(1'R,2S,2'S,3'S,5'S,7'S,10'S,11'R,18'R)-18'-(hydroxymethyl)-7',11'-dimethylspiro[oxolane-2,6'-pentacyclo[8.8.0.02,7.03,5.011,16]octadecane]-14',16'-dien-5-one

• ChemBase ID: 165841
• Molecular Formular: C24H32O3
• Molecular Mass: 368.50908
• Monoisotopic Mass: 368.23514488
• SMILES: C1C=CC2=C[C@@H]([C@@H]3[C@@H]([C@]2(C1)C)CC[C@]1([C@H]3[C@H]2[C@@H]([C@]31CCC(=O)O3)C2)C)CO
• Canonical SMILES: OC[C@H]1C=C2C=CCC[C@@]2([C@@H]2[C@@H]1[C@@H]1[C@@H]3C[C@@H]3[C@]3([C@]1(CC2)C)CCC(=O)O3)C
• InChI: InChI=1S/C24H32O3/c1-22-8-4-3-5-15(22)11-14(13-25)20-17(22)6-9-23(2)21(20)16-12-18(16)24(23)10-7-19(26)27-24/h3,5,11,14,16-18,20-21,25H,4,6-10,12-13H2,1-2H3/t14-,16-,17+,18+,20-,21+,22+,23+,24+/m1/s1
• InChIKey: BUNOGSCRHSBGMH-KUQZTQEZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1'R,2S,2'S,3'S,5'S,7'S,10'S,11'R,18'R)-18'-(hydroxymethyl)-7',11'-dimethylspiro[oxolane-2,6'-pentacyclo[8.8.0.0^2,^7.0^3,^5.0^1^1,^1^6]octadecane]-14',16'-dien-5-one
• IUPAC Traditional name: (1'R,2S,2'S,3'S,5'S,7'S,10'S,11'R,18'R)-18'-(hydroxymethyl)-7',11'-dimethylspiro[oxolane-2,6'-pentacyclo[8.8.0.0^2,^7.0^3,^5.0^1^1,^1^6]octadecane]-14',16'-dien-5-one
• Synonyms: 7β-(Hydroxymethyl)-15β,16β-methylene-17α-pregn-3,5(6)-diene-21,17-carbolactone; 17-Hydroxy-7β-(hydroxymethyl)-15β,16β-methylene-17α-pregn-3,5(6)-diene-21-carboxylic Acid, γ-Lactone; Drospirenone Impurity I; 3-Deoxo-7β-hydroxymethyl Drospirenone 3,5(6)-Dienyl Impurity

Database IDs

• PubChem SID: 162259974
• PubChem CID: 71315420

CALCULATED PROPERTIES

• Acid pKa: 17.97823
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 3.0868628
• LogD (pH = 7.4): 3.0868628
• Log P: 3.0868628
• Molar Refractivity: 105.882 cm^3
• Polarizability: 41.459618 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D231610

An impurity of the synthetic progestogen Drospirenone (D689500).