(1S,2R,5E,10S,11S,13R,14R,15S)-14-[(1E)-2-hydroxy-1-(hydroxyimino)ethyl]-5-(hydroxyimino)-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadeca-3,6-diene-13,14,17-triol

• ChemBase ID: 178425
• Molecular Formular: C21H30N2O6
• Molecular Mass: 406.4727
• Monoisotopic Mass: 406.21038669
• SMILES: C1=C/C(=N\O)/C=C2[C@]1([C@@H]1[C@@H](CC2)[C@H]2[C@](CC1O)([C@]([C@@H](C2)O)(/C(=N/O)/CO)O)C)C
• Canonical SMILES: O/N=C/1\C=C[C@]2(C(=C1)CC[C@@H]1[C@@H]2C(O)C[C@]2([C@H]1C[C@H]([C@]2(O)/C(=N/O)/CO)O)C)C
• InChI: InChI=1S/C21H30N2O6/c1-19-6-5-12(22-28)7-11(19)3-4-13-14-8-17(26)21(27,16(10-24)23-29)20(14,2)9-15(25)18(13)19/h5-7,13-15,17-18,24-29H,3-4,8-10H2,1-2H3/b22-12+,23-16+/t13-,14-,15?,17+,18+,19-,20-,21+/m0/s1
• InChIKey: BVBBLSHJIAJHSQ-GPWWOPSNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,5E,10S,11S,13R,14R,15S)-14-[(1E)-2-hydroxy-1-(hydroxyimino)ethyl]-5-(hydroxyimino)-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6-diene-13,14,17-triol
• IUPAC Traditional name: (1S,2R,5E,10S,11S,13R,14R,15S)-14-[(1E)-2-hydroxy-1-(hydroxyimino)ethyl]-5-(hydroxyimino)-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6-diene-13,14,17-triol
• Synonyms: 11β,16α,17α,21-Tetrahydroxypregna-1,4-diene-3,20-oxime

Database IDs

• PubChem SID: 164234335
• PubChem CID: 71752476

CALCULATED PROPERTIES

• Acid pKa: 5.055714
• H Acceptors: 8
• H Donor: 6
• LogD (pH = 5.5): -0.38357517
• LogD (pH = 7.4): -1.8581046
• Log P: 0.08554971
• Molar Refractivity: 107.4982 cm^3
• Polarizability: 41.40257 Å^3
• Polar Surface Area: 146.1 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Beige Solid

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - T296030

Budesonide (B689490) derivative.