(2S)-2-[(2R,5S,10S,14R,15S)-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadec-7-en-14-yl]propanoic acid

• ChemBase ID: 182320
• Molecular Formular: C22H34O3
• Molecular Mass: 346.50356
• Monoisotopic Mass: 346.25079495
• SMILES: [C@@]12(C([C@H]3C([C@@]4(C(=CC3)C[C@H](CC4)O)C)CC2)CC[C@@H]1[C@@H](C(=O)O)C)C
• Canonical SMILES: O[C@H]1CC[C@]2(C(=CC[C@@H]3C2CC[C@]2(C3CC[C@@H]2[C@@H](C(=O)O)C)C)C1)C
• InChI: InChI=1S/C22H34O3/c1-13(20(24)25)17-6-7-18-16-5-4-14-12-15(23)8-10-21(14,2)19(16)9-11-22(17,18)3/h4,13,15-19,23H,5-12H2,1-3H3,(H,24,25)/t13-,15-,16-,17+,18?,19?,21-,22+/m0/s1
• InChIKey: NPBNRBWMDNZEBN-AKOLQHNKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(2R,5S,10S,14R,15S)-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-7-en-14-yl]propanoic acid
• IUPAC Traditional name: (2S)-2-[(2R,5S,10S,14R,15S)-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-7-en-14-yl]propanoic acid

Database IDs

• PubChem SID: 164238230
• PubChem CID: 16395418

CALCULATED PROPERTIES

• Acid pKa: 4.710962
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 3.1296628
• LogD (pH = 7.4): 1.3519726
• Log P: 3.9833207
• Molar Refractivity: 99.3552 cm^3
• Polarizability: 39.220173 Å^3
• Polar Surface Area: 57.53 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds