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)-3-sulfanylpropanoic acid

• ChemBase ID: 210103
• Molecular Formular: C22H33NO9S
• Molecular Mass: 487.56372
• Monoisotopic Mass: 487.18760264
• 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)NC(C(=O)O)CS
• Canonical SMILES: SCC(C(=O)O)NC(=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/C22H33NO9S/c1-11-4-5-14-12(2)19(28-17(25)7-6-16(24)23-15(10-33)18(26)27)29-20-22(14)13(11)8-9-21(3,30-20)31-32-22/h11-15,19-20,33H,4-10H2,1-3H3,(H,23,24)(H,26,27)/t11-,12-,13+,14+,15?,19-,20-,21+,22?/m1/s1
• InChIKey: VVYLAGBYVBIHHA-SDPAPEHBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 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)-3-sulfanylpropanoic acid
• IUPAC Traditional name: 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)-3-sulfanylpropanoic acid

Database IDs

• PubChem SID: 164266013
• PubChem CID: 44713123

CALCULATED PROPERTIES

• Acid pKa: 3.3423517
• H Acceptors: 8
• H Donor: 3
• LogD (pH = 5.5): 0.4736807
• LogD (pH = 7.4): -0.80139256
• Log P: 2.6162868
• Molar Refractivity: 114.9778 cm^3
• Polarizability: 46.87661 Å^3
• Polar Surface Area: 129.62 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds