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    Technical details about Aldosterone, learn more about the structure, uses, toxicity, action, side effects and more

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    Aldosterone

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    REF. STANDARDS & IMPURITIES

    DIGITAL CONTENT

    PharmaCompass

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    2D Structure
    1. Also known as: 52-39-1, Electrocortin, Aldocortin, Aldocorten, Aldocortene, (+)-aldosterone
    Molecular Formula
    C21H28O5
    Molecular Weight
    360.4  g/mol
    InChI Key
    PQSUYGKTWSAVDQ-ZVIOFETBSA-N
    FDA UNII
    4964P6T9RB
    A hormone secreted by the ADRENAL CORTEX that regulates electrolyte and water balance by increasing the renal retention of sodium and the excretion of potassium.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 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
    2.1.2 InChI
    InChI=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
    2.1.3 InChI Key
    PQSUYGKTWSAVDQ-ZVIOFETBSA-N
    2.1.4 Canonical SMILES
    CC12CCC(=O)C=C1CCC3C2C(CC4(C3CCC4C(=O)CO)C=O)O
    2.1.5 Isomeric SMILES
    C[C@]12CCC(=O)C=C1CC[C@@H]3[C@@H]2[C@H](C[C@]4([C@H]3CC[C@@H]4C(=O)CO)C=O)O
    2.2 Other Identifiers
    2.2.1 UNII
    4964P6T9RB
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Aldosterone, (+-)-isomer

    2. Aldosterone, (11 Beta,17 Alpha)-isomer

    2.3.2 Depositor-Supplied Synonyms

    1. 52-39-1

    2. Electrocortin

    3. Aldocortin

    4. Aldocorten

    5. Aldocortene

    6. (+)-aldosterone

    7. Reichstein X

    8. Elektrocortin

    9. D-aldosterone

    10. 18-oxocorticosterone

    11. Aldosteronum

    12. [3h]aldosterone

    13. 11beta,21-dihydroxypregn-4-ene-3,18,20-trione

    14. 11beta,21-dihydroxy-3,20-diketo-4-pregnen-18-al

    15. 11beta,21-dihydroxy-3,20-diketopregn-4-ene-18-al

    16. 18-formyl-11beta,21-dihydroxy-4-pregnene-3,20-dione

    17. Pregn-4-en-18-al, 11,21-dihydroxy-3,20-dioxo-, (11b)-

    18. (11beta)-11,21-dihydroxy-3,20-dioxopregn-4-en-18-al

    19. Nsc 73856

    20. 11beta,21-dihydroxy-3,20-dioxo-4-pregnen-18-al

    21. Nsc-73856

    22. (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

    23. 11beta,21-dihydroxy-3,20-dioxo-4-pregnen-18-al, 18,11-halbacetal

    24. 11beta,21-dihydroxy-3,20-dioxopregn-4-en-18-al

    25. 11beta,21-dihydroxy-3,20-dioxo-pregn-4-ene-18-al

    26. Chebi:27584

    27. 4964p6t9rb

    28. Aldosterone (inn)

    29. 11.beta.,21-dihydroxypregn-4-ene-3,18,20-trione

    30. Pregn-4-en-18-al, 11,21-dihydroxy-3,20-dioxo-, (11beta)-

    31. Aldosteronum [inn-latin]

    32. Aldosterona

    33. Aldosterona [inn-spanish]

    34. 18-aldocorticosterone

    35. Aldosterone [inn]

    36. Aldosterone [inn:ban:dcf]

    37. [3h]-aldosterone

    38. Smr000857170

    39. Einecs 200-139-9

    40. Brn 3224996

    41. Unii-4964p6t9rb

    42. Delta-aldosterone

    43. Aldosterone Solution

    44. 18-ketocorticosterone

    45. 11,21-dihydroxy-3,20-dioxopregn-4-en-18-al

    46. Aldosterone [mi]

    47. Schembl1675

    48. Aldosterone [mart.]

    49. Aldosterone [who-dd]

    50. 11b,21-dihydroxy-3,20-dioxo-pregn-4-en-18-al

    51. 4-08-00-03491 (beilstein Handbook Reference)

    52. Mls001333163

    53. Mls001333164

    54. Bidd:er0511

    55. Chembl273453

    56. Gtpl2872

    57. Gtpl3452

    58. Dtxsid7022419

    59. Aldosterone, >=95% (hplc)

    60. Bdbm19214

    61. (11beta)-11,21-dihydroxy-3,20-dioxo-pregn-4-en-18-al

    62. Hms2233d14

    63. Nsc73856

    64. Zinc3833824

    65. Lmst02030026

    66. Akos024462706

    67. Db04630

    68. Ncgc00164236-01

    69. As-69489

    70. Aldosterone 100 Microg/ml In Acetonitrile

    71. Hy-113313

    72. Cs-0059576

    73. C01780

    74. D10528

    75. Q184564

    76. Sr-01000838883

    77. Sr-01000838883-2

    78. 11beta,21-dihydroxy-3,20-dioxo-pregn-4-en-18-al

    79. (11b)-11,21-dihydroxy-3,20-dioxo-pregn-4-en-18-al

    80. Pregn-4-en-18-al,21-dihydroxy-3,20-dioxo-, (11.beta.)-

    81. Pregn-4-ene-3,20-dione, 11beta,18-epoxy-18,21-dihydroxy-

    82. (11alpha,14beta,17alpha)-11,21-dihydroxy-3,20-dioxopregn-4-en-18-al

    83. (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

    84. 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

    85. Aldosterone Solution, 100 Mug/ml In Acetonitrile, Ampule Of 1 Ml, Certified Reference Material

    2.4 Create Date
    2004-09-16
    3 Chemical and Physical Properties
    Molecular Weight 360.4 g/mol
    Molecular Formula C21H28O5
    XLogP31.1
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count5
    Rotatable Bond Count3
    Exact Mass360.19367399 g/mol
    Monoisotopic Mass360.19367399 g/mol
    Topological Polar Surface Area91.7 Ų
    Heavy Atom Count26
    Formal Charge0
    Complexity682
    Isotope Atom Count0
    Defined Atom Stereocenter Count7
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Pharmacology and Biochemistry
    4.1 Pharmacology

    At the late distal tubule and collecting duct, aldosterone has two main actions: 1) aldosterone acts on mineralocorticoid receptors (MR) on principal cells in the distal tubule of the kidney nephron, increasing the permeability of their apical (luminal) membrane to potassium and sodium and activates their basolateral Na+/K+ pumps, stimulating ATP hydrolysis leading to phosphorylation of the pump and a conformational change in the pump exposes the Na+ ions to the outside. The phosphorylated form of the pump has a low affinity for Na+ ions, hence reabsorbing sodium (Na+) ions and water into the blood, and secreting potassium (K+) ions into the urine; 2) aldosterone stimulates H+ secretion by intercalated cells in the collecting duct, regulating plasma bicarbonate (HCO3) levels and its acid/base balance; and 3) aldosterone may act on the central nervous system via the posterior pituitary gland to release vasopressin (ADH) which serves to conserve water by direct actions on renal tubular resorption.

    4.2 ATC Code

    H - Systemic hormonal preparations, excl. sex hormones and insulins

    H02 - Corticosteroids for systemic use

    H02A - Corticosteroids for systemic use, plain

    H02AA - Mineralocorticoids

    H02AA01 - Aldosterone

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