2-[2-({[(1S,2R,10S,11S,15S)-14-acetyl-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadec-6-en-5-ylidene]amino}oxy)acetamido]-3-hydroxybutanoic acid

• ChemBase ID: 210801
• Molecular Formular: C27H40N2O6
• Molecular Mass: 488.6163
• Monoisotopic Mass: 488.28863701
• SMILES: [C@@]12([C@H]([C@H]3[C@@H]([C@@]4(C(=CC(=NOCC(=O)NC(C(=O)O)C(O)C)CC4)CC3)C)CC2)CCC1C(=O)C)C
• Canonical SMILES: O=C(NC(C(=O)O)C(O)C)CON=C1CC[C@]2(C(=C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CCC2C(=O)C)C)C
• InChI: InChI=1S/C27H40N2O6/c1-15(30)20-7-8-21-19-6-5-17-13-18(9-11-26(17,3)22(19)10-12-27(20,21)4)29-35-14-23(32)28-24(16(2)31)25(33)34/h13,16,19-22,24,31H,5-12,14H2,1-4H3,(H,28,32)(H,33,34)/t16?,19-,20?,21-,22-,24?,26-,27+/m0/s1
• InChIKey: PDHOCZMPAGFXIP-OALRXBQJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[2-({[(1S,2R,10S,11S,15S)-14-acetyl-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-5-ylidene]amino}oxy)acetamido]-3-hydroxybutanoic acid
• IUPAC Traditional name: 2-[2-({[(1S,2R,10S,11S,15S)-14-acetyl-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-5-ylidene]amino}oxy)acetamido]-3-hydroxybutanoic acid

Database IDs

• PubChem SID: 164266711
• PubChem CID: 71753248

CALCULATED PROPERTIES

• Acid pKa: 3.2447155
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): 0.8512019
• LogD (pH = 7.4): -0.5274174
• Log P: 2.051281
• Molar Refractivity: 130.3538 cm^3
• Polarizability: 51.184345 Å^3
• Polar Surface Area: 125.29 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

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