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

• ChemBase ID: 208480
• Molecular Formular: C25H38N2O5
• Molecular Mass: 446.57962
• Monoisotopic Mass: 446.27807233
• SMILES: [C@@]12(C(=C/C(=N/OCC(=O)NC(C(=O)O)C)/CC2)CC[C@@H]2[C@@H]1CC[C@]1([C@H]2CC[C@@]1(O)C)C)C
• Canonical SMILES: O=C(NC(C(=O)O)C)CO/N=C/1\CC[C@]2(C(=C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@]2(C)O)C)C
• InChI: InChI=1S/C25H38N2O5/c1-15(22(29)30)26-21(28)14-32-27-17-7-10-23(2)16(13-17)5-6-18-19(23)8-11-24(3)20(18)9-12-25(24,4)31/h13,15,18-20,31H,5-12,14H2,1-4H3,(H,26,28)(H,29,30)/t15?,18-,19+,20+,23+,24+,25+/m1/s1
• InChIKey: BIQQJSWPUILQKQ-XEYAAWFJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[2-({[(1S,2R,10R,11S,14S,15S)-14-hydroxy-2,14,15-trimethyltetracyclo[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,14S,15S)-14-hydroxy-2,14,15-trimethyltetracyclo[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: 164264390
• PubChem CID: 16402268

CALCULATED PROPERTIES

• Acid pKa: 3.2440639
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): 1.0419344
• LogD (pH = 7.4): -0.3794275
• Log P: 2.2551324
• Molar Refractivity: 120.754 cm^3
• Polarizability: 47.40901 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