3-hydroxy-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]butanoic acid

• ChemBase ID: 208810
• Molecular Formular: C26H40N2O6
• Molecular Mass: 476.6056
• Monoisotopic Mass: 476.28863701
• SMILES: [C@@]12(C(=C/C(=N/OCC(=O)NC(C(=O)O)C(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(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/C26H40N2O6/c1-15(29)22(23(31)32)27-21(30)14-34-28-17-7-10-24(2)16(13-17)5-6-18-19(24)8-11-25(3)20(18)9-12-26(25,4)33/h13,15,18-20,22,29,33H,5-12,14H2,1-4H3,(H,27,30)(H,31,32)/t15?,18-,19+,20+,22?,24+,25+,26+/m1/s1
• InChIKey: BUWAVRAWKGFIAX-OCFLISJJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-hydroxy-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]butanoic acid
• IUPAC Traditional name: 3-hydroxy-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]butanoic acid

Database IDs

• PubChem SID: 164264720
• PubChem CID: 16402441

CALCULATED PROPERTIES

• Acid pKa: 3.1941838
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): 0.35002035
• LogD (pH = 7.4): -1.030124
• Log P: 1.5876464
• Molar Refractivity: 126.7165 cm^3
• Polarizability: 49.892494 Å^3
• Polar Surface Area: 128.45 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

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