2-[(1R,2S,10S,11S,13S,14Z,15S,17S)-1-fluoro-17-hydroxy-2,13,15-trimethyl-5-oxo(6,8,8-2H3)tetracyclo[8.7.0.02,7.011,15]heptadeca-3,6-dien-14-ylidene]-2-hydroxyacetaldehyde

• ChemBase ID: 161998
• Molecular Formular: C22H27FO4
• Molecular Mass: 374.4457832
• Monoisotopic Mass: 374.18933756
• SMILES: C1=C[C@]2(C(=CC1=O)CC[C@@H]1[C@@]2([C@H](C[C@]2([C@H]1C[C@@H](/C/2=C(/O)\C=O)C)C)O)F)C
• Canonical SMILES: O=C/C(=C/1\[C@@H](C)C[C@@H]2[C@]1(C)C[C@H](O)[C@]1([C@H]2CCC2=CC(=O)C=C[C@]12C)F)/O
• InChI: InChI=1S/C22H27FO4/c1-12-8-16-15-5-4-13-9-14(25)6-7-21(13,3)22(15,23)18(27)10-20(16,2)19(12)17(26)11-24/h6-7,9,11-12,15-16,18,26-27H,4-5,8,10H2,1-3H3/b19-17-/t12-,15-,16-,18-,20-,21-,22-/m0/s1
• InChIKey: TYYMPHSFTLTHRI-NIQJDLCESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(1R,2S,10S,11S,13S,14Z,15S,17S)-1-fluoro-17-hydroxy-2,13,15-trimethyl-5-oxo(6,8,8-^2H₃)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6-dien-14-ylidene]-2-hydroxyacetaldehyde
• IUPAC Traditional name: 2-[(1R,2S,10S,11S,13S,14Z,15S,17S)-1-fluoro-17-hydroxy-2,13,15-trimethyl-5-oxo(6,8,8-^2H₃)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6-dien-14-ylidene]-2-hydroxyacetaldehyde
• Synonyms: (11β,16β)-9-Fluoro-11,20-dihydroxy-16-methyl-3-oxo-pregna-1,4,17(20)-trien-21-al-d3; Betamethasone-Δ17,20-d3 21-Aldehyde

Database IDs

• PubChem SID: 162256133
• PubChem CID: 71313949

CALCULATED PROPERTIES

• Acid pKa: 8.911779
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 2.3039887
• LogD (pH = 7.4): 2.2909963
• Log P: 2.3041568
• Molar Refractivity: 102.3604 cm^3
• Polarizability: 38.714367 Å^3
• Polar Surface Area: 74.6 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - B326997

Labelled Betamethasone-Δ17,20 21-Aldehyde (B326995). A degradation and metabolic intermediate of Betamethasone (B3270000).