(1S,2R,10S,11S,14S,15R,17S)-17-hydroxy-14-(2-hydroxyacetyl)-2-methyl-5-oxotetracyclo[8.7.0.02,7.011,15]heptadeca-3,6-diene-15-carbaldehyde

• ChemBase ID: 165597
• Molecular Formular: C21H26O5
• Molecular Mass: 358.42814
• Monoisotopic Mass: 358.17802393
• SMILES: C1=C[C@]2(C(=CC1=O)CC[C@@H]1[C@@H]2[C@H](C[C@]2([C@H]1CC[C@@H]2C(=O)CO)C=O)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)C=C[C@]12C
• InChI: InChI=1S/C21H26O5/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/h6-8,11,14-17,19,22,25H,2-5,9-10H2,1H3/t14-,15-,16+,17-,19+,20-,21+/m0/s1
• InChIKey: AYWYRFAPXIHLER-ZVIOFETBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,10S,11S,14S,15R,17S)-17-hydroxy-14-(2-hydroxyacetyl)-2-methyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6-diene-15-carbaldehyde
• IUPAC Traditional name: (1S,2R,10S,11S,14S,15R,17S)-17-hydroxy-14-(2-hydroxyacetyl)-2-methyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6-diene-15-carbaldehyde
• Synonyms: (11β)-11,21-Dihydroxy-3,20-dioxopregna-1,4-dien-18-al; Δ1-Aldosterone; 11β,21-Dihydroxy-3,20-dioxopregna-1,4-dien-18-al; 1-Dehydroaldosterone; 1-Dehydro Aldosterone

Database IDs

• CAS Number: 76959-24-5
• PubChem SID: 162259730
• PubChem CID: 71315292

CALCULATED PROPERTIES

• Acid pKa: 13.818689
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 1.0534914
• LogD (pH = 7.4): 1.0534912
• Log P: 1.0534914
• Molar Refractivity: 97.8851 cm^3
• Polarizability: 37.495747 Å^3
• Polar Surface Area: 91.67 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D229105

1-Dehydro Aldosterone is a derivative of the mineralocorticoid agonist and antagonist Aldosterone (A514700).

REFERENCES

• Adam, W.R., et al.: Endocrinology, 108, 517 (1981)