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

• ChemBase ID: 186381
• Molecular Formular: C23H33NO5
• Molecular Mass: 403.51182
• Monoisotopic Mass: 403.23587316
• SMILES: [C@]12([C@](CCC1C1C([C@@]3(C(=C/C(=N\OCC(=O)O)/CC3)CC1)C)CC2)(C(=O)C)O)C
• Canonical SMILES: OC(=O)CO/N=C\1/CC[C@]2(C(=C1)CCC1C2CC[C@]2(C1CC[C@]2(O)C(=O)C)C)C
• InChI: InChI=1S/C23H33NO5/c1-14(25)23(28)11-8-19-17-5-4-15-12-16(24-29-13-20(26)27)6-9-21(15,2)18(17)7-10-22(19,23)3/h12,17-19,28H,4-11,13H2,1-3H3,(H,26,27)/b24-16-/t17?,18?,19?,21-,22-,23-/m0/s1
• InChIKey: NMRMMCZURGCYED-OTYWNRCGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-({[(2R,5Z,14R,15S)-14-acetyl-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,5Z,14R,15S)-14-acetyl-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: 164242291
• PubChem CID: 16396567

CALCULATED PROPERTIES

• Acid pKa: 4.0422907
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 1.6291268
• LogD (pH = 7.4): 0.038767077
• Log P: 2.756026
• Molar Refractivity: 108.4939 cm^3
• Polarizability: 42.58935 Å^3
• Polar Surface Area: 96.19 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Description: Isomers
• Classification: Derivatives & analogs of Natural Compounds