Aldosterone

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

What is the Aldosterone?

The molecule Aldosterone presents a molecular formula of C21H28O5 and its IUPAC name is (8S,9S,10R,11S,13R,14S,17S)-11-hydroxy-17-(2-hydroxyacetyl)-10-methyl-3-oxo-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthrene-13-carbaldehyde.

Aldosterone is a molecule that is produced by the adrenal gland. It is a steroid hormone that participes in the regulation of blood pressure and fluid balance in the body. Aldosterone levels are regulated by the renin-angiotensin-aldosterone system (RAAS). When blood pressure decreases, the RAAS system is activated and renin is released from the kidneys. Renin converts angiotensinogen to angiotensin I, which is then converted to angiotensin II by angiotensin-converting enzyme (ACE). Angiotensin II stimulates the release of aldosterone from the adrenal gland. Aldosterone then causes the body to retain salt and water, which increases blood volume and blood pressure..

Aldosterone levels are also regulated by the adrenocorticotropic hormone (ACTH). ACTH is produced by the pituitary gland and stimulates the release of cortisol from the adrenal gland. Cortisol inhibits the release of aldosterone from the adrenal gland..

Aldosterone levels are increased in conditions such as congestive heart failure, liver disease, and kidney disease. Aldosterone levels are also increased in people who are taking certain medications, such as ACE inhibitors, angiotensin receptor blockers, and diuretics..

Aldosterone levels are decreased in people who have Addison's disease, a condition in which the adrenal gland does not produce enough cortisol. Aldosterone levels are also decreased in people who are taking certain medications, such as corticosteroids..

Aldosterone levels can be measured with a blood test. High aldosterone levels may be treated with medications that block the effects of aldosterone, such as spironolactone..

3D structure

Cartesian coordinates

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

2D drawing

 

Aldosterone PQSUYGKTWSAVDQ-ZVIOFETBSA-N chemical compound 2D structure molecule svg
Aldosterone

 

Molecule descriptors

 
IUPAC name(8S,9S,10R,11S,13R,14S,17S)-11-hydroxy-17-(2-hydroxyacetyl)-10-methyl-3-oxo-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthrene-13-carbaldehyde
InChI codeInChI=1S/C21H28O5/c1-20-7-6-13(24)8-12(20)2-3-14-15-4-5-16(18(26)10-22)21(15,11-23)9-17(25)19(14)20/h8,11,14-17,19,22,25H,2-7,9-10H2,1H3/t14-,15-,16+,17-,19+,20-,21+/m0/s1
InChI KeyPQSUYGKTWSAVDQ-ZVIOFETBSA-N
SMILESC[C@]12CCC(=O)C=C1CC[C@@H]1[C@@H]2[C@@H](O)C[C@]2(C=O)[C@@H](C(=O)CO)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.

  • (+)-Aldosterone
  • (11BETA)-11,21-DIHYDROXY-3,20-DIOXOPREGN-4-EN-18-AL
  • (11alpha,14beta,17alpha)-11,21-dihydroxy-3,20-dioxopregn-4-en-18-al
  • (11b)-11,21-dihydroxy-3,20-dioxo-pregn-4-en-18-al
  • (11beta)-11,21-dihydroxy-3,20-dioxo-Pregn-4-en-18-al
  • (1S,2R,10S,11S,14S,15R,17S)-17-hydroxy-14-(2-hydroxyacetyl)-2-methyl-5-oxotetracyclo[8.7.0.0;{2,7}.0;{11,15}]heptadec-6-ene-15-carbaldehyde
  • (8S,9S,10R,11S,13R,14S,17S)-11-hydroxy-17-(2-hydroxyacetyl)-10-methyl-3-oxo-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthrene-13-carbaldehyde
  • 11,21-Dihydroxy-3,20-dioxopregn-4-en-18-al
  • 11-hydroxy-17-(2-hydroxyacetyl)-10-methyl-3-oxo-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydrocyclopenta[a]phenanthrene-13-carbaldehyde
  • 11.beta.,21-Dihydroxypregn-4-ene-3,18,20-trione
  • 11b,21-dihydroxy-3,20-dioxo-pregn-4-en-18-al
  • 11beta,21-Dihydroxy-3,20-diketo-4-pregnen-18-al
  • 11beta,21-Dihydroxy-3,20-diketopregn-4-ene-18-al
  • 11beta,21-Dihydroxy-3,20-dioxo-4-pregnen-18-al
  • 11beta,21-Dihydroxy-3,20-dioxo-4-pregnen-18-al, 18,11-halbacetal
  • 11beta,21-Dihydroxy-3,20-dioxo-pregn-4-en-18-al
  • 11beta,21-Dihydroxypregn-4-ene-3,18,20-trione
  • 11beta,21-dihydroxy-3,20-dioxo-pregn-4-ene-18-al
  • 11beta,21-dihydroxy-3,20-dioxopregn-4-en-18-al
  • 18-Formyl-11beta,21-dihydroxy-4-pregnene-3,20-dione
  • 18-Oxocorticosterone
  • 18-ketocorticosterone
  • 4964P6T9RB
  • 52-39-1
  • ALDOSTERONE
  • AS-69489
  • Aldocorten
  • Aldocortene
  • Aldocortin
  • Aldosterona
  • Aldosterone
  • Aldosterone (INN)
  • Aldosterone solution
  • Aldosteronum
  • BDBM19214
  • BIDD:ER0511
  • BRN 3224996
  • C01780
  • CS-0059576
  • D10528
  • DB04630
  • Electrocortin
  • Elektrocortin
  • GTPL2872
  • GTPL3452
  • HMS2233D14
  • HY-113313
  • LMST02030026
  • MLS001333163
  • MLS001333164
  • NCGC00164236-01
  • NSC 73856
  • NSC-73856
  • NSC73856
  • Pregn-4-en-18-al, 11,21-dihydroxy-3,20-dioxo-, (11b)-
  • Pregn-4-en-18-al, 11,21-dihydroxy-3,20-dioxo-, (11beta)-
  • Pregn-4-en-18-al,21-dihydroxy-3,20-dioxo-, (11.beta.)-
  • Pregn-4-ene-3,20-dione, 11beta,18-epoxy-18,21-dihydroxy-
  • Q184564
  • Reichstein X
  • SMR000857170
  • SR-01000838883
  • SR-01000838883-2
  • [3H]-aldosterone
  • [3H]aldosterone
  • d-Aldosterone
  • delta-Aldosterone

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC3833824
  • UNII-4964P6T9RB
  • AKOS024462706
  • DTXSID7022419
  • CHEMBL273453
  • CHEBI:27584
  • EINECS 200-139-9
  • SCHEMBL1675

Physico-Chemical properties

IUPAC name(8S,9S,10R,11S,13R,14S,17S)-11-hydroxy-17-(2-hydroxyacetyl)-10-methyl-3-oxo-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthrene-13-carbaldehyde
Molecular formulaC21H28O5
Molecular weight360.444
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity96.53
LogP1.8
Topological polar surface area91.7

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.