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

• ChemBase ID: 170224
• Molecular Formular: C20H24O3
• Molecular Mass: 312.40276
• Monoisotopic Mass: 312.17254463
• SMILES: C1=CC(=O)C=C2[C@]1([C@@H]1[C@@H](C=C2CO)[C@H]2[C@](CC1)(C(=O)CC2)C)C
• Canonical SMILES: OCC1=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/C20H24O3/c1-19-7-5-13(22)10-17(19)12(11-21)9-14-15-3-4-18(23)20(15,2)8-6-16(14)19/h5,7,9-10,14-16,21H,3-4,6,8,11H2,1-2H3/t14-,15-,16-,19+,20-/m0/s1
• InChIKey: MNBSDZVEXCMDRX-DAELLWKTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,10R,11S,15S)-8-(hydroxymethyl)-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6,8-triene-5,14-dione
• IUPAC Traditional name: (1S,2R,10R,11S,15S)-8-(hydroxymethyl)-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6,8-triene-5,14-dione
• Synonyms: 6-(Hydroxymethyl)androsta-1,4,6-triene-3,17-dione; FCE 27472; 6-Hydroxymethyl Exemestane

Database IDs

• CAS Number: 152764-26-6
• PubChem SID: 164226134
• PubChem CID: 71748876

CALCULATED PROPERTIES

• Acid pKa: 17.215038
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 2.527443
• LogD (pH = 7.4): 2.527443
• Log P: 2.527443
• Molar Refractivity: 91.8741 cm^3
• Polarizability: 34.68926 Å^3
• Polar Surface Area: 54.37 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Off-White to Pale Yellow Solid
• Melting Point: 198-200°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - H825510

A potential metabolite of Exemestane (E957000).

REFERENCES

• Buzzetti, F., et al.: Steroids, 58, 527 (1993)