(1S,2R,10S,11S,14S,15S,17S)-17-hydroxy-14-(2-hydroxyacetyl)-2-methyl-5-oxo(1,16,16,17-2H4)tetracyclo[8.7.0.02,7.011,15]heptadec-6-ene-15-carbaldehyde

• ChemBase ID: 159636
• Molecular Formular: C21H28O5
• Molecular Mass: 360.44402
• Monoisotopic Mass: 360.193674
• SMILES: C1C(=O)C=C2[C@](C1)([C@@H]1[C@@H](CC2)[C@H]2[C@@](C[C@@H]1O)([C@H](CC2)C(=O)CO)C=O)C
• Canonical SMILES: OCC(=O)[C@H]1CC[C@@H]2[C@@]1(C=O)C[C@H](O)[C@H]1[C@H]2CCC2=CC(=O)CC[C@]12C
• 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
• InChIKey: PQSUYGKTWSAVDQ-KRGAXNBZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,10S,11S,14S,15S,17S)-17-hydroxy-14-(2-hydroxyacetyl)-2-methyl-5-oxo(1,16,16,17-^2H₄)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-ene-15-carbaldehyde
• IUPAC Traditional name: (1S,2R,10S,11S,14S,15S,17S)-17-hydroxy-14-(2-hydroxyacetyl)-2-methyl-5-oxo(1,16,16,17-^2H₄)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-ene-15-carbaldehyde
• Synonyms: (11β)-11,21-Dihydroxy-3,20-dioxopregn-4-en-18-al-d4; 11β,21-Dihydroxypregn-4-ene-3,18,20-trione-d4; 18-Formyl-11β,21-dihydroxy-4-pregnene-3,20-dione-d4; 18-Oxocorticosterone-d4; Aldocortene-d4; Electrocortin-d4; Elektrocortin-d4; NSC 73856-d4; Reichstein X-d4; Aldosterone-d4

Database IDs

• PubChem SID: 162253771
• PubChem CID: 71313075

CALCULATED PROPERTIES

• Acid pKa: 13.819593
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 1.0556679
• LogD (pH = 7.4): 1.0556678
• Log P: 1.0556679
• Molar Refractivity: 96.7918 cm^3
• Polarizability: 37.741665 Å^3
• Polar Surface Area: 91.67 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - A514703

Labelled Aldosterone. Aldosterone is an adrenocortical steroid which exerts regulatory influence on metabolism of electrolytes and water. Biologically active aldosterone isomer; a mineralocorticoid produced by the adrenal cortex that induces urinary excre

REFERENCES

• Simpson, et al.: Experienta, 9, 333 (1953)
• Morel, A., et al.: Nature, 356, 523 (1953)
• Arima, S., et al.: Clin. Exp. Nephrol., 7, 172 (1953)
• Hirasawa, A., et al.: Eur. J. Pharmacol., 267, 71 (1953)
• Hiroyama, M., et al.: Mol. Endocrinol., 21, 247 (2007)