(1S,2R,5S,10R,11S,15S)-14-[(1Z)-1-(hydroxyimino)ethyl]-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadeca-7,13-dien-5-ol

• ChemBase ID: 133452
• Molecular Formular: C21H31NO2
• Molecular Mass: 329.47634
• Monoisotopic Mass: 329.23547924
• SMILES: C/C(=N/O)/C1=CC[C@@H]2[C@@]1(CC[C@H]1[C@H]2CC=C2[C@@]1(CC[C@@H](C2)O)C)C
• Canonical SMILES: O/N=C(\C1=CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CC=C2[C@]1(C)CC[C@@H](C2)O)/C
• InChI: InChI=1S/C21H31NO2/c1-13(22-24)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h4,6,15-16,18-19,23-24H,5,7-12H2,1-3H3/b22-13-/t15-,16-,18-,19-,20-,21+/m0/s1
• InChIKey: PUAYLIXQYVQBPE-MZFALXGWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,5S,10R,11S,15S)-14-[(1Z)-1-(hydroxyimino)ethyl]-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-7,13-dien-5-ol
• IUPAC Traditional name: (1S,2R,5S,10R,11S,15S)-14-[(1Z)-1-(hydroxyimino)ethyl]-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-7,13-dien-5-ol
• Synonyms: 3β-Hydroxy-5,16-pregnadien-20-one oxime; 5,16-Pregnadien-3β-ol-20-one oxime; 16-Dehydropregnenolone oxime

Database IDs

• CAS Number: 1045-71-2
• MDL Number: MFCD00046221
• PubChem SID: 24893922; 162227729
• PubChem CID: 16219255

CALCULATED PROPERTIES

• Acid pKa: 11.312022
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 3.4389637
• LogD (pH = 7.4): 3.4411402
• Log P: 3.441226
• Molar Refractivity: 98.4543 cm^3
• Polarizability: 38.05121 Å^3
• Polar Surface Area: 52.82 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Pharmacology Properties

• Gene Information: human ... CYP17A1(1586)