  • DB08905
  • DSSTox_CID_14113
  • DSSTox_GSID_34113
  • DSSTox_RID_79116
  • Formestane
  • Formestane (INN)
  • Formestane, solid
  • HMS2090I22
  • HMS2234J06
  • HMS3715G16
  • HY-B0697
  • Lentaron
  • Lentaron Depot
  • Lentaron(R)
  • Lentaron(R)17-dione
  • MLS000028826
  • MLS001148070
  • MLS002153359
  • NCGC00015070-04
  • NCGC00164380-01
  • NCGC00164380-02
  • NCGC00255321-01
  • NCGC00344560-01
  • NCI60_002316
  • NSC 282175
  • NSC-282175
  • NSC282175
  • Opera_ID_865
  • PUB9T8T355
  • Q3077501
  • SMR000058722
  • SR-01000721948
  • SR-01000721948-2
  • SaveCream
  • formestane
  • formestano
  • formestanum
  • s2208

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC3919580
  • CAS-566-48-3
  • UNII-PUB9T8T355
  • AKOS015895451
  • DTXSID3034113
  • CHEBI:75172
  • Tox21_112111
  • Tox21_113509
  • Tox21_302286
  • Tox21_112111_1
  • SCHEMBL25717

Physico-Chemical properties

IUPAC name(8R,9S,10R,13S,14S)-4-hydroxy-10,13-dimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthrene-3,17-dione
Molecular formulaC19H26O3
Molecular weight302.408
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity85.97
LogP4.0
Topological polar surface area54.4

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.