2-({[(1S,2R,5E,10R,11S,14S,15S)-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadec-6-en-5-ylidene]amino}oxy)acetic acid

• ChemBase ID: 131622
• Molecular Formular: C21H31NO4
• Molecular Mass: 361.47514
• Monoisotopic Mass: 361.22530848
• SMILES: C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@H]2O)CCC1=C/C(=N/OCC(=O)O)/CC[C@]31C
• Canonical SMILES: OC(=O)CO/N=C/1\CC[C@]2(C(=C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2O)C)C
• InChI: InChI=1S/C21H31NO4/c1-20-9-7-14(22-26-12-19(24)25)11-13(20)3-4-15-16-5-6-18(23)21(16,2)10-8-17(15)20/h11,15-18,23H,3-10,12H2,1-2H3,(H,24,25)/b22-14+/t15-,16-,17-,18-,20-,21-/m0/s1
• InChIKey: VDYLVWGBLQNNAW-UVTKPVMCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-({[(1S,2R,5E,10R,11S,14S,15S)-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-5-ylidene]amino}oxy)acetic acid
• IUPAC Traditional name: anti-testosterone-3-cmo
• Synonyms: 17β-Hydroxy-4-androsten-3-one 3-(O-carboxymethyl)oxime; 4-Androsten-17β-ol-3-one 3-(O-carboxymethyl)oxime; Testosterone 3-(O-carboxymethyl)oxime

Database IDs

• CAS Number: 10190-93-9
• MDL Number: MFCD00056503
• PubChem SID: 24900526; 162225899
• PubChem CID: 11279905

CALCULATED PROPERTIES

• Acid pKa: 4.062807
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 1.5927145
• LogD (pH = 7.4): 0.0030393193
• Log P: 2.7027552
• Molar Refractivity: 98.8184 cm^3
• Polarizability: 38.81646 Å^3
• Polar Surface Area: 79.12 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20/21/22-40
• Safety Statements: 22-36
• GHS Pictograms: GHS07; GHS08
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H312-H332-H351
• GHS Precautionary statements: P280
• Personal Protective Equipment: Eyeshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• Drug Control: Home Office Schedule 4.2regulated under CDSA - not available from Sigma-Aldrich Canada