1-[2-({[(1S,2R,10R,11S,14R,15S)-14-acetyl-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadec-6-en-5-ylidene]amino}oxy)acetyl]-4-hydroxypyrrolidine-2-carboxylic acid

• ChemBase ID: 208956
• Molecular Formular: C28H40N2O7
• Molecular Mass: 516.6264
• Monoisotopic Mass: 516.28355163
• SMILES: N1(C(C(=O)O)CC(C1)O)C(=O)CON=C1C=C2[C@@]([C@@H]3[C@H]([C@H]4[C@@]([C@](CC4)(C(=O)C)O)(CC3)C)CC2)(CC1)C
• Canonical SMILES: OC1CC(N(C1)C(=O)CON=C1CC[C@]2(C(=C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@]2(O)C(=O)C)C)C)C(=O)O
• InChI: InChI=1S/C28H40N2O7/c1-16(31)28(36)11-8-22-20-5-4-17-12-18(6-9-26(17,2)21(20)7-10-27(22,28)3)29-37-15-24(33)30-14-19(32)13-23(30)25(34)35/h12,19-23,32,36H,4-11,13-15H2,1-3H3,(H,34,35)/t19?,20-,21+,22+,23?,26+,27+,28+/m1/s1
• InChIKey: XQSIZZYMZMLQIG-UKPFYNCJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[2-({[(1S,2R,10R,11S,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)acetyl]-4-hydroxypyrrolidine-2-carboxylic acid
• IUPAC Traditional name: 1-[2-({[(1S,2R,10R,11S,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)acetyl]-4-hydroxypyrrolidine-2-carboxylic acid

Database IDs

• PubChem SID: 164264866
• PubChem CID: 71753216

CALCULATED PROPERTIES

• Acid pKa: 3.1871264
• H Acceptors: 8
• H Donor: 3
• LogD (pH = 5.5): -0.14505005
• LogD (pH = 7.4): -1.5214053
• Log P: 1.0966178
• Molar Refractivity: 134.7983 cm^3
• Polarizability: 52.954872 Å^3
• Polar Surface Area: 136.73 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

PROPERTIES

Product Information

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