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

• ChemBase ID: 209040
• Molecular Formular: C24H36N2O5
• Molecular Mass: 432.55304
• Monoisotopic Mass: 432.26242226
• SMILES: [C@@]12(C(=CC(=NOCC(=O)NC(C(=O)O)C)CC2)CC[C@@H]2[C@@H]1CC[C@]1([C@H]2CC[C@H]1O)C)C
• Canonical SMILES: O=C(NC(C(=O)O)C)CON=C1CC[C@]2(C(=C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@H]2O)C)C
• InChI: InChI=1S/C24H36N2O5/c1-14(22(29)30)25-21(28)13-31-26-16-8-10-23(2)15(12-16)4-5-17-18-6-7-20(27)24(18,3)11-9-19(17)23/h12,14,17-20,27H,4-11,13H2,1-3H3,(H,25,28)(H,29,30)/t14?,17-,18-,19-,20+,23-,24-/m0/s1
• InChIKey: GVRNGYWCMOCWFQ-ZHHYSMAVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[2-({[(1S,2R,10R,11S,14R,15S)-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-5-ylidene]amino}oxy)acetamido]propanoic acid
• IUPAC Traditional name: 2-[2-({[(1S,2R,10R,11S,14R,15S)-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-5-ylidene]amino}oxy)acetamido]propanoic acid

Database IDs

• PubChem SID: 164264950
• PubChem CID: 71753218

CALCULATED PROPERTIES

• Acid pKa: 3.2746985
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): 0.76048607
• LogD (pH = 7.4): -0.6599472
• Log P: 1.9518186
• Molar Refractivity: 116.1158 cm^3
• Polarizability: 45.573845 Å^3
• Polar Surface Area: 108.22 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Description: Z/E Isomers
• Classification: Derivatives & analogs of Natural Compounds