(2S)-2-(4-oxo-4-{[(1S,4S,5R,8S,9R,10S,12R)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.04,13.08,13]hexadecan-10-yl]oxy}butanamido)-2-phenylacetic acid

• ChemBase ID: 215418
• Molecular Formular: C27H35NO9
• Molecular Mass: 517.5681
• Monoisotopic Mass: 517.23118171
• SMILES: C123[C@@H]4O[C@H]([C@@H]([C@@H]1CC[C@H]([C@@H]3CC[C@@](O4)(OO2)C)C)C)OC(=O)CCC(=O)N[C@H](C(=O)O)c1ccccc1
• Canonical SMILES: O=C(N[C@@H](c1ccccc1)C(=O)O)CCC(=O)O[C@@H]1O[C@@H]2O[C@]3(C)CC[C@@H]4C2([C@H]([C@H]1C)CC[C@H]4C)OO3
• InChI: InChI=1S/C27H35NO9/c1-15-9-10-19-16(2)24(34-25-27(19)18(15)13-14-26(3,35-25)36-37-27)33-21(30)12-11-20(29)28-22(23(31)32)17-7-5-4-6-8-17/h4-8,15-16,18-19,22,24-25H,9-14H2,1-3H3,(H,28,29)(H,31,32)/t15-,16-,18+,19+,22+,24-,25-,26+,27?/m1/s1
• InChIKey: UUEZBKXLUNDXSZ-DUOHYKGLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-(4-oxo-4-{[(1S,4S,5R,8S,9R,10S,12R)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.0^4,^1^3.0^8,^1^3]hexadecan-10-yl]oxy}butanamido)-2-phenylacetic acid
• IUPAC Traditional name: (S)-(4-oxo-4-{[(1S,4S,5R,8S,9R,10S,12R)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.0^4,^1^3.0^8,^1^3]hexadecan-10-yl]oxy}butanamido)(phenyl)acetic acid

Database IDs

• PubChem SID: 164271328
• PubChem CID: 44713152

CALCULATED PROPERTIES

• Acid pKa: 3.4058967
• H Acceptors: 8
• H Donor: 2
• LogD (pH = 5.5): 1.8534638
• LogD (pH = 7.4): 0.53397995
• Log P: 3.9353998
• Molar Refractivity: 127.1155 cm^3
• Polarizability: 51.4775 Å^3
• Polar Surface Area: 129.62 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds