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

• ChemBase ID: 167880
• Molecular Formular: C22H36O4
• Molecular Mass: 364.51884
• Monoisotopic Mass: 364.26135963
• SMILES: C1C(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)O
• Canonical SMILES: OC1CC[C@]2([C@](C1)(O)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@]12CCC(O1)O)C)C
• InChI: InChI=1S/C22H36O4/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/h14-18,23-25H,3-13H2,1-2H3/t14?,15-,16+,17+,18?,19-,20+,21+,22-/m1/s1
• InChIKey: XIWRLCBDSHNVOK-IWVVNMESSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 162262013
• PubChem CID: 71316273

CALCULATED PROPERTIES

• Polar Surface Area: 69.92 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true
• Acid pKa: 12.447864
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 2.3514302
• LogD (pH = 7.4): 2.3514264
• Log P: 2.3514304
• Molar Refractivity: 99.4378 cm^3
• Polarizability: 40.162308 Å^3

DETAILS

Toronto Research Chemicals - D455005

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