2-[(1R,2S,5S,6S,14R,15S,16S)-18-hydroxy-14-methyl-11-oxo-17-oxapentacyclo[14.2.1.01,5.06,15.09,14]nonadec-9-en-2-yl]-2-oxoethyl acetate

• ChemBase ID: 159637
• Molecular Formular: C23H30O6
• Molecular Mass: 402.4807
• Monoisotopic Mass: 402.20423868
• SMILES: C1C(=O)C=C2[C@](C1)([C@@H]1[C@@H](CC2)[C@H]2[C@]3(C[C@@H]1OC3O)[C@H](CC2)C(=O)COC(=O)C)C
• Canonical SMILES: CC(=O)OCC(=O)[C@H]1CC[C@@H]2[C@@]31C[C@H](OC3O)[C@H]1[C@H]2CCC2=CC(=O)CC[C@]12C
• InChI: InChI=1S/C23H30O6/c1-12(24)28-11-18(26)17-6-5-16-15-4-3-13-9-14(25)7-8-22(13,2)20(15)19-10-23(16,17)21(27)29-19/h9,15-17,19-21,27H,3-8,10-11H2,1-2H3/t15-,16-,17+,19?,20+,21?,22-,23+/m0/s1
• InChIKey: JUHQUIOIVOVZQG-IYZOSDHVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(1R,2S,5S,6S,14R,15S,16S)-18-hydroxy-14-methyl-11-oxo-17-oxapentacyclo[14.2.1.0^1,^5.0^6,^1^5.0^9,^1^4]nonadec-9-en-2-yl]-2-oxoethyl acetate
• IUPAC Traditional name: 2-[(1R,2S,5S,6S,14R,15S,16S)-18-hydroxy-14-methyl-11-oxo-17-oxapentacyclo[14.2.1.0^1,^5.0^6,^1^5.0^9,^1^4]nonadec-9-en-2-yl]-2-oxoethyl acetate
• Synonyms: Aldosterone 21-Monoacetate; (11β)-21-(Acetyloxy)-11,18-epoxy-18-hydroxy-pregn-4-ene-3,20-dione; Aldosterone 21-Acetate

Database IDs

• CAS Number: 2827-21-6
• PubChem SID: 162253772
• PubChem CID: 71313076

CALCULATED PROPERTIES

• Acid pKa: 11.9177
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 1.9804252
• LogD (pH = 7.4): 1.9804122
• Log P: 1.9804255
• Molar Refractivity: 104.446 cm^3
• Polarizability: 41.483868 Å^3
• Polar Surface Area: 89.9 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate; Methanol
• Apperance: White Solid

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - A514710

Aldosterone (A514700) derivative.

REFERENCES

• Harnik, M. et al.: Steroids 54, 11 (1989)