2-({[(1S,8Z,10R,11S,14S,15S)-5,14-dihydroxy-15-methyltetracyclo[8.7.0.02,7.011,15]heptadeca-2,4,6-trien-8-ylidene]amino}oxy)acetic acid

• ChemBase ID: 132503
• Molecular Formular: C20H25NO5
• Molecular Mass: 359.4162
• Monoisotopic Mass: 359.17327291
• SMILES: C[C@]12CC[C@@H]3c4ccc(cc4/C(=N\OCC(=O)O)/C[C@H]3[C@@H]1CC[C@@H]2O)O
• Canonical SMILES: OC(=O)CO/N=C\1/C[C@@H]2[C@@H](c3c1cc(O)cc3)CC[C@]1([C@H]2CC[C@@H]1O)C
• InChI: InChI=1S/C20H25NO5/c1-20-7-6-13-12-3-2-11(22)8-15(12)17(21-26-10-19(24)25)9-14(13)16(20)4-5-18(20)23/h2-3,8,13-14,16,18,22-23H,4-7,9-10H2,1H3,(H,24,25)/b21-17-/t13-,14-,16+,18+,20+/m1/s1
• InChIKey: AWARIMYXKAIIGO-UYGYUSPXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-({[(1S,8Z,10R,11S,14S,15S)-5,14-dihydroxy-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2,4,6-trien-8-ylidene]amino}oxy)acetic acid; 2-({[(1S,10R,11S,14S,15S)-5,14-dihydroxy-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2,4,6-trien-8-ylidene]amino}oxy)acetic acid
• IUPAC Traditional name: ({[(1S,8Z,10R,11S,14S,15S)-5,14-dihydroxy-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2,4,6-trien-8-ylidene]amino}oxy)acetic acid; ({[(1S,10R,11S,14S,15S)-5,14-dihydroxy-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2,4,6-trien-8-ylidene]amino}oxy)acetic acid
• Synonyms: β-Estradiol-6-(O-carboxymethyl)oxime; 1,3,5(10)-Estratriene-3,17β-diol-6-one6-(O-carboxymethyloxime); 3,17β-Dihydroxy-1,3,5(10)-estratriene 6-(O-carboxymethyl)oxime; 6-Ketoestradiol 6-(O-carboxymethyloxime); β-Estradiol-6-one 6-(O-carboxymethyloxime)

Database IDs

• CAS Number: 35048-47-6
• MDL Number: MFCD00056459
• Beilstein Number: 2484202
• PubChem SID: 162226780
• PubChem CID: 6323296

CALCULATED PROPERTIES

• Acid pKa: 3.5530076
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): 0.4000625
• LogD (pH = 7.4): -0.93454087
• Log P: 2.052689
• Molar Refractivity: 95.0798 cm^3
• Polarizability: 37.028687 Å^3
• Polar Surface Area: 99.35 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: ethanol: soluble20 mg/mL, clear, faintly yellow

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥99.0% (UV)
• Empirical Formula (Hill Notation): C20H25NO5