{[(2R,13R,14R,15S)-14-acetyl-14-hydroxy-2,13,15-trimethyltetracyclo[8.7.0.02,7.011,15]heptadec-7-en-5-yl]oxy}phosphonic acid

• ChemBase ID: 182951
• Molecular Formular: C22H35O6P
• Molecular Mass: 426.483461
• Monoisotopic Mass: 426.21712547
• SMILES: [C@@]12(C(C3C([C@@]4(C(=CC3)CC(OP(=O)(O)O)CC4)C)CC2)C[C@H]([C@@]1(C(=O)C)O)C)C
• Canonical SMILES: C[C@@H]1CC2[C@]([C@@]1(O)C(=O)C)(C)CCC1C2CC=C2[C@]1(C)CCC(C2)OP(=O)(O)O
• InChI: InChI=1S/C22H35O6P/c1-13-11-19-17-6-5-15-12-16(28-29(25,26)27)7-9-20(15,3)18(17)8-10-21(19,4)22(13,24)14(2)23/h5,13,16-19,24H,6-12H2,1-4H3,(H2,25,26,27)/t13-,16?,17?,18?,19?,20+,21+,22+/m1/s1
• InChIKey: FKBKGSILHZSWAK-GJXPHQBMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[(2R,13R,14R,15S)-14-acetyl-14-hydroxy-2,13,15-trimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-7-en-5-yl]oxy}phosphonic acid
• IUPAC Traditional name: [(2R,13R,14R,15S)-14-acetyl-14-hydroxy-2,13,15-trimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-7-en-5-yl]oxyphosphonic acid

Database IDs

• PubChem SID: 164238861
• PubChem CID: 16395574

CALCULATED PROPERTIES

• Acid pKa: 1.6999943
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 0.69001746
• LogD (pH = 7.4): -0.04926711
• Log P: 3.07534
• Molar Refractivity: 110.5012 cm^3
• Polarizability: 43.70813 Å^3
• Polar Surface Area: 104.06 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds