(1S,2R,10R,11S,15S)-8-hydroxy-8-(methoxymethyl)-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadeca-3,6-diene-5,14-dione

• ChemBase ID: 170742
• Molecular Formular: C21H28O4
• Molecular Mass: 344.44462
• Monoisotopic Mass: 344.19875938
• SMILES: C1=CC(=O)C=C2[C@]1([C@@H]1[C@@H](CC2(O)COC)[C@H]2[C@](CC1)(C(=O)CC2)C)C
• Canonical SMILES: COCC1(O)C[C@@H]2[C@@H]([C@@]3(C1=CC(=O)C=C3)C)CC[C@]1([C@H]2CCC1=O)C
• InChI: InChI=1S/C21H28O4/c1-19-8-6-13(22)10-17(19)21(24,12-25-3)11-14-15-4-5-18(23)20(15,2)9-7-16(14)19/h6,8,10,14-16,24H,4-5,7,9,11-12H2,1-3H3/t14-,15-,16-,19+,20-,21?/m0/s1
• InChIKey: YCDBIMSJYZHFSU-QSESCBLDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,10R,11S,15S)-8-hydroxy-8-(methoxymethyl)-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6-diene-5,14-dione
• IUPAC Traditional name: (1S,2R,10R,11S,15S)-8-hydroxy-8-(methoxymethyl)-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6-diene-5,14-dione
• Synonyms: 6-Hydroxy-6-(methoxymethyl)-androsta-1,4-diene-3,17-dione

Database IDs

• PubChem SID: 164226652
• PubChem CID: 71749118

CALCULATED PROPERTIES

• Acid pKa: 13.370636
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 2.5727565
• LogD (pH = 7.4): 2.572756
• Log P: 2.5727565
• Molar Refractivity: 97.1494 cm^3
• Polarizability: 37.47085 Å^3
• Polar Surface Area: 63.6 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H946155

A metabolite of Exemestane (E957000).