1-[2-({[(2R,5E,14R,15S)-14,17-dihydroxy-14-(2-hydroxyacetyl)-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: 199264
• Molecular Formular: C28H40N2O9
• Molecular Mass: 548.6252
• Monoisotopic Mass: 548.27338087
• SMILES: [C@]12([C@@](C(=O)CO)(CCC1C1C([C@@]3(C(=C/C(=N/OCC(=O)N4C(C(=O)O)CC(C4)O)/CC3)CC1)C)C(C2)O)O)C
• Canonical SMILES: OCC(=O)[C@@]1(O)CCC2[C@]1(C)CC(O)C1C2CCC2=C/C(=N/OCC(=O)N3CC(CC3C(=O)O)O)/CC[C@]12C
• InChI: InChI=1S/C28H40N2O9/c1-26-7-5-16(29-39-14-23(35)30-12-17(32)10-20(30)25(36)37)9-15(26)3-4-18-19-6-8-28(38,22(34)13-31)27(19,2)11-21(33)24(18)26/h9,17-21,24,31-33,38H,3-8,10-14H2,1-2H3,(H,36,37)/b29-16+/t17?,18?,19?,20?,21?,24?,26-,27-,28-/m0/s1
• InChIKey: UYZWVHHKMNPLDX-FFPXGJPISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[2-({[(2R,5E,14R,15S)-14,17-dihydroxy-14-(2-hydroxyacetyl)-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-({[(2R,5E,14R,15S)-14,17-dihydroxy-14-(2-hydroxyacetyl)-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: 164255174
• PubChem CID: 16399366

CALCULATED PROPERTIES

• Acid pKa: 3.7334428
• H Acceptors: 10
• H Donor: 5
• LogD (pH = 5.5): -2.2694628
• LogD (pH = 7.4): -3.6475348
• Log P: -0.96845627
• Molar Refractivity: 138.093 cm^3
• Polarizability: 54.284946 Å^3
• Polar Surface Area: 177.19 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Product Information

• Description: Diastereomers
• Classification: Derivatives & analogs of Natural Compounds