(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 3-{[2-(3,4-dihydroxyphenyl)ethyl]carbamoyl}propanoate

• ChemBase ID: 210114
• Molecular Formular: C27H37NO9
• Molecular Mass: 519.58398
• Monoisotopic Mass: 519.24683177
• 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)NCCc1cc(c(cc1)O)O
• Canonical SMILES: O=C(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)NCCc1ccc(c(c1)O)O
• InChI: InChI=1S/C27H37NO9/c1-15-4-6-19-16(2)24(34-25-27(19)18(15)10-12-26(3,35-25)36-37-27)33-23(32)9-8-22(31)28-13-11-17-5-7-20(29)21(30)14-17/h5,7,14-16,18-19,24-25,29-30H,4,6,8-13H2,1-3H3,(H,28,31)/t15-,16-,18+,19+,24-,25-,26+,27?/m1/s1
• InChIKey: LBQUZEGPLOWJBH-NHLWRVOBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (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 3-{[2-(3,4-dihydroxyphenyl)ethyl]carbamoyl}propanoate
• IUPAC Traditional name: (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 3-{[2-(3,4-dihydroxyphenyl)ethyl]carbamoyl}propanoate

Database IDs

• PubChem SID: 164266024
• PubChem CID: 44713124

CALCULATED PROPERTIES

• Acid pKa: 9.2869
• H Acceptors: 8
• H Donor: 3
• LogD (pH = 5.5): 3.9269202
• LogD (pH = 7.4): 3.921429
• Log P: 3.9269907
• Molar Refractivity: 130.0024 cm^3
• Polarizability: 52.164646 Å^3
• Polar Surface Area: 132.78 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds