(2S,11S,13R,14R,15S)-14-hydroxy-14-(2-hydroxyacetyl)-2,13,15-trimethyltetracyclo[8.7.0.02,7.011,15]heptadeca-1(17),3,6,9-tetraen-5-one

• ChemBase ID: 166712
• Molecular Formular: C22H26O4
• Molecular Mass: 354.43944
• Monoisotopic Mass: 354.18310931
• SMILES: C1=CC(=O)C=C2[C@]1(C1=CC[C@]3([C@H](C1=CC2)C[C@H]([C@@]3(C(=O)CO)O)C)C)C
• Canonical SMILES: OCC(=O)[C@@]1(O)[C@H](C)C[C@@H]2[C@]1(C)CC=C1C2=CCC2=CC(=O)C=C[C@]12C
• InChI: InChI=1S/C22H26O4/c1-13-10-18-16-5-4-14-11-15(24)6-8-20(14,2)17(16)7-9-21(18,3)22(13,26)19(25)12-23/h5-8,11,13,18,23,26H,4,9-10,12H2,1-3H3/t13-,18+,20+,21+,22+/m1/s1
• InChIKey: IDELEYLNUCZEFQ-HEERDSQZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,11S,13R,14R,15S)-14-hydroxy-14-(2-hydroxyacetyl)-2,13,15-trimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-1(17),3,6,9-tetraen-5-one
• IUPAC Traditional name: (2S,11S,13R,14R,15S)-14-hydroxy-14-(2-hydroxyacetyl)-2,13,15-trimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-1(17),3,6,9-tetraen-5-one
• Synonyms: 9(11)-Dehydro Dexamethasone-7-ene; Δ7,9(11)-Dexamethasone

Database IDs

• PubChem SID: 162260845
• PubChem CID: 71315847

CALCULATED PROPERTIES

• Acid pKa: 12.435794
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 2.1355686
• LogD (pH = 7.4): 2.1355646
• Log P: 2.1355686
• Molar Refractivity: 103.0724 cm^3
• Polarizability: 38.7527 Å^3
• Polar Surface Area: 74.6 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethyl Acetate
• Apperance: Off-White to Pale Yellow Solid
• Melting Point: 193-195°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - D298785

Dexamethasone (D298800) process impurity.