(1'S,2R,2'R,7'S,10'R,11'S,15'S)-5,7'-dihydroxy-2',15'-dimethylspiro[oxolane-2,14'-tetracyclo[8.7.0.02,7.011,15]heptadecane]-5'-one

• ChemBase ID: 171353
• Molecular Formular: C22H34O4
• Molecular Mass: 362.50296
• Monoisotopic Mass: 362.24570957
• SMILES: C1C(=O)C[C@@]2([C@](C1)([C@@H]1[C@@H](CC2)[C@H]2[C@](CC1)([C@]1(CC2)OC(CC1)O)C)C)O
• Canonical SMILES: OC1CC[C@]2(O1)CC[C@@H]1[C@]2(C)CC[C@H]2[C@H]1CC[C@]1([C@]2(C)CCC(=O)C1)O
• InChI: InChI=1S/C22H34O4/c1-19-8-3-14(23)13-21(19,25)10-4-15-16(19)5-9-20(2)17(15)6-11-22(20)12-7-18(24)26-22/h15-18,24-25H,3-13H2,1-2H3/t15-,16+,17+,18?,19-,20+,21+,22-/m1/s1
• InChIKey: YXGCNVYKJDQSKC-QNPKLLLESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1'S,2R,2'R,7'S,10'R,11'S,15'S)-5,7'-dihydroxy-2',15'-dimethylspiro[oxolane-2,14'-tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecane]-5'-one
• IUPAC Traditional name: (1'S,2R,2'R,7'S,10'R,11'S,15'S)-5,7'-dihydroxy-2',15'-dimethylspiro[oxolane-2,14'-tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecane]-5'-one
• Synonyms: (17α)-5β,17β-Dihydroxy-3-oxo-pregn-6-ene-21-carboxylic Acid γ-Lactol; 5β,17β-Dihydroxy-3-oxo-17α-pregnane-21-carboxaldehyde Cyclic 21,17-Hemiacetal; Drospirenone 5-β-Hydroxy Lactol Impurity; 5β-Hydroxy-tetrahydro Canrenone Lactol

Database IDs

• PubChem SID: 164227263
• PubChem CID: 71749365

CALCULATED PROPERTIES

• Acid pKa: 12.446842
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 2.7876325
• LogD (pH = 7.4): 2.7876287
• Log P: 2.7876327
• Molar Refractivity: 98.2993 cm^3
• Polarizability: 39.61763 Å^3
• Polar Surface Area: 66.76 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H957125

An impurity of Canrenone (C175610) and Drospirenone (D689500).