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

• ChemBase ID: 185368
• Molecular Formular: C23H31NO4
• Molecular Mass: 385.49654
• Monoisotopic Mass: 385.22530848
• SMILES: [C@@]12(C(=C/C(=N/OCC(=O)O)/CC2)CCC2C1CC[C@]1(C2CC[C@@]1(C#C)O)C)C
• Canonical SMILES: C#C[C@@]1(O)CCC2[C@]1(C)CCC1C2CCC2=C/C(=N/OCC(=O)O)/CC[C@]12C
• InChI: InChI=1S/C23H31NO4/c1-4-23(27)12-9-19-17-6-5-15-13-16(24-28-14-20(25)26)7-10-21(15,2)18(17)8-11-22(19,23)3/h1,13,17-19,27H,5-12,14H2,2-3H3,(H,25,26)/b24-16+/t17?,18?,19?,21-,22-,23+/m0/s1
• InChIKey: MJDYUFYIOGAURV-JQXQBWBBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-({[(2R,5E,14S,15S)-14-ethynyl-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: ({[(2R,5E,14S,15S)-14-ethynyl-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

Database IDs

• PubChem SID: 164241278
• PubChem CID: 16396266

CALCULATED PROPERTIES

• Acid pKa: 4.030114
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 1.7455984
• LogD (pH = 7.4): 0.15485014
• Log P: 2.8824668
• Molar Refractivity: 106.2882 cm^3
• Polarizability: 41.39951 Å^3
• Polar Surface Area: 79.12 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Description: Syn-anti Isomers 1:2
• Classification: Derivatives & analogs of Natural Compounds